Gulfport FL 3000+ Sq. Ft. Real Estate, Homes, Condos for Sale

3 Beds ⋅ 3 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code

Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 3 bedrooms, 3 bathrooms, and 3,051 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready — a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring, and a whole-house reverse osmosis system deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport — the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5417 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.

5417 Essex Avenue S, Gulfport

$3,375,000

5 Beds ⋅ 4 Baths ⋅ SubDv. ⋅ 33707 Zip Code

Must-see Italian Riviera-style villa offering exceptional coastal living in the amazing gated community of Pasadena Yacht & Country Club! This spectacular 5-bedroom, 4-bath residence offers 4,895 square feet of living space and is one of the largest one-story homes in the community. Set on one of the neighborhood’s largest lots at nearly half an acre, the highly desirable U-shaped design provides exceptional privacy while creating a seamless connection between the spacious interior and remarkable outdoor spaces. The resort-style backyard is truly an entertainer’s dream. The expansive area features a heated saltwater lap pool (resurfaced in 2024), Jacuzzi, outdoor kitchen, gas fire pit and abundant space for entertaining, dining, or simply relaxing and enjoying the Florida lifestyle. From the moment you enter the inside the impressive scale of the home is immediately apparent. The open floor plan features an elegant living room, formal dining area, and beautifully appointed wet bar. The bar includes an ice maker, quartz countertops, peninsula with seating space, two refrigerators and abundant cabinetry. The adjacent living room features beautiful wood flooring and soaring cathedral ceilings. The formal sunken dining area is framed by dramatic ceilings rising more than 20 feet and is complemented by a dedicated wine room with a Thermador wine cooler. Movie nights become an experience in the state-of-the-art media room, complete with a huge screen and surround sound. The gourmet kitchen is equally impressive, featuring a Sub-Zero refrigerator, Wolf gas range with double ovens, granite countertops, large island, peninsula with seating, and an abundance of cabinetry. Just off the kitchen is a SECOND dining area and living room, giving multiple spaces for privacy or to entertain guests in. Next to that also includes a versatile bedroom that can easily function as a children’s playroom, home office, library, or family room. The private south wing is dedicated to the primary suite and additional bedrooms. The enormous primary retreat features his-and-her closets with custom organizers, dual sinks with powder area, and a whirlpool tub overlooking the marina. An indoor shower and separate outdoor shower add a distinctive resort-style touch. Two additional generously sized bedrooms on this wing provide comfortable accommodations for family and guests. A spacious three-car garage offers ample storage, an epoxy-coated floor, and dedicated work area. Other upgrades include: full-home generator, hurricane-impact windows/sliders/doors, block home, full-home security system, water softener, irrigation/sprinkler system, dual HVAC systems, central vacuum, ceiling-mounted sound system, laundry room, large driveway, pest-control service. Pasadena Yacht & Country Club offers an exceptional private-club lifestyle with 18-hole championship golf course, tennis and pickleball courts, Olympic-size swimming pool, fitness center, and an active calendar of social events. The club is planning a new state-of-the-art fitness center as well as updates to the golf course and marina in 2027. New owners have the ability to bypass the current membership waitlist, which is reportedly more than two years long. Close to downtown St. Pete, St. Pete Beach, easy drive to Tampa, Bradenton, and Sarasota, and walking distance to charming downtown Gulfport. Home never flooded during the seller’s ownership and sits notably higher than many surrounding homes.

6320 Pasadena Point Boulevard, Gulfport

$1,499,000

10 Beds ⋅ 7 Baths ⋅ Veteran Park SubDv. ⋅ 33707 Zip Code

Three side-by-side properties, one rare Gulfport opportunity. 5025, 5027 & 5029 28th Ave S are sold together: 7 rental units in 4 classic 1949 buildings on over half an acre, blocks from Beach Blvd, the waterfront and Casino Ballroom. Four 2BR/1BA units, two 1BR/1BA units and a detached studio cottage, with covered porches, garden path, green space and off-street parking. Currently rented and producing income. Flood Zone X, no HOA/CDD. Package sale only. Owner is a licensed FL broker.

5025 28th Avenue S, Gulfport

$2,650,000

4 Beds ⋅ 4 Baths ⋅ Skimmer Point Ph Ii SubDv. ⋅ 33707 Zip Code

Virtually Staged. AN EXCEPTIONAL POINT OF VIEW ON BOCA CIEGA BAY. Experience exceptional waterfront living in Pasadena Yacht & Country Club from this beautifully remodeled, single-story residence situated on a coveted point lot with approximately 174.5 feet of waterfront and sweeping open views toward Boca Ciega Bay. Designed for effortless Florida living and entertaining, the open-concept interior features dramatic volume ceilings reaching approximately 13 feet, abundant natural light, wide-plank luxury vinyl flooring throughout, designer lighting and a wood-burning fireplace. Significant improvements include a new roof, new hurricane-rated windows and doors, and a newer seawall. The flexible split-bedroom floor plan offers 3 bedrooms plus an office or optional 4th bedroom and 3.5 baths. The spacious primary suite is a private retreat with a walk-in closet and beautifully appointed bath featuring a soaking tub, walk-in shower and private water closet. Updates include hurricane windows and doors, newer roof (2020) newer seawall (2017), new artificial turf front yard and more! Outside, the point-lot setting takes center stage. Relax by the pool, entertain along the waterfront and enjoy expansive views across Boca Ciega Bay. The oversized 667 SF garage features new epoxy flooring and ample room for vehicles, storage and recreational gear and golf cart. Adding further distinction for a waterfront property, the home DID NOT FLOOD during Hurricane Helene. An exceptional benefit of purchasing within Pasadena Yacht & Country Club: buyers have the ability to bypass the golf membership waitlist and join as a Full Golf Member within 30 days of purchase, if they choose—offering the opportunity to enjoy the club lifestyle without the wait. Ideally located near vibrant Downtown St. Petersburg and minutes from St. Pete Beach and Florida's renowned Gulf beaches, this home places boating, golf, dining, arts, culture and the best of the St. Petersburg lifestyle within easy reach. Remodeled, refined and remarkably waterfront—this is Florida living from the fairway to the bay and the beach beyond.

5921 Seabird Drive S, Gulfport

$2,950,000

4 Beds ⋅ 6 Baths ⋅ Pasadena Point Estates Ph Ii SubDv. ⋅ 33707 Zip Code

Seller wants an offer!! Well-built Rutenburg home that has all the upgrades you will need. New roof and windows throughout the home in 2024! These 4 bedrooms plus office and 5.5 bath home is designed for coastal living. Open floor plan with beautiful formal living and dining room with designer lighting and cathedral ceilings. Off the living room is an expansive lanai with water views and plenty of outdoor space to entertain. The kitchen has been upgraded with Sub-zero refrigerator, Thermador ovens, quartz counter tops, subzero large wine cooler and seating for 4 at the kitchen island. A gas cook top with a beautiful hood cover tops off this gourmet kitchen. The kitchen opens to the family room with an abundance of windows for more spectacular water views. Off the family room is a grand lanai with a new retractable awning for plenty of shade. Gas hook-up is available for an outdoor kitchen if you wanted to add on the main level! The large primary bedroom is on the main floor, with powered blinds, two walk in closets and his and her vanities with again more water views. The office with custom built cabinets is off the primary and also has water views. A large 2nd bedroom is also on the main level with a full bath off the bedroom. A half bath for visiting guests is also on main level. On 2nd level is two large ensuites. As you step out to the pool area you will see a pebble tec saltwater pool and spa with newer heater and seal pavers. Plenty of shaded area to get out from the sun and more grilling area. The 91 feet waterfront property has a newer trex dock with water and electricity, along with a wet slip, 20000lb boat lift and jet ski lift. Backyard has been fenced in and has an Artisan well . A generator has recently been added to keep lower level in law suite livable if power outage should occur. The In-law suite has hurricane shutters and a full bath with its own AC system. There is plenty of storage in the 3-car garage and a workstation. There are 2 new water heaters. Elevator can be added but will lose pantry space and bedroom closet. The sellers have added a chair lift from lower level to main level of house and is a smart home. This elegant home has so much to offer, a plus is that it is located in the gated community of Pasadena Yacht and Country Club. The amenities of PYCC include 18-hole championship golf course, pickleball courts, tennis courts, olympic size swimming pool, great fitness center and many social activities throughout the year. In 2027 the club will be offering a new state of the art Fitness center and update golf course and marina. Joining the club is optional however if you purchase this home, you can jump the wait list for membership (wait list over 2 years). However, you must join within 30 days of purchasing your home. Location is awesome, only 15 minutes to downtown St. Petersburg, 10 minutes to St. Pete Beach and walking distance to quaint Gulfport.

6113 Pasadena Point Boulevard, Gulfport

$1,680,000

4 Beds ⋅ 6 Baths ⋅ Pasadena Estates Sec G SubDv. ⋅ 33707 Zip Code

Perched high above sea level in a non-flood zone, (approximately 15’), this exceptional 1923 Spanish Mediterranean Revival Estate sits on nearly one Acre in the heart of Gulfport. The property features two structures with a combined 4 bedrooms and 5.5 bathrooms, including a beautifully preserved 3BR/3.5BA main residence, a versatile two-story carriage house, and a detached 2-car carport showing preserved wood rarely seen in the area. The main home showcases original hardwood floors, exposed wood-beam ceilings, graceful arches, two gas fireplaces, and hurricane-impact windows throughout. First floor layout includes formal living room with gas fireplace, formal dining room with large windows, a sunlit family room, a quaint powder bath and an en-suite guest bedroom or first floor primary with a fireplace! In the well appointed gourmet kitchen you will find heart-of-pine floors, gas range with 6-burner gas range with griddle, stainless steel appliances, a step-down walk-in pantry and more arches! Upstairs, a spacious primary en-suite features a walk-in dressing room, and access to the quintessential Spanish-style balcony. The guest bathroom comes with separate shower & claw foot tub, while the third bedroom enjoys the possibility of having its own future south-facing private balcony. The detached carriage house includes a guest en-suite, laundry room, two-car garage, one-car carport, and an upstairs flex room equipped with a full bath ideal as a home office, a studio, a gym, or a play room, you decide! Outdoor living is exceptional with a magnificent Resort-Style heated saltwater pool and spa with built-in self cleaning system, and lush fully fenced grounds. Encompassing an entire block from north to south, the extensive south-facing rear backyard with gate access, provides additional parking for large vessels - RV or boat, as well endless possibilities for a tennis, pickleball or basketball court for memorable outdoor entertaining. Conveniently located just minutes from Gulfport's vibrant waterfront district, award-winning beaches, downtown St. Petersburg, Tampa, and Sarasota, this remarkable Estate presents a rare opportunity to own a 1920’s classic that perfectly balances timeless charm, and modern comfort.

6010 17th Avenue S, Gulfport

$2,900,000

3 Beds ⋅ 5 Baths ⋅ Skimmer Point Ph Iii SubDv. ⋅ 33707 Zip Code

This magnificent estate is set on an exceptional location and lot with 102 ft frontage a wide open billion-dollar view of BOCA CIEGA BAY and yearlong 180-degree SUNSET views this estate masterpiece spans over 4155 sq ft of refined interior living space. A dramatic open-concept three story which wraps around the living area with a commanding fireplace that anchors the soaring cathedral ceilings. The sweeping water views from each room on the second level is where you can capture synchronized sunset views and compliments with large balconies and outdoor cook top and refrigerator for entertaining. The high caliber of kitchen appliances alongside elongated island provides exceptional versatility for entertaining as well as two resort-type bars. Outside the home transforms into a private oasis with spa and resort-type sparkling pool full 180 degrees of water views. The pool bathroom has washer and dryer hook-ups, shower, vanity, and benches. The wood deck spans most of the property. Additional highlights include Primary Bedroom with ensuite and Huge walk-in closet, two additional bedrooms also ensuite and a loft. The three garages has parking for 4 vehicles. Quality high grade superior structural elements built this custom masterpiece in 1990 with many extras. Hurricane Shutters, Central Vacuum, Elevator, pet bathtub are just a few. The elevator was just rebuilt with current electrical equipment Julyn of 2026 The primary Bedroom and ensuite is freshly painted July 2026 The famous Vaughn McCarthy & Sons of PVC architects designed it and a full set of blueprints are available. PASADENA YACHT AND COUNTRY CLUB is one of the finest country club communities on the west coast of Florida. Enter through the 24/7 Guard Gate to a refined lifestyle full of pastoral land and mature landscapes. PASADENA YACHT CLUB AND COUNTRY CLUB is a very sought after community and this masterpiece is offered for the first time. Come and enjoy the ultimate in Florida lifestyle.

