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$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
$254,900
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to waterfront living in Town Shores of Gulfport, a vibrant 55+ community nestled along the beautiful shores of Boca Ciega Bay. This spacious 2-bedroom, 2-bath GROUND FLOOR residence offers comfortable Florida living with easy access and a relaxed coastal feel. The open living and dining areas create a welcoming space for everyday living and entertaining, while the Florida room provides a wonderful spot to enjoy the waterfront setting and Florida sunshine. The primary bedroom offers a private retreat, complemented by a second bedroom and full bath for guests. Town Shores offers an array of amenities designed for an active, social lifestyle, including heated pools, tennis and pickleball courts, shuffleboard, clubhouse activities, fitness opportunities, and scenic waterfront areas. Conveniently located near downtown Gulfport's restaurants, shops, galleries, parks, and waterfront attractions, this home puts the best of Gulfport right outside your door. Whether you're looking for a year-round residence or a seasonal getaway, this waterfront condo offers the opportunity to enjoy the laid-back Gulfport lifestyle in a sought-after 55+ community.

6025 Shore Boulevard S Unit 107, Gulfport
$230,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
This is not your typical Town Shores unit. From the moment you enter this beautifully reimagined waterfront residence, the quality of the renovation is unmistakable. Every surface, finish and detail has been thoughtfully selected and professionally executed, creating a home that feels entirely fresh, sophisticated and complete. There is simply nothing left to do, and the result is exceptional. The spacious 1-bedroom, 1-bath floor plan offers an impressive 1,060 square feet, with wide-open living and dining spaces culminating in a wall of windows overlooking the water toward the luxury homes of Skimmer Point. It is a remarkable view and an equally beautiful backdrop after dark, when the lights begin to reflect across the water. The kitchen is exceptional, with finely finished cabinetry, quartz countertops, a striking backsplash, stainless steel LG appliances and a gas range. The same attention to quality continues throughout the residence, from the flooring and lighting to the completely redesigned bath with its oversized walk-in shower, beautiful tilework and abundant storage. Even the details that are often overlooked in a renovation have been addressed. Extensive permitted work included remodeling, electrical, plumbing and HVAC, resulting in a residence that has been comprehensively renewed rather than cosmetically updated. And then there is Town Shores itself. This established 55+ waterfront community offers four heated pools, a clubhouse, fitness center, tennis and pickleball, shuffleboard, bocce, fishing, marina and docks, with boat slips available separately as availability permits. The $777 monthly condominium fee includes an unusually broad range of services, including cable TV, internet, natural gas, water, sewer, trash, exterior and grounds maintenance, pest control, pool maintenance and recreational facilities. Gulfport's waterfront district, public beach, restaurants, galleries, shops, Tuesday Fresh Market and First Friday Art Walks are just minutes away, with downtown St. Petersburg and the Gulf beaches within easy reach. If you have been waiting for a Town Shores residence where “move-in ready” genuinely means there is nothing left to do, this is it.

5955 30th Avenue S Unit 310, 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
$449,900
3 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
Virtually Staged. A refined Gulfport retreat, reimagined from the inside out. At 2114 53rd St S, this BLOCK, NON FLOOD ZONE home has it all. Fresh landscaping sets an inviting first impression; inside, a cohesive palette and luxury vinyl plank flooring create an elegant backdrop for everyday living. The kitchen is sparkling with quartz countertops, soft-close shaker cabinetry, and a stainless steel Whirlpool appliance suite. Three bedrooms are complemented by a flexible room that can serve as a private office, intimate den, or dining space. Both bathrooms have been renewed with tile flooring, new vanities and fixtures, and smart mirrors, bringing a polished finish to the home’s most personal spaces. A carport and attached utility room with washer and dryer add practical ease. Behind the design are equally thoughtful updates: a brand-new Goodman HVAC system, a new 40-gallon A. O. Smith water heater, updated impact windows throughout, and an updated GE electrical panel. Turnkey in presentation and versatile in design, this is Gulfport living with every detail thoughtfully addressed.

2114 53rd Street S, Gulfport
$295,000
3 Beds ⋅ 1 Baths ⋅ Ardmore Heights SubDv. ⋅ 33707 Zip Code
MOVE IN READY! THIS HOME JUST APPRAISED AT $293K AND PASSED A 4 POINT INSPECTION (ROOF, HVAC, ELECTRIC, AND PLUMBING). SELLER OFFERING CLOSING COST ASSISTANCE. CAN BE SOLD COMPLETELY FURNISHED (OPTIONAL) WITH BRAND NEW, NEVER USED, FURNITURE AND FURNISHINGS! Located in vibrant Gulfport and NOT in a flood nor evacuation zone, 3 bed, 1 bath home combines modern updates with coastal charm. Freshly painted inside and out and newly landscaped, this home offers great curb appeal with its xeriscape front yard accented by crisp white seashells. Inside, all new luxury vinyl and ceramic tile flooring flow through the home. The kitchen features newer appliances, cabinets, and custom tile backsplash. Stylish upgrades continue in the bathroom with charcoal grey ceramic tile flooring, marble-look ceramic tile walls, and eye-catching penny tile shower flooring, adding a modern finish. This home includes a brand new Rheem HVAC (2026), updated electrical panel (2023), newer roof (2022), newer hurricane impact windows (2023), a newer tankless water heater (2023), and all new ceiling fans with retractable blades. Step outside to a spacious backyard with new sod and rear alley access with driveway, providing plenty of potential for an ADU (accessory or secondary dwelling unit), garage addition, or large shed. This home is just minutes from downtown Gulfport, the Warehouse Arts District, downtown St. Petersburg, the Gulf beaches, and 30 minutes from Tampa. FURNITURE AND FURNISHINGS CAN BE INCLUDED WITH A FULL PRICE OFFER, AS WELL AS A $1,000 CLOSING COST CONCESSION! Call to schedule your showing today!

