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$165,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
One or more photo(s) has been virtually staged. Welcome to the fabulous 55+ waterfront community of Town Shores of Gulfport! This light and bright Deluxe 1 bedroom, 1 bath condo offers an impressive amount of living space and is ideally located on the first floor of the Chatham Building. Completely renovated, this unit features new cabinetry, updated appliances, fresh interior paint, luxury vinyl flooring, an updated bathroom with a walk-in shower, new HVAC system, water shut-offs, new exterior doors, electrical updates, and a new electrical panel—providing exceptional value. Enjoy the convenience of assigned parking right outside your front door and relax on your private back patio with an awning. Nestled in Historic Gulfport, Town Shores offers a vibrant, walkable lifestyle just steps from charming restaurants, unique boutiques, art galleries, and the beautiful beach along Boca Ciega Bay. Residents enjoy an active social calendar with weekly activities and an impressive array of amenities, including four heated pools, tennis/pickleball court, a bocce ball court, shuffleboard, a clubhouse, fitness room, and first-come, first-served boat slips when available and Chatham is a pet friendly building, 1 dog or cat, 20 lbs. or under. Ideally situated just 15 minutes from St. Pete Beach, vibrant Downtown St. Petersburg, and premier shopping, and only 25 minutes from Tampa International Airport, this location offers the perfect blend of convenience and coastal living. Whether you're searching for a seasonal retreat or a full-time residence, this exceptional condo is your opportunity to own a slice of paradise in one of Pinellas County's most beloved waterfront communities. Two photos (living room and bedroom) virtually staged.

3018 59th Street S Unit 102, Gulfport
$310,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Wake up to breathtaking, unobstructed views of Boca Ciega Bay from this beautifully renovated waterfront condominium in the highly desirable Town Shores 55+ community. Located in the sought-after Ivanhoe Building, which features a new roof, this second-floor residence offers the perfect combination of waterfront living and peace of mind. Served by an elevator and situated above the ground level, this home provides convenient access while enjoying a high-and-dry location. Just steps from one of the community's four heated pools and including a covered carport, this condo delivers the Florida lifestyle you've been dreaming of. Completely renovated in 2021 and sparingly used since as a seasonal winter retreat, this meticulously maintained residence is truly move-in ready. The stunning kitchen features white shaker cabinetry, granite countertops, subway tile backsplash, and stainless steel appliances. The spacious floor plan flows seamlessly from the kitchen into the dining and living areas, leading to the enclosed Florida room, where large picture windows frame spectacular water views and provide the perfect setting to enjoy your morning coffee while watching dolphins and manatees play in Boca Ciega Bay. The waterfront primary suite features private access to the Florida room, a walk-in closet, and an updated en-suite bath; a generously sized guest bedroom, updated guest bath, and ample storage complete the interior. The monthly condominium fee provides exceptional value by covering water, sewer, trash, high-speed internet, premium cable television, natural gas for cooking and heating, and hot water supplied through the community's central water-heating system—eliminating the need to maintain or pay for an individual water heater. With so many expenses included, your primary utility responsibility is simply the electric bill. Beyond the condo itself, Town Shores offers one of the most desirable waterfront lifestyles in the Tampa Bay area. Residents enjoy four heated swimming pools, tennis and pickleball courts, bocce and shuffleboard courts, a fitness center, clubhouse, grilling areas, a kayak launch, fishing areas, beautifully landscaped grounds, and recently renovated boat docks—all set along the scenic shores of Boca Ciega Bay. Located just a short stroll from vibrant Downtown Gulfport, you'll enjoy easy access to waterfront parks, beaches, restaurants, shopping, art galleries, entertainment, and the renowned Gulfport Casino. Whether you're seeking a year-round residence, seasonal getaway, or low-maintenance Florida lifestyle, this exceptional condo offers one of the finest waterfront opportunities currently available in Town Shores.

