Gulfport FL 2500+ 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

$1,565,500

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

Virtually Staged. Under Construction. BRAND-NEW CONSTRUCTION IN GULFPORT – ANTICIPATED COMPLETION MID-OCTOBER 2026. Limited $50,000 pre-sale incentive available for an accepted contract prior to issuance of the Certificate of Occupancy. Once construction is complete and the home is professionally staged, pricing is expected to return to the original asking price. Located on a quiet dead-end/cul-de-sac street in Gulfport's desirable Brunson-Dowell neighborhood, this brand-new three-story block construction home offers approximately 2,980 SF of thoughtfully designed living space with 4 bedrooms, 4 bathrooms, and an oversized 771 SF 4-car garage. The property backs toward the 170-acre Clam Bayou Nature Preserve and paved Skyway Trail, offering a peaceful natural setting with water views from the third floor. This residence is one of five new homes currently being developed along the same street, with construction staggered approximately three weeks apart. Together with three recently completed neighboring homes, this creates a unique pocket of newer construction with the feel of a small residential enclave while remaining part of an established Gulfport neighborhood. Designed with exceptional attention to detail, the home features an open-concept great room and chef-inspired kitchen with quartz countertops, oversized island, premium stainless-steel appliances, double ovens, gas cooktop, dedicated wine bar, designer cabinetry, curated tile, and elevated fixtures throughout. Two covered lanais provide additional space for outdoor living and entertaining. The primary suite features a freestanding soaking tub, walk-in shower, and designer finishes, including Champagne Bronze plumbing fixtures. The home was designed for both today's lifestyle and future flexibility, with space and infrastructure reserved for a future private elevator. The large backyard also provides an opportunity for a future pool, while the first-floor area offers additional potential to create an expansive covered outdoor entertaining and hosting environment. An exceptional location combines privacy with convenience. Enjoy access to Clam Bayou, nearby trails, Gulfport Marina, Gulfport Beach, and the surrounding waterfront lifestyle. A nearby golf course adds another recreational amenity, while Downtown St. Petersburg and St. Pete Beach are each approximately 15 minutes away. Quiet surroundings, substantial garage and storage space, a large backyard, water and nature views, and proximity to schools, beaches, boating, dining, and Downtown St. Pete make this an outstanding option for a primary residence or Florida lifestyle home. ANTICIPATED COMPLETION MID-OCTOBER 2026. $50,000 PRE-SALE INCENTIVE AVAILABLE FOR AN ACCEPTED CONTRACT PRIOR TO CERTIFICATE OF OCCUPANCY. Secure the property during the final stages of construction before completion, staging, and return to the original asking price.

2624 Quincy Street S, Gulfport

$1,565,500

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

Under Construction. Lock in early and save! Builder offering a $50,000 incentive for contracts secured prior to construction completion. Welcome to a rare opportunity in the highly sought-after Brunson Dowell subdivision of Gulfport, where modern coastal design meets the tranquility of nature. This brand-new, three-story block construction home offers 2,980 square feet of thoughtfully designed living space on a 4,574 square foot lot, backing directly up to the 170-acre Clam Bayou Nature Preserve, a setting you simply can't recreate. The property backs up to the paved Skyway Trail, which winds through the beautiful Clam Bayou and connects to a larger multi-use trail system, perfect for enjoying the outdoors. With 4 bedrooms and 4 bathrooms, this home is built for both everyday living and effortless entertaining. The open-concept great room serves as the heart of the home, flowing seamlessly into a chef-inspired kitchen featuring quartz countertops, a spacious island, premium stainless appliances including a double oven and gas cooktop, and a dedicated wine bar, all finished with designer tile, cabinetry, and fixtures throughout. Two covered lanais offer additional space to relax or entertain while taking in the peaceful, natural surroundings. Details continue to impress at every turn, from the Champagne Bronze plumbing fixtures and curated tile selections in each bathroom, to the free-standing soaking tub and walk-in shower in the primary suite. Interior finishes were selected with a warm, elevated coastal aesthetic in mind, blending durability with timeless style. This home was designed with future flexibility in mind, featuring a custom elevator and space reserved for a future pool. A 771 square foot, 4-car garage adds exceptional storage and everyday convenience, rare for this location. Ideally situated in one of St. Pete's most charming waterside communities, you're just minutes from the shops, restaurants, and laid-back energy of downtown Gulfport, with the natural beauty of Clam Bayou as your backyard view. Enjoy easy access to the marina district and nearby golf course, while embracing the relaxed waterfront lifestyle that makes this area so special. Construction is underway, with an anticipated completion of October 2026. Don't miss your chance to own a truly special new home in an unbeatable location.