2869 Seabreeze Drive S, Gulfport

$1,100,000

6 Beds ⋅ 4 Baths ⋅ Veteran City SubDv. ⋅ 33707 Zip Code

Rare Gulfport Investment Opportunity | Flood Zone X | Three Licensed Short-Term Rental Homes Rare opportunity to own three stand-alone single-family homes in Gulfport’s Waterfront Redevelopment District, all legally zoned and fully licensed for nightly rentals. Situated in desirable Flood Zone X, the property remained high and dry during the 2024 storms. Located just steps from Gulfport’s restaurants, shops, beach, marina, and entertainment, this turnkey property is ideally positioned to benefit from the area’s thriving vacation rental market. The property includes three units: one 3-bedroom, 2-bath Sears house, one 2-bedroom, 1-bath bungalow, and one 1-bedroom, 1-bath cottage, offering a total of 6 bedrooms and 4 bathrooms. All three homes are being sold fully furnished, including indoor and outdoor furnishings. The property features in-unit laundry in two units, off-street parking, private driveway, a shared courtyard, and lush landscaping. With immediate income potential and value-add opportunities through future updates, this is a rare chance to own a turnkey short-term rental portfolio in one of Gulfport’s most desirable locations.

5407 29th Avenue S, Gulfport

6137 Pasadena Point Boulevard S, Gulfport

$1,750,000

5 Beds ⋅ 5 Baths ⋅ Pasadena Point Estates Phase Iiensure The Next Dt SubDv. ⋅ 33707 Zip Code

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6137 Pasadena Point Boulevard S, Gulfport

$4,999,000

4 Beds ⋅ 5 Baths ⋅ Pasadena Point Estates Ph Ii SubDv. ⋅ 33707 Zip Code

A MAGNIFICENT LUXURY WATERFRONT ESTATE SUPPORTED BY AN IMPRESSIVE DEEP-WATER DOCK WITH MOORINGS FOR A 100FT YACHT! Located in renowned Pasadena Yacht and CC, south Pinellas County’s only gated golf and boating community, this remarkable Windstar Home rests on a wide, 1 ½ lot footprint, with beautiful open water view of Boca Ciega Bay. Step up to the elevated courtyard entry and take in rich cast stone and travertine exterior finishes. Soaring 25 feet high, the majestic rotunda foyer introduces exquisite cherrywood and marble floors, dazzling faux paintwork, elegant detailed woodwork, radiant lighting, brilliant custom ceilings and unforgettable waterviews. The superb CEO-quality executive office provides extensive sumptuous built-ins, wonderful matching coffered ceilings and a double-sided fireplace. Lovely casual waterfront dining is complemented by a gorgeous formal dining room with 12ft-high ceilings. The sublime chef’s kitchen is a deeply-satisfying culinary experience. Artisan quality raised-panel wood cabinetry and superb Ogee-edge granite surfaces support high-end Gaggenau steam, convection and gas cooking, Subzero refrigeration, built-in Miele coffee system, warming drawers, refrigeration drawers, large walk-in pantry, and a built-in workstation center. You’ll love the fabulous butler’s pantry, multi-level breakfast bar (with beverage chiller and ice maker), and dedicated wine closet that support this incredible kitchen. Relax in the resplendent waterfront living room with custom designer entertainment center, rich marble-encased fireplace, fine coffered ceilings, and terrific window treatments (all windows are elegantly encased in wood). Step out to the enticing 450sqft covered waterfront balcony with remote controlled sunshades. Balcony offers a built-in tumbled marble/granite gas cooking center, and spacious seating/dining areas. Huge guest bedroom suite has a lavish, adjacent luxury bath. Upstairs, you’ll discover a spectacular owner’s suite: a full-height cast stone double-sided gas fireplace separates the bedroom from the plush sitting area with Juliette balcony and magnificent built-in entertainment center. The grand walk-in closet system features numerous built-ins and a generous center island dresser. The owner’s bath is a posh, pampering retreat with commanding views of the water, exceptional marble/granite surfaces, built-in microjet spa tub, custom designer vanities, a dedicated sit-down cosmetics center, and a superb glass-enclosed marble rain shower/steam room. Bedrooms 3 & 4 are oversized and en suite, with beautiful, luxurious baths. Your massive lower level is ideal for fitness/gaming/storage. Lushly landscaped, out back you’ll find the perfect blend of luxury, entertainment and waterfront adventure. A 460sqft covered lounging/dining deck transitions to a stunning Pebbletec pool/elevated spa overlooking the water. An expansive composite dock supports a 16,000 lb boat lift with cat walk, shore power, water, lighting, shower and deep water mooring with tie poles for yacht with 22ft beam. This luxury estate is a true rarity and boasts countless amenities and highly-desirable extras. One of the finest waterfront homes in Tampa Bay! Pasadena Yacht & CC enjoys an extensive list of world-class amenities including golf, tennis, fitness center, marina, restaurant, community pool and clubhouse. A great location and an extraordinary community! Dimensions are estimates, buyer to verify.

6224 Pasadena Point Boulevard, Gulfport

$1,449,900

4 Beds ⋅ 4 Baths ⋅ Veteran City SubDv. ⋅ 33707 Zip Code

Under contract-accepting backup offers. Experience the pinnacle of Gulfport, Florida living in this move-in-ready, brand-new custom construction home built by WinWay Homes to perfection and available now, so you can skip the wait and start enjoying your dream lifestyle immediately. This high-and-dry, no-flood-zone residence sits on an oversized corner lot just one block from vibrant downtown Gulfport, offering the perfect blend of modern luxury and coastal convenience. Boasting 4 bedrooms, 4 baths, and a 2-car garage, this spacious single-family home features an entertainer’s open-concept floor plan anchored by a show-stopping 10-foot quartz kitchen island. Host movie nights in the dedicated home theater, focus in your private home office, or unwind in the first-floor primary suite complete with a floor-to-ceiling spa-inspired wet room. Two additional upstairs en-suite bedrooms provide flexibility for guests, family, or a home gym. Step outside to your private resort-style oasis: a custom saltwater pool surrounded by a covered lanai, ideal for evening swims under the Florida sky. With multiple parks, Boca Ciega Bay, and an eclectic mix of restaurants and shops all within easy walking distance, this Gulfport pool home delivers the ultimate coastal lifestyle—start your mornings with coffee on the front porch and end your days with a dip in your own backyard paradise. If you’re searching for new construction homes in Gulfport FL, luxury pool homes near Boca Ciega Bay, or a custom-built residence in a prime no-flood location, this is the one you’ve been waiting for. WinWay Homes is offering a full 1 year warranty along with a third party 2-10 warranty. Schedule your private showing today and make this Gulfport, Florida dream home yours before it’s gone!

2814 54th Street S, Gulfport

5909 Skimmer Point Boulevard S, Gulfport

$1,350,000

4 Beds ⋅ 4 Baths ⋅ Pelican Bay Estates At Skimmer Point Ph I SubDv. ⋅ 33707 Zip Code

BRAND NEW ROOF INSTALLED IN 2026! Nestled within a private gated community of the Pasadena Yacht & Country Club, this exceptional residence offers a refined blend of elegance, comfort, and resort-style Luxury living. Boasting 4 bedrooms + an office, 3.5 baths, and an expansive layout spanning 3,549 square feet of living space, this home is thoughtfully designed with soaring ceilings, oversized & custom transom windows, and multiple sliding glass doors that flood the interiors with natural light and seamlessly connect indoor and outdoor spaces. Step outside to a beautifully appointed screened lanai featuring stone pavers, a sparkling heated pool and spa, and a fully equipped outdoor kitchen complete with a gas grill, sink, and refrigerator—creating the perfect setting for entertaining. Beyond the lanai, enjoy tranquil views of a private pond framed by lush, mature landscaping and fruit trees, offering a serene and picturesque backdrop. At the heart of the home, the chef-inspired kitchen is both functional and impressive, showcasing a sprawling wraparound island with granite countertops, an electric cooktop, wine refrigerator, and custom solid wood cabinetry with soft-close features and pull-out shelving. A ceramic tile backsplash and generous pantry complete the space, while the open-concept design flows effortlessly into the formal dining room, living room, and inviting family room with a gas fireplace. Rich engineered hardwood flooring enhances the warmth and sophistication throughout the main living areas. The primary suite is a private retreat, featuring direct access to the lanai, dual walk-in closets with built-in organization systems, and a luxurious ensuite bath. Indulge in a spa-like experience with a walk-in shower featuring a built-in stone bench, a large soaking tub, and elegant finishes including granite countertops and custom tile work. Designed with privacy in mind, the triple split floor plan offers two additional bedrooms and a full bath with dual vanities on one side of the home, while a separate wing—accessed through pocket doors—includes another bedroom and full bath. This versatile space is ideal as a guest suite, in-law quarters, or bonus room, and also serves as a convenient pool bath for easy accessibility. The oversized 3-car garage provides exceptional storage and flexibility, featuring both a double and single garage door—perfect for accommodating a golf cart, kayaks, bikes, and more. Residents enjoy access to an exclusive community clubhouse just moments away, with optional separate membership offering resort-style amenities including a pool, spa, marina, restaurant, expansive dining spaces, and multiple bars. This remarkable home delivers the perfect balance of Luxury, privacy, and a custom lifestyle within one of Gulfport’s most desirable gated communities.

5909 Skimmer Point Boulevard S, Gulfport

$2,100,000

4 Beds ⋅ 4 Baths ⋅ Kipps Colony Estates At Pasadena Yacht/Country Cl SubDv. ⋅ 33707 Zip Code

Inspired by the effortless elegance of Barbados, this exceptional coastal retreat blends refined design with a focus on light, views, and seamless indoor-outdoor living. Clean lines, a soft coastal palette, and British-influenced symmetry create a timeless coastal aesthetic, all set within the gated Pasadena Yacht & Country Club—Pinellas County’s only gated, waterfront and golf course community. Ideally positioned on a spacious corner lot, the home is surrounded by lush tropical landscaping designed for Florida’s coastal environment. A thoughtfully designed reverse floor plan maximizes each level and panoramic water views, with an elevator providing access to all levels— and a floor plan ideal for multigenerational living. The top level showcases a stunning open living space with white tongue-and-groove pitched ceilings, wet bar, and sliding glass doors leading to a 27’ terrace with both covered and open-air areas—perfect for entertaining or relaxing. The main living level features a beautifully appointed kitchen with white shaker cabinetry, quartz countertops, GE Café appliances, and a breakfast bar overlooking the great room and terrace. The spacious primary suite offers a gorgeous en-suite bath and expansive custom closets. This well planned design also offers the opportunity of utilizing the second full bath as his and her primary baths! The first living level includes three additional bedrooms, two baths (including an en suite guest room), and a flexible second living area or office with access to another inviting terrace. Outdoors, the backyard provides a blank canvas for a custom pool design. Additional highlights include five terraces, a four-car garage, pre wired for EV charging, room for workshop and golf cart space, a whole-house generator, metal roof, hurricane windows, Leutron lighting, and 2 expansive paver driveways. For boating enthusiasts, Pasadena Yacht & Country Club also offers a protected 75-slip marina, with boat slips currently available for purchase—providing direct access to the Gulf and a true waterfront lifestyle. (Club membership available at an additional cost) A rare opportunity to enjoy elevated coastal living in one of the area’s most sought-after communities close to downtown St. Petersburg, Florida’s gorgeous, white sand beaches, and a short 35 minute drive to Tampa International Airport.