5021 9th Avenue S, Gulfport
$500,000
3 Beds ⋅ 1 Baths ⋅ Leslies John T Sub SubDv. ⋅ 33707 Zip Code
1950s charm meets 2026 style! This beautifully renovated Gulfport home has undergone an extensive transformation while preserving the character and spirit that make the area so special. The main residence features two bedrooms and one bathroom, complemented by a separate studio space—without a bathroom—that is ideal for a home office, art studio, gym, workshop, or creative retreat. Major improvements include a new roof, newer air-conditioning system, new water heater, and fresh interior and exterior updates. Best of all, enjoy a convenient location close to Gulfport’s beaches, dining, entertainment, and major highways—all without being located in a flood zone. Move in, make it yours, and start creating memories for years to come!

5224 29th Avenue S, 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
$175,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to EXQUISITE WATERFRONT living in Unit 304 of the Manchester building in Town Shores, an exceptional 55+ community in the CHARMING town of Gulfport. This PARADISE is located directly on Boca Ciega Bay. This one bedroom, one bathroom unit provides nearly 1100 square feet of OPEN FLOOR PLAN living space! The MURPHY BED in the living room conveys with the sale and makes it a breeze to host guests. You won’t believe the OVER-SIZED living room, which boasts an entire WALL OF WINDOWS emphasizing the beautiful water view and inviting in tons of natural light and Florida sunshine. The large bedroom is complimented by a WALK-IN closet. The bathroom has been remodeled with a modern style vessel sink, large vanity, built in shelves, walk-in shower, and tile floors. Enjoy the convenience of a gas stove in the updated kitchen, which is highlighted with PENDENT LIGHTS at the bar, NATURAL STONE counters, and a large PANTRY. UNIT 304 HAS A DEEDED, COVERED PARKING SPACE. The Manchester building has a PRIVATE COURTYARD for lounging, grilling, and enjoying the waterfront. The building provides 2 laundry rooms, a building-specific Book Nook, allows for 1 indoor cat, and allows for LEASING within HOA approval and availability. The HOA includes water, gas, trash, recycling, cable, wifi, insurance, grounds, exterior, and pool maintenance. The Town Shores complex includes an array of RESORT STYLE AMENITIES including multiple heated pools, a MARINA, tennis courts, PICKLE BALL courts, shuffleboard, bocce ball, kayak storage and rental, art programs, a billiards room, library, clubhouse with a host of planned activities and social events for active living. Town Shores is positioned literally steps to GULFPORT BEACH and just a few blocks from Gulfport’s Beach Boulevard district. Gulfport is known as a small, colorful, walkable town with an Old Florida and artsy COASTAL CHARM. The Beach Boulevard district provides a host of casual dining, fine dining, art galleries, independent shops, and a vibrant night life. DON’T MISS THIS OPPORTUNITY TO HAVE IT ALL!