2614 Quincy Street S, Gulfport

$1,250,000

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

NEW ROOF, NEW A/C SYSTEM, AND NEW SPRINKLER SYSTEM! Welcome to 2706 Skimmer Point Drive S, an exceptional 4-bedroom, 3-bath residence offering approximately 2,674 square feet of living space in the prestigious gated community of Pasadena Yacht & Country Club. This beautifully appointed home offers a spacious and inviting floor plan with soaring ceilings, abundant natural light, and generous living areas designed for both everyday comfort and entertaining. The kitchen features custom cabinetry, ample counter space, stainless steel appliances, a breakfast bar, and natural gas cooking, opening to a spacious family room highlighted by a cozy gas fireplace and views of the pool area. The private primary suite provides a relaxing retreat with dual walk-in closets, French doors leading to the screened lanai, and a spacious en-suite bathroom featuring separate vanities, a soaking tub, and separate shower. Three additional bedrooms offer plenty of flexibility for family, guests, or a home office. Step outside and enjoy the Florida lifestyle from the screened lanai overlooking the heated pool and spa, surrounded by tropical landscaping and a private backyard setting ideal for entertaining or relaxing. The outdoor area also features a gas fire pit, creating the perfect atmosphere for evenings by the pool. Additional highlights include a 3-car garage with generous storage, natural gas, public water and sewer, and the added peace of mind of the home’s major recent improvements: NEW ROOF, NEW A/C SYSTEM, AND NEW SPRINKLER SYSTEM. Located within the highly desirable Pasadena Yacht & Country Club community, this property offers the privacy and security of gated living while remaining conveniently close to Gulfport’s vibrant waterfront district, restaurants, shopping, beautiful Gulf beaches, downtown St. Petersburg, and Tampa International Airport. A rare opportunity to enjoy space, privacy, and the Florida lifestyle in one of Gulfport’s most sought-after communities. Schedule your private showing today!

2706 Skimmer Point Drive S, Gulfport

$780,000

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

**RARE GULFPORT CORNER PROPERTY | WATERFRONT REDEVELOPMENT DISTRICT | INVESTMENT OPPORTUNITY** Rare opportunity for an investor or buyer looking for a property with significant potential in the heart of Gulfport’s vibrant Marina District and arts community, within the greater St. Petersburg area. Ideally located at Beach Boulevard S and 30th Avenue S, this corner property offers excellent visibility and a prime location within Gulfport’s Waterfront Redevelopment District. Any future use or development is subject to zoning and City of Gulfport approval. The property features **four units in total**, offering an excellent value-add opportunity for an investor. **Three units are located within the two-story block building, while the fourth unit is located in a separate single-unit building.** One unit is currently livable and has previously been used as an Airbnb. The remaining three units require substantial renovation and repairs, offering the opportunity to renovate, improve, and customize the property according to your investment goals. The property features white vinyl fencing and a prominent corner location with frontage on Beach Boulevard S and 30th Avenue S. Its location is near Gulfport Beach, Gulfport Pier, restaurants, shops, galleries, breweries, and the popular Gulfport Art Walk. With its desirable Gulfport location, four-unit configuration, and renovation potential, this property is well suited for an investor looking for a property with upside potential. Additional improvements include a **new roof in 2020** . Bring your vision and explore the possibilities this unique Gulfport property has to offer.