2813 Kipps Colony Drive S, Gulfport

6103 Pasadena Point Boulevard S, Gulfport

$3,200,000

4 Beds ⋅ 4 Baths ⋅ Pasadena Point Estates Ph Ii SubDv. ⋅ 33707 Zip Code

Experience refined waterfront living in the exclusive gated enclave of Pasadena Yacht & Country Club. This elevated luxury residence offers a rare advantage: by virtue of ownership, buyers bypass the 5+ year waiting list for coveted golf membership—an extraordinary value and lifestyle opportunity. Thoughtfully updated and impeccably maintained, the home features a new composite roof with a 50-year transferable warranty, a new seawall, and an oversized dock complete with a 16,000-lb boat lift and a slip accommodating a 65’ yacht—a true boater’s dream. Inside, classic elegance meets modern livability with formal living and dining rooms, complemented by an open-concept kitchen and family room ideal for entertaining. The spacious layout includes 4 bedrooms, 4 baths, and versatile bonus space, offering flexibility for a home office, gym, or media room. Designed for both everyday comfort and elevated entertaining, this waterfront home delivers the ultimate Florida lifestyle—secure, sophisticated, and move-in ready—within one of St. Petersburg’s most prestigious yacht and golf communities

6103 Pasadena Point Boulevard S, Gulfport

$1,741,015

4 Beds ⋅ 4 Baths ⋅ Bay Estates SubDv. ⋅ 33707 Zip Code

Virtually Staged. Be a part of Country Club living in this Hurricane proof home!! Must see home in person to see all the beautiful feature of this home! The construction pictures and 3D tour of home show a lot of the details though. Beautiful like new (built in 2020) home off the 17th green of Pasadena Yacht and Country Club is a one of kind! This all concrete and block home is located on an oversized lot . As you walk into the home you will see all the attention to details starting with 10-foot ceilings, large base boards, crown molding and commercial grade windows and sliding doors. Gourmet kitchen includes Viking appliances, 150 bottle cooler, double convection oven, double beverage draws in the dry bar area, pot filler for your gas stove. The kitchen counter tops are quartz and granite with custom backsplash. Dining area with lights of natural light that have plenty of space for a 12-person dining table. Master bedroom has large custom-built walk-in closet, soaking tub and dual head walk in shower. There is another large bedroom on the first floor and additional full bathroom. Sellers have added an enclosed sunroom off the large lanai that could be used as an office too. As you go up the extra wide leather tile staircase you will find 2 additional large bedrooms and full bathroom with walk in shower. On the expansive lanai there is two gas grills and plenty of space for your outdoor furniture. Beyond the lanai is a large private backyard with an option for a pool.(see attachments from Oasis Pools) Home is located on a private cul de sac and backyard . Home is only .6 miles to Pasadena Yacht and Country Club, where you can take your golf cart to enjoy all the amenities at the club. As a buyer of this home you are entitled to move above the 2 to 3 year wait list at the club and join within 30 days of your purchase for minimal fee. Location of this home is great, as it is only 5 minute drive to downtown Gulfport and 10 minutes to beach and downtown St. Petersburg! Come enjoy this beautiful home in the gated community of Pasadena Yacht and Country Club! SELLERS ARE READY TO SELL!

5951 Bay Drive, Gulfport

$895,000

Ardmore Heights SubDv. ⋅ 33707 Zip Code

Under contract-accepting backup offers. This is a unique, two-building flex property located directly on the Pinellas Trail with frontage on 49th Street South, the main north–south corridor into Gulfport with approximately 22,000 vehicles per day. This property is a rare opportunity to purchase a property with both high traffic road frontage and direct frontage on The Pinellas Trail. The site consists of 4,924 SF gross SF across two concrete block buildings (3,460 SF and 1,464 SF), plus a bonus storage shed fronting the trail, situated on a 0.31-acre lot with 10+ parking spaces. The interior configuration includes multiple small rooms and studios, making it well-suited for creative users, multi-tenant concepts, or owner-operators looking to generate multiple income streams. The property is zoned Commercial General, allowing for a wide range of uses including retail, office, personal services, restaurant, warehouse, trade shops, automotive and marine-related uses, fitness, and many conditional uses. The outdoor areas provide functional space for pop-up markets, events, vendor stalls, or customer gathering, which pairs naturally with the heavy pedestrian and cyclist traffic along the Pinellas Trail. With an average of 160,000 trail users per month, this property functions as a true destination site, offering visibility not just to vehicles, but to a constant stream of cyclists, pedestrians, and local residents. Whether repositioned for creative studios, retail, wellness, trades, or a potential hybrid live-work or market concept, this is a highly adaptable property in the City of Gulflort, FL.

701 49th Street S, Gulfport

6020 Shore Boulevard S Unit 1101, Gulfport

$850,000

4 Beds ⋅ 4 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Sweeping, unobstructed views of Boca Ciega Bay define this extraordinary penthouse, with walls of glass capturing shimmering water, dramatic sunrises, and unforgettable sunsets from nearly every room. Rarely found in condo living, this residence includes a true separate one bedroom, one bathroom in law suite with its own private entrance and galley kitchenette, making it ideal for extended family, guests, or a private office or studio. A private keyed elevator delivers you directly to the penthouse lobby and private entry foyer, setting the tone for the level of exclusivity this home offers. Extensively built out in 2021, this nearly 3,500 square foot residence features a main living area with three bedrooms and two and a half baths, plus the separate in law suite, all thoughtfully designed for privacy, flexibility, and comfort. Expansive living and dining areas are oriented to maximize the panoramic bay views and flow seamlessly into the gourmet kitchen, which features leathered granite countertops, abundant cabinetry, a large walk in pantry, beautiful finishes, a dry bar with wine refrigerator, double wall ovens, gas cooktop, and premium stainless appliances. The space is equally suited for everyday living and entertaining on a grand scale. Designer finishes throughout include Italian porcelain flooring, marble baseboards, rich mahogany doors, crown molding, new custom shades, and floor to ceiling windows that fill the home with natural light. The owner’s suite is a private retreat offering tranquil water views and a luxurious bath designed for relaxation. A full size laundry room includes a new washer and dryer. Significant recent upgrades add peace of mind and value, including two brand new HVAC systems, new storm shutters on the water side, a new roof completed within the last six months, and two newly built covered carports completed within the past year. Town Shores offers an active waterfront lifestyle with outstanding amenities including four heated pools, tennis courts, bocce ball, shuffleboard, a fully equipped fitness center, his and hers saunas, and a large clubhouse with billiards and a second story ballroom. A full calendar of social events creates a vibrant sense of community. Just outside the community, the Gulfport Art District offers award winning restaurants, eclectic shops, galleries, studios, a dog park, recreation center, performance theater, and the historic Gulfport Casino. Pasadena Country Club is nearby for golf enthusiasts, Tampa International Airport is approximately thirty minutes away, and the beautiful Gulf beaches of St. Pete Beach, Treasure Island, and Fort De Soto are only minutes from your door.

6020 Shore Boulevard S Unit 1101, Gulfport

$1,800,000

4 Beds ⋅ 3 Baths ⋅ Skimmer Point Ph Ii SubDv. ⋅ 33707 Zip Code

Back on the market with a new roof and new windows in July/August!!Coastal Classic 4- bedroom 3-bathroom home located in the gated community of Pasadena Yacht and Country Club is a one-of-a-kind home. As you walk into this very bright and beautiful home you have lots of natural light open floor plan and beautiful aquarium that does convey. The grand great room with high ceilings, newer luxury vinyl flooring and a gas fireplace flows in the dining room and kitchen area, great for entertaining all your guests. The kitchen offers you all the amenities, including reverse water osmosis system, gas cook top, 2 ovens (one is convection), dual temperature wine cooler, gas dryer and of course the basic appliances. There are two bedrooms and two bathrooms on main level. One of the bedrooms has an ensuite bath which also has access to main level lanai. The master bedroom is accessible by a grand staircase that flows beautifully to the 2nd level. The primary bedroom is very spacious as is the primary bathroom. The primary bedroom also has a lanai that has a beautiful waterfront view. There is a 4th bedroom on this level that is now seller's office/den, with built in bookshelves and desk. All bedrooms have 9ft ceilings with plantation shutters. For the boaters there is a newer dock built in December of 2021 with water, electric and 13,000 lb lift. Saltwater pool has a new pool pump and plenty of room for a spa. The garage is a car collectors dream with room for 8 cars, depending on size. Balconies on front and back of home are oversized. Home is very efficient with R-38 Insulation,2 AC system, double pane windows with UV tinting. There is a chair lift from lower level to main floor for easy accessibility. Purchase this home and within 30 days of closing you will have the opportunity to skip the wait list at Pasadena Yacht and Country Club for both Social and Golf Memberships. Please contact the membership director, Sarah at PYCC for more information.

2829 Seabreeze Drive S, Gulfport

$850,000

2 Beds ⋅ 6 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code

Brand new roof installed July 2025. Never flooded. Ideally situated in the heart of Gulfport’s Waterfront Redevelopment District, this prime income-producing 5-plex offers an exceptional downtown location just one block from Veteran’s Park, the fishing pier, and Gulfport’s popular dining scene. Residents enjoy an easy stroll to downtown Gulfport’s restaurants, boutique shops, sandy beach, historic Casino Ballroom, beach volleyball courts, weekly farmers market, and lively nightlife. This well-maintained masonry property features three spacious studio units, one 1-bedroom/1-bath unit, and one 1-bedroom/1.5-bath unit. All apartments have easy-care vinyl flooring, with two units enjoying partial water views. Tenants will appreciate the newly resurfaced on-site parking lot, providing convenient and reliable parking. Additional highlights include five separate electric meters, a single water meter, fresh exterior paint, and a newly landscaped courtyard that enhances curb appeal. Located in non-flood zone X, the property performed well during recent summer storm seasons with no flooding to the structure. A rare opportunity to own a downtown Gulfport income property near the waterfront—offering a highly desirable lifestyle for tenants and strong long-term investment potential. Don’t miss this exceptional opportunity.

3025 54th Street S, Gulfport

$1,020,000

5 Beds ⋅ 4 Baths ⋅ Pasadena Greens SubDv. ⋅ 33707 Zip Code

One or more photo(s) has been virtually staged. Never flooded (12ft base flood elevation) and Priced to SELL!!! Perfectly positioned on the 6th fairway of Pasadena Yacht & Country Club, this elegant 5-bedroom, 4-bath, 3-car garage residence offers refined living with serene golf course views. Designed for both entertaining and everyday comfort, the home features formal living and dining rooms, a thoughtfully designed split floor plan, and generous living spaces filled with natural light. The spacious primary suite is a private retreat, complete with his and her walk-in closets and a well-appointed en-suite bath. Additional bedrooms provide flexibility for guests, home office, or multigenerational living. Step outside to your golf-course pool oasis complete with your own tiki hut, where tranquil fairway views create the perfect backdrop for relaxing or entertaining. Major improvements include a new roof, new A/C systems, and a new water heater, offering peace of mind and long-term value. This home DID NOT FLOOD!!! Located on one of St. Petersburg’s most desirable gated golf and yacht communities, residents enjoy optional country club membership, championship golf, marina access, and proximity to beaches, downtown St. Pete, and Tampa International Airport. This is Florida luxury living at its finest—where lifestyle, location, and timeless design come together.

