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$399,900
3 Beds ⋅ 3 Baths ⋅ Town Shores Of Gulfport SubDv.
Breathtaking views by day and night await from this spacious 3-bedroom, 2.5-bathroom corner unit in the highly sought-after Town Shores of Gulfport, an impeccably maintained 55+ waterfront community along beautiful Boca Ciega Bay. The desirable split-bedroom floor plan offers privacy and flexibility, while the generous living spaces are perfectly positioned to take advantage of the spectacular surrounding views. Inside, you'll find a formal dining room, built-in desk, separate pantry, convenient inside laundry, and plenty of room for comfortable everyday living and entertaining. As a corner unit, the home offers an abundance of natural light and a wonderful sense of openness. Live like you're on vacation every day with the resort-style amenities Town Shores is known for. Residents enjoy four pools, including a heated waterfront pool, tennis and pickleball courts, bocce, shuffleboard, a fitness center, library, grilling and sunning areas, kayak launches and available kayak storage, plus a marina with docks and boat slips available for rent. The community clubhouse is the heart of an active social scene and features a billiards room, ballroom, and a variety of activities and events throughout the year. Just beyond the community, enjoy everything that makes Gulfport one of Pinellas County's most beloved coastal destinations. The vibrant Gulfport Art District offers award-winning restaurants, charming boutiques, galleries, waterfront activities, and the historic Gulfport Casino. You'll also be just minutes from Pasadena Yacht & Country Club, St. Pete Beach, Treasure Island, Fort De Soto Park, and vibrant downtown St. Petersburg, with convenient access to Tampa International Airport. With incredible views, generous living space, exceptional amenities, and an unbeatable waterfront location, this is Florida living at its finest.

5980 Shore Boulevard S Unit 501, South Pasadena
$299,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv.
Unmatched Views & Value: Make This 10th-Floor Windsor Condo Your Own. Experience sweeping water views and incredible value in this 10th-floor, 2-bedroom, 2-bath residence located in the highly desirable Windsor House 55+ community at Town Shores of Gulfport. Unit 1002 is a fantastic opportunity for buyers looking to build equity and customize their waterfront living experience. This is the perfect blank slate for your modern upgrades and coastal vision. Step inside to an open-concept floor plan filled with natural light, offering commanding views of Boca Ciega Bay from nearly every room. The spacious living and dining areas open to large picture windows where you can watch daily dolphin shows and take in the vibrant sunsets over the iconic Don CeSar Hotel. The kitchen layout is ideally situated for entertaining and features generous storage, reverse osmosis water filtration, and a gas stove. Town Shores offers an active, maintenance-free coastal lifestyle with a full calendar of social events. Just outside your elevator-equipped building, you have access to resort-style amenities including four pools, a marina, a fitness center, a dog run, and courts for tennis, pickleball, shuffleboard, and bocce ball, plus a vibrant clubhouse featuring a library, billiards, card rooms, and a ballroom. This residence includes a covered carport to keep your vehicle shaded and offers ample guest parking. Best of all, you are just a short stroll from the charming downtown Gulfport waterfront district, brimming with award-winning dining, entertainment, and art. Secure premium views with the freedom to upgrade on your terms and create your coastal paradise.

6020 Shore Boulevard S Unit 1002, South Pasadena
$185,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv.
Welcome to your WATERFRONT RETREAT in the highly sought-after Lancaster Building at TOWN SHORES OF GULFPORT – an active and vibrant 55+ community, where comfort meets coastal charm. This extra-large 1 bedroom, 1 bath condo offers an airy, open layout flooded with natural light, creating a bright and inviting atmosphere from the moment you step inside. Enjoy morning coffee or evening cocktails with sparkling water and marina views right outside your window — a daily reminder that you’re living in one of Gulfport’s most desirable waterfront communities. The expansive living and dining areas provide plenty of room for entertaining, relaxing, or simply soaking in the peaceful ambiance. Plus, the entire unit was recently upgraded with beachy driftwood tone vinyl plank flooring throughout ... practical, beautiful and easy to maintain. The spacious primary bedroom delivers comfort and privacy with a peaceful, laid-back boho/shabby-chic vibe, a large walk-in closet and a hall double closet for extra storage. A Murphy Bed in the Florida Room provides flexible guest space along with an upfront and close amazing water view to wake up to! The updated full bath with tub and rainhead shower features a beautiful new dove gray vanity, white quartz countertop, and gorgeous champagne gold vanity lighting, faucet hardware and modern cabinet pulls. The kitchen was also recently updated with white cabinetry, granite countertops and glass and champagne bronze hardware. This condo’s open design, gorgeous upgrades and extra-large footprint set it apart from typical 1-bedroom units, giving you space to breathe, move, and truly enjoy your home. Plus, this unit comes with the extra bonus of a deeded carport. Residents of Town Shores enjoy resort-style amenities including four heated pools, a private marina, tennis and pickleball courts, kayak storage, an active clubhouse with weekly social events, fitness areas, and walkable access to Gulfport’s vibrant shops, dining, and waterfront activities. With its unbeatable location, spacious interior, and bright coastal feel, this condo is the perfect place to embrace relaxed and vibrant Florida living!