6025 Shore Boulevard S Unit 304, 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
$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
$215,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Are you ready for the 55+ Florida lifestyle in the waterfront town of Gulfport? The city is packed full of uniqueness, and Town Shores of Gulfport is packed full of amenities: 4 heated pools (3 with direct waterfront views), 2 boat docks with space for approximately 40 boats or jet skis, 4 swing parks throughout the community plus a dog park, kayak storage and launch area, walking paths along the concrete seawall, and beautiful views of Boca Ciega Bay and the Pinellas Bayway bridge. The recently renovated clubhouse offers an arts and crafts room, pool tables, table shuffleboard, card and game tables, kitchen and dining halls, an entire puzzle room, library, dance classes, plenty of planned events, and even a secure place to shred sensitive documents. You can walk to Gulfport Beach with its volleyball courts and playground. Less than a mile from the condo, Beach Blvd S is lined with restaurants, bars and shops. Even closer to home, you'll find a comfort-food breakfast and lunch diner, fine dining restaurant, small grocery store, and peaceful walks around Ibis Park and its pond. Bring some food for the turtles. Two major grocery stores and additional shopping are about 2½ miles away, and St. Pete Beach is approximately 5 miles from home. Fairfax House is one of 18 buildings in Town Shores of Gulfport and has one of the lowest monthly dues in the community. It also allows 1 pet up to 20 lbs—something only a limited number of buildings in Town Shores permit. The association is fully funded, and monthly dues actually decreased by $59 in 2026. The building was recently painted, and a new roof was installed in August 2026. The location of Fairfax House within the community is terrific, with easy access in and out. One of the community's four pools is at the end of the street. This condo comes with a covered carport close to the unit—not every condo in Town Shores has covered parking. There's also covered bicycle storage just one floor below, a shared laundry room with plenty of machines on the same floor, and a convenient trash chute. The condo also includes locked corridor storage #214. And then there's the condo itself. This corner unit, with extra living room and kitchen windows, just gleams. The south-side windows were replaced with impact-rated windows in 2022. The remodeled kitchen has granite counters, plenty of real wood cabinetry and pull-out lower drawers for easy access to kitchen and pantry items. There's a dual stainless-steel sink with sprayer faucet and soap dispenser, plus equipment for a water filtration system that is currently not connected. And one of my favorite features: a gas cooktop—a real rarity in our area! The condo doesn't have an individual water heater because hot water is provided by the association using natural gas. The Florida room is the showstopper, with a wall of windows framing expansive harbor views, Pelican Bay Marina, swaying palms and sparkling water. Wake up to the water from the primary bedroom, which has an en suite bathroom with a heat lamp and a walk-in closet. A hallway of additional closet storage leads to the guest bathroom and 2nd bedroom. The oversized bedrooms are split from each other, adding extra privacy. The entire condo was just painted, the A/C was replaced in 2022, and this place is move-in ready. If you're ready to explore the 55+ Gulfport lifestyle, call your Realtor and schedule an in-person showing. Out of town? Just let us know and we'll arrange a virtual showing.

5935 30th Avenue S Unit 214, Gulfport
$220,000
2 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to beautifully updated living in Town Shores, a sought-after 55+ community in the charming town of Gulfport! This move-in-ready 2/1 condo has been thoughtfully refreshed throughout, offering a fresh, modern feel from the moment you walk in. The completely remodeled kitchen features new appliances and updated finishes, creating a stylish and functional space for everyday living and entertaining. Brand-new luxury vinyl plank (LVP) flooring flows throughout the condo, complemented by new baseboards and fresh interior paint for a clean, cohesive look. Located in the desirable Town Shores community, residents enjoy a relaxed Florida lifestyle with an array of amenities and activities. Just minutes from the waterfront, Gulfport's vibrant downtown, restaurants, shops, and beaches, this condo offers the perfect combination of comfort, convenience, and community. Whether you're looking for a full-time residence, seasonal getaway, or a place to enjoy the best of Florida living, this beautifully updated condo is ready to welcome you home!

3010 59th Street S Unit 306, Gulfport
$139,900
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
MARINA VIEW, CARPORT, PET FRIENDLY, ALL NEW, FURNISHED/TURN KEY!!! Must see this gorgeous condo with 1060 square foot interior features continuous luxury vinyl plank (LVP) flooring throughout, creating a stylish seamless look. Enjoy peace of mind with a walk-in shower, a beautifully updated kitchen featuring all new stainless-steel appliances. Move right in and enjoy the comfort and convenience of a truly turnkey home. The deeded carport is just steps and two guest spots right in front of your front door! Enjoy worry-free living with cable TV, internet, gas (for cooking and heating), and more... included in your monthly HOA fee... you only pay for electricity! Residents of Town Shores enjoy an impressive array of amenities including a fitness center (gym), billiards, room with a dozen pool tables, indoor shuffleboard tables, a library and multiple game rooms. Outdoor recreation options include shuffleboard, bocce ball, tennis and pickleball courts. The community also offers four heated pools (two right on Boca Ciega Bay) and a vibrant social clubhouse! Located just three blocks from the charming waterfront district of Gulfport, residents can easily enjoy a variety of local restaurants, boutiques, art galleries and entertainment. And don't forget the very active Senior Center located just a few blocks away, with many activities to enjoy daily! Convenient public transportation provides easy access to St. Petersburg, the nearby beaches and destinations throughout Pinellas County. Not to mention, only 10 minutes from award winning Gulf beaches, and 30 minutes to St Petersburg and Tampa International Airports. Call today to see this beauty in person! It won't last long at this price!

3018 59th Street S Unit 111, 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
$115,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. The beautiful, fully furnished lovely home is the most affordable property in Town Shores! Overlooking the stunning open water to Pasadena Yacht club with breathtaking sunsets! Kitchen updated with glass front cabinets and new stainless refrigerator/freezer. New HVAC system and new roof on building. This fully furnished property has newer windows in the Florida room with lovely intracoastal water views. This won't last long it is more affordable than renting an air b and b for the season! Town Shores is a thriving community with TONS to do or nothing at all! 4 heated pools, pickleball, tennis, shuffle board, bocce, yoga classes, library, dog park, fitness room, billiard hall, puzzle room, poker room, craft room, lounge and auditorium both with full kitchens! Easily walk into town to explore restaurants, shopping, live music, farmers market, festivals and the most amazing senior center you have ever seen! Covered carport space and ample guest parking.