1220 Royal Palm Drive S, Gulfport

$3,605,000

4 Beds ⋅ 4 Baths ⋅ Skimmer Point Ph Iii SubDv. ⋅ 33707 Zip Code

Welcome to an extraordinary waterfront residence in the highly sought after, gated Pasadena Yacht & Country Club. Perfectly positioned on the open waters of Boca Ciega Bay, this impeccably built all-block constructed estate combines timeless design with modern luxury, creating the ultimate Florida lifestyle retreat. A private elevator connects all levels of this home, which showcases soaring ceilings, elegant finishes, and expansive views from nearly every room. Double leaded glass doors open to a grand foyer and formal living room with cathedral ceilings, a stately gas fireplace, a wet bar for entertaining, and a striking glass-walled office. The main living level is designed for both intimate gatherings and grand entertaining. A formal waterfront dining room with marble flooring flows seamlessly into a chef’s kitchen with custom solid wood cabinetry, a center island, gas cooking, pantry, and breakfast bar overlooking the family room with a built-in saltwater aquarium and casual dining nook. Step outside to the spacious covered waterfront terrace, perfect for al fresco dining and enjoying spectacular sunsets. This level also features a state-of-the-art theatre room with elevated seating and a full bath. The top level is dedicated to private living spaces, with hardwood flooring throughout. The expansive primary suite is a true retreat, offering breathtaking water views, two walk-in closets, a private waterfront balcony, and a luxurious en-suite bath with dual vanities, a soaking tub, and walk-in shower. Three additional bedrooms, two with en-suite access and water views, provide comfort and space for family or guests. The ground level features a 3-car garage with additional garage door access to the waterfront, a large workshop, and ample storage for all your toys. Step outside to enjoy a brand-new resort-style outdoor living area, complete with a sparkling saline pool, a covered jacuzzi that flows into the pool, captivating water and fire features, and an expansive textured marble pool deck. Boaters will appreciate the new 50’x20’ composite dock with a 30,000 lb lift and a 10,000 lb lift, offering immediate access to Boca Ciega Bay and beyond. Additional upgrades include a newer Generac generator, new landscaping with outdoor lighting, crown molding, new hurricane rated picture windows in family room and primary suite as well new hurricane rated sliding doors on 1st floor. Living here also provides the rare opportunity to bypass the waiting list and join Pasadena Yacht & Country Club within 30 days of purchase, unlocking world-class amenities right outside your door. This is more than a home—it’s a statement of luxury waterfront living.

5907 Bayview Circle S, Gulfport

5921 Skimmer Point Boulevard S, Gulfport

$1,100,000

4 Beds ⋅ 4 Baths ⋅ Pelican Bay Estates At Skimmer Point Ph I SubDv. ⋅ 33707 Zip Code

NEWLY PRICED WELL BELOW APPRAISED VALUE – SELLER READY TO MAKE A DEAL!! More than a community, it's home. Life within the gated waterfront Pasadena Yacht and Country Club is built on connections where neighbors become friends and relationships develop on the golf course and in the water. It is one of the rare places you can swing a club or racquet in the morning then watch the sunset from your boat in the evening. At the heart of PYCC is an 18-hole Arnold Palmer-designed championship golf course, clubhouse with multiple dining options, active fitness center, deep water marina, jr Olympic-sized pool, tennis and pickleball courts. Residents may enjoy optional membership access to multiple amenities. Your custom built luxury home overlooks a tranquil pond with peaceful natural views including birds, ducks and turtles. Nearly every room of the spacious single story residence opens to the screened pool area creating seamless indoor and outdoor living. Featuring 4 bedrooms, 4 baths, and a 3 car garage this split bedroom floor plan includes a formal dining room, two bonus rooms (ideal for work-out space, play rooms, office), laundry room and an expansive kitchen-living area. Any chef would be proud to prepare a meal among the granite counters, wood cabinetry, breakfast island, gas range and breakfast island. The large primary suite offers an expansive walk-in closet and an ensuite bathroom with double granite topped vanities, soaking tub and walk-in shower. Special interior highlights include high ceilings, gas fireplace, and modern designs. The home is located close to downtown Gulfport boasting waterfront cafes, boutique shops, and a weekly market. It is also near the Gulf beaches, Fort DeSoto Park, and convenient interstate access to Tampa or Sarasota. Boat slips may become available for lease or purchase.

5921 Skimmer Point Boulevard S, Gulfport

$1,400,000

4 Beds ⋅ 3 Baths ⋅ Skimmer Point Ph Iii SubDv. ⋅ 33707 Zip Code

One or more photo(s) has been virtually staged. Experience gated, waterfront living at its finest in this spacious home with a protected private dock on Boca Ciega Bay, just a stone’s throw from premier country club amenities! Showcasing a sparkling pool and spa overlooking a canal front lot with a protected dock and lift on deep sailboat water. This Key West-style home features a metal roof and offers over 4,000 square feet of total living space. The formal foyer welcomes your guests into an open-concept great room with expansive water views. Freshly painted walls and brand-new carpet let you move right in without any additional work. A built-in media center is complete with a modern stone fireplace and a stylish wet bar. Vaulted ceilings elevate the spaciousness, while clerestory windows and recessed lighting illuminate the main living area. A warm wood-grain bar seamlessly integrates with the kitchen, which has white raised-panel cabinetry, Corian countertops, Bosch appliances, a newer GE stainless-steel refrigerator, and a planning center or coffee bar. A pantry provides ample storage for all your essentials. The dining room boasts a picture window framing captivating water views and French doors that open onto the main-level screened lanai and balcony. Across the kitchen is a flexible area that can serve as a formal dining room or an excellent home office, with a built-in window seat and plantation shutters. A split-level design includes two separate bedrooms and a shared bathroom. There is also a waterfront bedroom with an attached pool bath and a convenient laundry room, making it a perfect fit for a double primary suite! The spacious Owner’s Suite includes a double-door entry, a sitting area, and a walk-in closet. It also provides access to the covered and screened lanai through French doors. The personal bath is luxurious and offers a direct view from the primary suite to the garden soaking tub. The large vanity features a makeup table, two sinks, and Corian countertops. A separate Roman-style shower enhances the spa-like feel. Plantation shutters and a central vacuum system enhance the home's convenience, while the 2-car garage is large enough for a workshop area. The Pasadena Yacht & Country Club (PYCC) is now offering shorter wait times for new owners in Skimmer Point, making its exclusive championship golf course more accessible. If you’re seeking more than just the community pickleball courts, membership at PYCC provides access to a full-service clubhouse, fine dining, tennis courts, and an 80-slip marina that accommodates yachts up to 80 feet. Skimmer Point is a secure location, conveniently located next to Pelican Bay Marina, accessible within the gates, and Wood Ibis Park. Just a short distance from Gulfport Beach and Recreation Area, and a quick drive to the vibrant Downtown Gulfport and St. Pete, which offer a plethora of boutique shopping and dining options.

5947 Bayview Circle S, Gulfport

$1,475,000

3 Beds ⋅ 4 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code

Location, Location, Location Beautiful, contemporary, high-end primary home - Zoned Waterfront Redevelopment District, so options are limitless. Built to current building codes with occupied floors well above flood level and 145mph hurricane rating. Earned $124,000 in 2024. Every bedroom is a suite with private bath and balcony. 3 bedroom / 4 full baths Elevator with auto doors New Spa/ Hot tub Metal Roof Ice Machine High end finishes and fixtures throughout Six Televisions Relevent Artwork and furniture negotiable Show more

5421 Essex Avenue S, Gulfport

$719,500

Pasadena Golf Club Sub Sec A SubDv. ⋅ 33707 Zip Code

Opportunity Knocks! Exceptional opportunity on a .97-acre parcel located directly on the Pasadena Yacht & Country Club golf course, just outside the gated entrance. This property boasts spectacular views stretching down the 15th fairway from the 15th tee, offering a truly impressive setting for any business or your private residence! The building was originally designed as the Sales Center for PYCC's commercial use and includes several private offices, a spacious meeting/conference room, and open areas suitable for a variety of professional layouts. With a brand-new roof and solid construction, it is ready for customization to meet your needs. The prime location makes it ideal for a variety of business or office uses, offering flexibility to suit many different operations positioned in the prestigious Pasadena/Gulfport area. The property is surrounded by upscale neighborhoods, luxury homes and waterfront estates, ensuring a strong professional presence. Conveniently located minutes from downtown St. Petersburg, the Gulf beaches, shopping, dining, and cultural attractions, this site combines prestige with accessibility and plenty of parking spaces. This is a rare chance to secure a highly visible property in one of Pinellas County’s most desirable communities. Call for your private tour.

6000 Gulfport Boulevard S, Gulfport

$2,698,000

7 Beds ⋅ 8 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code

Discover a one-of-a-kind modular home steps from Boca Ciega bay with fabulous views from every level. This stunning home boasts 7 bedrooms, 7.5 bathrooms, and a spacious 5-car garage. Imagine the options afforded by this layout. Perfect for multi generational living, Airbnb or income producing potential,1031 exchange, Entrepreneurial think tank retreat,hotel or one large single dwelling. Featured RV garage, perfect for storing your work vehicle, creating a mobile office or even launching a rental business. Step into your own private retreat, featuring separate living quarters on each level. With private entrances and upscale finishes throughout, you’ll enjoy flexibility without sacrificing privacy. The top floor is a true sanctuary—your personal haven with 3 bedrooms, a beautifully designed office, and breathtaking views of Boca Ciega Bay. Bask in natural light on rich mahogany floors beneath soaring vaulted ceilings. The gourmet kitchen, equipped with a gas stove and expansive island, leads to a covered veranda where sunsets paint the sky, perfect for entertaining or evenings of relaxation. The second floor is a versatile space, currently optimized as a 2-bedroom suite and 1-bedroom executive apartment—ideal for guests or rental income. On the ground floor, a charming studio suite offers an additional escape, complemented by a well-equipped workshop and beautiful landscaping nourished by a well-water irrigation system. Every inch of this estate reflects unparalleled craftsmanship with features like hurricane-impact windows, individual climate control for each space, tankless water heaters, and a whole-house water filtration system. Designed to embrace the luxury of coastal living while providing peace of mind with CAT 5 storm resilience. This home truly stimulates everyone’s imagination. Embrace the ultimate Florida lifestyle—this exceptional property awaits your personal touch! In the heart of downtown Gulfport steps from Boca Ciega Bay.

5659 Shore Boulevard S, Gulfport

$2,698,000

Boca Ceiga Park SubDv. ⋅ 33707 Zip Code

Discover a one-of-a-kind modular home steps from Boca Ciega bay with fabulous views from every level. This stunning home boasts 7 bedrooms, 7.5 bathrooms, and a spacious 5-car garage. Imagine the options afforded by this layout. Perfect for multi generational living, Airbnb or income producing potential,1031 exchange, Entrepreneurial think tank retreat,hotel or one large single dwelling. Featured RV garage, perfect for storing your work vehicle, creating a mobile office or even launching a rental business. Step into your own private retreat, featuring separate living quarters on each level. With private entrances and upscale finishes throughout, you’ll enjoy flexibility without sacrificing privacy. The top floor is a true sanctuary—your personal haven with 3 bedrooms, a beautifully designed office, and breathtaking views of Boca Ciega Bay. Bask in natural light on rich mahogany floors beneath soaring vaulted ceilings. The gourmet kitchen, equipped with a gas stove and expansive island, leads to a covered veranda where sunsets paint the sky, perfect for entertaining or evenings of relaxation. The second floor is a versatile space, currently optimized as a 2-bedroom suite and 1-bedroom executive apartment—ideal for guests or rental income. On the ground floor, a charming studio suite offers an additional escape, complemented by a well-equipped workshop and beautiful landscaping nourished by a well-water irrigation system. Every inch of this estate reflects unparalleled craftsmanship with features like hurricane-impact windows, individual climate control for each space, tankless water heaters, and a whole-house water filtration system. Designed to embrace the luxury of coastal living while providing peace of mind with CAT 5 storm resilience. This home truly stimulates everyone’s imagination. Embrace the ultimate Florida lifestyle—this exceptional property awaits your personal touch! In the heart of downtown Gulfport steps from Boca Ciega Bay.