5955 30th Avenue S Unit 202, Gulfport
$5,700,000
4 Beds ⋅ 5 Baths ⋅ Pasadena Point Estates Ph Ii SubDv. ⋅ 33707 Zip Code
A MAGNIFICENT LUXURY WATERFRONT ESTATE SUPPORTED BY AN IMPRESSIVE DEEP-WATER DOCK WITH MOORINGS FOR A 100FT YACHT! Located in renowned Pasadena Yacht and CC, south Pinellas County’s only gated golf and boating community, this remarkable Windstar Home rests on a wide, 1 ½ lot footprint, with beautiful open water view of Boca Ciega Bay. Step up to the elevated courtyard entry and take in rich cast stone and travertine exterior finishes. Soaring 25 feet high, the majestic rotunda foyer introduces exquisite cherrywood and marble floors, dazzling faux paintwork, elegant detailed woodwork, radiant lighting, brilliant custom ceilings and unforgettable waterviews. The superb CEO-quality executive office provides extensive sumptuous built-ins, wonderful matching coffered ceilings and a double-sided fireplace. Lovely casual waterfront dining is complemented by a gorgeous formal dining room with 12ft-high ceilings. The sublime chef’s kitchen is a deeply-satisfying culinary experience. Artisan quality raised-panel wood cabinetry and superb Ogee-edge granite surfaces support high-end Gaggenau steam, convection and gas cooking, Subzero refrigeration, built-in Miele coffee system, warming drawers, refrigeration drawers, large walk-in pantry, and a built-in workstation center. You’ll love the fabulous butler’s pantry, multi-level breakfast bar (with beverage chiller and ice maker), and dedicated wine closet that support this incredible kitchen. Relax in the resplendent waterfront living room with custom designer entertainment center, rich marble-encased fireplace, fine coffered ceilings, and terrific window treatments (all windows are elegantly encased in wood). Step out to the enticing 450sqft covered waterfront balcony with remote controlled sunshades. Balcony offers a built-in tumbled marble/granite gas cooking center, and spacious seating/dining areas. Huge guest bedroom suite has a lavish, adjacent luxury bath. Upstairs, you’ll discover a spectacular owner’s suite: a full-height cast stone double-sided gas fireplace separates the bedroom from the plush sitting area with Juliette balcony and magnificent built-in entertainment center. The grand walk-in closet system features numerous built-ins and a generous center island dresser. The owner’s bath is a posh, pampering retreat with commanding views of the water, exceptional marble/granite surfaces, built-in microjet spa tub, custom designer vanities, a dedicated sit-down cosmetics center, and a superb glass-enclosed marble rain shower/steam room. Bedrooms 3 & 4 are oversized and en suite, with beautiful, luxurious baths. Your massive lower level is ideal for fitness/gaming/storage. Lushly landscaped, out back you’ll find the perfect blend of luxury, entertainment and waterfront adventure. A 460sqft covered lounging/dining deck transitions to a stunning Pebbletec pool/elevated spa overlooking the water. An expansive composite dock supports a 16,000 lb boat lift with cat walk, shore power, water, lighting, shower and deep water mooring with tie poles for yacht with 22ft beam. This luxury estate is a true rarity and boasts countless amenities and highly-desirable extras. One of the finest waterfront homes in Tampa Bay! Pasadena Yacht & CC enjoys an extensive list of world-class amenities including golf, tennis, fitness center, marina, restaurant, community pool and clubhouse. A great location and an extraordinary community! Dimensions are estimates, buyer to verify.

6224 Pasadena Point Boulevard, Gulfport
$449,900
2 Beds ⋅ 2 Baths ⋅ Beachwalk Condo Gulfport SubDv. ⋅ 33707 Zip Code
BIG PRICE REDUCTION! NEW BUYER INCENTIVE - OFFERING $10,000 OFF PRICE OR HAVE $10,000 TO PUT TOWARDS YOUR CLOSING COSTS!! Looking for a PERSONAL OASIS or GREAT INVESTMENT? Possible 3.75percent Assumable Mortgage for well Qualified Buyers. This Condo's Location is exceptional and is the ONLY Condo right across from the Gulfport Beach that is currently FOR SALE. In addition; the Association by-laws allow for monthly renting (once a month for 12 months) This Beauty is located in the Heart of Gulfport's Historic Waterfront District and is directly across from the Gulfport Municipal Beach/Park. The floorplan boasts 2 Bedrooms and 2 Full Bathrooms. The Condo has new Premium Vinyl Flooring throughout, Newer Appliances. New Furniture and so much more. Condo also has an in-unit Washer/Dryer for your convenience and to top it off is being sold FULLY FURNISHED! The Beachwalk Condo Community (10 units total) has a private pool with a deck, a gas grill and tables and chairs to enjoy with fellow neighbors or your guests. The views from the Balcony whether watching the dolphins swimming through the Bay, watching the sunrise, taking in the smells and sounds coming from the nearby restaurants and bars or just relaxing while the breezes cool you down after a hot Florida day are what having a Condo in Paradise is all about!! Two-story buildings are exempt from the Florida condo milestone inspections, Bill 154. The building foundation has passed inspection and was undamaged in any of the prior storms. Enjoy the hidden gem of Gulfport, an unspoiled waterfront village brimming with independent boutiques and restaurants. Locals will tell you, “There’s always something going on in Gulfport!” You’ll delight in this charming small town’s art festivals twice a month, market day every Tuesday, live music, delicious restaurants, beautiful parks and public pickleball courts, plus a performing arts theater, library and first-rate senior center. Located only 10 minutes away from stunning gulf beaches, 15 minutes to Downtown St. Petersburg, 20 minutes to the St. Pete/Clearwater airport and just 30 minutes to Tampa International Airport make the location of your new home or home away from home even sweeter. THIS UNIT HAD NO DAMAGE FROM ANY PREVIOUS STORMS. Call today for your personal showing and be where the action is to all Events happening in GULFPORT! (Listing agent is the Owner of the Condo)

