Gulfport FL 1250+ Sq. Ft. Real Estate, Homes, Condos for Sale

2 Beds ⋅ 2 Baths ⋅ Jamison House SubDv. ⋅ 33707 Zip Code

WELCOME to your ultimate coastal oasis in the prestigious Town Shores community of Gulfport, Florida! This beautiful 2-bedroom 2-bathrooms, 1250 sq ft end unit condo is perfectly positioned to offer the absolute best of Florida Living. located on the highly desirable sf the second floor of the Jamison building this unit provides the ultimate convenience-giving you the freedom of a quick and easy walk-up if you prefer to by-pass the elevator. Step inside to an expansive, airy floor plan a clean, beautifully staged interior with large tile flooring stretching across the primary living spaces a, sweeping water views of Boca Ciega Bay. Relax in your living area and watch the sky lights up with spectacular sunsets every single day over the tranquil bay. This property represents the best value on the market today. Rare corner unit end unit, you will enjoy a boost in natural sunlight, a more private atmosphere and gorgeous featuring Every day a beautiful with the big windows looking directly at Boca Ciega Bay and also the daily sunsets are amazing! A Premium Waterfront Lifestyle with Total Financial Peace of Mind. Third floor Corner unit with Beautiful Views. Stunning sunsets are your almost every day and intracoastal views from this light filled residence, enhanced by abundant windows and natural light though out. The open plan showcases a beautifully updated kitchen with modern appliances and updated windows. Incudes a carport. The impressive primary suite features an oversized, a large walk-in closet and a private ensuite bathroom. The secondary bedroom is generously sized and offers double closets, ideal for quests or a home office. An oversized hallway closet provides exceptional storage rarely seen in a condo. Unit also comes with a separate storage area. Additional highlights include smooth ceilings throughout, neutral décor, custom ceiling fans and beautiful maintenance-free flooring. Natural gas (which is not common in condos) is included in the monthly condo fee, providing energy for both cooking and heating. Town Shores offers an active and vibrant lifestyle with a large clubhouse hosting social events and activities, four heated pools, a fitness center with sauna, library, bocce ball, tennis/ pickle ball and shuffleboard courts. Ideally located within walking distance to downtown Gulfport, you’ll enjoy ease access to fine dining, cages, shops, galleries and waterfront activities. Live the Good Life in this bright with dazzling views of Boca Ciega Bay and only a short walk to Gulfport Beach. This waterfront condo has 2 bedrooms and 2 bathrooms in this 55+ Community of Town Shores of Gulfport. Skip the hassle and expense of moving trucks and furniture shopping. This condo features contemporary selection of high-end furnishings purchased just 2 years ago for over $25,000. The entire package is meticulously maintained and is completely negotiable to be included with the sale, offering you a seamless, walk-in ready. BUY WITH TOTAL FINANCIAL CERTAINTY. Unlike many coastal Florida hurdles, the Jamison Building offers you complete financial security. Fully Funded Reserves: The association reserves are 100% funded in accordance with State Compliance Laws. The building has successfully passed the mandatory Milestone inspections.

2960 59th Street Unit 215, Gulfport

$375,000

3 Beds ⋅ 3 Baths ⋅ Town Shores SubDv. ⋅ 33707 Zip Code

Diplomat building, newly painted, newer flake & Epoxy flooring on walkways and laundry rooms, carport roofing recently cleaned (power washed), lush maintained landscaping, breathtaking views of Boca Ciega Bay and glorious sunsets. Enjoy living in this beautiful east end unit at Town Shores of Gulfport. You have your own oasis at the end of the hallway with full water views, loads of shade and privacy. The condo is protected with hurricane shutters for those yearly storms we may get in the summers. Stone countertops speak of an updated kitchen, upgraded maple cabinets, dishwasher, microwave, refrigerator featuring all the comforts of home. Enjoy the bonus of a full size Washer and Dryer. What a benefit for a new owner. A must see for anyone thinking of buying a waterfront condo.

5980 Shore Drive S Unit 901, Gulfport

$429,500

3 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

Gulfport Charm, Endless Possibilities & An Unbeatable Location! Welcome to 1525 56th Street S, a versatile Gulfport home perfectly positioned in a quiet residential neighborhood just minutes from everything that makes Gulfport such a uniquely vibrant place to live. Located on an exceptional 127' x 56' corner lot, approximately 0.5 miles from Stetson Law School and just one mile from the heart of charming downtown Gulfport, this property offers an exceptional combination of location, flexibility and value. The current configuration transforms the primary bedroom into a private in-law suite, complete with its own entrance and a convenient kitchenette. Whether you're looking for a comfortable space for extended family, a private guest suite, a home office or additional living quarters, the possibilities are plentiful. And for buyers who prefer a more traditional floor plan, the space could easily be converted back to a conventional primary bedroom suite, making this home remarkably adaptable to your needs. The home also features a wonderful sunroom—a bright, inviting space that adds valuable living area and is perfect for morning coffee, reading, entertaining or simply enjoying the laid-back Gulfport lifestyle. Recent updates provide additional peace of mind, including a 2022 HVAC system, 2015 roof and newer/updated windows. Combine those improvements with the home's flexible layout and you've got a property that is as practical as it is full of potential. And then there's the location! Take a short walk or bike ride to Gulfport's eclectic Arts & Marina District, where the atmosphere is anything but ordinary. Spend an afternoon strolling along scenic Boca Ciega Bay, visit Williams Pier, browse independent shops and boutiques, enjoy local galleries and live music, or settle in for dinner at one of the area's many acclaimed restaurants. Gulfport's colorful, funky and decidedly independent personality is right outside your door. All of this, while coming home to a quiet, established neighborhood away from the hustle and bustle. Flexible. Updated. Walkable. Uniquely Gulfport. Whether you're looking for a full-time residence, a home with space for family and guests, or simply want to be close to one of the Tampa Bay area's most distinctive waterfront communities, 1525 56th Street S offers a rare combination of versatility and location.

1525 56th Street S, Gulfport

6060 Shore Boulevard S Unit 200, Gulfport

$560,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Unique East-Side Corner Condo with Amazing Water Views. Welcome to this immaculate, updated, 2-bedroom, 2-bathroom corner condo in the highly sought-after Buckingham Building at Town Shores of Gulfport. Conveniently provided as Turn-Key, including all the furniture, furnishings and fully equipped kitchen. Unique to the Buckingham building is a Balcony, and this east-side corner unit features a spacious wrap-around balcony with spectacular water views of Boca Ciega Bay, where you may spot dolphins, rays, and even manatees. Inside, you'll find tile flooring throughout, an updated kitchen featuring stone countertops, stainless-steel appliances, a gas range and a breakfast bar. Your very own in-unit washer and dryer, unique to the Buckingham, and kitchen water purification system add an extra touch of convenience. The home is equipped with a new 2-ton A/C installed in May 2025, complete with an extended warranty. Another highly desirable feature is the coveted covered parking space directly under the building. Storm protection is exceptional, with hurricane roll-down shutters on all the balconies, windows, as well as heavy-duty aluminum accordion shutters protecting the main living room and primary bedroom glass sliders. Town Shores is a vibrant 55+ community offering an incredible variety of amenities and activities, including tennis and pickleball courts, Bocce and shuffleboard courts, four heated swimming pools, Kayak storage and launch area, and Boat slips available for rent when available. The Clubhouse houses numerous amenities such as the Fitness center, billiards room, Library and more. Outside the community, the City of Gulfport provides a world of entertainment, shopping, and relaxation. The Gulfport Library, the Hickman Theater, public Tennis courts, Baseball field, the Casino with yearly events and let's not forget the Gulfport Beach! The Beaches and downtown St. Petersburg are all nearby adding opportunities to your active calendar. No pets allowed. Come see this Gem!