2938 Beach Boulevard 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

$999,000

3 Beds ⋅ 2 Baths ⋅ Royal Palm Villages SubDv. ⋅ 33707 Zip Code

Discover an exceptional Gulfport home situated on an oversized lot in the desirable Royal Palm Villages neighborhood with no HOA. This elevated residence offers over 2,500 square feet of light-filled living space, along with an impressive 2,560-square-foot garage, providing exceptional space for vehicles, storage and more. High ceilings complement the spacious living & dining areas, while the inviting family room features a wood burning fireplace. The generously sized kitchen offers granite countertops, abundant cabinetry & counter space, a convenient snack bar & adjoining dinette area. All of the bedrooms are generously sized, offering an abundance of comfortable living space. A large laundry room adds to the home's functionality. Outside, the property truly captures the Florida lifestyle. The expansive, fenced backyard is surrounded by lush tropical landscaping, creating a private, resort-like setting around the in-ground pool. Generous additional outdoor space provides wonderful opportunities for entertaining, relaxing and enjoying the beautiful surroundings. Notable improvements include a 2019 shingle roof, 2019 HVAC system, 2020 double-pane impact windows and 2024 vinyl fencing. The irrigation system is serviced by a deep well with a newly installed well pump, providing an economical way to maintain the property’s lush landscaping. Ideally located near Pasadena Yacht & Country Club's golf course and marina, charming downtown Gulfport, vibrant downtown St. Petersburg & the Gulf beaches, with convenient access to shopping, restaurants, schools & houses of worship, I275 and Tampa International Airport. A spacious & distinctive Gulfport property offering privacy, versatility & an exceptional Florida lifestyle. Only one photo has been virtually staged to illustrate how the spacious living area can accommodate a formal dining setting. FLOOD INSURANCE IS LESS THAN $1,200 FOR THE YEAR!

6501 Mockingbird Way S, Gulfport

$2,890,000

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

$1,850,000

4 Beds ⋅ 2 Baths ⋅ Skimmer Point Ph Iii SubDv. ⋅ 33707 Zip Code

THIS CUSTOM-BUILT WATERFRONT RESIDENCE is elevated & offers an expansive garage level, deep-water protected dockage & direct access to Boca Ciega Bay, Tampa Bay & the Gulf with no fixed bridges. Perfectly positioned within the prestigious Pasadena Yacht & Country Club community, this exceptional home embodies the finest in Florida waterfront living. Designed for both comfortable everyday living & elegant entertaining, the residence showcases stunning water views, high ceilings, crown molding, rich walnut flooring & an inviting fireplace that serves as the focal point of the family room. Enjoy spectacular sunsets from multiple vantage points throughout the home while overlooking the sparkling waters beyond. The beautifully renovated kitchen is a masterpiece of style & function, featuring premium Thermador appliances, custom cabinetry, exquisite Calacatta quartz countertops & a stunning center island with breakfast bar seating. The open-concept design allows seamless interaction between the kitchen, dining area, living spaces & the waterfront balcony, creating the perfect setting for gatherings with family & friends. Outdoor living is equally impressive. Relax beside the pool & spill over spa, entertain on the patio areas, or set sail from your private dock equipped with an 8,500-pound boat lift. The protected deep-water dockage provides easy access to some of Florida's most desirable boating destinations. Additional highlights include a substantial garage offering approximately 2,859 square feet (MOL) of additional space, pavered outdoor areas & numerous updates, including a beautiful Barcelona tile roof (2016), HVAC system (2019), pool pump (2020), saltwater softner system (2021), water heater (2026), Bali electric shades in the family room (2025), hurricane-rated garage door with reinforcing bars & rain gutters. A rare combination of luxury, craftsmanship, boating convenience & breathtaking waterfront views, this exceptional residence offers a lifestyle that is second to none. Flood insurance is currently less than $800 per year.