5935 30th Avenue S Unit 307, Gulfport
$315,000
2 Beds ⋅ 1 Baths ⋅ Hempstead Annex 1 SubDv. ⋅ 33707 Zip Code
Welcome to this beautifully updated 2-bedroom, 1-bath home in the heart of GULFPORT, Florida—one of Pinellas County's most sought-after waterfront communities known for its artsy vibe, walkable downtown, and coastal charm. Combining CLASSIC CHARACTER and MAJOR MODERN UPGRADES, this move-in-ready property offers comfort, convenience, and an exceptional location near Gulfport Beach, St. Pete Beach, and downtown St. Petersburg. SIGNIFICANT IMPROVEMENTS completed in 2018 include a NEW ROOF, HVAC system, 200-amp ELECTRIC PANEL, updated electrical outlets and switches, and a FULLY RENOVATED KITCHEN featuring contemporary finishes and functionality. BRAND NEW TANKLESS WATER HEATER 2026. Original HARDWOOD FLOORS have been beautifully refinished, preserving the home's timeless appeal, while ceiling fans throughout enhance year-round comfort. A fully enclosed, air-conditioned FLEX SPACE provides valuable ADDITIONAL SQUARE FOOTAGE and endless possibilities for a home office, art studio, gym, guest space, or bonus room. The versatile layout makes this property ideal for remote workers, creatives, seasonal residents, first-time homebuyers, or investors seeking a Gulfport rental property. Located just 1.5 miles from GULFPORT BEACH and the vibrant Gulfport Waterfront District, you'll enjoy easy access to local restaurants, coffee shops, boutiques, art galleries, waterfront parks, and community events. ST. PETE BEACH is only 3.5 miles away, offering world-famous beaches, boating, fishing, and outdoor recreation. DOWNTOWN ST. PETERSBURG, with its thriving dining, entertainment, and cultural scene, is just a short drive away, while nearby INTERSTATE 275 access provides convenient commuting throughout the Tampa Bay area. Whether you're searching for a Gulfport Florida home for sale, a charming beach-area bungalow, or a property close to St. Petersburg and the Gulf beaches, this exceptional home delivers the perfect combination of location, updates, and lifestyle.

5122 12th Avenue S, 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
$510,000
3 Beds ⋅ 1 Baths ⋅ Boca Ciega Estates SubDv. ⋅ 33707 Zip Code
Beautifully renovated 3BR/1BA home in the heart of Gulfport with built-in potential: interior laundry room features existing plumbing that can easily convert to a second full bathroom, making this ideal for value-add investors. This move-in ready home sits on a spacious 0.22-acre lot just minutes from downtown Gulfport's waterfront, shops, and restaurants. Originally a 2 bedrooms, the home was thoughtfully expanded with a permitted bedroom conversion, offering extra space, plus a convenient covered storage area at the front entry. Sleek polished terrazzo floors flow throughout the open-concept living, dining, and bedroom areas, and abundant windows fill the home with natural light. Fresh paint inside and out completes the update. The fully renovated kitchen features dark granite countertops, a subway tile backsplash, white shaker cabinetry with brushed gold hardware, and stainless steel appliances. The spa-inspired bathroom showcases a vessel sink vanity, and a walk-in tiled shower with a rain shower head. An interior laundry room comes complete with washer and dryer included. French doors lead out to a screened lanai overlooking the large, fully fenced backyard shaded by mature trees. A brand-new 2026 roof adds long-term value and peace of mind. Central heat and air keep the home comfortable year-round. Located near top-rated schools, parks, and the vibrant Gulfport arts and dining scene, this is the perfect place to put down roots. Schedule your showing today!

5825 21st Avenue S, 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
$349,900
Lake Butler Villa Cos Add SubDv. ⋅ 33707 Zip Code
Vacant Lot available high and dry not in a flood zone. Located in a very desirable location. Survey available upon request.

5631 23rd Avenue S, Gulfport
$299,000
2 Beds ⋅ 1 Baths ⋅ Pasadena Heights SubDv. ⋅ 33707 Zip Code
Welcome to this charming, beautifully renovated 2-bedroom, 1-bath home in Gulfport, offering the perfect combination of move-in-ready comfort, an incredible backyard and excellent investment potential. An oversized carport provides flexible space for parking or recreational storage. Just off the back of the home a charming enclosed bonus space offers a cozy spot for a reading nook, artist studio, craft space, or other creative use. Thoughtfully updated and exceptionally well maintained, this home is an ideal opportunity for a first-time buyer, someone looking to downsize, or an investor seeking a proven rental property. Inside, you'll find a bright, inviting interior with an easy, functional layout and modern updates that make the home truly turnkey. Step outside and you'll discover one of the property's best features—a thriving edible garden with fresh seasonal food ready for its next homeowner that includes Banana, Guava, Papaya, Suriname Cherry, Turmeric, Ginger, Moringa, Basil, Cuban Oregano, Spinach and Sweet Potatoes, with plenty of room to create your own outdoor oasis, entertain friends, garden, or simply enjoy the Florida lifestyle. For investors, the numbers speak for themselves. The property has a long history as a successful annual rental, most recently renting for $1,950 month, with tenants responsible for utilities and routine yard maintenance. The home has historically attracted tenants quickly, typically renting within days of being offered. Additional improvements include an updated electrical service panel, an on-demand hot water heater, and termite tenting completed in 2023. Information regarding the property's flood-zone designation, roof, HVAC and other major systems is available for buyer review. Whether you're looking for an affordable place to call your own or a well-established addition to your rental portfolio, this Gulfport home offers flexibility, value and a backyard that's hard to find. This House is in the Eligible Area for Pinellas County’s Down Payment Assistance Program!!!