6060 Shore Boulevard S Unit 200, Gulfport

$1,200,000

4 Beds ⋅ 3 Baths ⋅ 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 4 bedrooms, 2.5 bathrooms, and 3,804 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 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, 5433 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.

5433 Essex Avenue S, Gulfport

$195,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Bring your personal style and discover the possibilities in this 2-bedroom, 2-bath condo in the Avalon Building at Town Shores of Gulfport. With a solid foundation and plenty of potential, just a few thoughtful updates could transform this home into a fresh, inviting Florida retreat tailored to your taste. Some of the work is already done. The shared bath has been refreshed with newer tile, a walk-in shower, and an updated vanity, and French doors open from the primary bedroom into an enclosed Florida room, a bright bonus space ready to become a home office, reading nook, hobby room, or guest retreat. An assigned carport space keeps your car covered and close to home. Located in a beautifully maintained 55+ waterfront community along Boca Ciega Bay, the Avalon Building offers a friendly atmosphere and convenient access to everything that makes Town Shores such a desirable place to call home. Whether you're looking for a full-time residence or a sunny Florida getaway, this condo presents an opportunity to update at your own pace while enjoying the community and lifestyle from day one. Town Shores is known for its impressive collection of resort-style amenities, including four heated swimming pools, tennis and pickleball courts, a fitness center, shuffleboard, billiards, a library, marina, and scenic waterfront walking paths. Spend your mornings strolling along Boca Ciega Bay, your afternoons by the pool, and your evenings enjoying everything nearby Gulfport has to offer. Just minutes away is Gulfport's colorful waterfront district, filled with locally owned restaurants, boutiques, art galleries, entertainment, and popular markets and community events. Browse the Tuesday Fresh Market on the bay, catch a dance or concert at the historic Gulfport Casino Ballroom, or paddle the mangroves at Clam Bayou Nature Preserve. Stetson University College of Law is right around the corner, the Gulf beaches of St. Pete Beach are about 10 minutes away, and downtown St. Petersburg is roughly 20 minutes by car, making this Gulfport FL condo an easy home base for 55+ living in Pinellas County.

5840 30th Avenue S Unit 201, Gulfport

$1,300,000

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

$389,000

4 Beds ⋅ 2 Baths ⋅ Webbs Vale SubDv. ⋅ 33707 Zip Code

Rare 4-bed, 2-bath Gulfport Gem: 1987 Newer Build, Close to Marina, and High and Dry! This home sits on a corner lot, fully fenced in. Entering through the front door, you are welcomed by the open living room with charming natural-wood accents. Nearby, the kitchen features worry-free countertops, ample cabinet space, and stainless steel appliances. Down the hall is the first full bathroom with a tub and shower combo. The first-floor bedroom features laminate flooring and double closets. Making our way upstairs, you'll notice laminate flooring throughout all 3 bedrooms. The second-floor bathroom is also equipped with a tub and shower. What stands out here is that the rear bedroom has a separate entryway leading to the side stairs, ideal for a private in-law setup. Back on the ground floor, we have a laundry nook and exterior access to the screened-in, secluded patio. The backyard is fully fenced with gate access. Great space for pets and a play area, or for a boat/RV. Excellent parking in the circular driveway. The brick-lined neighborhood is quiet and convenient to all of Gulfport's amenities, including the vibrant Waterfront District with shopping, restaurants, and activities. Newer roof and A/C, Hardie Board siding. This home is move-in ready and easy to show.

2702 49th Street S, Gulfport

$450,000

5 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

Welcome to this charming and unique income-producing property situated on a HUGE oversized lot of nearly 1/4 acre, just minutes from the vibrant heart of Downtown Gulfport! Offering an incredible combination of character, versatility, outdoor space, and investment potential, this property presents an exciting opportunity for both investors and owner-occupants alike. The property features a quaint 3-bedroom, 1-bath main cottage, along with a separate 2-bedroom, 1-bath apartment located above the spacious 2-car garage. Adding even more convenience and appeal for investors, the two residences are separately metered for BOTH WATER AND ELECTRIC, allowing for easier management of utilities and added flexibility for rental arrangements. The property also features a ROOF FROM 2018, and AC units from 2021 and 2025, providing another valuable improvement for future owners. This flexible setup offers multiple possibilities—live in the main home while generating additional income from the apartment, create a comfortable space for extended family or guests, or take advantage of both residences as an income-producing investment. Outside is where this property truly shines. The expansive, fully fenced backyard offers an incredible amount of space rarely found this close to Downtown Gulfport. A large covered patio creates the perfect setting for outdoor dining, entertaining, weekend gatherings, or simply relaxing and enjoying the Florida lifestyle. And for an extra touch of fun, the backyard even features your very own private PUTTING GREEN! For investors and buyers with a vision, the property offers tremendous value-add potential. With some thoughtful cosmetic updates and improvements, there is an excellent opportunity to enhance both the appeal and overall value of the property while maximizing its income-producing potential. Enjoy the charm and laid-back lifestyle Gulfport is known for, with Downtown Gulfport's eclectic restaurants, local shops, art galleries, entertainment, waterfront district, and community events just minutes away. Whether you're searching for your next investment, looking to offset your mortgage with rental income, or dreaming of a property with room for multiple generations, this versatile property offers endless possibilities.

5401 21st Avenue S, Gulfport

6020 Shore Boulevard S Unit 211, Gulfport

$399,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Breathtaking Boca Ciega Bay views and beautiful sunsets take center stage in this oversized condo located in the highly sought-after 55+ community of Town Shores of Gulfport. From the moment you enter, your eyes are drawn to the expansive water views from the generous living and dining area, creating a beautiful backdrop for everyday living and entertaining. The primary suite features a walk-in closet, tons of natural light, and a private ensuite bath, while the spacious guest bedroom also offers a walk-in closet with a full guest bath conveniently located just outside the bedroom. The kitchen provides plenty of cabinet space and pantry. This condo has been thoughtfully updated with luxury vinyl flooring, a newly replaced bay window, and new HVAC in 2026. Additional conveniences include a private storage area and designated parking space. Town Shores is known for its impressive resort-style amenities, including four swimming pools, a marina with boat slips available for rent subject to availability, tennis, pickleball, bocce ball, shuffleboard, a fitness room, his-and-her saunas, and an expansive clubhouse featuring a large billiards room, multiple meeting spaces, and generous common areas. Best of all, you are just minutes from vibrant downtown Gulfport, where you can enjoy locally owned restaurants, shops, art, community events, and Gulfport Beach. Whether you are relaxing at home watching the sun set over Boca Ciega Bay or taking advantage of everything this active waterfront community has to offer, this is Florida living at its best.