5925 Shore Boulevard S Unit 405, South Pasadena
$225,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv.
Don’t miss this incredible value in the highly sought-after Town Shores of Gulfport! This beautifully maintained second-floor condo offers the perfect combination of comfort, convenience, and waterfront living. Relax or entertain in the spacious Florida room while taking in breathtaking water views, where you’ll occasionally catch a glimpse of dolphins and manatees. The updated kitchen features real wood cabinetry, high-end stainless steel appliances, including a gas stove, making it a delight for any home chef. The primary bathroom has also been tastefully updated. Additional improvements include double-pane vinyl windows with blinds included and an APCO Fresh-Aire air purification system, providing cleaner, healthier indoor air. Unwind on the front balcony, and enjoy the convenience of the community laundry room located on the same floor. Elevator access is just steps away, offering easy accessibility without the inconvenience of elevator noise. Town Shores is a vibrant 55+ waterfront community offering an exceptional resort-style lifestyle with four community pools, tennis and pickleball courts, and an active clubhouse filled with social events and activities. Ideally located in the heart of Gulfport, you’re just minutes from award-winning Gulf beaches, waterfront restaurants, shopping, and the renowned Fort De Soto Park, where you can enjoy camping, fishing, kayaking, biking, boating, and some of Florida’s most beautiful natural scenery. Schedule your private showing today and discover why Town Shores is one of Gulfport’s most desirable waterfront communities!

5935 30th Avenue S Unit 206, South Pasadena
$325,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv.
Welcome to waterfront living at its finest in the sought-after 55+ community of Town Shores in the heart of charming Gulfport! This beautifully updated top-floor corner condominium offers breathtaking panoramic views of Boca Ciega Bay and an exceptional coastal lifestyle you'll enjoy every day. This move-in-ready 2-bedroom, 2-bath residence has been thoughtfully renovated with high-end finishes throughout. The stunning kitchen features granite countertops, rich wood cabinetry, a gas range, convection microwave, and a spacious center island that's perfect for cooking, entertaining, or gathering with friends. As an end unit, the home is filled with natural light from additional windows that brighten the open living and dining areas while showcasing the spectacular water views. Quality upgrades include hurricane-impact windows, storm shutters, luxury flooring, beautifully remodeled bathrooms, electric shades throughout, and fresh interior paint. The spacious primary suite opens to the enclosed Florida room and features a generous walk-in closet. Both bathrooms have been updated with walk-in showers and single vanities. The guest bedroom offers a comfortable retreat for family and friends, while the enclosed waterfront Florida room provides the perfect space for a home office, library, or relaxing sitting area where you can unwind while taking in the beautiful bay views. Town Shores offers true resort-style living with an incredible array of amenities, including four heated pools, tennis and pickleball courts, bocce and shuffleboard, kayak storage, docks with boat slips available for rent, waterfront grilling areas, and beautifully maintained grounds. The clubhouse features a fitness center, saunas, billiards, a poker room, arts and crafts studio, library, catering kitchen, and an active social calendar designed to help you enjoy every day. Just minutes away, discover the vibrant Gulfport Arts District with its eclectic boutiques, waterfront restaurants, live music, galleries, and the historic Gulfport Casino. You'll also appreciate the proximity to award-winning Gulf beaches, downtown St. Petersburg, and two major airports. For added peace of mind, the Groton Building has successfully completed the State of Florida Milestone Inspection, and the association's reserves and surplus have funded several recent capital improvement projects. If you've been dreaming of carefree waterfront living with stunning views, outstanding amenities, and an unbeatable location, this exceptional home is ready to welcome you.

5940 30th Avenue S Unit 301, South Pasadena
$239,000
1 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv.
A million dollar view out the windows of this special condo, with the Don ce Sar Hotel (the pink one) right in the center. And look down to see dolphin, manatee, rays and other sea creatures right in front of your home. It's amazing! You also have the "old fishing village" of Gulfport with tons of nice shops and restaurants , live music everywhere, and a Tuesday fresh market year round. This could be your winter "get away" or your full time residence with all the space in this oversized one bedroom home. The monthly maintenance includes everything except your electric which makes budgeting easy. Town Shores has all the amenities and includes four heated pools, clubhouse with billiards, small gym, lounge and meeting/party space and adjacent are the tennis, pickleball, bocce and shuffleboard courts. The marina is quite nice and first come, first served. And a mere 12 minutes or so away is downtown St Pete and about 12 min. in the other direction you have your choice of sandy beaches. Museums and restaurants or sand in your toes and a good book - either way is fun , interesting and so easy to get to. And also easy to get to are the Pinellas/Clearwater Airport or Tampa Airport at about 25 min. from our special little town of Gulfport. Come check us out and stay and play.