2853 Seabreeze Drive S, Gulfport

$540,000

3 Beds ⋅ 3 Baths ⋅ Villas Del Verde SubDv. ⋅ 33707 Zip Code

Enjoy easy living with beautiful golf course views in the highly desirable gated community of Villas Del Verde. Overlooking the fairways of Pasadena Yacht & Country Club, this spacious corner townhome offers over 2,600 square feet of living space, combining comfort, privacy, and an incredible location. Step inside and you'll immediately notice the open, light and bright floor plan featuring rich cherry wood flooring, crown molding, and expansive windows that showcase peaceful views of the golf course. The layout is perfect for both entertaining and everyday living, with generous living and dining spaces that flow effortlessly together. The kitchen offers wood cabinetry, Corian countertops, and a cozy breakfast nook, where French doors open to a private lanai overlooking the pond and the 9th tee. It's the perfect spot to enjoy your morning coffee or relax at the end of the day while taking in the scenery. One of the standout features of this home is the private elevator, providing convenient access between floors in addition to the traditional staircase. Upstairs, the spacious primary suite feels like a retreat of its own, complete with two walk-in closets, a private balcony with golf course views, and a large ensuite bath featuring a garden tub, separate shower area, bidet, and private water closet. Two additional bedrooms and a large laundry room provide plenty of space for family, guests, or a home office. Residents of Villas Del Verde enjoy access to a heated 60-foot pool, spa, fitness center, and clubhouse, all within a beautifully maintained gated community. This wonderful waterfront golf community has it all, plus seller's lender does not require flood insurance. Just minutes from the Gulf beaches, downtown St. Petersburg, shopping, dining, and everything the Florida lifestyle has to offer, check it out today.

6308 Vista Verde Drive, 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

$1,375,000

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

Virtually Staged. Welcome to a beautifully reimagined piece of Gulfport history in Pasadena Estates—a 1920s Spanish-Mediterranean gem on a sprawling 1/3-acre lot. Meticulously restored, this residence honors its architectural heritage w/ original arches, beamed vaulted ceilings & exquisite woodwork throughout, complemented by deco-stucco interior walls. Featuring beautiful hardwood floors alongside elegant wood-look tile, every room radiates warmth and style. W/ 3-4 beds & 2 full/2 half baths, it artfully blends thoughtful, high-end renovations for modern comfort while retaining its historic charm. Venture through the grand foyer into a sun-drenched formal parlor anchored by a classic wood-burning fireplace and handcrafted details, incl. authentic corbels & exposed beams. Entertain in elegance in the formal dining rm, which features a stunning crystal chandelier & opens through French doors to a picturesque Spanish courtyard w/ a tranquil old-world fountain. The chef's kitchen is a showstopper w/ wood cabinetry, granite counters, premium appliances incl. a new 2026 dishwasher, designer lighting & a luxurious quartz island. A spacious Butler's Pantry connects directly to a powder rm, complete w/ a well-appointed wet bar & fridge—perfect for entertaining guests or hosting special occasions. Adjacent spaces incl. a mudroom w/ updated electrical panel (2020), a 4th bed/flex rm, cleverly concealed laundry closet & half bath. The family rm features shiplap built-ins & seamless indoor-outdoor living. The sparkling saltwater pool was resurfaced less than a yr. ago, w/ a new pump & saltwater system replaced in 2023. Enjoy the lovely, landscaped grounds & a firepit set on easy-maintenance artificial turf. Upstairs, the renovated primary suite is a sanctuary, boasting a spa-inspired bath w/ Italian Carrara marble, custom glass & a designer double vanity, plus an expertly crafted dressing closet. Add'l rms retain vintage charm w/ original fixtures & a restored cast-iron tub. Recent upgrades—incl. a new 2025 roof, hurricane-rated doors, new 2nd-fl. A/C (July 2025), serviced & inspected downstairs A/C, Renewal by Andersen® windows, spray foam insulation, updated plumbing & more—ensure lasting peace of mind for buyers seeking a move-in ready, storm-ready historic home in Gulfport, FL. The property also offers natural gas—a valuable feature for buyers seeking energy flexibility & efficiency. Uninterrupted Terminix pest control service since purchase provides an additional layer of protection and confidence for the next owner. The current owners beautifully redesigned the front w/ landscaping & brick pavers, creating a welcoming circular drive & convenient guest parking. The detached 2-car garage offers the owners exclusive rear-entry access—perfect for added privacy and ease—and is equipped w/ 2 add'l electrical panels. All of this is just mins. from Gulfport Beach, St. Pete Beach, Pasadena Yacht & Country Club & downtown St. Petersburg. Nestled in the heart of Gulfport, FL—known for its small-town charm & vibrant local culture—enjoy tree-lined streets, art galleries, shops & eateries. Gulfport Beach and the Recreation Center are nearby for swimming & kayaking, and parks offer scenic views & outdoor activities. Year-round events like art fairs & farmers' markets, Maynard Duryea Bayview Park & Treasure Island Beach are just a short drive away.