5613 12th Avenue S, Gulfport
$249,000
2 Beds ⋅ 2 Baths ⋅ Golfview I Condo SubDv. ⋅ 33707 Zip Code
Contemporary style, a functional open floor plan, and an exceptional location come together in this tastefully updated 2-bedroom, 2-bath condo in Golfview I Condominiums. Situated directly across from Stetson University College of Law, you'll be minutes from Gulfport's lively waterfront district, eclectic Beach Boulevard, award-winning Gulf beaches, downtown St. Petersburg, and countless destinations for dining, shopping, entertainment, and recreation. Designed for easy living, the floor plan flows naturally from the spacious living room into the dining area and kitchen, creating comfortable spaces for everyday life and effortless entertaining. Gleaming wood floors bring warmth to the living room, while tile flooring throughout the remainder of the home offers durability, low maintenance, and a cohesive look. Neutral finishes provide the perfect backdrop for virtually any decorating style. The kitchen combines clean design with everyday practicality, featuring granite countertops, stainless steel appliances, and a dedicated glass washer at the sink—a thoughtful upgrade that's rarely found. Just beyond, the adjoining dining area offers an ideal setting for everything from a quick breakfast before work to leisurely dinners with family and friends. The primary suite includes a private bathroom, while the second bedroom features an oversized double closet and convenient access to the hall bath. A separate laundry room with washer and dryer keeps household tasks neatly tucked away. The A/C was replaced six years ago, and the water heater was installed in 2016. Bordering the Pasadena Yacht & Country Club golf course, Golfview I offers residents beautifully landscaped grounds, a saltwater swimming pool, gazebo and lounge areas, perfect for unwinding after a day at work or on the golf course. Two furnished guest suites are available for rent by family and friends of residents, subject to availability and advance reservations, making extended visits easy and comfortable. The community welcomes up to two pets, cats or dogs, with a maximum weight of 50 pounds/dog. Owners may lease their unit with a minimum rental period of only three months, providing excellent flexibility for seasonal residents, investors, or anyone seeking additional options for future use. Living in Gulfport means becoming part of one of Tampa Bay's most distinctive communities. Known for its vibrant arts scene, independently owned restaurants, galleries, boutiques, live music, festivals, weekly markets, historic Casino Ballroom, marina, and year-round community events, Gulfport offers a character all its own. Spend the afternoon exploring Beach Boulevard, enjoy dinner overlooking Boca Ciega Bay, browse the monthly Art Walk, paddle through nearby waters, or gather with friends to watch another unforgettable Florida sunset. There is always something to experience. Whether you're searching for a primary residence, a winter escape, or an investment opportunity, this move-in-ready condo offers an outstanding opportunity to enjoy the Gulfport lifestyle while staying close to everything that makes the greater St Petersburg area one of Florida's most desirable places to live.

6100 Gulfport Boulevard S Unit 405, Gulfport
$294,000
3 Beds ⋅ 1 Baths ⋅ Pasadena Heights SubDv. ⋅ 33707 Zip Code
Gulfport Treasure! Move right in to this affordable and adorable 3 bedroom home situated in X flood zone on a lovely street! Many updates including new roof just installed, updated cabinets, freshly painted inside and out! Huge fenced yard with storage shed and firepit! Paver driveway with sail shades for added curb appeal! Inside laundy room with extra storage (great spot for a second bath) Lots of built in shelving and nooks! Extra closets too! New ceiling fans, fixtures and lights. Your payment can be less then renting and you get the equity and comfort of your own investment! Pride of ownership awaits! Close to shopping, restaurants and beaches and parks!