6020 Shore Boulevard S Unit 211, Gulfport

$650,000

3 Beds ⋅ 3 Baths ⋅ Sun Ketch Twnhms At Pasadena SubDv. ⋅ 33707 Zip Code

Under contract-accepting backup offers. Golf Course Views, Spacious Living & Florida Lifestyle! Come discover the easygoing elegance and exceptional livability of this beautiful two-story home, ideally positioned to enjoy peaceful golf course views and wonderful indoor-outdoor living. From the moment you enter, the spacious layout, abundant natural light, and thoughtful design create a warm and welcoming feeling that truly feels like home. The heart of the home is the well-appointed kitchen, featuring rich dark wood cabinetry, granite countertops, stainless steel appliances, recessed lighting, and a five-burner gas range. A breakfast bar provides the perfect place for morning coffee or casual conversation, while the open dining and living areas make entertaining effortless. Wood-style flooring adds warmth throughout the main living areas, while tile in the entry and kitchen offers easy-care practicality. A convenient half bath is perfectly situated for guests. One of the home's standout features is the enclosed lanai, accessed through beautiful French doors with built-in blinds between the glass. With hurricane shutters and a tranquil golf course setting beyond, this is the kind of space you'll want to enjoy year-round—whether you're sipping your morning coffee, unwinding at the end of the day, or entertaining friends. Upstairs, the generously sized primary suite offers a private retreat of its own. High-volume ceilings, a ceiling fan, carpeting, and a private screened lanai create an airy and relaxing atmosphere, while the golf course views provide a beautiful backdrop. The spacious en-suite bath features dual vanities with ample storage and counter space, a deep soaking tub, glass-enclosed step-in shower, private water closet with pocket door, and linen closet. The oversized walk-in closet with built-in storage makes staying organized a pleasure. Two additional bedrooms provide flexibility for family, overnight guests, a home office, or hobbies. Each bedroom is light and bright with carpeting, ceiling fans, vaulted ceilings, and generous closet space. The second full bath offers a dual-sink vanity, tub/shower combination, and linen storage. An upstairs laundry closet adds everyday convenience and keeps everything right where you need it. A two-car garage, welcoming foyer, abundant storage, multiple outdoor living areas, and beautiful golf course surroundings complete the package. Whether you're looking for a comfortable full-time residence, a relaxing Florida getaway, or simply a home where you can enjoy the view and entertain with ease, this property delivers the space, comfort, and lifestyle you've been looking for. Come see it in person—you may just find the Florida lifestyle you've been waiting for!

6058 Gulfport Boulevard S, Gulfport

2775 Kipps Colony Drive S Unit 305, Gulfport

$998,500

2 Beds ⋅ 2 Baths ⋅ Kipps Colony At Pasadena Yacht/Cntry Club SubDv. ⋅ 33707 Zip Code

TOP-FLOOR WATERFRONT LIVING AT KIPPS COLONY IN PASADENA YACHT & COUNTRY CLUB! Beautifully updated, this spacious residence with a loft combines soaring vaulted ceilings, waterfront views and exceptional boating amenities in one of the area's most desirable gated communities. Recent improvements include wide-plank luxury vinyl flooring throughout, an updated kitchen with white cabinetry, quartz countertops, new stainless steel appliances, as well as beautifully updated baths. Walls of sliding glass doors fill the open great room with natural light and lead to a spacious waterfront balcony. Electronic blinds in the living room and electronic hurricane shutters provide effortless privacy, light control and storm protection at the touch of a button. The expansive primary suite features soaring vaulted ceilings and a walk-in closet, while the extensively updated primary bath offers abundant custom cabinetry and storage. The second bedroom offers en-suite bath access and features a custom Murphy bed/desk system, negotiable with the sale. A standout feature is the upper-level loft, ideal for a home office, den or flex space, with water view and a new mini-split A/C and a new pneumatic elevator providing convenient access from the main living level. FOR BOATERS, THIS ONE IS EXCEPTIONAL: the residence includes a LARGE DEEDED DEEP-WATER BOAT SLIP (approx. 53' x 17') WITH A 19,000-LB BOAT LIFT—an increasingly coveted amenity for Tampa Bay boating—along with TWO COVERED PARKING SPACES and a private storage cage. Kipps Colony 1 residents enjoy a waterfront pool and spa and a pet-friendly lifestyle within gated Pasadena Yacht & Country Club, conveniently located near Gulfport, St. Petersburg and the Gulf beaches. Eligible buyers also have the opportunity to bypass the PYCC full golf membership waitlist and apply for club membership within the first 30 days of ownership. Milestone and reserve studies have been completed, and any assessments have been paid. Conveniently located just minutes from Florida's famous beaches, a short drive to Downtown St Petersburg and a brief 35-40 minute to Tampa!

2775 Kipps Colony Drive S Unit 305, Gulfport

$499,900

3 Beds ⋅ 1 Baths ⋅ Boca Ciega Estates SubDv. ⋅ 33707 Zip Code

Fully renovated Gulfport home in FEMA Flood Zone X (minimal risk) with a brand-new 2026 roof, just minutes from downtown Gulfport's waterfront, shops and restaurants. Set on an oversized 0.22-acre lot, this 3-bedroom home offers polished terrazzo floors, an open-concept layout and abundant natural light, with fresh paint inside and out. The updated kitchen features granite countertops, white shaker cabinetry with brushed gold hardware, subway tile backsplash and stainless steel appliances. The spa-inspired bathroom includes a vessel sink vanity and a walk-in tiled rain shower. The third bedroom was added through a permitted conversion. French doors open to a screened lanai overlooking a large, fully fenced backyard shaded by mature trees, with plenty of room for a pool, garden or outdoor kitchen. Central A/C, interior laundry room with washer and dryer included, and the laundry is already plumbed for an easy second bathroom addition. Move-in ready, no HOA.

5825 21st Avenue S, Gulfport

6020 Shore Boulevard S Unit 103, Gulfport

$230,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Welcome to Town Shores of Gulfport, where waterfront living, an active 55+ community, and one of Tampa Bay’s most charming downtown districts come together. Located on the first floor of the Windsor building, this 2-bedroom, 2-bathroom condo offers an easy, low-maintenance lifestyle in a community known for its incredible location and abundance of amenities. Just minutes from the heart of Downtown Gulfport, you can enjoy the laid-back, eclectic atmosphere that makes this waterfront town so special. Spend your mornings at a local coffee shop, meet friends for lunch or dinner, explore nearby breweries and boutiques, or stroll through the popular Saturday Fresh Market. The Gulfport Casino, waterfront district, community events, art walks, festivals and year-round entertainment are all close by. For those who love being on the water, Town Shores offers convenient boating access and a true waterfront lifestyle right outside your door. The community itself provides an impressive collection of amenities designed for both recreation and relaxation, with multiple pools, clubhouse and social spaces, recreational activities, waterfront areas and more. Whether you are looking for a full-time Florida residence or an easy place to enjoy the best of Gulfport, this first-floor Windsor condo puts you close to the water, the activities and the vibrant local lifestyle that make Town Shores such a sought-after 55+ community.

6020 Shore Boulevard S Unit 103, 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

$649,900

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

Welcome to 6343 Vista Verde Dr W, a beautifully updated and spacious townhome located inside the gated, low-density Villas Del Verde community in Gulfport. Offering 3 bedrooms, 2.5 bathrooms, a 2-car garage, and resort-style amenities, this home combines the low-maintenance lifestyle of townhome living with the space and comfort you’re looking for. Inside, you’ll find an updated interior with generous living spaces, a welcoming open layout, and plenty of natural light. Recent improvements total approximately $16,000 and include new hurricane windows on the front of the home, a new water heater, HVAC enhancements with a 5-inch media filter and rebuilt plenums, a new thermostat, under-sink reverse osmosis water filter system, custom primary closet, and additional weatherproofing improvements. The location is truly hard to beat. The home is moments away from Pasadena Yacht & Country Club and minutes from the laid-back charm of downtown Gulfport, where you'll find waterfront dining, local shops, art, and Gulfport Beach. Enjoy dinner at Neptune Grill or O'Maddy's, an evening at Pia's Trattoria, or a night out at The Pearl, all close to home. The home is located 15 minutes from Downtown St Pete, 7 minutes to St Pete Beach, 25 minutes to St Pete Clearwater Airport (PIE) and 30 minutes to Tampa International Airport (TPA).