5980 Shore Boulevard S Unit 909, South Pasadena
$257,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv.
WATERFRONT PARADISE IN THE HIGHLY SOUGHT-AFTER MANCHESTER BUILDING AT TOWN SHORES! Welcome to 6025 Shore Blvd S, Unit 106, Gulfport, FL 33707 — a rare opportunity to own a first-floor FULLY REMODELED waterfront residence in one of Town Shores’ most desirable buildings. Perfectly positioned directly on the water, this unit offers breathtaking views and front-row seats to Florida’s spectacular sunsets right from your own patio. Located in the coveted Manchester Building, this home combines convenience, comfort, and an unbeatable waterfront lifestyle. Enjoy easy first-floor access with no elevators required while taking advantage of the serene waterfront setting that makes Town Shores one of Gulfport’s premier 55+ communities. Wake up each morning to sparkling water views and enjoy watching dolphins, seabirds, and boats pass by from the comfort of your home. The open and inviting layout is ideal for both everyday living and entertaining guests. Immaculately remodeled with gorgeous cabinetry in the bedroom for extra storage, beautiful granite countertops with stainless steel appliances, crown molding throughout, brand new tile flooring and on site laundry facilities. Town Shores offers an exceptional array of amenities, including multiple heated pools, a clubhouse, fitness center, tennis and pickleball courts, shuffleboard, social activities, walking paths, and a marina. The HOA covers water, gas, trash, recycling, cable and internet!!! Just minutes away, you’ll find the vibrant waterfront downtown Gulfport district, known for its charming restaurants, art galleries, boutiques, festivals, and beach. Whether you’re seeking a year-round residence, seasonal retreat, or waterfront investment opportunity, this exceptional Manchester Building condo delivers the very best of Gulf Coast living. Don’t miss your chance to own one of the most desirable waterfront locations in Town Shores!

6025 Shore Boulevard S Unit 106, South Pasadena
$310,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv.
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, South Pasadena
$219,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv.
Price reduced by 20,000. Welcome to this 1st floor unit in Town Shores 55+ Waterfront Community. Beautifully updated 2 BEDROOM / 2 BATH condo. A new roof was completed in 2025 along with new carports. New electric panel along with new HVAC unit and Hurricane impact Front and Back door along with new appliances & kitchen cabinets. Town Shores sits directly on Boca Ciega Bay. Relax with morning coffee or evening sunset from your Florida room & outdoor patio area with peaceful marina views and dolphins. The many amenities include shuffleboard, billiards, a fitness center, cardroom, tennis and pickleball courts, along with 4 heated pools. The Marina offers boat slips, docks, a kayak launch and fishing. The quaint village of Gulfport is a short stroll to the many restaurants, Tuesday market, shopping, a vibrant nightlife, and Gulfport Beach.

5925 Shore Boulevard S Unit 107, South Pasadena
$229,000
1 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv.
One or more photo(s) has been virtually staged. Best Waterfront Value in the Community! Live like you’re on vacation in this beautifully updated 1 bedroom, 1.5 bath condo located in the desirable Diplomat Building of the waterfront Town Shores 55+ community. Enjoy unobstructed water views and spectacular sunsets from this resort-style community designed for active Florida living. This move-in ready condo features an updated kitchen with brand new stainless steel appliances (2026), a gas stove, tile flooring throughout, electric hurricane shutters, new lighting (2026), and a new front door (2026). The condo also conveys with a deeded parking space (#118) and additional storage space is included, perfect for beach chairs, holiday decorations, bicycles, and more. A laundry facility is located in the building for added convenience. Town Shores offers an impressive list of amenities including 4 heated pools, tennis courts, pickleball courts, bocce ball, shuffleboard, kayak storage, bike storage, a marina with boat slips available for annual rental, a clubhouse, fitness room, and his/her saunas. The monthly condo fee covers cable, internet, water, sewer, trash, gas, pool maintenance, grounds maintenance, and more for worry-free living. Ideally located just a few blocks from vibrant Downtown Gulfport where you can enjoy dining, shopping, entertainment, waterfront parks, and Gulfport Beach. South Pasadena shopping, Downtown St. Petersburg, and the beautiful Gulf Beaches are all within easy reach. Don’t miss your opportunity to own a piece of paradise in one of Gulfport’s most sought-after waterfront communities. Schedule your private showing today!

5980 Shore Boulevard S Unit 907, South Pasadena
$274,900
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv.
"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, South Pasadena
$399,000
3 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv.
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, South Pasadena
$295,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv.
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, South Pasadena
$179,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv.
Check out this Lovely One Bedroom, One Bath Unit that won't break the bank! This is a very nice unit that has been tastefully updated with a modern kitchen and newer windows in the Florida room, offering lovely views of the intracoastal waterway. The unit also provides plenty of storage space, including two walk-in closets and a linen closet. The condo is situated within the Town Shores of Gulfport community, which features excellent amenities such as four heated pools, pickleball and tennis courts, a dog park, and a full clubhouse equipped with a fitness room, an eight-table billiard hall, and shuffleboard courts. Additionally, Town Shores is conveniently located in Gulfport, FL, with A vibrant array of shops, restaurant and Nightlife!

5935 30th Avenue S Unit 307, South Pasadena
$743,000
2 Beds ⋅ 3 Baths ⋅ Town Shores Of Gulfport SubDv.
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, South Pasadena