6251 10th Avenue S, Gulfport

$1,090,000

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

Virtually Staged. Owner is motivated! Bring ALL offers! Best value in PYCC! Situated on a desirable corner lot within the gated Pasadena Yacht & Country Club community, this well-built 3-bedroom, 2.5-bath residence offers solid construction, generous room sizes, and a practical layout designed to support comfortable everyday living with seamless indoor-outdoor connection. The home features a spacious kitchen with granite countertops, custom wood cabinetry, and stainless-steel KitchenAid & LG appliances, opening naturally to the main living areas. Maple hardwood flooring runs throughout much of the home, while a teak and bronze staircase adds warmth and architectural character. All bedrooms are generously proportioned and offer ensuite bathroom access along with ample closet space, providing flexibility for family living or guests. The primary suite includes access to a private balcony, and the main living level is enhanced by an expansive balcony off the kitchen—extending the living space and offering an inviting outdoor retreat. Outdoors, the property offers a large backyard and pool area suitable for casual entertaining or enjoying Florida’s year-round climate. The home is elevated above the floodplain and built with block pier and poured concrete foundation, offering durability and peace of mind. A new roof was installed in 2025, and the oversized garage provides excellent space for vehicles, storage, or hobbies. Located within one of Gulfport’s most established and sought-after communities, this property presents a compelling opportunity for buyers seeking space, quality construction, and the lifestyle benefits of Pasadena Yacht & Country Club, with the ability to update and personalize over time.

5900 Bayview Circle 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

$975,000

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

Selling BELOW appraised value. Finally completed this absolutely gorgeous new construction home in the best location in Gulfport. This spacious two-story property offers 4 bedrooms, 3.5 bathrooms, a private office, and 2,791 sq ft of modern living space, thoughtfully crafted for comfort, functionality, and style. The first floor features a private guest bedroom with its own full bathroom, a dedicated office, a convenient half bath, and an open-concept living area with large windows that bring in plenty of natural light. The kitchen and dining spaces flow seamlessly, creating an ideal layout for everyday living and entertaining. Upstairs, the primary suite includes a beautifully appointed bathroom and walk-in closet. Two additional bedrooms and another full bathroom complete the second level. The laundry room is also located upstairs for convenience. Enjoy outdoor living on the covered lanai, and take advantage of the spacious two-car garage with extra room for storage. Built to today’s energy-efficient standards, this home offers peace of mind with brand-new systems, materials, and construction quality. Located on a quiet street in a growing neighborhood of new homes, this property is just minutes from the Gulfport Waterfront District, St. Pete Beach, marinas, parks, and downtown St. Petersburg. A perfect blend of modern design and coastal Florida living.

6325 11th Avenue 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

$1,030,000

4 Beds ⋅ 3 Baths ⋅ Hoyts A A Sub SubDv. ⋅ 33707 Zip Code

Welcome to Your Gulfport Oasis: Elegant 4-Bedroom Home with Pool, Office, and Gourmet Kitchen. Experience luxurious coastal living in this exquisite elevated home nestled in the vibrant heart of Gulfport, Florida. Built in 2016, this beautifully designed residence offers 2,585 square feet of thoughtfully crafted living space on an expansive 10,428 square foot lot—a true Gulf Coast gem. Step inside to an open-concept floor plan that seamlessly blends modern sophistication with everyday functionality. This 4-bedroom, 3-bathroom home includes two spacious primary suites, each featuring walk-in closets and granite-accented ensuite bathrooms—one of which offers a double vanity sink for added luxury. The heart of the home is a chef’s dream eat-in-kitchen complete with a Wolf gas cooktop, high-end stainless steel appliances, granite countertops, large pantry closet, and a large center island—perfect for entertaining. With soaring ceilings, elegant crown moulding, and architectural built-ins, every detail of this home exudes elegance and comfort. A versatile office/den/game room offers flexible space for work, play, or relaxation. Enjoy cozy evenings in the spacious living areas, kept comfortable year-round by central air conditioning. Step outside to your private backyard retreat featuring a screened-in lanai, inground pool, and fully fenced yard—ideal for entertaining or peaceful afternoons in the sun. Additional features include a three-car attached garage, central vacuum system, high-speed internet connectivity, and energy-efficient systems throughout. Located just minutes from Gulfport’s charming waterfront district, parks, dining, and arts scene, this home combines luxury and lifestyle in one perfect package. Don’t miss your opportunity to own a stunning, move-in-ready home in one of Gulfport’s most desirable neighborhoods.