6343 Vista Verde Drive E, Gulfport

$244,900

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Welcome to the amazing waterfront community of Town Shores of Gulfport. This completely renovated 2-bedroom, 2-bath condo located on the second floor is waiting for you. The kitchen was beautifully renovated in 2022, windows were replaced in 2023, and new flooring was completed in 2024.The primary bedroom offers a spacious walk-in closet with a custom closet system for exceptional storage and organization and a bathroom renovated in 2024. The community has several pools, Tennis courts and many fun activities. You will spend your evenings watching the spectacular sunset. Enjoy easy Florida living in a beautifully updated home close to Gulfport’s charming waterfront, shops, restaurants, and beaches. Just a short drive to downtown St. Pete and Tampa. Don't miss out on the opportunity to own this wonderful updated condo today.

5840 30th Avenue S Unit 202, 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

$475,000

3 Beds ⋅ 2 Baths ⋅ Jenkins & Berls Rep SubDv. ⋅ 33707 Zip Code

Bring Your Vision: Create Your Dream Oasis in the Heart of Gulfport Capture the coveted "Key West North" lifestyle at a fraction of the price. Located at 3008 DuPont Street South, this 3-bedroom, 2-bathroom pool home sits just 0.2 miles from Gulfport's celebrated arts scene, local dining, and waterfront. The property is being sold AS-IS following Hurricane Helene, but because it was NOT SUBSTANTIALLY DAMAGED, you can fast-track your renovations instead of starting from scratch. Jumpstart your project with total peace of mind—Roof 8/2021, Electrial, Plumbing and Windows 2022, the backyard pool has already been repaired and is fully operational, and permits have been submitted for approval. A majestic Royal Poinciana tree anchors the front yard, where a classic porch overlooks a neighborhood coming back to life. Out back, your future paradise features a gorgeous travertine-paved pool with a sun-shelf and a large deck with a motorized awning. Gulfport is strong and rising quickly—don't miss this rare chance to build personal equity and design your own coastal sanctuary.

3008 Dupont Street S, Gulfport

5950 Pelican Bay Plaza S Unit 601, Gulfport

$525,000

3 Beds ⋅ 2 Baths ⋅ Pelican Bay Yacht Club Condo Bldg A SubDv. ⋅ 33707 Zip Code

Set within the exclusive gates of Pasadena Yacht & Country Club, Pelican Bay Condominiums offers the kind of resort-style waterfront lifestyle buyers seek but rarely find—secure, beautifully maintained, private, and close to everything that makes Gulf Coast living so desirable. This impressive 6th-floor CORNER UNIT residence offers 3-bedrooms, 2-bathrooms, and approximately 1,912 heated square feet, with expansive views overlooking the pond, neighborhood, Boca Ciega Bay, and even a glimmer of the Gulf of Mexico. A spectacular wraparound balcony—approximately 70 feet in length—extends the living space outdoors and offers direct sliding-door access from the living room, dining room, primary suite, and one of the guest bedrooms, making indoor-outdoor living feel effortless. Sunlight pours through the floor-to-ceiling windows, enhancing the open living and dining areas and creating an airy, inviting atmosphere that feels connected to the serene landscape from nearly every angle. Each bedroom is generously sized, while the primary suite offers an en suite bath and two walk-in closets, delivering the comfort, storage, and privacy expected in a premium corner unit condominium. Added conveniences include an in-unit laundry, a private storage closet, and reserved 2nd-level parking garage, thoughtful features that make daily living easier and more enjoyable. With its generous scale, exceptional views, and highly desirable address, this residence is ready to enjoy as-is or transform into a stunning modern showplace tailored to your personal style. Pelican Bay residents enjoy an impressive collection of in-building amenities, including a social room with a full kitchen, fitness room, library, and gathering spaces designed for connection and convenience. A heated pool, spa, and clubhouse—reserved exclusively for Pelican Bay Buildings A and B—are included in the dues, adding everyday resort-style enjoyment without leaving the community. Ample guest parking makes it easy to welcome family and friends. For those seeking a truly elevated lifestyle, Pasadena Yacht & Country Club offers optional membership opportunities—and ownership here provides the valuable privilege of bypassing the lengthy waitlist for a coveted golf membership. PYCC is undergoing a state of the art multi-million-dollar renovation to the golf course, fitness center, and marina. The club features an 18-hole championship golf course, driving range, marina, Olympic size pool, tennis center, clubhouse with locker facilities, multiple dining venues, private function rooms, sports and pool bars, a pro shop. The state-of-the-art APeX Wellness Center is under construction and will be opening in 2027. Beyond the gates, the location is just as compelling: minutes from Florida’s award-winning Gulf beaches, the vibrant dining, arts, and cultural energy of downtown St. Petersburg, and approximately 30 minutes from Tampa International Airport. From its sweeping views and wraparound balcony to its premier amenities and rare country club access, this western facing 3-bedroom corner unit offers a lifestyle that is private, polished, and unmistakably coastal.

5950 Pelican Bay Plaza S Unit 601, 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

6020 Shore Boulevard S Unit 412, Gulfport

$649,000

3 Beds ⋅ 3 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Welcome to a piece of paradise where every day is like being on vacation! Enjoy the spectacular million-dollar views of Boca Ciega Bay from your new spacious condo. Watch the breathtakingly colorful sunsets with their orange, red and pink vibrant hues and see the manatees and dolphins play in the shimmering water from your home. Enjoy the skyline and night lights of Saint Pete Beach and Pass- A- Grille with the Don CeSar Hotel lite up like a glorious castle. Watch the festive holiday fireworks from your own front door. This luxurious waterfront home is located in Town Shores, a 55+ community in the Windsor building. This condo is a spacious 2210 sq. ft. and features a bright open living and dining area with plenty of room for entertaining your guests. It has the flexible option of 3 bedrooms or 2 bedrooms and a bonus room. There are 2 .5 bathrooms with glass countertops and marble flooring. The primary bedroom suite features two closets along with an expansive walk-in closet. The primary bathroom has a walk-in shower and the main bathroom is equipped with a shower and a bathtub combination. The kitchen features GE Café stainless steel appliances, a wine cooler, microwave, HanStone Slice of Ice quartz countertops, Diamond upper glass door cabinets and marble flooring. The condo is one of the elite units that offers the convenience of a full-size washer and dryer. Work from your home office with a panoramic view overlooking the water. The beautiful laminate flooring is the same flooring chosen by HGTV for one of their Dream Homes. Park in your front row assigned parking space and ride the elevator or take the stairs up to your new corner home on the 4 th floor. Enter through one of your two hurricane proof doors to start living your relaxing resort-like costal life. The Windsor building is a dog and cat friendly building and Town Shores offers your pet a dog park to play and have fun with other furry friends. Your H.O.A.’s include gas, cable, water, trash, recycling, pools, clubhouse activities, building upkeep and landscaping. Make new friends and meet your neighbors by playing bocce, tennis, pickleball, shuffleboard, Bingo, cards or mahjong. Swim in one of the refreshing four heated pools, use the exercise room or one of the saunas in the Club House. Town Shores has on property boat-slip rental, kayak storage and a kayak launching ramp. Take a short walk to the friendly Town of Gulfport to enjoy a delicious meal at one of the award-winning local restaurants or shop at one of the local stores and boutiques. Enjoy the art walks and farmer market or go fishing for Snapper or Sheepshead fish off the local pier. Have a lazy day on the local Gulfport Beach and watch the boats and sailboats go by. Watch the volleyball players on the sand near the casino or picnic at the tables. Enjoy the parades or the Gecko Festival. There’s something for everyone in the charming and unique town of Gulfport. Beautiful sandy Gulf beaches and the exciting city of Saint Petersburg are just a short drive away! Come see for yourself!