5659 Shore Boulevard S, Gulfport

5954 Skimmer Point Boulevard S, Gulfport

$3,020,000

5 Beds ⋅ 5 Baths ⋅ Skimmer Point Ph Ii SubDv. ⋅ 33707 Zip Code

Motivated Seller! Experience the epitome of coastal luxury living in this meticulously designed 5-bedroom, 5-bath waterfront residence offering over 4,000 square feet of elevated elegance. Nestled within an exclusive private gated community, this home perfectly blends architectural refinement with resort-style amenities. Every detail has been thoughtfully curated — from the gourmet chef’s kitchen with a walk-in pantry, premium appliances, and designer finishes, to the expansive open-concept living areas that frame breathtaking water views. The elevator effortlessly connects each level, leading to spacious guest suites and a serene primary retreat. Outdoors, enjoy the ultimate Florida lifestyle with a sparkling waterfront pool, lush landscaping, and direct access to a community marina ideal for boating enthusiasts. The neighborhood offers championship golf, tennis and pickleball courts, and 24-hour security — ensuring both leisure and peace of mind. This home is as forward-thinking as it is elegant, featuring solar panels, Tesla charging stations, and a full-house generator for seamless, energy-efficient living. Located just minutes from fine dining, beaches, and vibrant coastal destinations, this property delivers the perfect balance of luxury, privacy, and convenience. By purchasing this stunning home, you are able to skip the nearly 5 year long waitlist to become a Golf Member of Pasadena Yacht and Country Club.

5954 Skimmer Point Boulevard S, Gulfport

5918 Skimmer Point Boulevard S, Gulfport

$2,700,000

5 Beds ⋅ 6 Baths ⋅ Skimmer Point Ph Ii SubDv. ⋅ 33707 Zip Code

Motivated Seller! Welcome to a true waterfront paradise offering spectacular, unobstructed open bay views—the ideal setting for the Florida lifestyle, perfect for kayaking, swimming, and quiet enjoyment. Discover unparalleled luxury in this exquisite, fully renovated waterfront estate nestled within a spectacular GATED COMMUNITY. Enjoy the beautiful amenities of the renowned Pasadena Yacht & Country Club, all while benefiting from an incredible location with less than a 15-minute commute to vibrant Downtown St. Pete! This estate has been renovated top-to-bottom and offers 5 spacious en-suite bedrooms plus a 1/2 bathroom, providing comfort and privacy for all. The exterior boasts an entertainer’s dream with an extended deck overlooking the bay, a resurfaced pool, and a brand new, unused pool bar area. This ultimate outdoor kitchen features two new refrigerators, a dedicated ice maker, dishwasher, and a 3-tap system for premixed beverages. The waterfront is ready for your toys with a new dock system featuring a confirmed 16,000 lb fully loaded boat lift and a separate lift for two jet skis. Anglers will appreciate the brand new installed fish cleaning station with a dedicated water line. Inside, the home is appointed with the highest level of luxury finishes. The flooring is brand new throughout, featuring elegant new carpet and premium luxury vinyl plank (LVP). The living room offers a grand scale with high ceilings, complemented by tasteful Hunter fans and high-end Moen fixtures in the baths. Every bathroom features the exquisite Cambria Brittanica Quartz from the Luxury Collection. The gourmet kitchen is equipped with top-of-the-line KitchenAid appliances (including a new dishwasher), and the laundry room features the largest capacity Samsung washer and dryer set available. Practical amenities abound, including a 4-car garage that is convertible to 5-car capacity for the collector or enthusiast. Crucially, the home features a dedicated craft room—completely separate from the bedrooms and den—offering an invaluable space for hobbies without sacrificing a bedroom. The primary suite is a true retreat, featuring a large walk-in closet and a convenient wet bar area with a fridge and sink. This is not just a house; it's a completely renovated, ready-to-enjoy luxury compound.

5918 Skimmer Point Boulevard S, Gulfport

$2,200,000

5 Beds ⋅ 5 Baths ⋅ Skimmer Point Ph Iii SubDv. ⋅ 33707 Zip Code

Under contract-accepting backup offers. Virtually Staged. Experience modern coastal luxury in this newly constructed Pasadena Model Home, where striking contemporary architecture meets timeless Florida charm. Designed with clean lines and sunlit open spaces in cool gray tones, this residence blends style and function with effortless grace. Set within the exclusive gated Pasadena Yacht & Country Club community, this Skimmer Point masterpiece features an impressive home, perfect for those who value both elegance and practicality. Inside, sophisticated finishes, soaring ceilings, and seamless indoor-outdoor living spaces invite relaxation and entertaining alike. Residents have available the ability to join with a shorten wait time, the premier Pasadena Yacht & CC with amenities including a private Arnold Palmer–designed golf course, full-service clubhouse, fine dining, tennis and pickleball courts, and an 80-slip marina accommodating yachts up to 80 feet. Just beyond the gates, discover the charm of downtown Gulfport—a short stroll away—offering boutique shopping, waterfront cafés, lively restaurants, and vibrant local markets. Including the luxury of Downtown St Petersburg, the beaches and Tampa, all of which just minutes away! This home is not just a residence—it’s a lifestyle defined by coastal sophistication and resort-style comfort.

5966 Bayview Circle S, Gulfport

$2,300,000

5 Beds ⋅ 5 Baths ⋅ Skimmer Point Ph Iii SubDv. ⋅ 33707 Zip Code

Virtually Staged. Experience modern coastal luxury in this newly constructed Pasadena Model Home, where striking contemporary architecture meets timeless Florida charm. Designed with clean lines and sunlit open spaces in warm wood tone colors, this residence blends style and function with effortless grace. Set within the exclusive gated Pasadena Yacht & Country Club community, this Skimmer Point masterpiece features a sparkling private pool and an impressive 4-car garage—perfect for those who value both elegance and practicality. Inside, soaring ceilings, and seamless indoor-outdoor living spaces invite relaxation and entertaining alike. Residents have available the ability to join with a shorten wait time, the premier Pasadenta Yacht & CC with amenities including a private Arnold Palmer–designed golf course, full-service clubhouse, fine dining, tennis and pickleball courts, and an 80-slip marina accommodating yachts up to 80 feet. Just beyond the gates, discover the charm of downtown Gulfport—a short stroll away—offering boutique shopping, waterfront cafés, lively restaurants, and vibrant local markets. Including the luxury of Downtown St Petersburg, the beaches and Tampa, all of which just minutes away! This home is not just a residence—it’s a lifestyle defined by coastal sophistication and resort-style comfort.

5964 Bayview Circle S, Gulfport

$875,000

5 Beds ⋅ 5 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

This versatile retreat is unlike anything else on the market. A rare Gulfport estate sitting on a truly private double lot, this property blends timeless character with modern upgrades across three separate residences- the main home, a stand-alone cottage, and a garage apartment overlooking a resort-style pool. Whether you’re envisioning multi-generational living, private guest retreats, or income-producing opportunities, the versatility and lifestyle here are unmatched. The main Dutch Colonial home spans over 2,200 sq ft with 3 bedrooms, 2.5 baths, and rich hardwood floors. A spacious updated family room opens directly to the pool deck, while a covered porch overlooks the lush backyard-creating the perfect setting for indoor-outdoor living. The standalone cottage has been completely remodeled from top to bottom and never lived in since. Bright and airy, it features a full kitchen with stone countertops, modern appliances, a stylish bath, lofted bedroom, and luxury vinyl plank flooring. Above the oversized two-car garage, the freshly renovated studio apartment offers abundant natural light, sleek stone counters, and luxury vinyl flooring - plus a bird’s-eye view of the backyard and pool that makes every day feel like a private resort. Step outside and this estate transforms into a tropical sanctuary: a sparkling in-ground pool, outdoor kitchen, travertine patio, and fruit-bearing trees (including mango), all surrounded by privacy fencing. Recent upgrades include one of the roofs (2017), electrical, plumbing, irrigation, gutters, pool resurfacing, tankless water heater, refinished oak and bamboo floors, landscaping, driveway, full interior renovation of the guest apartment, cottage and more - blending peace of mind with lasting appeal. All three residences enjoy private entries both to exterior roadways and interior pool/backyard, making this one of the most flexible and unique estates in Gulfport. Just blocks from the city’s historic waterfront district, vibrant arts and dining scene, and less than 10 minutes to both the Gulf beaches and downtown St. Petersburg- this home offers a one-of-a-kind lifestyle in a prime location without the added cost of being in a flood zone!

5518 18th Avenue S, Gulfport

$750,000

8 Beds ⋅ 5 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code

MULTIPLE OFFERS! Step into a world of endless possibilities with this unique and versatile triplex property, featuring a spacious main house with 5 bedrooms and 3 bathrooms and a detached duplex in the rear, all nestled on a generous lot in a character-filled neighborhood. Built in 1925, this property is bursting with original charm and architectural details that tell a story, offering the perfect canvas for someone with a vision to restore and modernize while preserving its timeless appeal. The main home boasts five true bedrooms and three full bathrooms, offering ample space for everyone or the savvy investor looking to house-hack. Original woodwork, vintage hardware, and high ceilings throughout create a sense of warmth and nostalgia that simply can’t be replicated in newer builds. While the home needs work, the bones are solid, and with thoughtful renovation, this house could easily become the showpiece of the block. Tucked behind the main residence is a fully detached duplex, offering incredible rental income potential. The downstairs unit features 2 bedrooms and 1 bathroom, ideal for small families or roommates. The upstairs unit is a charming 1 bedroom, 1 bathroom retreat—perfect for a traveling nurse, college student, or Airbnb guest. Both units are separately metered and have private entrances for maximum privacy and flexibility. Whether you're an investor looking to generate multiple streams of income, a homeowner who wants to live in one unit and rent the others, or someone seeking a compound, this property checks every box. Live in the main house and let the duplex cover your mortgage—or reside in one of the smaller units while updating the main house at your own pace. Recent updates include new roofs on both the main house and duplex in 2024, offering peace of mind and a great head start on future improvements. With some TLC and a touch of creativity, this property could become a true standout in the neighborhood. Don't miss your chance to own a piece of history with massive income potential. This is your chance to invest in a rare multi-unit property just moments from Gulfport Beach, the marina, local galleries, nightlife, and more. Schedule your showing today and unlock the potential of 3022 Beach Blvd!