2623 57th Street 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

$1,075,000

3 Beds ⋅ 3 Baths ⋅ Pelican Bay Estates At Skimmer Point Ph I SubDv. ⋅ 33707 Zip Code

One or more photo(s) has been virtually staged. Welcome to the best buy in Pasadena Yacht & Country Club! This fabulous single-story home effortlessly combines classic design with modern elegance, offering a serene escape for the discerning homeowner. A new shingle roof was installed in November of 2024 adding peace of mind. As you step through the inviting double leaded glass doors, you're greeted by a bright, open layout with high ceilings and floor-to-ceiling sliding doors that seamlessly connect the interior with the screened-in pool and lanai. The heart of the home, the spacious kitchen features stylish pendant lighting, stainless steel appliances, and stunning granite counters. The island with breakfast bar overlooks the cozy family room, complete with a fireplace and built-in features. This spacious 3-bedroom (with a 4th bedroom or office) features an additional 2nd office and 3-bath home boasts designer details including marble chiseled edge stone floors, as well as wide plank, hand-scraped engineered hardwood floors. Crown molding, modern light fixtures, and elegant touches elevate every corner of the residence. The master suite offers a spa-like master bath finished in beautiful stone, with a frameless glass shower enclosure, dual sinks, soaking tub and water closet. The 3rd bedroom suite provides serene views of the pond and full bath with access to the pool creating a private sanctuary for guests or family members. This exceptional home also features a formal living and dining room, a spacious family room, and a casual dining area, providing ample space for both formal entertaining and relaxed gatherings. Additionally this home features a side-loading 770 SF garage, expansive lot with lots of green space, and a gorgeous office with double glass doors and built in desk and cabinetry. Ideally located in the highly sought after gated and golf course community of Pasadena Yacht & Country Club. The fortunate buyer of this home will have the opportunity to skip the waitlist and join the club within the first 30 days. PYCC is a one of a kind location featuring resort amenities to the club members and is just minutes from Florida's finest beaches, the cultural mecca of downtown St Pete and a short commute to Tampa International. Additionally boat slips are currently available at the club for sale or lease. You really can have it all!

5904 Pelican Bay Plaza 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

$680,000

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

Perfect Investment Opportunity in Gulfport!!! This is an unparallel investment opportunity with Immediate CASH FLOW and NO FLOOD INSURACE required!!! Unaffected by recent hurricanes, this gem is close to Gulfport's lively arts district, upscale restaurants, chic and unique boutiques, and picturesque waterfront parks. Featuring three one-bedroom units and one two-bedroom unit, each updated, modernized, and impeccably maintained. The two upper units both have a nice sice Florida room/office/den and a balcony. Nearly 2800 sf of heated living space. The property sits on 2 lots and has a HUGE fenced in backyard and 3 sheds for extra storage. New roof in 2017 Each unit has its own water/sewer/trash account and separate electric meters. This is really an incredible opportunity. The minimum rental time is 1 month. Rent out all unit or live in one and make money with renting the other 3 units. (Can be bought together with 5518 11th Ave MLS TB8427452) Nestled near Boca Ciega Bay, enjoy easy access to a fishing pier, marina, gourmet dining options, and public transportation. Immerse yourself in the beauty of Tomlinson Park, boasting a baseball field, playground, pond, Hyatt Park, and pickle/tennis courts, alongside the nearby Pinellas Technical College, St. Petersburg/Gibbs Campus and Boca Ciega High School, Gulfport Library, and Catherine Hickman Theater, Pasadena Golf & Yacht Club, Palms of Pasadena Hospital, Stetson University College of Law, Boca Ciega Yacht Club, Clam Bayou Nature Park, and access to kayaking, walking, and biking trails of St. Petersburg, as well as the Gulfport Senior Center. Discover the vibrant downtown of Gulfport, a hub of cultural events year-round, and relish in its public beach with recreational amenities such as a playground, sand volleyball courts, charming shops, delectable eateries, and convenient bus stops. Only a short 30-minute drive to international airports and mere minutes away from the pristine Gulf Beaches, this property offers a rare opportunity to invest in the heart of Gulfport, one of Pinellas County's most coveted and rapidly expanding communities.

