Town Shores Of Gulfport Homes with Pickleball Court(s) Amenities

Town Shores Of Gulfport Homes with Pickleball Court(s) Amenities

Welcome to Town Shores of Gulfport, a vibrant and inviting community nestled in the heart of South Pasadena, Florida, within the picturesque Pinellas County. This charming subdivision is renowned for its serene atmosphere, stunning waterfront views, and an active lifestyle that caters to residents of all ages.

At Town Shores, you’ll discover a delightful array of homes that perfectly blend comfort and convenience. Many properties feature modern designs and spacious layouts, making them ideal for families, retirees, or anyone seeking a peaceful retreat. One of the standout amenities of this community is the presence of pickleball courts, which have become a favorite pastime for many residents. Engage in friendly matches with neighbors or join organized events that foster camaraderie and competition.

The community's lush landscaping and well-maintained grounds create an inviting environment for leisurely strolls or afternoon picnics. Additionally, the proximity to the beautiful Gulf beaches offers endless opportunities for sunbathing, swimming, and water sports. Residents can also take advantage of nearby dining, shopping, and entertainment options, ensuring that everything you need is just a stone's throw away.

Whether you’re an avid pickleball player or simply someone who appreciates a tight-knit community with fantastic amenities, Town Shores of Gulfport has something for everyone. Experience the best of Florida living in this charming subdivision, where your dream home awaits!

Newest Town Shores Of Gulfport Homes with Pickleball Court(s) Amenities

$220,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Wake up to beautiful waterfront views from highly desirable Lancaster building in Town Shores. Watch the dolphins and manatees from your window in this 2 bedroom, 2 bath DELUXE unit. The kitchen offers newer stainless appliances (including a gas range!). Through the spacious living/dining room enter into into a light filled Florida room that overlooks Boca Ciega Bay. The large primary bedroom offers a walk in closet and ensuite bath. Town Shores offers a true resort-style lifestyle with exceptional amenities, including four heated pools, a fitness center, his-and-hers saunas, tennis and pickleball courts, shuffleboard courts, marina access, and beautifully maintained waterfront grounds. Ideally located just minutes from world renowned Gulf beaches, and of course shopping, restaurants and weekly markets in bustling downtown Gulfport. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this is your chance to own a slice of paradise. All information is deemed correct and should be verified by interested parties.

5925 Shore Boulevard S Unit 302, Gulfport
$250,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to the highly sought-after Fairfax Building in Town Shores of Gulfport! This beautifully renovated first-floor condo offers the perfect blend of modern luxury and effortless Florida living. Every detail has been thoughtfully updated, making this home truly move-in ready. The stunning interior features porcelain tile flooring throughout, hurricane-impact windows and exterior doors, interior doors and baseboards, and a beautifully redesigned kitchen with shaker cabinetry, quartz countertops, a large movable island with abundant storage, a farmhouse sink, and stainless steel appliances. The bathroom showcases a spacious walk-in shower with glass enclosure, a new vanity, updated fixtures, and designer finishes. Additional improvements include a 2025 HVAC system, an updated electrical panel, and ceiling knocked down and re-done (NO popcorn).Enjoy assigned covered parking in the newly updated carports, coffee on your patio and an unbeatable location just steps from one of the community's four heated pools. The Fairfax Building also offers exceptional value with a new roof, low monthly maintenance fees, completed Milestone Inspection and Structural Integrity Reserve Study (SIRS), no pending assessments, and a pet-friendly community. Nestled in Historic Gulfport, Town Shores offers a vibrant, walkable lifestyle just moments from charming restaurants, unique boutiques, art galleries, and the beautiful waterfront along Boca Ciega Bay. Residents enjoy an active social calendar and exceptional amenities, including four heated pools, tennis and pickleball court, bocce ball, shuffleboard, a clubhouse, fitness center, and first-come, first-served boat slips when available. Ideally located just 15 minutes from St. Pete Beach, vibrant downtown St. Petersburg, premier shopping, and only 25 minutes from Tampa International Airport, this exceptional location offers the very best of Florida's Gulf Coast lifestyle. Whether you're searching for a seasonal getaway or your full-time Florida home, this condo is an outstanding opportunity.