6020 Shore Boulevard S Unit 412, Gulfport

$459,000

4 Beds ⋅ 2 Baths ⋅ Pasadena Heights SubDv. ⋅ 33707 Zip Code

Seller agrees to offer $10k to buyer for closing costs or rate buy down at closing! Over $100,000 in upgrades—including a brand-new 400 sq ft addition with two new bedrooms and a luxurious master bathroom—have transformed this charming Gulfport home into a modern retreat. Enjoy the best of both worlds: perfectly situated along the vibrant Pinellas Trail for biking, jogging, and leisurely walks, yet tucked away on a remarkably quiet corner lot that offers serenity and privacy. Located just 5 minutes from world-famous St. Pete Beach, this move-in ready home sits in a no-flood zone and features a brand-new roof (2025), new gutters, fresh exterior paint, new fencing, new electrical upgrades, and a tent treatment for termites completed in 2025—offering true peace of mind and low-maintenance living for years to come. Step outside your door and experience the best of Gulfport’s thriving coastal lifestyle. From the legendary weekly farmers market and 500-foot fishing pier to boutique shopping, local art galleries, and waterfront dining, you’re just minutes from everything this dynamic community has to offer. Don’t miss your chance to own this beautifully remodeled, corner-lot home in a rapidly appreciating neighborhood—schedule your private showing today and make this exceptional property yours!

1419 55th Street S, Gulfport

$625,000

3 Beds ⋅ 2 Baths ⋅ Boca Ciega Estates SubDv. ⋅ 33707 Zip Code

Check out this AMAZING - *NEW ROOF* - *SOLAR PAID FOR* - *POOL remarcited* - updated POOL Home in one of the most sought after locations in Tampa Bay - GULFPORT! This 3/2,1 car garage, POOL home has SOLAR Panels that are paid off (original cost was over $30,000) and has saved the owner about $300-$400 a month since it has been installed! NOT IN A FLOOD ZONE! You'll love the RENOVATED KITCHEN, TILED FLOORS THROUGHOUT, MASTER CLOSET SPACE AND POOL AREA as well as the AMAZING LOCATION just a couple blocks from the Bay! As you enter the home you'll love the OPEN LAYOUT of the home with views thru the home straight to the back yard pool area! Immediately inside you'll be impressed by the large living room area with additional flex/sitting space off to the side. There are endless uses for it... reading area, breakfast nook, office area, etc. The entire house boasts tile - NO CARPET. The kitchen is BEAUTIFUL and has TONS of counter space. It has been renovated with tons of BEAUTIFUL GRANITE COUNTERTOP space and MODERN ELEGANT cabinets. It also showcases TOP OF THE LINE NEWER STAINLESS STEEL APPLIANCES! You'll love the massive amounts of cabinet space and the built in pantry too. As you proceed through the kitchen you will find the most inviting room of the house... the Great Room! It is a wonderful place to RELAX and offers views of the back yard, screened in pool and lanai. You'll love that there is plenty of space to sit and entertain with family and friends or just relax and watch some tv. Even though this home is older - the design is pretty AMAZING! The Master bedroom closet is H-U-G-E and offers so much more space than you could imagine! You'll love the changing room area with room for a nice wardrobe or closet dresser if you like. Seriously, this area is SPACIOUS! The roomy feel doesn't stop here either... the Master Bathroom has been renovated and upgraded and offers plenty of space for the morning and evening routines for 2 people! This home already offers so much inside but there is more! The SCREENED IN POOL is the perfect place to host backyard parties and gatherings or to simply relax! Enjoy the Florida lifestyle to its fullest anytime you like right in your own backyard! You will appreciate the HUGE FENCED IN YARD not seen often in Gulfport. So much space to do what you want with! You will ABSOLUTELY LOVE this AMAZING LOCATION with all that Gulfport has to offer! Ideally situation only a few blocks to the bay here are just a few of the POPULAR destinations that are must mere minutes away: Gulfport's Art District for First Friday's Art Walk each month (7 min bike ride), tons of restaurants and cafes within walking distance, St Pete Beach (8 min), Stetson University (3 min), Eckerd College (10 min), Pasadena Golf & Yacht Club (3 min), Maximo Boat Ramp (free boat launch) (11 min)... AND SO MUCH MORE! Check out this house soon! Interest rates just dropped in the past week and it is a great time to get an AMAZING house in Gulfport!

5825 20th Avenue S, Gulfport

$2,650,000

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

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

5921 Seabird Drive S, Gulfport

$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

5980 Shore Boulevard S Unit 501, Gulfport

$375,000

3 Beds ⋅ 3 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Breathtaking views by day and night await from this spacious 3-bedroom, 2.5-bathroom corner unit in the highly sought-after Town Shores of Gulfport, an impeccably maintained 55+ waterfront community along beautiful Boca Ciega Bay. The desirable split-bedroom floor plan offers privacy and flexibility, while the generous living spaces are perfectly positioned to take advantage of the spectacular surrounding views. Inside, you'll find a formal dining room, built-in desk, separate pantry, convenient inside laundry, and plenty of room for comfortable everyday living and entertaining. As a corner unit, the home offers an abundance of natural light and a wonderful sense of openness. Live like you're on vacation every day with the resort-style amenities Town Shores is known for. Residents enjoy four pools, including a heated waterfront pool, tennis and pickleball courts, bocce, shuffleboard, a fitness center, library, grilling and sunning areas, kayak launches and available kayak storage, plus a marina with docks and boat slips available for rent. The community clubhouse is the heart of an active social scene and features a billiards room, ballroom, and a variety of activities and events throughout the year. Just beyond the community, enjoy everything that makes Gulfport one of Pinellas County's most beloved coastal destinations. The vibrant Gulfport Art District offers award-winning restaurants, charming boutiques, galleries, waterfront activities, and the historic Gulfport Casino. You'll also be just minutes from Pasadena Yacht & Country Club, St. Pete Beach, Treasure Island, Fort De Soto Park, and vibrant downtown St. Petersburg, with convenient access to Tampa International Airport. With incredible views, generous living space, exceptional amenities, and an unbeatable waterfront location, this is Florida living at its finest.

5980 Shore Boulevard S Unit 501, Gulfport

$2,950,000

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

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

6113 Pasadena Point Boulevard, Gulfport

$1,350,000

3 Beds ⋅ 2 Baths ⋅ Pasadena Point Estates Ph Ii SubDv. ⋅ 33707 Zip Code

Picture-perfect inside and out, this exceptional residence has been meticulously transformed with timeless design, impeccable craftsmanship, and luxurious finishes, leaving nothing to do but move in and enjoy. A covered 11-foot entry with a tongue-and-groove ceiling and elegant chandelier welcomes you into a beautifully designed interior featuring crown molding, driftwood-look porcelain tile flooring, plantation shutters, designer lighting, and motorized window treatments. The foyer opens to a stunning dining room before flowing into the expansive great room, where striking white oak beam ceilings, custom white oak built-ins, and a dramatic black Ocean Marble fireplace create an unforgettable focal point. Five newly installed 9-foot impact-rated sliding glass doors seamlessly connect the living space to the outdoor entertaining areas. The chef's kitchen is the heart of the home, offering quartz countertops, a woven marble backsplash, custom cabinetry, premium GE Café appliances, gas cooking, an oversized island, custom walk-in pantry, and a breakfast nook overlooking the pool. Designed for effortless indoor-outdoor living, the covered lanai features a tongue-and-groove ceiling, outdoor fireplace, and views of the custom deep-blue tiled heated pool and spa beneath a soaring 14-foot screened enclosure. Beyond the pool, lush tropical landscaping leads to a newly pavered, illuminated basketball court. The private owner's retreat overlooks the pool and includes direct lanai access, custom blackout shades, dual custom walk-in closets, and a spa-inspired bath with marble flooring, quartz vanities, Restoration Hardware finishes, a Toto Washlet, soaking tub, and an oversized walk-in rain shower with multiple shower heads and body sprays. Two additional bedrooms share a beautifully appointed guest bath, while the thoughtfully designed laundry and mudroom offers quartz countertops, custom cabinetry, extensive storage, and a built-in bench. The oversized 12-foot-high air-conditioned garage features a custom workspace, elevating storage system, and 18 floor-to-ceiling storage cabinets. Additional upgrades include a Kohler whole-home generator, gray barrel tile roof, app-controlled permanent holiday lighting, freshly installed paver circular driveway, whole-home water filtration system, central vacuum, tankless water heater, and a new HVAC system installed in 2025. Every detail has been thoughtfully curated to create a truly turnkey luxury residence where exceptional design, comfort, and effortless Florida living come together.