3022 Beach Boulevard S, Gulfport

$600,000

4 Beds ⋅ 4 Baths ⋅ Veteran City SubDv. ⋅ 33707 Zip Code

Pre-Construction. To be built. **No Flood Zone** HIGH AND DRY! New Construction by WinWay Homes 4 Bed 4 Bath Custom Home located in the historic district, situated high and dry on a beautiful oversized lot on prestigious Beach Boulevard and only 1 Block to Parks/Playgrounds. The spacious open floor plan features a massive 10-foot stunning granite island overlooking the open family and dining area. Relax with a beverage from the dry bar before heading out to the covered lanai. The master suite is featured on the Main floor with spacious walk-in closet and french doors to the private backyard. The master bath with a spa-inspired floor to ceiling walk-in wet area, with multiple shower heads, and free-standing tub offers the ultimate tranquil experience. Additionally, on the main floor is a formal living area that can also be converted to a home office, laundry, and full bath that has access to the lanai as a pool bath. The upstairs includes a guest suite with walk in closet and private bathroom with common sitting area. Standard features will include shaker cabinetry, tile backsplash, granite vanity in all bathrooms, LED lighting, USB outlets, ventilated shelving, low-e windows, 2-10 home warranty, minimum 50-year shingles, and tile flooring. The upstairs bonus room is setup to be the ideal home theater. Additional options will be offered gourmet kitchen, privacy fence, pool and spa, and the list continues. Exterior features include brick paver drive and sidewalk, stucco, Hardie shake siding, Pre-Plumbed for an outdoor kitchen, and custom-tailored landscaping. Contract now to choose your options, colors, and styles!

2700 Beach Boulevard S, Gulfport

$3,110,000

4 Beds ⋅ 4 Baths ⋅ Pasadena Point Estates Ph Ii SubDv. ⋅ 33707 Zip Code

Welcome to your dream oasis in Pasadena Yacht & Country Club! This exquisite waterfront home has been meticulously remodeled to cater to the modern buyer, offering a rare find for those who harbor a passion for both boating and car collecting. With 160 feet of protected waterfront, this residence features a stunning large dock equipped with an impressive 50,000lb boat lift and an additional 24,000lb lift, making it a boater's paradise. The outdoor living spaces have been masterfully reimagined, boasting an expansive extended travertine and composite deck, sleek stainless steel cable railings, and low-maintenance artificial turf. Enjoy endless entertainment with a private putting green, cozy firepit, and more! Car enthusiasts will marvel at the expansive garage, complete with epoxy flooring, an interior remote garage door extending the space, and a temperature-controlled environment perfect for special vehicles, a gym, and a cabana room. Elevated to perfection, this well-built home offers low transferrable flood insurance as well as an elevator, and state-of-the-art solar panels. The newly remodeled chef’s kitchen is a true delight for entertaining, featuring modern flat-panel cabinetry, a contrasting color island with natural gas cooking and prep sink, a Sub-Zero refrigerator, built -in Meile coffee maker, exquisite granite countertops, and a breakfast bar overlooking the family room and waterfront. High volume ceilings, elegant crown moldings, and floor-to-ceiling doors and windows allow natural light and stunning water views from most rooms. The custom layout includes formal living and dining areas, a split-bedroom plan with a luxurious primary suite featuring a newly remodeled en-suite bath, dual vanities, an expansive frameless glass shower, and a custom walk-in closet. The opposite wing of the home hosts a waterfront guest suite with a remodeled bath, two spacious additional bedrooms, a beautifully updated shared bath, and a private den, perfect as an office or playroom. All living spaces are conveniently situated on one level, with additional upgrades like a new expanded travertine driveway, fresh exterior and interior paint, and much more! As a resident, you'll have the privilege to join the Pasadena Yacht & Country Club without a waitlist (if you join within the first 30 days of ownership). PYCC stands as the only gated community in Pinellas County offering both a golf course and boatable waterfront. Enjoy a remodeled 18-hole golf course, fitness center, waterfront heated lap pool, fine and casual dining, as well as tennis and pickleball. Seize the opportunity to have it all in this unparalleled waterfront experience!

6202 Pasadena Point Boulevard, Gulfport

$1,300,000

4 Beds ⋅ 5 Baths ⋅ Brunson-Dowell Sub 1 SubDv. ⋅ 33711 Zip Code

Under Construction. Another Masterpiece by Kelner Homes is nearing completion. Experience the perfect blend of luxury, comfort, and beauty in this exquisite newhome. Nestled in the charming, artsy town of Gulfport, this custom-designed residence offers a peaceful and refined lifestyle overlooking the breathtaking 170-acre estuary of Clam Bayou Preserve. Adjacent to the home is immediate access to a serene 10-acre nature trail and bike path—perfect for morning walks, peaceful rides, or just connecting with the tranquil Florida outdoors. This elegant, elevated home spans 3,433 sq. ft. and features 4 spacious bedrooms, 4.5 designer bathrooms, a formal dining room, and a custom elevator for effortless access between levels. Designed with both luxury and functionality in mind, nearly every room offers stunning views of the surrounding nature. Step into the expansive Great Room—an entertainer’s dream—highlighted by a dramatic 4-panel sliding glass wall that seamlessly connects to a generous 17’ x 14’ outdoor living deck. Altogether, the home offers over 500 sq. ft. of balcony space, creating a seamless indoor-outdoor flow and multiple vantage points to enjoy the beautiful outdoors. The chef’s kitchen is a true showpiece, boasting a striking quartz slab waterfall island, sleek wall-mounted hood, custom two-tone cabinetry, and a built-in wine refrigerator. Whether you’re cooking for two or hosting a dinner party, this space delivers both form and function in equal measure. Every corner of this home showcases Kelner Homes’ commitment to excellence. From the ultra-modern lighting and premium plumbing fixtures to the rich stone accents, heated bathroom mirrors, designer door hardware, and cable railing systems, no detail has been overlooked. The exterior porch ceilings feature a warm wood-look finish that adds a coastal touch of sophistication. The generously sized owner’s suite is privately located on the main living level. The en-suite bath feels like a high-end spa, featuring his-and-hers granite-topped vanities, a two walk-in closets, and a backlit, anti-fog mirror that eliminates post-shower condensation for your convenience. This home also includes energy-efficient features like low-E double-pane high-impact windows and R-38 insulation—ensuring comfort and lower utility costs for years to come. This is a rare opportunity to own a brand-new, high-end home in one of Gulfport’s most picturesque and tranquil settings. Whether you’re seeking a serene primary residence or a stunning vacation retreat, this home offers it all. Just remember, this isn't just any home, it's a Kelner Home!

4322 26th Avenue S, Gulfport

$3,250,000

4 Beds ⋅ 4 Baths ⋅ Skimmer Point Ph Iii SubDv. ⋅ 33707 Zip Code

Where to begin.....This incredible, completely remodeled waterfront home in the highly desirable community of Pasadena Yacht and Country Club is now awaiting its new owners. This home boasts over 6900sq ft which includes over 1500 of covered porches. Plan to be wowed by all the extras, all the thoughtfulness and upgrades this home has to offer. As you pull up to this stunner you are welcomed by an oversized driveway with porcelain pavers and turf in between. The new and extended staircase, hidden storage, expanded balcony, NEW 2025 concrete tile roof and the exquisite custom wrought iron front doors with rain glass and a screen will take your breath away you haven't even stepped inside. Once you enter you are able to enjoy the expansive waterfront views, fully remodeled kitchen (with surprises throughout), new windows, doors, hidden outlets, dedicated bar area, Invisi cooktop, Top Zero large sink, reverse osmosis, translucent illuminated onyx countertop and so much more. Take the elevator up to the third floor which is dedicated to the Master that has it all. From a movie projector in your bedroom, his and her walk-in closets, secret closet, his and her water closets, washer, dryer and wet bar. You may never want to leave! Prepare to be amazed when you see what the downstairs has offer! Bonus spaces, outdoor kitchen, new 900sq ft dock with a 16k lb lift, jet ski lift, deep wet slip and floating dock that includes 2 kayak launching pads and a jet ski dock. The new heated pool and jetted spa is managed by Aqualink and has all the bells and whistles needed. THE VIEWS........they speak for themselves with over 135 feet to enjoy! Move in, relax and enjoy. Pasadena Yacht and Country club is gated and includes a 24hr fitness center, pickleball courts, summer camps, pool, marina, tennis courts, golf and 3 restaurants. Jump the 5 year waitlist by purchasing this home. All furnishing, appliances, tvs, sound equipment stays!!!

5939 Bayview Circle S, Gulfport

$1,790,000

4 Beds ⋅ 3 Baths ⋅ Villa De Maria SubDv. ⋅ 33707 Zip Code

Magnificent Estate with Pool - 4 Bedrooms | 3 Baths | 3,429 Sq Ft | Oversized 3-Car Garage + 2,300+ Sq Ft Bonus Space Welcome to an exceptional estate with gorgeous sunsets and views of the Pasadena Golf & Country Club—where elegance, functionality, and the Florida lifestyle come together seamlessly. Elevated above the landscape, a grand staircase leads to a stately front entry. Inside, you’re immediately drawn to sweeping views of the pool and lush fairways beyond. The living and dining areas flow effortlessly, highlighted by a custom chandelier and French doors that open to an inviting poolside retreat—perfect for indoor-outdoor living. The gourmet kitchen is thoughtfully designed for both everyday living and entertaining. It features a large center island, KitchenAid five-burner gas cooktop with pot filler, double ovens with integrated microwave, vented hood, wine cooler, and Wellborn wood cabinetry. Granite countertops, appliance garages, and a lighted art display add both beauty and function. A breakfast bar offers seating for four to five, while the adjacent breakfast nook enjoys peaceful views of the pool and golf course. At the heart of the home, the spacious family room offers a warm and inviting setting with a gas-burning fireplace and direct access to the outdoor living space. The primary suite is a true retreat, spanning over 650 square feet. This private sanctuary includes a sitting area overlooking the pool, direct patio access, and a luxurious en-suite bath with a custom walk-in closet, dual vanities, granite countertops, pendant lighting, Wellborn cabinetry, a soaking whirlpool tub, walk-in shower with bench, decorative niches, and a private water closet. Additional features include a dedicated office near the entry, three well-appointed guest bedrooms, and two additional bathrooms, including a convenient pool bath. On the lower level, over 2,300 square feet of air-conditioned space offers incredible flexibility—ideal for a home theater, game room, fitness area, or additional garage/storage space. Recently resurfaced flooring (2024) and a home theater system (2019) enhance the versatility. An electric vehicle charging station is also included. The pool and outdoor living area, located on the main level, were completely renovated in 2024 and designed for both relaxation and entertaining. Improvements include a redesigned deck, stainless steel railings, new pumps and heater, outdoor speakers, upgraded landscape lighting, and programmable holiday lighting. Additional notable upgrades: • Two tankless water heaters • Generac whole-house generator • Water softener system • Six-zone irrigation system • 50-year shingle roof • Security camera system • Front fence lighting (2021) This is a rare opportunity to own a one-of-a-kind residence offering refined design, extensive upgrades, and breathtaking golf course view.