5605 Shore Boulevard S Unit 1B, Gulfport
$685,000
3 Beds ⋅ 3 Baths ⋅ Curns W J Sub SubDv. ⋅ 33707 Zip Code
In the heart of Gulfport, with its vibrant arts scene, waterfront marina, locally loved restaurants, and independent shops, this home offers a rare blend of character, functionality, and resort-inspired living. Check out the curb appeal — a fresh exterior framed by lush tropical landscaping and a low-maintenance xeriscape front yard. A brick walkway leads you through the covered entry to immediate sightlines of the bright living room offering soaring ceilings and beams, engineered hardwood floors, and a fireplace layered in natural textures. Light pours throughout the open-concept layout, flowing into the dining area. The adjacent kitchen balances functionality with style, featuring linen-toned cabinetry with dovetail drawers, double convection ovens, and a Samsung stainless steel refrigerator. Windows overlooking the patio continue the home’s connected indoor-outdoor feel. Off the main living spaces, a step-down flex room with patio access and built-ins lends itself to a relaxed family room, media lounge, or home office. Three bedrooms include two spacious primary suites. The first primary retreat features a lounge with custom closets that opens into the bedroom where original terracotta tile flooring adds warmth and timeless character. Its ensuite bath features textured stone tilework and earthy organic finishes. The second primary suite offers private access to the carport and an ensuite bathroom with a gorgeous custom door and a stunning clawfoot tub. A third bedroom continues the home’s design language with Art Deco-inspired glass wall accents and double glass sliders opening directly to the patio. The outdoor space is centered around an expansive screened patio. Paver flooring, a covered lanai with large spa, multiple lounging and dining areas, and a shade sail overhead create an atmosphere that feels resort-inspired. The home interior offers a laundry closet with a full-size stackable washer and dryer, and the nearby oversized garage offers more versatility, including additional storage, a full pool bath, kitchenette, and second laundry area — ideal for entertaining, extended guest stays, or multigenerational living. The pool bath itself showcases vibrant tilework by noted tropical artist Monica Watson. This property has been thoughtfully designed for both functionality and sustainability including kayak, canoe, and bike racks, raised garden beds, rain barrels, and mature landscaping that includes various tropical fruits. It offers underground power and utilities, and abundant parking, including space for large trailers or RVs with a 30-amp hookup. Extensive upgrades include whole-home solar power with a Tesla backup battery system, impact-rated windows and doors, whole-house surge protection, new ductwork, UV air purification system, reverse osmosis water filtration, and irrigation on well and tap. The property also boasts extensive integrated security system with cameras, control keypads, infrared monitoring, and integrated smoke detectors, all hardwired into the home’s solar infrastructure. Distinctive, flexible, and deeply connected to the creative coastal spirit of Gulfport, this is far more than a traditional three-bedroom home — it is a private retreat designed for gathering, creating, hosting, and living exceptionally well. Just minutes from downtown St. Petersburg and Gulf beaches, Gulfport offers a uniquely creative and laid-back lifestyle that feels worlds away from typical suburban Florida living.

5005 24th Avenue S, Gulfport
$1,449,900
4 Beds ⋅ 4 Baths ⋅ Veteran City SubDv. ⋅ 33707 Zip Code
Experience the pinnacle of Gulfport, Florida living in this move-in-ready, brand-new custom construction home built by WinWay Homes to perfection and available now, so you can skip the wait and start enjoying your dream lifestyle immediately. This high-and-dry, no-flood-zone residence sits on an oversized corner lot just one block from vibrant downtown Gulfport, offering the perfect blend of modern luxury and coastal convenience. Boasting 4 bedrooms, 4 baths, and a 2-car garage, this spacious single-family home features an entertainer’s open-concept floor plan anchored by a show-stopping 10-foot quartz kitchen island. Host movie nights in the dedicated home theater, focus in your private home office, or unwind in the first-floor primary suite complete with a floor-to-ceiling spa-inspired wet room. Two additional upstairs en-suite bedrooms provide flexibility for guests, family, or a home gym. Step outside to your private resort-style oasis: a custom saltwater pool surrounded by a covered lanai, ideal for evening swims under the Florida sky. With multiple parks, Boca Ciega Bay, and an eclectic mix of restaurants and shops all within easy walking distance, this Gulfport pool home delivers the ultimate coastal lifestyle—start your mornings with coffee on the front porch and end your days with a dip in your own backyard paradise. If you’re searching for new construction homes in Gulfport FL, luxury pool homes near Boca Ciega Bay, or a custom-built residence in a prime no-flood location, this is the one you’ve been waiting for. WinWay Homes is offering a full 1 year warranty along with a third party 2-10 warranty. Schedule your private showing today and make this Gulfport, Florida dream home yours before it’s gone!

2814 54th Street S, Gulfport
$274,900
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
"LIVE THE FLORIDA LIFESTYLE' Experience waterfront living at its finest in this fully renovated 2-bedroom, 2-bathroom condo corner unit, on the water with amazing views watch the dolphins jumping or fish right in your back yard. This light filled condo showcases all-new Appliances, New A/C high end updates throughout. designed for both comfort and style this residency offers a perfect blend of modern elegance and serene water views. The patio just off the sunroom adds to a delightful place to have your morning coffee, or evening cocktail and watch the beautiful west coast sunsets. Make it your luxury get-a-way or great investment property. Additional storage and covered parking right near your front door. The community offers an abundance of amenities, beautiful pools, bocce courts, shuffleboard, pickleball, lovely club house and so much more. Located walking distance to Quaint downtown Gulfport offering restaurants, theatre, shopping, the Tuesday market and lots of Art. 30 minutes to Tampa International Airport, 15 minutes to downtown St Petersburg with sports venues, theatres, museums, restaurnats and shopping.