5410 14th Avenue S, Gulfport
$1,565,500
4 Beds ⋅ 4 Baths ⋅ Brunson-Dowell Sub 1 SubDv. ⋅ 33711 Zip Code
Under Construction. Lock in early and save! Builder offering a $50,000 incentive for contracts secured prior to construction completion. Welcome to a rare opportunity in the highly sought-after Brunson Dowell subdivision of Gulfport, where modern coastal design meets the tranquility of nature. This brand-new, three-story block construction home offers 2,980 square feet of thoughtfully designed living space on a 4,574 square foot lot, backing directly up to the 170-acre Clam Bayou Nature Preserve, a setting you simply can't recreate. The property backs up to the paved Skyway Trail, which winds through the beautiful Clam Bayou and connects to a larger multi-use trail system, perfect for enjoying the outdoors. With 4 bedrooms and 4 bathrooms, this home is built for both everyday living and effortless entertaining. The open-concept great room serves as the heart of the home, flowing seamlessly into a chef-inspired kitchen featuring quartz countertops, a spacious island, premium stainless appliances including a double oven and gas cooktop, and a dedicated wine bar, all finished with designer tile, cabinetry, and fixtures throughout. Two covered lanais offer additional space to relax or entertain while taking in the peaceful, natural surroundings. Details continue to impress at every turn, from the Champagne Bronze plumbing fixtures and curated tile selections in each bathroom, to the free-standing soaking tub and walk-in shower in the primary suite. Interior finishes were selected with a warm, elevated coastal aesthetic in mind, blending durability with timeless style. This home was designed with future flexibility in mind, featuring a custom elevator and space reserved for a future pool. A 771 square foot, 4-car garage adds exceptional storage and everyday convenience, rare for this location. Ideally situated in one of St. Pete's most charming waterside communities, you're just minutes from the shops, restaurants, and laid-back energy of downtown Gulfport, with the natural beauty of Clam Bayou as your backyard view. Enjoy easy access to the marina district and nearby golf course, while embracing the relaxed waterfront lifestyle that makes this area so special. Construction is underway, with an anticipated completion of October 2026. Don't miss your chance to own a truly special new home in an unbeatable location.

2614 Quincy Street S, Gulfport
$357,700
2 Beds ⋅ 1 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
There is something undeniably appealing about a classic Gulfport bungalow, and this beautifully updated 2-bedroom, 1-bath home gets the balance just right. Original character and charm remain, including a wonderful original fireplace that anchors the living space, while the important updates have already been thoughtfully completed. The result is a home that feels authentic, comfortable, and completely move-in ready. Inside, natural light complements the home's warm bungalow character, with the original fireplace serving as a reminder of the history and personality that make homes like this so special. The fully renovated kitchen features quartz countertops and a Whirlpool stainless steel appliance suite, while the updated bath feels fresh and polished. Behind the scenes, many of the improvements buyers appreciate most have already been addressed, including a newer roof, new impact glass windows, updated electrical wiring and plumbing, and a new tankless water heater. Just off the kitchen, a quiet screened lanai creates the perfect spot for morning coffee, an evening cocktail, or simply enjoying Gulfport's laid-back Florida lifestyle. The oversized corner lot may be one of this property's best surprises. There is plenty of room for boat, RV, or trailer parking, with additional space to consider a future pool, home addition, or expanded outdoor living area. A separate freestanding structure adds even more possibilities. Use it as a home office, art studio, workshop, she-shed, creative space, or explore converting it back to its original use as a carriage house garage. For buyers looking beyond a primary residence, the home's turn-key condition and Gulfport location also create excellent potential as an income-producing property. Best of all, the property sits high and dry in desirable FEMA Flood Zone X, an increasingly important consideration for Florida buyers. Updated where it matters, rich with the original character that gives a Gulfport bungalow its personality, and offering considerably more flexibility than its charming footprint might suggest, this is a home that makes it very easy to imagine calling Gulfport home.

1601 54th 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
$399,900
Skimmer Point Ph Iv SubDv. ⋅ 33707 Zip Code
Exceptional opportunity to build in the desirable Pasadena Yacht & Country Club community in St. Petersburg! This 0.22-acre unimproved residential lot offers a blank canvas to bring your vision to life. Whether you’re looking to build your dream home or add to your investment portfolio, this property provides excellent potential in an established and sought-after community surrounded by beautiful residential homes. Conveniently located near shopping, dining, schools, major roadways, Gulf beaches, and all that St. Petersburg has to offer. Don’t miss this opportunity to secure your piece of Florida and create something truly your own. Buyer and buyer’s agent to verify zoning, building requirements, utilities, dimensions, and all information deemed important.

Skimmer Point Drive S, Gulfport
$1,250,000
4 Beds ⋅ 3 Baths ⋅ Skimmer Point Ph Iv SubDv. ⋅ 33707 Zip Code
NEW ROOF, NEW A/C SYSTEM, AND NEW SPRINKLER SYSTEM! Welcome to 2706 Skimmer Point Drive S, an exceptional 4-bedroom, 3-bath residence offering approximately 2,674 square feet of living space in the prestigious gated community of Pasadena Yacht & Country Club. This beautifully appointed home offers a spacious and inviting floor plan with soaring ceilings, abundant natural light, and generous living areas designed for both everyday comfort and entertaining. The kitchen features custom cabinetry, ample counter space, stainless steel appliances, a breakfast bar, and natural gas cooking, opening to a spacious family room highlighted by a cozy gas fireplace and views of the pool area. The private primary suite provides a relaxing retreat with dual walk-in closets, French doors leading to the screened lanai, and a spacious en-suite bathroom featuring separate vanities, a soaking tub, and separate shower. Three additional bedrooms offer plenty of flexibility for family, guests, or a home office. Step outside and enjoy the Florida lifestyle from the screened lanai overlooking the heated pool and spa, surrounded by tropical landscaping and a private backyard setting ideal for entertaining or relaxing. The outdoor area also features a gas fire pit, creating the perfect atmosphere for evenings by the pool. Additional highlights include a 3-car garage with generous storage, natural gas, public water and sewer, and the added peace of mind of the home’s major recent improvements: NEW ROOF, NEW A/C SYSTEM, AND NEW SPRINKLER SYSTEM. Located within the highly desirable Pasadena Yacht & Country Club community, this property offers the privacy and security of gated living while remaining conveniently close to Gulfport’s vibrant waterfront district, restaurants, shopping, beautiful Gulf beaches, downtown St. Petersburg, and Tampa International Airport. A rare opportunity to enjoy space, privacy, and the Florida lifestyle in one of Gulfport’s most sought-after communities. Schedule your private showing today!