6128 Pasadena Point Boulevard, Gulfport

$599,000

4 Beds ⋅ 3 Baths ⋅ Park View Heights SubDv. ⋅ 33707 Zip Code

Virtually Staged. "Gulfport Reimagined" - Step inside and prepare to be wowed! Every detail of this beautifully renovated home has been thoughtfully designed, blending style, function, and exceptional craftsmanship. Offering 4 bedrooms and 3 full bathrooms, including two en suite bedrooms, this desirable split-bedroom floor plan provides outstanding flexibility for multigenerational living, a growing family, or those seeking dedicated guest accommodations and a private home office. The heart of the home is an impressive designer kitchen where beauty meets functionality. An abundance of custom cabinetry and thoughtfully designed storage surrounds the U-shaped layout, maximizing both workspace and convenience. A breakfast bar with additional storage anchors the space, while custom quartz countertops and a full-height quartz backsplash create a sophisticated, timeless aesthetic. Oversized statement pendant lighting and the curated black-and-white design elevate the room, complemented by a brand-new stainless steel appliance package. The open-concept living area flows effortlessly into the dedicated dining space, creating an inviting atmosphere for everyday living and entertaining alike. Two generously sized guest bedrooms are tucked away off the main living area and share a beautifully designed hallway bath featuring dual vanities, along with additional hallway storage. On the opposite side of the home, a private en suite bedroom offers endless possibilities as a guest suite, home office, or secondary primary retreat. Just beyond the kitchen, a central hallway leads to an oversized laundry room with abundant storage and convenient access to the backyard. Privately situated at the rear of the home, the spacious primary suite serves as a peaceful retreat. The custom-designed walk-in closet offers exceptional organization, while the luxurious en suite bath features dual vanities and a large walk-in shower. Outside, the fully fenced backyard creates an ideal outdoor living space nestled between the home and the detached oversized two-car garage. A brick paver pathway connects the home and garage, while the generous yard offers plenty of room to create your dream outdoor oasis, whether that’s a pool, entertaining space, or simply room for pets to play. The detached garage features a fully finished interior with ample room for additional storage. Additional highlights include: Located in a non-flood zone. All renovations have been fully permitted through the City of Gulfport. Truly move-in ready with the feel of new construction—without the new construction price tag. Beyond the home, you’ll discover everything that makes Gulfport one of Tampa Bay’s most beloved communities. Enjoy a vibrant waterfront, a charming walkable downtown, eclectic boutiques, locally owned restaurants, live music, art galleries, and the popular Tuesday Fresh Market. With its welcoming atmosphere, creative spirit, and unmistakable character, Gulfport continues to be one of the area’s true hidden gems. This is more than just a home—it’s an opportunity to embrace the Gulfport lifestyle.

5217 18th Avenue S, Gulfport

5925 Shore Boulevard S Unit 302, Gulfport

$215,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Wake up to beautiful waterfront views from highly desirable Lancaster building in Town Shores. Watch the dolphins and manatees from your window in this 2 bedroom, 2 bath DELUXE unit. The kitchen offers newer stainless appliances (including a gas range!). Through the spacious living/dining room enter into into a light filled Florida room that overlooks Boca Ciega Bay. The large primary bedroom offers a walk in closet and ensuite bath. Town Shores offers a true resort-style lifestyle with exceptional amenities, including four heated pools, a fitness center, his-and-hers saunas, tennis and pickleball courts, shuffleboard courts, marina access, and beautifully maintained waterfront grounds. Ideally located just minutes from world renowned Gulf beaches, and of course shopping, restaurants and weekly markets in bustling downtown Gulfport. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this is your chance to own a slice of paradise. All information is deemed correct and should be verified by interested parties.

5925 Shore Boulevard S Unit 302, Gulfport

6075 Shore Boulevard S Unit 315, Gulfport

$335,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Virtually Staged. Rare Corner Residence with Sweeping Water Views! Welcome to this spacious 2-bedroom, 2-bath condominium offering 1,250 square feet in the desirable Nottingham Building on Shore Boulevard at Town Shores. This sought after end-unit enjoys expansive water views from two sides, filling the home with natural light and providing a front-row seat to Florida's beautiful waterfront scenery. The thoughtfully designed floor plan features generously sized living and dining areas, as well as a spacious primary suite with en suite bath. Relax with your morning coffee or evening cocktail while enjoying panoramic water views. The living area includes luxury vinyl plank flooring throughout and hurricane resistant windows for your safety. The beautiful open kitchen offers quartz counters, upgraded cabinets, tile backsplash, recessed lighting and a gas stove top and combination standard and convection oven that makes cooking a dream. All appliances are KitchenAid. A conveniently located informal dining area is located next to the kitchen. The primary bedroom is spacious with an en suite bath featuring a step-in shower and vanity quartz counter. Similar features are provided in the guest bath, and the split floor plan provides privacy. There is assigned external storage is nearby, covered parking space #90 is included plus plenty of available guest parking. The laundry is located on the 2nd & 5th floors. The heated, waterfront pool is conveniently located at the end of the building. The monthly fee includes cable TV, internet, common area taxes, community pool, escrow reserves fund, gas for cooking, insurance, recreational facilities, sewer, trash and water. The Nottingham building was recently painted plus new roof and new carports in 2025. Town Shores is Gulfport's premier 55+ waterfront community, offering resort-style amenities including multiple heated pools, a clubhouse, fitness center, tennis and pickleball courts, shuffleboard, marina, kayak storage, and an active social calendar. An on-site management office is located in the 2 story Clubhouse along with organized activities including cards, billiards, game room, library, fitness room and his and hers sauna. A security officer is on duty nightly. The North and South Docks with kayak launch have slips to lease (contact Master Assn). The nearby Gulfport Art District is home to a variety of locally owned restaurants, shopping, galleries, Public Library and Senior Center and the historic Gulfport Casino with its huge ballroom and dance floor. Don’t miss the monthly First Friday Art Walk with live music plus a farmers market every Tuesday morning. Town Shores is close to the revitalized downtown St Petersburg, world class Gulf beaches close by, major sport venues, international airports and last but not least – Disney World. Close to everything, yet a world away! Call today for an exclusive showing.