2605 59th Street S, Gulfport

$1,668,875

4 Beds ⋅ 4 Baths ⋅ Skimmer Point Ph Iii SubDv. ⋅ 33707 Zip Code

WELCOME TO THIS STUNNING CUSTOM-BUILT MASTERPIECE LOCATED IN THE EXCLUSIVE GATED COMMUNITY OF PASADENA YACHT AND COUNTRY CLUB! Every detail of this home has been thoughtfully designed to offer luxury, comfort, and functionality throughout. The elegant front façade is accented with timelessly beautiful marble stone, setting the tone for the beauty that awaits inside…Step through the grand glass entry into a spacious foyer featuring porcelain tile floors, soaring ceilings, and a stylish stairway with chic railing, leading to the main living area. This open-concept, split-bedroom floor plan is bathed in natural light and showcases engineered hardwood floors, 10’ ceilings, and designer finishes throughout. The gourmet kitchen is a chef’s dream—equipped with an induction cooktop, instant hot water, wine fridge, stainless steel appliances, quartz countertops, and an oversized island with breakfast bar. Thoughtful details include custom cabinetry with pull-out shelves and abundant storage. The formal dining and living rooms, both open to the kitchen, provide the ideal layout for entertaining and family gatherings. Step out to the balcony through the sliding glass doors to enjoy indoor/outdoor living at its finest. The spacious primary suite is a blissful retreat, complete with a huge custom walk-in closet and luxurious ensuite bath featuring a soaking tub, oversized walk-in shower, and dual vanities. Additional highlights include a guest powder room, laundry room, and 3 generously sized guest bedrooms—one with an en-suite bath and 2 sharing a Jack-and-Jill bath with dual sinks and tub. The expansive 4-CAR GARAGE offers endless possibilities for storage, a gym, playroom, golf cart parking, and more. EXCEPTIONAL UPGRADES INCLUDE: IMPACT WINDOWS, WHOLE-HOME SPEAKER SYSTEM, SECURITY SYSTEM WITH WI-FI PANELS, 8’ SOLID WOOD DOORS, BLACKOUT SHADES IN EVERY ROOM (SOME AUTOMATED), WATER SOFTENER, RECLAIMED WATER IRRIGATION SYSTEM, AND SENTRICON TERMITE PROTECTION. As a new homeowner, enjoy exclusive access to social or golf membership opportunities within 30 days—no waitlist required! Don’t miss your chance to own this must-see gem in one of Gulfport’s most sought-after communities—schedule your private showing today! ** Pool Rendering Photos are part of a pool estimate from current owners- home does not convey with a pool. Estimate info can be provided upon request. **

5924 Bayview Circle S, Gulfport

$1,520,000

4 Beds ⋅ 6 Baths ⋅ Pasadena Estates Sec G SubDv. ⋅ 33707 Zip Code

Perched approximately 19FT above sea level, your Dream Retreat Awaits. Discover this exquisite 1923 Spanish Mediterranean Revival pool home, gracefully nestled on nearly a full acre in the vibrant heart of Gulfport, Florida. From the moment you step through the front door, you're greeted by timeless elegance and authentic architectural details. The formal living room exudes warmth and character, featuring a grand gas fireplace, original wood floors, rich wooden ceiling beams, and an abundance of natural light streaming through expansive windows. Through classic French doors, escape to a charming library adorned with original Cuban tile flooring and direct access to the outdoors — the perfect setting for quiet reading or afternoon reflection. A graceful archway leads to the formal dining room, ideal for hosting memorable dinners. The spacious family room is lined with windows offering tranquil views of the garden and historic carriage house, creating a seamless blend between indoor luxury and outdoor serenity. On the first floor, an inviting en-suite bedroom impresses with a dramatic arched entry and a private stone fireplace. The gourmet kitchen is a chef’s delight, boasting soaring ceilings, exquisite heart-of-pine floors, a six-burner gas range, stainless steel appliances, and a unique step-down walk-in pantry for abundant storage. A charming half bath completes the main floor. Upstairs, the main en-suite bedroom offers a private balcony with period details — a serene perch to enjoy the Gulf breeze. The third bedroom is currently styled as a sophisticated home office. A luxurious guest bath features a marble walk-in shower, marbled floors, and a classic claw-foot tub. The separate Carriage House offers exceptional versatility. Its first floor hosts a private guest en-suite with sliding doors opening to the heated saltwater pool and lush grounds, as well as a dedicated laundry room. Upstairs, a spacious, light-filled open room currently serves as a gym, complete with its own marble bathroom. Ample parking includes a 2-car garage, an additional 1-car carport, a detached 2-car carport, and a large driveway pad. The fully fenced backyard, with rear lane access, is an oasis of privacy and beauty. Located outside of the flood zone and just minutes from the vibrant offerings of Gulfport, St. Petersburg, Tampa, and Sarasota — this exceptional estate blends timeless charm with modern comfort.

6010 17th Avenue S, Gulfport

$2,850,000

5 Beds ⋅ 5 Baths ⋅ Kipps Colony Estates At Pasadena Yacht/Country Cl SubDv. ⋅ 33707 Zip Code

Welcome to a stunning custom waterfront home in the prestigious Kipps Colony within Pasadena Yacht & Country Club. This well built transitional modern masterpiece offers luxury living on deep, protected water just minutes from the Gulf. A circular drive leads to a spacious four-car + garage, with an elevator providing easy access to all levels. The grand foyer opens to formal dining and living rooms with cathedral ceilings and elegant glass railings. The first level of this 5287 SF home includes a waterfront office/bedroom, a media room (5th Bedroom), and a gourmet kitchen with custom cabinetry, granite counters, and top-of-the-line appliances. The master retreat features a morning kitchen, sitting area, waterfront balcony, and a lavish bath with dual sinks and separate soaking tub and shower. Two additional bedrooms with en-suite baths complete the upper level. Breathtaking stained glass windows highlight the front of the home, high ceilings, and expansive glass showcase stunning water views. Outdoor living includes expansive waterfront balconies, an elevated spa spilling over into the pool, a cabana room, and a dock with 16,000 boat lift, perfect for enjoying the sparkling waterway. Offering almost 8000SF under roof and 5 bedrooms, 4 1/2 baths, this home offers something for every member of the family. Experience unparalleled luxury and sophistication in this magnificent home in Pasadena Yacht & Country Club, Pinellas County's only gated, golf course and waterfront community on Boca Ciega Bay. This exclusive club offers fine and casual dining, fitness, personal training, a waterfront heated lap pool, tennis, pickleball, a marina & more. The buyer of this home has the ability to skip the lengthy wait lists and join the club upon purchase. You truly can have it all!

6015 Kipps Colony Drive E, Gulfport

$2,800,000

4 Beds ⋅ 5 Baths ⋅ Pasadena Point Estates Ph I SubDv. ⋅ 33707 Zip Code

This home is truly Majestic! A grand entryway with soaring ceilings welcomes you to this exceptional luxury estate located in the gated community of Pasadena Yacht and Country Club, overlooking the #1 Fairway of the PYCC golf course. This stunning residence has been meticulously transformed with designer finishes and elegant details throughout. Graceful architectural lines are enhanced by custom carpentry, luxurious lighting, and artistic touches, including hand-painted elements by renowned local artisan Debra May. The main parlor, with its soaring ceilings, offers a refined space for entertaining, where French doors frame lush views of the meticulously landscaped golf course grounds. The main-level owner’s suite is a private retreat, complete with a relaxing lounge area overlooking the expansive pool and rolling fairway. The exquisite en-suite bath showcases vibrant details, featuring an oversized walk-in shower, a soaking tub set against a striking natural stone wall, an elegant chandelier, and beautifully designed his-and-her vanities. Dual walk-in closets provide ample storage for both owners. Adjacent to the owner’s suite, you’ll find a refined executive office. The chef’s kitchen is a culinary masterpiece, expertly designed with hand-painted wood cabinetry, top-of-the-line appliances, lavish granite countertops, a wet bar, and a butler’s pantry for added convenience. Abundant storage ensures functionality without compromising style.The open-concept design flows seamlessly into the family room, where a custom-built entertainment center and gas fireplace create a cozy yet elegant atmosphere. The adjoining casual dining area boasts expansive views of the #1 fairway and provides direct access to the outdoor living spaces. Outside, an entertainer’s dream awaits, featuring a full outdoor kitchen, a spacious portico with ample seating, a stunning saltwater pool, a full pool bath, and a serene lower-level patio – a true oasis for relaxation and gatherings. A graceful winding staircase, accented by a cascading crystal chandelier, leads to the second level. Here, a central living area connects to three impeccably styled guest bedrooms. Juliet balconies provide scenic views from both sides of the home. Car enthusiasts will appreciate the spacious 3-car garage and additional piazza courtyard parking. Meticulously maintained, most recent updates include a new roof and all paver driveway entrance. Being sold partially furnished. Experience the ultimate in luxury living with the privacy of this premier golf course location and the convenience of a world-class marina and clubhouse just steps away. Pasadena Yacht and Country Club offers a variety of memberships, including access to an 18-hole golf course, a marina, clubhouse dining, a Junior Olympic-sized pool, fitness center, and tennis and pickleball courts. Homeowners enjoy priority placement on the membership waitlist. The home sits on high elevation. Ideally situated, this guard-gated community is just 10 minutes from St. Pete Beach, 15 minutes from downtown St. Petersburg’s vibrant museums, restaurants, and entertainment venues, and offers easy access to I-275 and Tampa International Airport, just 35 minutes away. This is more than a home – it’s a lifestyle of luxury, elegance, and convenience.

6307 Pasadena Point Boulevard, Gulfport

$1,075,000

5 Beds ⋅ 4 Baths ⋅ SubDv. ⋅ 33707 Zip Code

Price improvement! The price of this exceptional home has been thoughtfully adjusted to align with the latest market conditions. This is an opportunity to own one of Gulfport’s most spectacular properties, located outside the flood zone on 3.5 lots, and with a turn-key, income producing casita, offering an incredibly attractive value to the future owner. Welcome to Sea Grape Cottage, a stunning ONE-OF-A-KIND property nestled in the heart of the vibrant and eclectic Historic Gulfport Art District. Spanning an impressive 3,686 sqft (342.4 m²) on one of the largest combined lots in Gulfport (NOT in a flood zone), this grand home blends vintage architectural details with modern updates and offers an incomparable “must see” price/sqft value. The first floor features a Great Room showcasing a magnificent wood-burning fireplace and perfect for entertaining, along with the spacious primary suite, an additional bedroom with walk-in closet, and a large office / bedroom. There is also an enclosed Florida room, perfect for relaxation. Upstairs you'll find another bedroom suite with generous closet space and a writing nook. The home boasts high ceilings, extensive areas for displaying art, and bamboo floors throughout the main living areas, adding warmth and elegance to the space. The fully renovated kitchen (with breakfast nook and pantry) delights with new cabinets, quartz countertops, recessed and pendant lighting, and top-of-the-line appliances. The large dining room, lovingly known as the “Boat Room", features a unique wooden ceiling, nautical design and a separate boat bench sitting area. Off the kitchen is a large private courtyard patio for al fresco dining. Attached to the home, with its own private entrance, is a FULLY FURNISHED charming one bedroom Casita, or mother-in-law suite, providing a perfect retreat for guests or potential turn-key rental income. There is also an attached oversized one-car garage with a sink and space for a work bench and storage. Recent updates include a new roof with wind mitigation features and new gutters, a new Trane 5-ton HVAC system, and several new appliances. The exterior has been thoughtfully updated, with a large main driveway providing ample parking, restored block wall along street perimeter, refreshed vintage paver walkways, a separate driveway for Casita access / RV parking, and gardens featuring fruit trees and ornamental plants. The property also includes an outdoor covered seating area, a well, and storage shed. Encompassing 3.5 lots, this property offers plenty of space for additional development, including a FULLY CLEARED LOT that is ready for your expansion ideas, such as a future pool or guest/rental house. The home is walking distance to Gulfport's lively art scene, acclaimed restaurants, shops, marina, and a variety of recreational options, including beaches, pickleball/tennis courts, parks, and more. With its exceptional charm, unique history, and proximity to the best of Gulfport, St Petersburg, Tampa and airports, Sea Grape Cottage is a truly unmatched property.