2706 Skimmer Point Drive S, Gulfport
$399,500
2 Beds ⋅ 1 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
Welcome to this charming 2-bedroom GULFPORT COTTAGE with a versatile bonus room that can be used as a home office, guest space, or potential 3rd bedroom. Enjoy the Florida lifestyle from the SPACIOUS SCREENED IN BACK PORCH (permitted 2022), plus two large sheds offering plenty of additional storage in the FULLY FENCED in backyard. This Property is NOT LOCATED IN A FLOOD ZONE that requires flood insurance. The house has no history of flooding. Located less than a mile from Gulfport's beaches, restaurants, shops, and entertainment, approximately 10 minutes from Downtown St. Pete, and a short drive to some of FLORIDAS TOP RATED GULF BEACHES. Major upgrades include ROOF (2022), A/C (2024), WATER HEATER (2024), TUFF SHED (2022), and MAIN SEWER LINE replacement (2026). A great opportunity to own a well-maintained home in one of Gulfport's most desirable locations.

1907 53rd Street 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
$399,000
2 Beds ⋅ 2 Baths ⋅ Pasadena Estates Sec D SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. Coming soon! Welcome home to Gulfport, one of the area’s most desirable established neighborhoods. This solid block ranch has been lovingly maintained and delivers the perfect mix of comfort, character, and location. Inside, you’ll find wood flooring throughout, an updated kitchen with stone countertops and stainless steel appliances, renovated bathrooms, and a spacious Florida room that adds flexible living space. Outside is where this home really shines. The current owners have spent recent years elevating curb appeal and turning the backyard into a true entertainer’s retreat: mature landscaping, a covered patio, pergola, multiple seating areas, propane fire pit, stock tank pool, a spacious storage shed, alley access, covered parking, and room for a boat or RV. An irrigation system keeps it all looking sharp year-round, and the private setting is ideal for gathering with friends or soaking up Florida’s mild winter weather. Located in Flood Zone X — no flood insurance currently required, for genuine peace of mind. You’re just minutes from downtown Gulfport, downtown St. Petersburg, Gulf beaches, Stetson University College of Law, the Pinellas Trail, shopping, restaurants, and parks — all the convenience of the city with the feel of a quiet, established neighborhood. Whether you’re searching for a full-time residence, a seasonal escape, or simply a home that’s been cared for, 1420 Gray Street S is ready to deliver the Florida lifestyle you’ve been looking for.

1420 Gray Street S, Gulfport
$195,000
2 Beds ⋅ 1 Baths ⋅ Pasadena Estates Sec H SubDv. ⋅ 33707 Zip Code
Welcome to this charming Gulfport fixer-upper in Pasadena Estates! This 2-bedroom, 1-bath ranch home offers a traditional layout, built-in cabinetry, an interior laundry area, detached garage, newer vinyl fencing, and a nice-sized backyard. Just a short walk from Tomlinson Park, with a scenic pond and fountain, nature boardwalk, walking trails, playgrounds, an adult fitness area, and baseball and softball fields. Just minutes from downtown Gulfport, you’ll find the fishing pier, beach, restaurants, shops, parks, Tuesday Fresh Market, and Art Walk, with only a short drive to vibrant downtown St. Petersburg and the beautiful Gulf beaches. Whether you’re looking for an investment opportunity, renovation project, or a home to make your own, this property is a must-see! Priced to sell—schedule your showing today!

5621 13th Avenue S, Gulfport
$175,000
2 Beds ⋅ 1 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
5613 20th Avenue South, Gulfport, FL 33707 BUILD, REIMAGINE, OR START FRESH IN GULFPORT! This property presents a unique opportunity for builders, investors, or buyers looking to create something of their own in an established Gulfport neighborhood. The existing structure is considered to have no contributory value to the purchase price, with the value placed primarily in the land and redevelopment potential. The property is being sold AS-IS for the convenience of the seller. For most buyers, the opportunity will be to tear down the existing structure and build a new home, while an experienced and highly motivated renovator may choose to explore restoring or substantially rebuilding what is currently in place. The existing structures include a carport, detached storage shed, and additional attached storage area. Mature trees and established vegetation provide character to the lot, with selective trimming and clearing offering the opportunity to create a beautiful setting for new construction. The property remained safe from the major storms of 2024, adding another consideration for buyers evaluating redevelopment opportunities in the area. Enjoy a convenient Gulfport location with easy access to shopping, dining, everyday necessities, Gulf beaches, vibrant Downtown Gulfport, and nearby St. Petersburg. Whether you're a builder searching for your next project or a buyer ready to design a home from the ground up, this property offers an opportunity to bring a new vision to life in one of Pinellas County's most distinctive communities. Bring your plans, your builder, and your imagination—the value is in the land and the possibilities ahead.