5940 30th Avenue S Unit 115, Gulfport
$159,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
PRICE IMPROVEMENT!! Don’t miss out on this FURNISHED, BRIGHT AND MODERN POOLSIDE 2ND FLOOR UNIT with sleek European style in the Kenmore building at Town Shores of Gulfport ... a premier 55+ community with resort-style amenities! Priced to sell quickly, this charming unit is being offered FULLY FURNISHED AND TURNKEY to make it perfect either for a vacation getaway or your permanent forever home. The Kenmore is one of only two buildings at Town Shores with a secure lobby for extra safety and peace of mind. The building also withstood the previous storms with no damage or water intrusion. Kenmore is a no pet building, ESA pet accepted with association approval. You will appreciate the roomy open floor plan (1,120 sq ft) with two spacious bedrooms, two full baths and a pleasant and comfortable sunroom with views of one of the four heated pools in the community … plus, a large storage closet that can even fit a bicycle! The floor plan features a primary bedroom with an ensuite bath, window to the sunroom and double built-in closets for extra storage, plus a guest room with a dedicated hall bath. This well cared for unit emits a sense of style and design flair with neutral wall tones, flooring, newer light textured carpet, LIGHT WOOD TONE IKEA FURNITURE … all which convey with the unit. Other unit features and highlights include a newer HVAC (2023), a deeded carport (#53) and is conveniently located on the same floor with the laundry, just steps away from the elevator. The monthly HOA fee includes a Spectrum Bulk internet and wireless package, natural gas for cooking and hot water, flood and building insurance, and pool, landscaping and exterior maintenance. Town Shores has its own private marina and slips (as they become available), 4 heated pools, an active Clubhouse with weekly social events, a tennis/pickleball court, shuffleboard, bocce ball and kayak storage. This vibrant community is just a short distance from the fun, active and artsy village of Gulfport and its famous Tuesday Fresh Market and lively First Friday Art Walks. You are also just blocks away from the Gulfport public beach, restaurants, quaint inns, cafes, art galleries and boutiques! Town Shores is conveniently located just 30 minutes from Tampa International Airport and is a short drive to the cultural mecca of downtown St. Pete and the award-winning Gulf coast beaches. Schedule a showing today for this upbeat and modern unit around the corner from Gulfport Village!

2850 59th Street S Unit 205, Gulfport
$399,000
3 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Virtually Staged. Rarely available and highly sought-after, this 3-bedroom, 2.5-bath waterfront corner residence on the 9th floor of The Diplomat offers an exceptional opportunity to enjoy the best of Gulfport's Town Shores community. With 1,700 square feet of living space, this move-in-ready home is the perfect canvas to make your own. The newer, updated kitchen with granite counters and solid wood cabinets and a remodeled primary bath which includes a spacious walk-in shower provide modern comfort, while engineered hardwood flooring graces the living area, primary suite and guest bedroom. Every bedroom features a spacious walk-in closet, and the entire home has been freshly painted in soft Alabaster with crisp white trim and doors for a bright, timeless look. This home boasts an ensuite washer and dryer! Enjoy added peace of mind with hurricane shutters on the east and south-facing windows and a new storm door. The home also includes an assigned covered carport space on the 1st row near the building entrance and a private, secure storage space on the 9th floor. Ideally located near the Town Shores clubhouse and resort-style amenities, this waterfront residence combines breathtaking views, generous living space, and an unbeatable location in one of Gulfport's most desirable communities. Whether you're searching for a full-time residence or the perfect retirement retreat, this exceptional home offers the Florida lifestyle you've been dreaming of.

5980 Shore Boulevard S Unit 901, Gulfport
$295,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
I am excited to share a new featured listing that you won’t want to miss. We currently have a lovely two-bedroom, two-bathroom waterfront condo available in historic Gulfport, FL. This unit features a unique split floor plan that situates the primary bedroom opposite the second bedroom and directly on the water. Residents can wake up to endless bay views and unwind to breathtaking sunsets every evening. The property has also been significantly updated to include brand-new hurricane impact thermal windows, new luxury vinyl flooring throughout, and brand-new vanities in both bathrooms. Additionally, the open-concept floor plan provides ample space for entertaining guests while enjoying the Florida lifestyle. This Condo is Located in the much sought after Town Shores water front Community located just steps from Historic Downtown Gulfport & Gulfport Beach! Town Shores has plenty of amenities to choose from including four heated pools, two located on the waterfront! A full two story clubhouse with complete fitness room with saunas, eight table billard hall, card rooms and a second story ball room for special events! There also a community dog park and picnic park complete with barbecue grill! There are also pickleball/tennis, bocce, shuffle board courts! Kayak storage area as well! Don't delay, this unit will not last long! Call today!