5508 11th Avenue S, Gulfport

$590,000

3 Beds ⋅ 2 Baths ⋅ Gulfport Harbor 1st Add SubDv. ⋅ 33711 Zip Code

DISCOVER EXTRAORDINARY KEY WEST STYLE - stilt home, perfectly situated adjacent to the vibrant Gulfport Marina and minutes from downtown Gulfport. This unique property boasts an artistic flair from the moment you arrive. The incredible staircase was custom-designed and built by a local artisan. You have to see it to appreciate it. It's lighted and is one of a kind. The main level has just been painted a serene coastal blue complementing the BAMBOO FLOORING throughout. The handsome wood cabinets and shelving system in the living and dining rooms adds a lot of storage. The chef's kitchen features new soft-close cabinets with undermount lighting, GRANITE COUNTERTOPS and stylish tile backsplash with a suite of STAINLESS STEEL APPLIANCES. The split bedroom layout features a primary ensuite bedroom with walk-in closet, double custom vanities, spacious walk-in shower with 2 shower heads and a jetted tub for a relaxing soak. The sunny guest room has a walk-in closet, sliders to the balcony and is adjacent to the second bath also with a tiled walk-in shower. The third bedroom is currently being used as an office but could be yoga studio, craft room or whatever your imagination wants it to be! The lower level BONUS ROOM has been completely renovated with moisture-resistant DUROCK walls and PVC trim and elevated electrical system. A great space for a home gym, pool table or playroom. Safety and efficiency are paramount in this ECO-FRIENDLY home. All WINDOWS and SLIDERS are IMPACT-RESISTANT, it's completely SOLAR-POWERED including the hot water heater, a NEST thermostat was recently installed and the roof was replaced in 2018. Practical features like FRENCH DRAINS and sump pumps and gutters that drain to the pumps provide excellent water management. Enjoy the Florida lifestyle around the POOL with NEW LINER (2024) and solar pump (2024) or up on the deck surrounding sides of the house. Panoramic views of unforgettable sunsets and the marina await up on the rooftop deck. STORAGE abounds with an oversized two-car garage, gated RV/Boat storage complete with flood lights, power and water and an elevated shed perfect for an art studio, playhouse or workshop. You're close to beaches, shopping and dining and all the UNIQUE LIFESTYLE THAT GULFPORT OFFERS! This truly is a ONE-OF-A-KIND COASTAL GEM!

2815 45th Street 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

$970,000

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

WELCOME TO THIS FABULOUS 3-STORY POOL HOME LOCATED IN THE PRESTIGIOUS, GATED COMMUNITY OF PASADENA YACHT AND COUNTRY CLUB IN GULFPORT! Boasting exceptional curb appeal with fresh landscaping and exterior paint, this beautifully maintained 4-bedroom, 3-bath residence offers over 2,600 SF of comfortable living space. The ground level features 2 TANDEM GARAGES WITH SPACE FOR UP TO 4 VEHICLES, plus a spacious bonus room—ideal for a home gym, playroom, or additional storage. Step inside the main level to discover a light-filled floor plan with SOARING CATHEDRAL CEILINGS and warm wood flooring throughout the main living areas. Enjoy both formal living and dining rooms, as well as a cozy family room complete with a wood-burning fireplace. The chef’s kitchen is a standout, featuring abundant wood cabinetry, granite countertops, stainless steel appliances, a built-in desk, breakfast bar, and an adjacent dinette with sliding doors leading to the rear patio. THE MAIN LEVEL ALSO INCLUDES A GENEROUS PRIMARY SUITE WITH ACCESS TO THE PATIO, WALK-IN CLOSET, VAULTED CEILINGS, AND A LUXURIOUS EN SUITE BATH WITH SOAKING TUB, WALK-IN SHOWER, AND DUAL VANITY. A 2nd bedroom, guest bath, and laundry room complete this level. Upstairs, you'll find 2 additional bedrooms and a 3rd full bath, offering flexible space for family or guests. Outside, your private backyard oasis awaits with a sparkling SALTWATER POOL, new sod, and city water-fed irrigation system. Additional highlights include a BRAND NEW ROOF (2025), providing peace of mind for years to come. As a new homeowner, enjoy immediate access to exclusive social or golf memberships (for additional fees) with no waitlist required! Don't miss this rare opportunity to own in one of Gulfport’s most desirable communities. Schedule your private showing today!