5613 20th Avenue S, Gulfport
$159,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Under contract-accepting backup offers. A first-floor corner home in Gulfport's Town Shores with a covered carport spot (furnishings negotiable)—a welcoming 55+ waterfront community on Boca Ciega Bay—does not come along every day- this one. This bright 2-bedroom, 2-bath Jamison House residence offers 1,170 square feet, windows on three sides, mature landscaping and true ground-floor living. The lifestyle begins right outside your door with one of the community's four heated pools—The Jamison's pool was just renovated and is HEATED year round, directly off your back patio - plus tennis, pickleball, bocce, shuffleboard, fitness room, saunas, billiards, library, ballroom, marina and kayak launch. Historic Gulfport’s beach, Williams Pier, restaurants, colorful shops and live entertainment are only a few blocks away. The seller reports that this unit did not experience interior flooding during the 2024 hurricanes. Inside, white Shaker-style cabinetry, warm butcher-block countertops and stainless steel appliances give the updated kitchen a crisp coastal feel. The split-bedroom layout adds privacy, while the spacious primary suite offers an updated private bath and walk-in closet. A garden-view Florida room works beautifully as an office, reading room or morning-coffee retreat, and tile flooring keeps upkeep simple. Less upkeep, more Gulfport—and a first-floor corner unit worth seeing. All information to be verified with the HOA. Boat slips are available on a 1st come 1st serve basis.

2960 59th Street S Unit 101, Gulfport
$374,900
2 Beds ⋅ 1 Baths ⋅ Boca Ciega Estates SubDv. ⋅ 33707 Zip Code
Welcome to this stunning Gulfport bungalow, where timeless Spanish Revival character meets comfortable modern living. Mature plumeria, vintage scrollwork, a spacious front patio and carport welcome you, while the circular and wraparound driveway provide abundant parking. Inside, gorgeous original terrazzo floors and distinctive Spanish tile add warmth and character throughout. The well-designed 2-bedroom, 1-bath layout features a generous primary bedroom with custom closets, a bathroom with linen storage, and an inside utility room just off the kitchen that doubles as a convenient mudroom. Roof-mounted solar panels provide energy savings, with financing available for assumption by the buyer, plus a security system for added peace of mind. Designed for both everyday living and entertaining, the guest bedroom features a built-in office nook and sliding doors leading to an expansive back patio...large enough for dining and a hot tub. Beyond, a deep private backyard offers full privacy fencing, a separate fenced dog run and well-maintained storage shed. Just minutes from Gulfport's vibrant Art District, waterfront, restaurants and entertainment, with downtown St. Petersburg and the beaches of Treasure Island and St. Pete Beach only a short drive or scenic bike ride away. A charming home offering character, privacy and an exceptional location. Room dimensions are approximate; buyer to verify.

1842 59th Street S, 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
$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
$390,000
2 Beds ⋅ 1 Baths ⋅ Pasadena Estates Sec G Refile SubDv. ⋅ 33707 Zip Code
Statistical Data Only

2019 59th Street S, 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
$355,000
2 Beds ⋅ 2 Baths ⋅ Pasadena Estates Sec G SubDv. ⋅ 33707 Zip Code
Good vibes live here! Bright and cheerful, this Gulfport residence has an inviting personality that simply feels right. It's the kind of place that makes you smile the moment you arrive. Classic terrazzo floors throughout set the tone for a home that still celebrates it’s midcentury roots. Meticulously maintained, it offers the freedom to move in, enjoy it’s vintage character today and personalize at your own pace. The spacious living room, dining area and kitchen combine with an adjoining flex space, creating an open layout that feels light and comfortable. A rare bonus is the generous size of the primary bedroom with plenty of closet space. The fenced backyard and patio are perfect for a quiet morning coffee or an evening barbeque with friends. There is plenty of room for gardening and future pool potential. Cleaning up after beach days and outdoor projects will be a breeze in the convenient garage bath. It offers an opportunity for future value should you choose to incorporate it into the home. Peace of mind comes easily with impact-rated windows and a garage door, plus additional hurricane fabric panels for added protection. The HVAC is covered by a transferable service contract through 2028. According to permit records, the sewer line was replaced in 2004. Gulfport is more than a destination; it’s a way of life. Known for its vibrant, community-driven spirit, you’ll enjoy boutique shopping, award-winning dining, lively street parades, and the beloved Tuesday Morning Market. And it’s all just a golfcart ride away from home!

5932 19th Avenue S, Gulfport
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