5980 Shore Boulevard S Unit 405, Gulfport
$645,000
2 Beds ⋅ 2 Baths ⋅ Brunson-Dowell Sub 1 SubDv. ⋅ 33711 Zip Code
Gulfport Marina District DOUBLE LOT Residence! South Adjacent Lot with its own parcel ID #27-31-16-12474-000-1760, measuring 6,351 sq.ft. is INCLUDED for a total Lot Size of 12,702 sq.ft.! Mature tropical landscaped 2-bedroom, 2-bath block construction bungalow located just two blocks from the Gulfport Municipal Marina featuring an open split floor plan with 1,688 square feet of comfortable living space. ..Situated on a rare double lot, the home offers exceptional outdoor space and potential. The property was flood impacted by the 2024 Hurricane, and remediation has been completed. The photos include views of the home prior to the 2024 Hurricane storms, showcasing what it could once again become, offering a fantastic opportunity for the next owner to add their personal design touches. The home thoughtfully included recessed LED lighting, sleek ceiling fans, hurricane impact windows and sliders, a modern kitchen design, and a beautifully renovated primary en-suite featuring a skylight. A new A/C system installed in 2024 adds further value and efficiency. New custom-designed lower kitchen cabinets are on-site and ready for installation. The Bonus Room offers multi-use options, perhaps an office space or a 3rd bedroom? Large windows include a sizable bay window filtering an abundance of south-facing natural light. Plenty of parking curtesy of the spacious front driveway, additionally, the gated carport accessible from the rear alley provides security, privacy and cover. Storage Sheds and an additional shed platform adds to the outdoor conveniences found in this lovely home. Life in Gulfport is relaxed, colorful, and full of character. This charming waterfront community is known for its vibrant arts scene, walkable streets, and welcoming small-town feel. Residents enjoy waterfront sunsets at the Municipal Beach, strolling along the shops and restaurants and gathering for popular local events like the Gulfport Art Walk and the weekly Gulfport Tuesday Fresh Market. With beautiful beaches just minutes away and the culture and energy of St. Petersburg nearby, Gulfport offers a unique coastal lifestyle where art, boating, dining, and community come together to create an unforgettable place to live. Take advantage of this opportunity to create your own coastal retreat and enjoy the best of Gulfport living.

2657 44th Street S, Gulfport
$1,210,000
4 Beds ⋅ 3 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
JUST REDUCED $90,000! Exceptional Value Meets Income-Producing Potential in Gulfport's Historic Waterfront District. A rare opportunity to own a fully furnished, Key West-inspired coastal retreat offering short-term vacation rental potential, breathtaking Boca Ciega Bay views, and one of the most walkable locations in Gulfport's Historic Art District. Whether you're searching for a high-performing Airbnb/VRBO investment, second home, or full-time waterfront residence, this turnkey property delivers an unmatched combination of lifestyle, luxury, and exceptional value. Just steps from Gulfport's charming downtown, you'll enjoy award-winning restaurants, art galleries, boutique shopping, waterfront parks, marinas, live entertainment, and the beloved Tuesday Fresh Market. This is Florida coastal living at its finest. Designed to maximize indoor-outdoor living, the home features multiple private balconies and expansive outdoor entertaining spaces overlooking Veterans Park and Boca Ciega Bay—perfect for morning coffee, sunset cocktails, or simply soaking in the waterfront atmosphere. Inside, an open-concept floor plan is filled with natural light and thoughtfully designed for entertaining. The gourmet kitchen showcases stone countertops, abundant cabinetry, generous prep space, and premium finishes that make hosting effortless. The luxurious primary suite offers a peaceful retreat with a professionally designed walk-in closet and a spa-inspired ensuite featuring dual vanities, a whirlpool soaking tub, and an oversized walk-in shower. Two additional guest bedrooms each enjoy private balconies with beautiful water views and refreshing coastal breezes. Built for long-term durability and low-maintenance ownership, this exceptional home includes an elevator, impact-rated windows, Hardie plank siding, Trex decking, synthetic turf landscaping, and a whole-home solar system that helps keep utility costs remarkably low. The oversized two-car garage offers abundant storage for vehicles, kayaks, paddleboards, golf carts, bicycles, and all your beach gear. Located just minutes from Downtown St. Petersburg, award-winning Gulf beaches, championship golf, marinas, and Tampa Bay's premier attractions, this move-in-ready residence is equally suited as a luxury primary home, seasonal escape, or income-producing investment. With a recent $90,000 price improvement, this is an exceptional opportunity to own one of Gulfport's premier waterfront homes at an incredible new value. Schedule your private showing today.

5429 Essex Avenue S, Gulfport
$600,000
2 Beds ⋅ 2 Baths ⋅ Pelican Bay Yacht Club Condo Bldg B SubDv. ⋅ 33707 Zip Code
BREATHTAKING WATER VIEWS from this elegant 11th-floor corner-end unit in the exclusive, guard-gated Pasadena Yacht & Country Club! Enjoy ultimate privacy and panoramic vistas of Boca Ciega Bay. This stunning waterfront condo offers the perfect blend of luxury, privacy, and coastal living. Step inside to an open and inviting floor plan, perfect for entertaining. The spacious living room features a stunning contemporary TV wall with ledger stone and wood accents, and a bar-height wood butcher block countertop. Floor-to-ceiling windows flood the space with natural light and frame the spectacular water views. The gourmet kitchen is standout, offering solid wood cabinetry, granite countertops, brand-new stainless-steel Samsung appliances, and a beautiful stone backsplash. Enjoy your morning coffee in the cozy breakfast nook or step onto the balcony to take in the view of luxury waterfront estates and the tranquil bay. The primary suite is a true retreat, offering his-and-hers walk-in closets and an absolutely beautifully remodeled spa-like en-suite bathroom, featuring a custom vanity with quartz countertops and sleek glass faucets. The second bedroom also includes a walk-in closet, private balcony access, and an adjacent beautifully remodeled bathroom, ideal for guests, family, or a stylish home office. Additional Features Include: • Tile flooring throughout • Recently replaced water heater • In-unit laundry room with ample storage • Private storage unit conveniently located on the same floor • Assigned covered parking space !!! RARE MEMBERSHIP OPPORTUNITY!!! Ownership within Pasadena Yacht & Country Club offers access to one of the most sought-after private country club communities on Florida’s Gulf Coast. Buyers in PYCC receive a 30-day priority window to join the exclusive Yacht & Golf Club, skipping the long waitlist, and enjoy world-class amenities, including Championship 18-hole golf course, tennis courts, Resort-style waterfront pool with tiki bar, wellness programs, fitness center, Upscale clubhouse dining and vibrant social events. Various membership options are available (additional fees apply). !!! BOATERS TAKE NOTE!!! The seller also owns a boat slip in PYCC, available for purchase separately, offering convenient access to Boca Ciega Bay and the Gulf of America. MLS:TB8448304 . Schedule your private showing today and experience luxury waterfront living and the exclusive lifestyle of Pasadena Yacht & Country Club!