5021 24th Avenue S, Gulfport

$1,450,000

5 Beds ⋅ 4 Baths ⋅ Bay Estates SubDv. ⋅ 33707 Zip Code

RESTING ON A QUIET CUL DE SAC, WITH A BEAUTIFUL CURB APPEAL, LARGE CIRCULAR DRIVEWAY AND TOWERING ROYAL PALMS, THIS IMPRESSIVE 5 BEDROOM, 3 ½ BATH, 4948 TOTAL SQFT (UNDER ROOF) RESIDENCE OFFER TREMENDOUS FEXIBILITY AND A WONDERFUL LIVING EXPERIENCE WITHIN PINELLAS COUNTY’S ONLY GATED BOATING, GOLF AND TENNIS COMMUNITY. Beyond its attractive covered entry, you’ll discover rich crown trim finishes, lovely driftwood-style flooring and an expansive split-bedroom floor plan. Open dining/multi-purpose great room overlooks the back yard and transitions to a sumptuous kitchen with fine maple cabinetry, granite surfaces, multi-level breakfast bar, stainless steel appliances, walk-in pantry and matching butler’s pantry with separate wine and beverage centers. A double door entry opens to an owner’s bedroom featuring a large bedroom, two sizable walk-in closets, and a sitting area that opens to the back yard lanai. The owner’s bath is an elegant retreat, with two wide vanities, a large cosmetics sitting area, a spacious dual entry shower, and private rest room. Den/fitness room is complemented by a dedicated office. First level guest bedroom and full guest bath. Upstairs you’ll find a huge family room/entertainment and media center, two spacious bedrooms and full bath with walk-in glass shower enclosure. The home offers a large indoor laundry with built in sink and extensive cabinetry and counter space. Living room opens to a 330+ sqft covered deck with half bath and a spacious private back yard. Home has solar electric panels, plantation shutters, 3-car garage, PVC fencing and lots of parking space. The Pasadena Yacht and Country Club’s superior amenities including golf, tennis, fitness centers, marina, restaurant, community pool and clubhouse. Avoid the extensive country club wait list by purchasing this most pleasing home. Dimensions are estimates, buyer to verify dimensions. Flood insurance is under $800 per year. Assumable.

5944 Bay Drive S, Gulfport

$600,000

Veteran City SubDv. ⋅ 33707 Zip Code

LARGE PRICE REDUCTION. SELLER MOTIVATED. This former day care center is an exciting property for your residential redevelopment project or a practically turnkey property for your educational institution (i.e. daycare, school, dance instruction, art instruction). This 3972SF singlestory block construction building includes high ceilings, kitchen, three restrooms, large open entry area, front porch, a large open community area, multiple large storage areas that can also be used as offices and central AC. The grounds include a large front and side yard with mature vegitation. Nessled in the heart of a vibrant, safe and established Gulfport neighborhoodcommunity surrounded by beautiful single family homes and sprawling parks. Very close to popular downtown Gulfport; A city known its eclectic collection of artists, writers, musicians, multitude of restaurants, bars, live music and other small businesses located along sandy Gulfcoast beaches. Currently operated as a preschool with a special excemption permit from the city. The official zoning is 'neighborhood' zoning. Redevelopment may allow for single family or multi-family housing. Most homes in this neighborhood are valued from $300/sf to $500/sf or more. If you're looking to start or move your education facility to this location the current use will transfer. It is the buyer's sole responsibility to confirm zoning and use requirements of the local authorities.

2624 54th Street S, Gulfport

$2,150,000

4 Beds ⋅ 4 Baths ⋅ Skimmer Point Ph Ii SubDv. ⋅ 33707 Zip Code

Incredible NEVER FLOODED 4 bedroom, WATERFRONT home in the highly desirable gated community of Pasadena Yacht and Country. This fiercely protected open concept home never got water in the pool! Your new home boasts a grandfathered in covered boathouse with a composite dock to include two lifts or one large enough for a 60ft boat, patio awning with a misting system for hot days, roof covered with warranty, impact doors/windows, hurricane shutters, newer AC’s and water heater, climate moderated jet ski/storage room, bonus room/gym etc. This 4 bedroom, 3 bath, 3 car garage home just survived 3 storms with ZERO flooding. Buying this home today secures you a chance to jump the waitlist on the highly coveted membership to Pasadena Yacht and Country Club.

5941 Seabird Drive S, Gulfport

$1,225,000

5 Beds ⋅ 5 Baths ⋅ Skimmer Point Ph Iii SubDv. ⋅ 33707 Zip Code

Discover this captivating pool home, where luxury and elegance meet in a seamless blend of design and functionality. Redesigned in 2021, this home showcases an open floor plan that emphasizes spacious living, with a generous primary suite that promises an escape into comfort. The kitchen is a masterpiece of form and function, featuring premium leathered granite countertops, and state-of-the-art cabinetry, all set against the backdrop of luxurious vinyl flooring. Additionally, this home includes a IN LAW SUITE, complete with its own private entrance, kitchenette, and living area offering flexibility and privacy for guests or family members. This property is in a gated community on a coveted corner lot and offers so many options. Highlighted by a serene private pool area, covered patios, and large side yard inviting relaxation and entertainment. Located within the stunning Pasadena Yacht and Golf Club, a highly sought-after gated community in South Pasadena, that has numerous amenities. LOCATION!! 10 minutes from the vibrant life of St. Pete Beach and only 15 minutes from downtown St. Petersburg, this property is not just a home; it's a lifestyle choice for those seeking the pinnacle of Florida living.

5968 Bayview Circle S, Gulfport

$1,300,000

5 Beds ⋅ 4 Baths ⋅ Pasadena Estates Sec C SubDv. ⋅ 33707 Zip Code

Discover the charm of this beautifully updated Spanish Revival home, perfectly situated close to the beaches and vibrant downtown St. Petersburg. This stunning residence effortlessly combines classic architecture with modern comforts, making it an ideal sanctuary for discerning buyers. Step inside to find an expansive, open-concept living space adorned with white oak luxury vinyl flooring throughout, seamlessly blending elegance with durability. The heart of the home is the custom Italian lacquered kitchen, featuring high-end finishes, a gas range, and a large island that overlooks the gorgeous screened-in pool. This space is perfect for both everyday living and entertaining, offering a harmonious flow between indoor and outdoor areas. The home offers ample space with a double lot and a large backyard, beautifully landscaped with xeriscaping for easy maintenance. Enjoy the Florida lifestyle on the open-air covered porch or take a dip in the screened-in pool, surrounded by lush greenery. The fully fenced-in yard with new sod and irrigation provides a private oasis for relaxation and play. The downstairs bedroom includes an en-suite bathroom, offering convenience and privacy for guests or family members. A pool bath adds to the home's functionality, making poolside activities a breeze. Designer fixtures and vanities elevate each bathroom, providing a touch of luxury throughout the home. Practical updates include a brand new water heater, AC, and roof, along with modernized plumbing and electrical systems, ensuring the home is ready for immediate move-in. The two-car garage offers ample storage and parking space. Architectural beauty abounds, with details that harmonize with the surrounding neighborhood, enhancing the home's curb appeal. Located just minutes from the best of Gulfport and St. Petersburg, this home provides easy access to beaches, dining, shopping, and entertainment options. Experience modern living in a historic setting—schedule your private tour today and make this exquisite property your own. This rare find combines timeless elegance with contemporary conveniences, offering an unparalleled living experience in the heart of Gulfport.

6268 9th Avenue S, Gulfport

$2,595,000

5 Beds ⋅ 5 Baths ⋅ Kipps Colony Estates At Pasadena Yacht/Country Cl SubDv. ⋅ 33707 Zip Code

Under Construction. Kelner Home's 2nd new build in Kipps Colony is now available for purchase and there is still time to pick your fit and finishes! A true masterpiece of form and function and situated on a spacious 1/3-acre lot, this stunning 4,090 sq ft, 4-bedroom, 5-bath pool home with a 4-car garage is poised to set a new standard of elegance in the prestigious enclave of Kipps Colony at the Pasadena Yacht & Country Club. Notable features abound in this luxurious residence, including a dramatic two-story living room, elevator, butler's pantry, pool, outdoor kitchen, two expansive covered lanais, and a sprawling master suite that epitomizes indulgence. The master suite includes a sitting room, a spa-like master bath with his and her vanities, a Roman-style soaking tub, and a glass-enclosed shower. The master closet, measuring an impressive 14’X13’, rivals the size of a bedroom. Engineered hardwood and ceramic tile adorn the floors throughout the home, adding both elegance and durability. Windows and sliders are top-of-the-line, PGT Aluminum-framed hurricane impact providing exceptional impact protection, noise reduction and energy savings. The versatile 18X13 office can also serve as a movie/media room, providing flexible living spaces to suit your lifestyle. The Chef’s kitchen is a culinary haven, featuring GE Monogram Series appliances, including a wine refrigerator. The expansive kitchen island offers seating for six, while the butler’s pantry provides ample storage and leads to an 8x11 walk-in pantry. The family room boasts panoramic views of the magnificent heated swimming pool through an exceptionally large 12’X24’ covered lanai, creating the perfect setting for outdoor entertainment and relaxation. Each bedroom in this exquisite home features its own ensuite bathroom, offering privacy and comfort to all residents. Need an office? Just use the extra large 5th bedroom. Additionally, a loft area on the third floor provides space for gaming, card playing, or simply unwinding. Outside you'll find a extra large covered lanai looking down to the magnificent pool. There, you can step into your private oasis, where luxury and relaxation meet in perfect harmony. The centerpiece of this outdoor haven is of course the sparkling, heated pool. The pool is surrounded by custom Travertine Marble paver decking, providing ample space for lounging and entertaining. Adjacent to the pool, discover an outdoor kitchen and grilling area that is every chef’s dream. The quartz countertop provides plenty of prep space, while custom cabinetry offers storage for all your culinary needs. This area is perfect for casual dining or enjoying a refreshing drink with friends and family. With its unparalleled, upscale location inside Kipps Colony, the grand two-story living room, and an array of luxurious amenities, the Pasadena Model promises to redefine modern luxury living. Welcome home to modern elegance and sophistication. And remember. This isn't just any home, It's a Kelner Home.

6018 Kipps Colony Drive E, Gulfport

$1,950,000

4 Beds ⋅ 4 Baths ⋅ Pasadena Point Estates Ph Ii SubDv. ⋅ 33707 Zip Code

Step into luxury living in the prestigious gated community of Pasadena Yacht and Country Club with this custom-built masterpiece completed in 2017. This luxurious retreat boasts the latest in hurricane ratings and is adorned with designer details throughout. Ideally situated on an oversized lot, this magnificent residence offers a spacious 3936 SF layout (6,236 SF under roof) with 4 bedrooms, 3 1/2 baths, and an array of upscale coastal features. The main living level is a showcase of sophistication, featuring a gourmet kitchen with stunning white cabinetry, natural gas cooking, noir stainless appliances, granite counters, a large island, walk-in pantry and a separate wet bar with beverage cooler. The open floor plan, 10 ft ceilings, crown moldings, 2 laundry rooms and elevator provide convenience and elegance at every turn. The top floor, accessible via elevator, features a spacious guest suite with en-suite bath featuring frameless glass shower and modern quartz counters as well as two more spacious bedrooms and a separate bath with dual vanities and tub shower. All bedrooms offer lots of windows for natural light and walk-in closets with custom closet systems. The spacious common area is perfect for a second family room, playroom, or office. Car enthusiasts will delight in the large 6-car garage, perfect for housing all your vehicles as well as a golf cart in this golf cart friendly neighborhood. For boating enthusiasts, a beautiful protected marina with slips available for purchase or lease is just a stone's throw away. Step into the backyard oasis, complete with a brand new saline pool with swim shelf and spa surrounded by premium shell stone travertine that stays cooler in the hot summer months. The large covered deck, fire pit, and expansive lawn create the perfect setting for outdoor gatherings and relaxation. As an owner in PYCC, you'll have the exclusive opportunity to skip the waitlist (during the first 30 days of ownership) and become a member of one of the most sought-after country clubs in Pinellas County, enjoying access to a beautiful marina, fine dining, and a range of recreational amenities including golf, tennis, pickleball, fitness, and more. With Florida's finest beaches just a few miles away and a quick 30-minute drive to Tampa, this location offers the best of both worlds. Don't miss the chance to make this exceptional property your own and experience luxury living in PYCC.

6209 Pasadena Point Boulevard, Gulfport

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