6075 Shore Boulevard S Unit 315, Gulfport

6025 Shore Boulevard S Unit 602, Gulfport

$248,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Virtually Staged. Welcome to Town Shores’ desirable Manchester Building, where spectacular sixth-floor water views create the perfect backdrop for Florida living. From the moment you step inside this beautifully maintained 2-bedroom, 2-bath residence, you’ll be captivated by the sparkling waterfront vistas visible through the open floor plan. Watch dolphins and manatees play from the comfort of your own home, and even catch a glimpse of the iconic Don Cesar Hotel in the distance. Offering approximately 1,250 square feet, this light-filled condo features tile flooring throughout, creating a seamless flow from room to room. The inviting kitchen offers timeless appeal with crisp white cabinetry, neutral Corian countertops, new refrigerator and a gas range. The spacious primary suite includes an updated en-suite bathroom with a walk-in shower, while the guest bedroom is conveniently located next to the beautifully updated hall bath. Town Shores is one of Gulfport’s premier 55+ waterfront communities, offering an exceptional resort-style lifestyle with four heated pools, tennis courts, pickleball, shuffleboard, a clubhouse, fitness opportunities, and a full calendar of social activities. Stroll or bike to vibrant downtown Gulfport, where you’ll enjoy award-winning restaurants, waterfront parks, galleries, live entertainment, the popular Tuesday Fresh Market, and the city’s signature eclectic arts scene. This residence also includes covered, assigned parking and a private storage unit. Whether you’re searching for the perfect winter retreat or a year-round waterfront lifestyle, this exceptional condo offers breathtaking views, outstanding amenities, and everything that makes Gulfport one of Florida’s most beloved coastal communities.

6025 Shore Boulevard S Unit 602, Gulfport

6020 Shore Boulevard S Unit 1002, Gulfport

$294,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Unmatched Views & Value: Make This 10th-Floor Windsor Condo Your Own. Experience sweeping water views and incredible value in this 10th-floor, 2-bedroom, 2-bath residence located in the highly desirable Windsor House 55+ community at Town Shores of Gulfport. Unit 1002 is a fantastic opportunity for buyers looking to build equity and customize their waterfront living experience. This is the perfect blank slate for your modern upgrades and coastal vision. Step inside to an open-concept floor plan filled with natural light, offering commanding views of Boca Ciega Bay from nearly every room. The spacious living and dining areas open to large picture windows where you can watch daily dolphin shows and take in the vibrant sunsets over the iconic Don CeSar Hotel. The kitchen layout is ideally situated for entertaining and features generous storage, reverse osmosis water filtration, and a gas stove. Town Shores offers an active, maintenance-free coastal lifestyle with a full calendar of social events. Just outside your elevator-equipped building, you have access to resort-style amenities including four pools, a marina, a fitness center, a dog run, and courts for tennis, pickleball, shuffleboard, and bocce ball, plus a vibrant clubhouse featuring a library, billiards, card rooms, and a ballroom. This residence includes a covered carport to keep your vehicle shaded and offers ample guest parking. Best of all, you are just a short stroll from the charming downtown Gulfport waterfront district, brimming with award-winning dining, entertainment, and art. Secure premium views with the freedom to upgrade on your terms and create your coastal paradise.

6020 Shore Boulevard S Unit 1002, 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

$449,000

3 Beds ⋅ 2 Baths ⋅ Pasadena Estates Sec D SubDv. ⋅ 33707 Zip Code

NEW PRICE! Discover this beautifully updated 3 bedroom, 2 bathroom block home offering just over 1,400 square feet of comfortable living space in desirable Flood Zone X. Recent improvements include a new roof in 2023, HVAC system in 2025, PGT windows, luxury vinyl plank flooring throughout, and a stylishly updated kitchen and bathrooms. The kitchen features stainless steel appliances and opens to inviting living spaces designed for everyday living and entertaining. Situated on an oversized fenced corner lot, there is ample room to park a boat, RV, trailers, or other recreational vehicles. Conveniently located less than half a mile from the Stetson University College of Law campus, just three blocks from Boca Ciega High School, only 2 miles from the Gulfport Arts District, 2.5 miles from the West Marine Tampa Bay flagship store, and just minutes from the Gulf beaches, this property offers an exceptional opportunity as a primary residence, vacation home, or investment property.

5939 9th Avenue S, Gulfport

$147,500

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Welcome to coastal living in the highly sought-after 55+ waterfront community of Town Shores in Historic Gulfport! This unit features updated kitchen and bathrooms and laminate flooring. Enjoy the Florida Room with beautiful water views, perfect for relaxing, and also a dedicated carport spot. The community offers true resort-style amenities, including three heated pools, tennis, pickleball, and clubhouse activities, ideal for a vibrant and low-maintenance lifestyle. Located minutes from downtown Gulfport's walkable waterfront district, stunning Gulf Beaches, and downtown St. Pete, this is your chance to own a piece of paradise.

3128 59th Street S Unit 115, Gulfport

$595,000

3 Beds ⋅ 2 Baths ⋅ Gulf Grove SubDv. ⋅ 33707 Zip Code

Under Construction. Brand new construction under $600k? In this market? Yeah, we had to double-check too. Built by Davis Development, the same builder known for delivering high-end interior finishes at all price points, this all-block home comes with impact windows throughout, so you're getting real peace of mind along with everyday energy efficiency. No wood framing, no shortcuts. Everything here is new, which means no surprise repairs, no outdated systems, no "we'll get to it eventually" list. Just move in and enjoy it. Compare that to most other homes in this price range, where you're often dealing with older construction, hidden repairs that show up right after closing, smaller closets, minimal storage, and sometimes no garage at all. Here, you get generously sized closets throughout and an attached garage, so storage and everyday convenience are already built in from day one. This one also happens to be the first of several new homes going up on this street, which tells you a lot about where this pocket of St. Pete is headed. It's a neighborhood that's actively being built out with new construction, so buying in now means getting ahead of the curve before values catch up. And to top it off, it's a family-friendly neighborhood in a non-flood zone, a genuinely rare combination with new construction at this price point in St. Petersburg. If you've been priced out of new construction elsewhere, this is exactly the kind of home, and the kind of value, that's hard to find right now, in a fun neighborhood that's close to all the action in Gulfport and Central Ave in St. Pete.

5302 7th 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

$412,500

2 Beds ⋅ 1 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

Welcome to this charming 2-bedroom, 1-bath home situated on a rare double corner lot in the heart of Gulfport! Featuring a light, bright, and airy open floor plan, this well-maintained home offers comfortable living with thoughtful updates throughout. The former sunroom was professionally converted into additional bonus living space in 2022, providing flexibility for a home office, den, or extra gathering area. Recent improvements include a new HVAC system (2026), updated plumbing and electrical, and a tankless water heater for added efficiency and convenience. The indoor laundry room includes pantry storage, a second refrigerator/freezer, maximizing functionality and organization. The kitchen boast a gas range, refrigerators/freezer, brand new microwave, and dishwasher, kitchen island, and built in bench seating with storage. Outside, you'll find two storage buildings offering ample space for tools, hobbies, or additional storage needs. An outdoor programmable lighting system enhances the home's curb appeal and creates a welcoming atmosphere day and night. Located in a charming, walkable neighborhood and situated in a non-flood zone, this property is just steps away from Tomlinson Park, local shops, dining, and all that Gulfport represents! Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this delightful home is ready to welcome its next owner.

1902 53rd Street S, Gulfport

$625,000

5 Beds ⋅ 3 Baths ⋅ Art District SubDv. ⋅ 33707 Zip Code

Duplex in Gulfport, FL.