5940 Pelican Bay Plaza S Unit 1105, Gulfport
$295,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
This is the home for you! Unobstructed breathtaking water views! This property in the Embassy is a rare find in one of the most exclusive and coveted waterfront buildings in Town Shores. It is the closest and most convenient location to the pool and clubhouse. It is just steps from shuffleboard, bocce, Pickle ball, tennis courts, Kayak, Storage, and the marinas. It has a conveniently located covered carport parking space #88 with easy access to the building as well as abundant storage throughout the property. This beautiful home is turnkey ready! It has lovely furnishings and an outstanding views! Everything in Gulfport is minutes from your door stop with restaurants, shopping, farmers markets, beach access, recreation center, art walks, live music, and more! It is a pet friendly building with a dog allowed up to 30 pounds and one cat. Come see this beautiful and unique property for yourself. Wake to beautiful sunrises over the Gulfport Marina from the front walkway and unobstructed, stunning, ever changing Sunsets from your Florida room nightly! Minutes to vibrant downtown St. Petersburg and world-renowned beaches. Make this beautiful property your home today!

5900 Shore Boulevard S Unit 504, Gulfport
$555,000
2 Beds ⋅ 2 Baths ⋅ Pelican Bay Yacht Club Condo Bldg A SubDv. ⋅ 33707 Zip Code
Perched on the top floor as a coveted corner residence, the Penthouse in Pelican Bay building A offers a rare opportunity to experience breathtaking, open water views stretching from vibrant downtown St. Petersburg across the shimmering expanse of Boca Ciega Bay. From the moment you enter, you’re greeted by walls of floor-to-ceiling sliding glass doors that flood the home with natural light and frame panoramic vistas at every turn. The spacious split-bedroom floor plan is thoughtfully designed for both privacy and comfort, creating the ideal setting for full-time living or a luxurious coastal retreat. The immaculate and recently refreshed interior features two generously sized bedrooms, each with its own ensuite bath and walk-in closet, offering refined comfort for residents and guests alike. The kitchen is beautifully appointed with solid wood cabinetry, granite countertops, recessed lighting, and a charming casual dinette area perfectly positioned to overlook the sparkling bay — an inspiring backdrop for morning coffee or sunset dinners. Multiple balconies invite you to step outside and savor the sea breezes, glowing sunsets, and twinkling evening lights. Pelican Bay Condominiums is a resort-style waterfront community nestled within the gates of the Pasadena Yacht & Country Club. Residents enjoy a secure, beautifully maintained environment with pool and spa as well as an option to join the country club offering with lush a waterfront pool and spa, fitness center, clubhouse, and private marina. One of the most exceptional privileges of ownership here is the ability to bypass the waitlist for a highly sought-after golf membership at Pasadena Yacht & Country Club — a valuable benefit. The club itself offers championship golf, tennis, boating, fine dining, and an active social calendar in an elegant yet welcoming atmosphere. Ideally situated just minutes from Florida’s award-winning Gulf beaches, a short drive to the cultural energy and dining scene of downtown St. Petersburg, and approximately 35 minutes to Tampa International Airport, this penthouse residence truly delivers the best of luxury waterfront living — privacy, prestige, and panoramic beauty — all in one extraordinary address.

5950 Pelican Bay Plaza S Unit 2E, Gulfport
$743,000
2 Beds ⋅ 3 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
An exceptional opportunity has just become available in one of Gulfport’s most sought-after waterfront buildings as the seller secured the rare chance to purchase the penthouse in the same building — creating a unique window for the next owner to acquire one of Town Shores’ most beautifully renovated residences. Stunning. Breathtaking. Elegant. This completely reimagined waterfront home showcases commanding views of the iconic Don CeSar Hotel and the sparkling waters of Boca Ciega Bay, delivering the ultimate in luxury Florida waterfront living. Designed for the buyer who values quality craftsmanship, architectural detail, and modern coastal sophistication, the level of upgrades and design throughout this residence is immediately apparent. The gourmet chef’s kitchen is a true centerpiece featuring Monogram and Wolf appliances, a premium Franke sink with touch faucet, a separate bar/prep sink, two dishwashers, and a fully appointed butler’s pantry. The expansive breakfast bar invites conversation and connection, making it ideal for entertaining or everyday enjoyment. The main living area is framed by a dramatic wall of glass capturing panoramic water views, vibrant sunsets, the Don CeSar’s evening glow, and the sparkling lights of the Tierra Verde Bridge. A custom stone accent wall and sleek electric fireplace create a warm yet sophisticated focal point. The flexible layout offers a 2-bedroom, 2.5-bath configuration with a dedicated office that can easily function as a guest room or additional sleeping space, providing versatility for seasonal owners or those working remotely. The primary suite is designed as a true retreat featuring custom California Closets with illuminated shelving, built-in cabinetry, integrated ironing center, and Hunter Douglas electric shades. The spa-inspired bath offers a private water closet and marble walk-in shower with multiple shower heads for a true resort-style experience at home. Town Shores of Gulfport is a premier 55+ waterfront community known for its active yet relaxed coastal lifestyle, offering a private marina, multiple heated pools, fitness center, tennis and pickleball courts, and a vibrant social calendar. Located just minutes from Gulfport’s charming waterfront district with dining, art walks, entertainment, and Gulf beaches nearby. Opportunities like this rarely come available combining premium views, extensive renovations, and immediate availability. This is maintenance-free coastal living at its finest and a residence that truly must be experienced in person to fully appreciate.

