Courtesy: KELLER WILLIAMS ST PETE REALTY
727-894-1600
Coastal living at it's finest is achieved in this fully furnished 1 bedroom, 1 bath condo in Town Shores, a 55+ community in charming Gulfport. The open layout features 1,060 square feet of living space and connects a spacious kitchen, dining area and inviting living room, creating a comfortable setting for everyday living and entertaining. Ceramic tile floors complement the kitchen’s wood cabinetry, granite countertops, gas cook top range, stainless steel appliances and large island, offering ample space for meal preparation and casual gatherings. The living room and sitting area capture sweeping water views, providing a peaceful backdrop for morning coffee or an afternoon with a favorite book. The main bedroom features cozy carpeting, an abundance of natural lighting, serene water views, and a large walk-in closet. There's also assigned parking for everyday convenience and a large community laundry area. Additional storage, resort style sparkling pools, Tennis and shuffleboard courts are included along with a location within a short distance to downtown Gulfport’s shopping, waterfront dining and local favorites such as Pia’s and Tommy’s. Nearby recreation includes a public gym, basketball courts, boat docks, walking trails and Gulfport beach, all with the area’s top rated Gulf beaches and downtown St. Petersburg a convenient drive away. Whether you’re seeking a year-round home or a furnished seasonal retreat, this condo combines beautiful views, thoughtful features and easy access to the Florida lifestyle.
Courtesy: SELLERS EXPRESS REALTY INC
727-347-0187
Freshly cleaned and painted condo. Well priced move in ready, partially furnished. New A/C System installed 3 years ago. Convenient curb parking. Town Shores features 4 heated pools. Updated Clubhouse, meeting rooms, pool tables, library, puzzle room, poker room and club room and kitchen for parties etc. Stroll to down town Gulfport daily for the Open Air Market on Tuesdays for fresh produce. Restaurants Vendors and Social Affairs. Live Theater, Library, Community and Senior Center for many activities.
Courtesy: JACK KELLER INC
727-586-1497
Virtually staged. Welcome to Charming Gulfport! This 2 bedroom, 1 bathroom home is 4 blocks from the town center. It is concrete block construction with new AC, new flooring and new hurricane windows. Enjoy the large screened porch and outdoor fire pit for entertaining. The art galleries, restaurants, theatres, parades, Tuesday Morning Market and waterfront beaches offer entertainment for all. This home is 2 blocks from Gulfport Marina, near Downtown St. Petersburg and Tampa International Airport. Come and enjoy the coastal spirit of Gulfport.
Courtesy: RE/MAX PREFERRED
727-367-3636
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.
Courtesy: ENGEL & VOLKERS MADEIRA BEACH
727-394-7365
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.
Courtesy: WATERFRONT REALTY TAMPABAY
727-320-9283
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.
Courtesy: SELLERS EXPRESS REALTY INC
727-347-0187
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.
Courtesy: COMPASS FLORIDA LLC
727-380-2067
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.
Courtesy: COMPASS FLORIDA LLC
727-380-2067
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.
Courtesy: SMITH & ASSOCIATES REAL ESTATE
727-342-3800
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!
Courtesy: KELLER WILLIAMS ST PETE REALTY
727-894-1600
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!
Courtesy: QUICKSILVER REAL ESTATE GROUP
813-288-0300
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!
Courtesy: KELLER WILLIAMS GULF BEACHES
727-367-3756
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.
Courtesy: CHARLES RUTENBERG REALTY INC
727-538-9200
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.
Courtesy: LPT REALTY, LLC
877-366-2213
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!
Courtesy: GENSTONE REALTY
833-396-0092
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.
Courtesy: GENSTONE REALTY
833-396-0092
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.
Courtesy: RE/MAX ACTION FIRST OF FLORIDA
727-466-0800
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.
Courtesy: ANCHOR REAL ESTATE
305-794-7901
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.
Courtesy: NEXTHOME BEACH TIME REALTY
727-363-3300
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.
Courtesy: CHARLES RUTENBERG REALTY INC
727-538-9200
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.
Courtesy: COASTAL PROPERTIES GROUP INTERNATIONAL
727-493-1555
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!
Courtesy: COLDWELL BANKER REALTY
727-360-6927
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!
Courtesy: KELLER WILLIAMS REALTY- PALM HARBOR
727-772-0772
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!
Courtesy: KIM MORWOOD
970-390-5015
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.
Gulfport is located in Florida. Gulfport, Florida has a population of 11,830. Gulfport is less family-centric than the surrounding county with 8.84% of the households containing married families with children. The county average for households married with children is 21.33%.
The median household income in Gulfport, Florida is $56,896. The median household income for the surrounding county is $60,451 compared to the national median of $69,021. The median age of people living in Gulfport is 58.8 years.
The average high temperature in July is 90.5 degrees, with an average low temperature in January of 52.6 degrees. The average rainfall is approximately 50.8 inches per year, with 0 inches of snow per year.