5020 26th Avenue 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

$325,000

2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Under contract-accepting backup offers. Welcome to waterfront living at its finest in the sought-after 55+ community of Town Shores in the heart of charming Gulfport! This beautifully updated top-floor corner condominium offers breathtaking panoramic views of Boca Ciega Bay and an exceptional coastal lifestyle you'll enjoy every day. This move-in-ready 2-bedroom, 2-bath residence has been thoughtfully renovated with high-end finishes throughout. The stunning kitchen features granite countertops, rich wood cabinetry, a gas range, convection microwave, and a spacious center island that's perfect for cooking, entertaining, or gathering with friends. As an end unit, the home is filled with natural light from additional windows that brighten the open living and dining areas while showcasing the spectacular water views. Quality upgrades include hurricane-impact windows, storm shutters, luxury flooring, beautifully remodeled bathrooms, electric shades throughout, and fresh interior paint. The spacious primary suite opens to the enclosed Florida room and features a generous walk-in closet. Both bathrooms have been updated with walk-in showers and single vanities. The guest bedroom offers a comfortable retreat for family and friends, while the enclosed waterfront Florida room provides the perfect space for a home office, library, or relaxing sitting area where you can unwind while taking in the beautiful bay views. Town Shores offers true resort-style living with an incredible array of amenities, including four heated pools, tennis and pickleball courts, bocce and shuffleboard, kayak storage, docks with boat slips available for rent, waterfront grilling areas, and beautifully maintained grounds. The clubhouse features a fitness center, saunas, billiards, a poker room, arts and crafts studio, library, catering kitchen, and an active social calendar designed to help you enjoy every day. Just minutes away, discover the vibrant Gulfport Arts District with its eclectic boutiques, waterfront restaurants, live music, galleries, and the historic Gulfport Casino. You'll also appreciate the proximity to award-winning Gulf beaches, downtown St. Petersburg, and two major airports. For added peace of mind, the Groton Building has successfully completed the State of Florida Milestone Inspection, and the association's reserves and surplus have funded several recent capital improvement projects. If you've been dreaming of carefree waterfront living with stunning views, outstanding amenities, and an unbeatable location, this exceptional home is ready to welcome you.

5940 30th Avenue S Unit 301, Gulfport

$970,990

3 Beds ⋅ 3 Baths ⋅ Lake Butler Villa Cos Add SubDv. ⋅ 33707 Zip Code

Pre-Construction. To be built. WinWay Homes offers a 3 Bed, 2 Bath, 1 Half Bath, 2 Car Garage, 2166 sf custom home located in Gulfport in the beautiful historical district. The spacious open floor plan features a stunning granite island overlooking the open family and dinning looking out 12' sliding glass doors. Relax with a beverage on a large covered lanai with enough room to add an optional pool and outdoor kitchen in the backyard. The master suite with spacious walk-in closet and double french glass doors leading to 372sf covered lanai. The master bath with a spa-inspired floor to ceiling walk-in wet area, with optional multiple shower heads, and free-standing tub offers the ultimate tranquil experience. Standard features will include shaker cabinetry, tile backsplash, granite vanity in all bathrooms, energy efficient water heater, LED lighting, in wall pest control, USB outlets, ventilated shelving, 2-10 home warranty, land tile flooring. Additional options will be offered including, gourmet kitchen, privacy fence, pool and spa, and the list continues. Exterior features include optional brick paver drive and sidewalk, James Hardie shake siding, and custom-tailored landscaping. Contract now to choose your options, colors, and styles. Additional Floorplans Available.

5631 23rd Avenue S, Gulfport

3101 Beach Boulevard S Unit 1-5, Gulfport

$1,250,000

Boca Ceiga Park SubDv. ⋅ 33707 Zip Code

PRIME LOCATION in the heart of Gulfport's vibrant waterfront district, this exceptional 5 unit commercial property presents a rare turnkey opportunity for investors seeking to capitalize on the area's thriving vacation rental market. Just STEPS from Gulfport Beach and Boca Ciega Bay, guests can enjoy a walkable coastal lifestyle surrounded by waterfront dining, boutique shopping, art galleries, fishing, boating, and year-round community events. Recently renovated with a fresh coastal aesthetic, the property features 5 attractive units showcasing luxury vinyl plank flooring, updated kitchens and bathrooms, contemporary fixtures, and bright, open living spaces designed to appeal to today's travelers. Tropical landscaping, charming curb appeal, and ample on-site parking further enhance the property's welcoming beach-town atmosphere. One of Gulfport's greatest attractions is its unique blend of Old Florida charm and vibrant local culture. Guests can stroll to the popular Tuesday Fresh Market, enjoy waterfront events at the Historic Casino Ballroom, explore nearby walking trails and nature preserves, or spend the day kayaking, paddleboarding, and fishing along Boca Ciega Bay. The area's lively arts scene, independent restaurants, and welcoming small-town feel continue to draw visitors seeking an authentic Florida experience. Ideally located just MINUTES from St. Pete Beach, Downtown St. Petersburg, and many of Tampa Bay's premier attractions, this beautifully renovated 5 unit property offers an exceptional opportunity to generate short-term rental income in one of Pinellas County's most sought-after waterfront destinations.

3101 Beach Boulevard S Unit 1-5, Gulfport

$1,250,000

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

PRIME LOCATION in the heart of Gulfport's vibrant waterfront district, this exceptional 5 unit commercial property presents a rare turnkey opportunity for investors seeking to capitalize on the area's thriving vacation rental market. Just STEPS from Gulfport Beach and Boca Ciega Bay, guests can enjoy a walkable coastal lifestyle surrounded by waterfront dining, boutique shopping, art galleries, fishing, boating, and year-round community events. Recently renovated with a fresh coastal aesthetic, the property features 5 attractive units showcasing luxury vinyl plank flooring, updated kitchens and bathrooms, contemporary fixtures, and bright, open living spaces designed to appeal to today's travelers. Tropical landscaping, charming curb appeal, and ample on-site parking further enhance the property's welcoming beach-town atmosphere. One of Gulfport's greatest attractions is its unique blend of Old Florida charm and vibrant local culture. Guests can stroll to the popular Tuesday Fresh Market, enjoy waterfront events at the Historic Casino Ballroom, explore nearby walking trails and nature preserves, or spend the day kayaking, paddleboarding, and fishing along Boca Ciega Bay. The area's lively arts scene, independent restaurants, and welcoming small-town feel continue to draw visitors seeking an authentic Florida experience. Ideally located just MINUTES from St. Pete Beach, Downtown St. Petersburg, and many of Tampa Bay's premier attractions, this beautifully renovated 5 unit property offers an exceptional opportunity to generate short-term rental income in one of Pinellas County's most sought-after waterfront destinations.

3101 Beach Boulevard S Unit 1-5, Gulfport

$340,000

3 Beds ⋅ 2 Baths ⋅ Gulf Grove SubDv. ⋅ 33707 Zip Code

Welcome to your Gulfport retreat! Tucked away on a quiet street, this charming three bedroom, two bathroom home offers the perfect blend of character, comfort, and convenience. One of this home's standout features is its unbeatable location. Just a few homes away from the Pinellas Trail, you'll have miles of scenic pathways that connect you to Downtown Gulfport, some of Floridas most famous beaches, Downtown St. Petersburg, and some of the area's best parks, restaurants, breweries, and waterfront destinations. Whether you enjoy morning walks, evening bike rides, or exploring everything the city has to offer, the Pinellas Trail truly puts it all within reach. Located just minutes from Stetson College of Law, this home also presents an incredible opportunity for those looking for an investment property or long term rental in a highly desirable area. Inside, you'll immediately appreciate the home's inviting character and spacious living room, creating the perfect place to gather with family and friends or simply relax after a long day. New luxury vinyl plank flooring (2026) has been installed throughout all three bedrooms, adding a fresh and modern touch while offering lasting durability. Step outside to the covered patio, an ideal spot to enjoy your morning coffee or unwind in the shade during Florida's warm summer afternoons. The backyard provides a peaceful setting with plenty of room to entertain, garden, or create your own outdoor oasis. The home has also seen several important updates, including a water heater installed in 2020, partial plumbing updates completed in 2019, and the plumbing professionally cleaned out in 2026, giving buyers added peace of mind. Whether you're looking for a primary residence, a seasonal escape, or an income producing investment, this home offers the charm, location, and lifestyle that make Gulfport one of Pinellas County's most beloved communities. Don't miss your opportunity to make this Gulfport gem your own.

5405 10th Avenue S, Gulfport

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