6020 Shore Boulevard S Unit 712, Gulfport
$875,000
3 Beds ⋅ 2 Baths ⋅ Villa De Maria SubDv. ⋅ 33707 Zip Code
Are you tired of paying sky high electric bills, expensive HOA fees and blowing your budget at the gas pump? STOP SCROLLING!!! ECO FRIENDLY SANCTUARY ~ UNDER $100 ELECTRIC BILLS ~ VOLUMINOUS WORKSHOP ~ LOW-MAINTENANCE ELEVATED LIVING ~ Welcome to a truly one-of-a-kind, engineered HAVEN offering ultimate freedom and storm resilience just moments from the Pasadena Yacht & Country Club. Designed for those who value independence, security, and low-overhead luxury, this exceptional custom residence features paid-off solar panels, a 2024 Generac full-home generator, natural gas connection, EV charging capability, and hurricane-impact protection. Unwind across multiple private upper decks framed by tropical canopy, delivering seamless indoor-outdoor living with LITTLE weekend YARD maintenance. Inside, soaring ceilings and high-end finishes create an airy, light-filled SPACE. IN EVERY ROOM ONE IS SURROUNDED BY VIEWS OF NATURE WITH A treehouse ambiance. The crown jewel for makers, collectors, or adventurers is the massive, fully enclosed 1,600+ SF lower-level, workshop, PLAY AREA and flex storage space. CAPABLE of housing SPORTS AND EXERCISE EQUIPMENT, SMALL BOATS, kayaks, or a world-class workshop , this level provides utility rarely found in coastal Pinellas County. Located outside mandatory HOA restrictions, steps from Gulfport’s vibrant downtown waterfront, dining, and marina. Experience high-spec coastal living with maximum security and LOW MONTHLY MAINTENANCE costs. (NOTE: this property does not currently have a pool. Pool-possibility renderings have been provided by Sunshine City Pools.)

2613 59th Street S, Gulfport
$225,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
MAJOR PRICE IMPROVEMENT!! Welcome to carefree coastal living in this beautifully updated 2-bedroom, 2-bathroom condominium, perfectly situated on the third floor of a desirable 55+ waterfront community. This light and bright residence offers a peaceful water view and an inviting open floorplan designed for both comfort and entertaining. The kitchen is a standout, featuring real wood white cabinetry, granite countertops, subway tile backsplash, recessed lighting, black appliances, and a stainless double undermount sink, all flowing seamlessly into the main living space. Luxury vinyl plank flooring runs throughout, adding warmth and durability, while the newly updated electrical panel provides peace of mind. Relax and unwind in the open Florida room, enclosed with updated windows that flood the space with natural light and showcase tranquil views—perfect for morning coffee or evening sunsets. This amenity-rich waterfront community offers a community boat ramp, multiple swimming pools, tennis courts, and a fitness center, making it easy to enjoy an active lifestyle. Ideally located near top-rated restaurants and bars, shopping, and Florida’s famous white sandy beaches, this condo truly has it all. Schedule your private showing today! MOTIVATED SELLER!!

3010 59th Street S Unit 301, Gulfport
$405,000
3 Beds ⋅ 2 Baths ⋅ Hagelbargers D D Rep SubDv. ⋅ 33707 Zip Code
Amazing Gulfport Location – Flood Zone X! Discover this charming 3-bedroom, 1.5-bath home perfectly situated in the highly sought-after Gulfport Arts District. Enjoy peace of mind knowing this home is located in Flood Zone X and sustained no flood damage during last year’s storms. Just a short walk from vibrant downtown Gulfport, you’ll have easy access to eclectic waterfront restaurants, the fishing pier, scenic parks, boutique shops, and year-round markets and festivals that make this community so special. Step inside through a welcoming front entry — the perfect spot to leave your flip-flops — and into a spacious open-concept living, dining, and kitchen area that feels bright and inviting. The kitchen features quartz countertops and a gas range, ideal for home chefs who love to cook. The primary bedroom offers two large closets framing an attached half bath for convenience. The front bedroom has direct access to the main bath and laundry area, while the third bedroom and bonus room at the back of the home opens to the fenced in backyard. Outside, you’ll find a storage shed and a deck, perfect for relaxing or entertaining. Enjoy modern updates including a brand-new roof, newer central heating and air, a gas furnace, and tankless gas water heater. The laundry area is already set up for electric appliances, however you could easily set it up for a gas powered dryer. This home truly offers the best of both worlds — close to the water and all the fun Gulfport provides, yet tucked away in a safe and comfortable zone. Move right in and become part of Gulfport’s vibrant, welcoming community. Experience the Florida lifestyle — with charm, comfort, and peace of mind!