5935 30th Avenue S Unit 104, Gulfport
$299,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Unmatched Views & Value: Make This 10th-Floor Windsor Condo Your Own. Experience sweeping water views and incredible value in this 10th-floor, 2-bedroom, 2-bath residence located in the highly desirable Windsor House 55+ community at Town Shores of Gulfport. Unit 1002 is a fantastic opportunity for buyers looking to build equity and customize their waterfront living experience. This is the perfect blank slate for your modern upgrades and coastal vision. Step inside to an open-concept floor plan filled with natural light, offering commanding views of Boca Ciega Bay from nearly every room. The spacious living and dining areas open to large picture windows where you can watch daily dolphin shows and take in the vibrant sunsets over the iconic Don CeSar Hotel. The kitchen layout is ideally situated for entertaining and features generous storage, reverse osmosis water filtration, and a gas stove. Town Shores offers an active, maintenance-free coastal lifestyle with a full calendar of social events. Just outside your elevator-equipped building, you have access to resort-style amenities including four pools, a marina, a fitness center, a dog run, and courts for tennis, pickleball, shuffleboard, and bocce ball, plus a vibrant clubhouse featuring a library, billiards, card rooms, and a ballroom. This residence includes a covered carport to keep your vehicle shaded and offers ample guest parking. Best of all, you are just a short stroll from the charming downtown Gulfport waterfront district, brimming with award-winning dining, entertainment, and art. Secure premium views with the freedom to upgrade on your terms and create your coastal paradise.

6020 Shore Boulevard S Unit 1002, Gulfport
$185,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
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, Gulfport
$259,000
1 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
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, Gulfport
$249,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome Home to Town Shores of Gulfport! Experience the best of Florida waterfront living in this vibrant 55+ community nestled along the scenic shores of Boca Ciega Bay in the charming and friendly town of Gulfport. This spacious corner-unit condominium offers approximately 1,250 square feet of comfortable living space, featuring 2 bedrooms, 2 bathrooms, an open-concept floor plan, abundant natural light from multiple windows, and beautiful water views. The well-appointed island kitchen provides ample storage, a gas range, and plenty of space for preparing meals and entertaining guests. The bright and airy living areas create an inviting atmosphere that perfectly complements the relaxed coastal lifestyle. Beyond the residence itself, Town Shores offers an exceptional array of amenities and activities designed for active living. Residents enjoy multiple heated pools, pickleball and tennis courts, bocce ball, art programs, a marina, kayak storage, and a full calendar of social events and community activities. Located just steps from the beach and only a few blocks from Gulfport's lively Beach Boulevard district, you'll find an eclectic mix of restaurants, art galleries, boutiques, and waterfront bars. Whether you're seeking casual dining, fine cuisine, local art, or vibrant nightlife, Gulfport's unique charm is right outside your door. Come discover why Town Shores is more than a place to live—it's a welcoming waterfront lifestyle.

6025 Shore Boulevard S Unit 415, Gulfport
$172,000
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
$245,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Stunning 2 bedroom, 2 bath COMPLETELY REMODELED condo in bustling & coveted waterfront Gulfport. With marina views right from your front door & Florida room, just step outside to see dolphins or go fishing. Enter into a large living/dining room combo boasting shiplap walls and built-in cabinetry and shelving. Fresh paint throughout, two sizable bedrooms, newer double paned windows (2021), newer AC (2023), BRAND NEW ceramic wood look tile flooring throughout (2026), newer electrical outlets, upgraded fans and lighting, and a Chef's dream kitchen. The kitchen features recess dimmable lighting, butcher block counter tops, new sink & Kohler fixtures, newer stainless steel appliances, gas stove, newer shaker cabinets, and leads into a sunny Florida room that overlooks one of 4 Town Shores pools and a water view of Boca Ciega Bay. Gorgeous guest bathroom was totally remodeled in 2026. Enjoy shuffleboard, tennis & pickleball courts, kayak storage, fitness center with his and hers saunas, billiards & poker room, and the many gatherings the community puts together. Located within walking distance to all downtown Gulfport has to offer- weekly markets, festivals, shops, live music, restaurants, and bars. Steps away from the water and minutes from world renowned Gulf Beaches. 30 minutes to 2 international airports. Unit includes 1 Carport (#41) and plenty of guest parking is available. FURNITURE IS NEGOTIABLE. **Service and Emotional Support Animals Allowed!** All information is deemed to be accurate and to be verified by buyer.

2960 59th Street S Unit 310, Gulfport
$164,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
PRICE IMPROVEMENT!! Don’t miss out on this LIGHT, 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. 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
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
$195,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to Town Shores, a highly sought after 55+ community in Gulfport, nestled along beautiful Boca Ciega Bay. this spacious 2-bedroom, 2-bathroom condominium offers approximately 1250 sq. ft of comfortable living space, featuring a bright and airy layout with generous living and dining areas, ample storage, and great potential to make your own. Enjoy resort-style amenities including multiple heated pools, a vibrant clubhouse, tennis and pickle ball courts, shuffleboard, and a scenic waterfront picnic area-perfect for soaking in Florida's coastal lifestyle. Ideally located just minutes from charming downtown Gulfport, where you'll find local shops, restaurant, hi art galleries and easy access to stunning Gulf Beaches. A wonderful opportunity to own your slice of paradise in a welcoming, amenity-rich community. The Manchester does not require a one-year ownership period prior to leasing. Owners may lease their unit subject to HOA approval and avalabilty within the community's rental cap.

6025 Shore Boulevard S Unit 303, Gulfport
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