5922 Bayview Circle 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

$715,000

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

1521 60th St S offers space, flexibility, and peace of mind in one of Gulfport’s most sought-after neighborhoods. With approximately 2,664 square feet, this home provides a level of space that’s increasingly hard to find in Gulfport. The layout is thoughtfully designed to support a variety of lifestyles, from work-from-home setups to multi-generational living. The home sits in Flood Zone X and experienced no storm damage, adding confidence for Florida buyers. Built in 1955 on a slab-on-grade foundation, the main level includes three bedrooms and three full bathrooms, anchored by a generous primary suite with a walk-in closet. A split-bedroom plan offers privacy, while a bonus room with laundry adds everyday convenience. The open kitchen connects naturally to the living and dining areas, and French doors lead to a screened porch for easy indoor-outdoor living. Upstairs, a 2010 addition adds two more bedrooms, a full bath, and a versatile bonus room that works beautifully as an office, studio, or guest space. Outside, the fully fenced yard is shaded by mature trees and enhanced with native Florida landscaping. A sprinkler and drip irrigation system keeps maintenance simple, allowing you to enjoy the space year-round. Located in the Stetson area of Gulfport, just blocks from charming brick streets and minutes from the waterfront district, restaurants, markets, and arts scene. St. Pete Beach and Treasure Island are a 10 minutes drive, downtown St. Petersburg is 15 minutes, and Tampa International and St Pete Clearwater major airports are within a 30-minute drive. Come visit this versatile Gulfport home today!

1521 60th Street S, Gulfport

5914 Skimmer Point Boulevard S, Gulfport

$2,112,500

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

Discover the lifestyle you've been looking for in this well elevated single-story waterfront home, located within the gated waterfront enclave Pasadena Yacht & Country Club. This "high and dry" residence has been flawlessly updated to offer a harmonious blend of elegance and modern amenities. Upon entering, you'll quickly be captivated by the exquisite gourmet kitchen, a chef's dream featuring a spacious island, state-of-the-art Subzero appliances, a European enamel natural gas stove, and premium solid wood cabinetry. Adjacent to the kitchen, wine aficionados will appreciate the custom-designed wine bar area, showcasing storage for hundreds of bottles—perfect for curating your private collection. The home's split bedroom layout ensures privacy, with the expansive primary suite offering a peaceful retreat. The remodeled en-suite bathroom is your personal spa, featuring dual vanities, a separate shower, and a charming claw foot tub. Outdoors, immerse yourself in resort-style living. The covered outdoor kitchen and seating area are ideal for entertaining, providing stunning views of Boca Ciega Bay while being safeguarded by electronic hurricane shutters. Relax in the inviting pool with its serene waterfall features, or unwind in the pergola-shaded jacuzzi, perfectly positioned to enjoy the iconic Florida sunsets. Additional features of this exceptional property include hurricane windows and doors, tile roof, a natural gas generator, a dock and boat lift, remodeled bathrooms, and a spacious circular paver driveway. Embark on a lifestyle of unparalleled luxury and convenience in this European-inspired home, where every detail is crafted to perfection. Schedule your private viewing today and step into a world of sophistication and style in the Pasadena Yacht & Country Club.

5914 Skimmer Point Boulevard S, Gulfport

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