5322 25th Avenue S, Gulfport
$2,698,000
7 Beds ⋅ 8 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
Discover a one-of-a-kind modular home steps from Boca Ciega bay with fabulous views from every level. This stunning home boasts 7 bedrooms, 7.5 bathrooms, and a spacious 5-car garage. Imagine the options afforded by this layout. Perfect for multi generational living, Airbnb or income producing potential,1031 exchange, Entrepreneurial think tank retreat,hotel or one large single dwelling. Featured RV garage, perfect for storing your work vehicle, creating a mobile office or even launching a rental business. Step into your own private retreat, featuring separate living quarters on each level. With private entrances and upscale finishes throughout, you’ll enjoy flexibility without sacrificing privacy. The top floor is a true sanctuary—your personal haven with 3 bedrooms, a beautifully designed office, and breathtaking views of Boca Ciega Bay. Bask in natural light on rich mahogany floors beneath soaring vaulted ceilings. The gourmet kitchen, equipped with a gas stove and expansive island, leads to a covered veranda where sunsets paint the sky, perfect for entertaining or evenings of relaxation. The second floor is a versatile space, currently optimized as a 2-bedroom suite and 1-bedroom executive apartment—ideal for guests or rental income. On the ground floor, a charming studio suite offers an additional escape, complemented by a well-equipped workshop and beautiful landscaping nourished by a well-water irrigation system. Every inch of this estate reflects unparalleled craftsmanship with features like hurricane-impact windows, individual climate control for each space, tankless water heaters, and a whole-house water filtration system. Designed to embrace the luxury of coastal living while providing peace of mind with CAT 5 storm resilience. This home truly stimulates everyone’s imagination. Embrace the ultimate Florida lifestyle—this exceptional property awaits your personal touch! In the heart of downtown Gulfport steps from Boca Ciega Bay.

5659 Shore Boulevard S, Gulfport
$2,200,000
5 Beds ⋅ 5 Baths ⋅ Skimmer Point Ph Iii SubDv. ⋅ 33707 Zip Code
One or more photo(s) has been virtually staged. Experience modern coastal luxury in this newly constructed Pasadena Model Home, where striking contemporary architecture meets timeless Florida charm. Designed with clean lines and sunlit open spaces in cool gray tones, this residence blends style and function with effortless grace. Set within the exclusive gated Pasadena Yacht & Country Club community, this Skimmer Point masterpiece features an impressive home, perfect for those who value both elegance and practicality. Inside, sophisticated finishes, soaring ceilings, and seamless indoor-outdoor living spaces invite relaxation and entertaining alike. Residents have available the ability to join with a shorten wait time, the premier Pasadena Yacht & CC with amenities including a private Arnold Palmer–designed golf course, full-service clubhouse, fine dining, tennis and pickleball courts, and an 80-slip marina accommodating yachts up to 80 feet. Just beyond the gates, discover the charm of downtown Gulfport—a short stroll away—offering boutique shopping, waterfront cafés, lively restaurants, and vibrant local markets. Including the luxury of Downtown St Petersburg, the beaches and Tampa, all of which just minutes away! This home is not just a residence—it’s a lifestyle defined by coastal sophistication and resort-style comfort.

5966 Bayview Circle S, Gulfport
$599,900
3 Beds ⋅ 2 Baths ⋅ Horners Rep SubDv. ⋅ 33707 Zip Code
This beautifully remodeled Gulfport home is just blocks away from the Gulfport Historic Arts District, shops, dining, parks, and waterfront. It sits on a double corner lot with alley access. It has many new updates, brand new appliances, newer HVAC system, newer roof (only 4 years old), and a screened in back porch with Spa/Hot tub. The open floorplan means lots of room for entertaining friends and family. This is a chance to be close to the excitement of downtown while also enjoying the relaxing community vibes of this Gulfport neighborhood!

3002 58th Street S, Gulfport
$444,000
2 Beds ⋅ 2 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
Live the Gulfport life in this charming, walkable home. Embrace the vibrant, laid-back Gulfport lifestyle from this beautifully renovated bungalow. Positioned for easy strolls to the downtown area, you can enjoy the Art District, restaurants, and the waterfront just blocks from your front door. This bright and airy 2-bed, 2-bath home blends classic Florida charm with modern updates. The luminous sunroom offers a peaceful retreat, while the polished terrazzo floors add character throughout. Completely move-in ready, this property is more than a home—it's your entrance to everything Gulfport

2831 Clinton Street S, Gulfport
$939,900
3 Beds ⋅ 2 Baths ⋅ Waterview Park Sec 1 SubDv. ⋅ 33711 Zip Code
Pre-Construction. To be built. Custom designed new construction by WinWay Homes located in the Marina District of Gulfport. The home at 1,997 square feet, three bedrooms, two full bathrooms, an open floorplan, large kitchen island and lots of outdoor living space with plenty of room to add a pool. The exterior elegance of matching vertical Hardy board with horizontal Hardy shake, along with metal roof matches perfectly together provides a very inviting street view. With a large master bedroom and spacious master bathroom with free standing tub, walk in shower with floor to ceiling tile and lets not forget the walk in closet.

2633 Tifton Street S, Gulfport