St Pete/South Pasadena/Gulfport/St Pete Bch Homes with Pickleball Court(s) Amenities

St Pete/South Pasadena/Gulfport/St Pete Bch Homes with Pickleball Court(s) Amenities

Welcome to the vibrant region of St. Pete/South Pasadena/Gulfport/St. Pete Beach, located in sunny Florida, specifically in Pinellas County. Nestled within this area is the charming city of South Pasadena, known for its picturesque surroundings and laid-back coastal lifestyle.

If you're a fan of staying active and enjoy the outdoors, you'll be delighted to discover homes in this region that come with the sought-after amenity of Pickleball Courts. Embrace a healthy and social lifestyle right at your doorstep with these fantastic amenities. Whether you're a seasoned pro or looking to pick up a new hobby, having a Pickleball Court in your community provides endless opportunities for fun and fitness.

Imagine starting your day with a friendly match on the court, followed by a refreshing dip in the pool or a relaxing stroll along the sandy beaches of St. Pete Beach. With homes offering Pickleball Court amenities, staying active and connecting with neighbors who share your interests has never been easier.

Experience the best of Florida living in this region, where charming communities, beautiful beaches, and exciting recreational opportunities await. Discover your dream home with Pickleball Court amenities and start enjoying the ultimate Florida lifestyle today.

Newest St Pete/South Pasadena/Gulfport/St Pete Bch Homes with Pickleball Court(s) Amenities

7300 Sun Island Drive S Unit 701, South Pasadena
$450,000
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 15 SubDv. ⋅ 33707 Zip Code
Welcome to 7300 Sun Island Dr. #701 at Bay Island in South Pasadena. This sought after end unit residence features 73 feet of wrap-around balconies with spectacular water views of Boca Ciega Bay, the intercoastal waterway, and the Bay Island marina. This beautifully appointed condo is being sold fully furnished, turnkey and truly move-in ready - offering a seamless indoor-outdoor living space and Gulf coastal breezes! Thoughtfully renovated with attention to detail, featuring plantation shutters, plantation bifold doors, custom door casings and 6 inch baseboards. The updated kitchen features a generous open floor plan, newer stainless steel appliances, and east facing windows for your morning sunrises. The split-bedroom layout features a primary waterfront suite with an ensuite bath and walk-in closet. The second bedroom offers balcony water views and works well for guests or as a home office suite. At 1,375 sq. ft. the 2 bedrooms, living room and dining area are spacious, filled with natural light, all with expansive water views! An in-unit full size washer and dryer adds to your convenience, this unit also offers plenty of inside storage - plus a utility closet located off the balcony, and 2 additional assigned walk-in storage units, 1 on the ground floor and the other on the 7th floor next to the elevator. Reverse osmosis system under kitchen sink, HVAC 2018, both HVAC and reverse osmosis system recently serviced. 3 large flat screen TV's included, windows and doors 2020 and new Admiral building roof 2026. As an added bonus 701 features a private gated front entrance balcony with water and sunrise views. This residence comes with a covered parking space, just steps away from the building's front entrance and plenty of visitor parking for your family and guests. For your peace of mind and comfort this end unit comes with electric roll down balcony shutters, and hurricane impact windows and sliders. Entering the building you'll find a newly renovated lobby area, 2 large elevators and a large newly remodeled leisure room with water views and a full catering kitchen. The Admiral Building at Bay Island is a 55+ waterfront gated community that offers an almost endless list of amenities including 6 heated pools, 2 spas, tennis and shuffleboard courts, pickleball, waterfront walking and jogging trails, dog walking areas, on-site marina and fishing dock access, outdoor grilling stations and tiki huts, fitness center, clubhouse space, billiards, plus an active social calendar. Bay Island community has a rear axillary one-way exit bridge to Pasadena Ave. The Admiral building has passed the Milestone and Structural Integrity Reserve Studies. Just minutes from the 'Old Florida' charm of Gulfport, the beautiful sands of St. Pete Beach and Treasure Island, great restaurants, shopping, galleries, vibrant downtown St. Pete, and 2 International Airports - The Admiral at Bay Island is the perfect balance for today's Florida living. Buyer and buyer's agent to verify all information and measurements.

7300 Sun Island Drive S Unit 701, South Pasadena
3128 59th Street S Unit 203, Gulfport
$120,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Freshly cleaned and painted condo. Well priced move in ready, partially furnished. New A/C System installed 3 years ago. Convenient curb parking. Town Shores features 4 heated pools. Updated Clubhouse, meeting rooms, pool tables, library, puzzle room, poker room and club room and kitchen for parties etc. Stroll to down town Gulfport daily for the Open Air Market on Tuesdays for fresh produce. Restaurants Vendors and Social Affairs. Live Theater, Library, Community and Senior Center for many activities.

3128 59th Street S Unit 203, Gulfport
6075 Shore Boulevard S Unit 512, Gulfport
$164,900
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Coastal living at it's finest is achieved in this fully furnished 1 bedroom, 1 bath condo in Town Shores, a 55+ community in charming Gulfport. The open layout features 1,060 square feet of living space and connects a spacious kitchen, dining area and inviting living room, creating a comfortable setting for everyday living and entertaining. Ceramic tile floors complement the kitchen’s wood cabinetry, granite countertops, gas cook top range, stainless steel appliances and large island, offering ample space for meal preparation and casual gatherings. The living room and sitting area capture sweeping water views, providing a peaceful backdrop for morning coffee or an afternoon with a favorite book. The main bedroom features cozy carpeting, an abundance of natural lighting, serene water views, and a large walk-in closet. There's also assigned parking for everyday convenience and a large community laundry area. Additional storage, resort style sparkling pools, Tennis and shuffleboard courts are included along with a location within a short distance to downtown Gulfport’s shopping, waterfront dining and local favorites such as Pia’s and Tommy’s. Nearby recreation includes a public gym, basketball courts, boat docks, walking trails and Gulfport beach, all with the area’s top rated Gulf beaches and downtown St. Petersburg a convenient drive away. Whether you’re seeking a year-round home or a furnished seasonal retreat, this condo combines beautiful views, thoughtful features and easy access to the Florida lifestyle.

6075 Shore Boulevard S Unit 512, Gulfport
5980 Shore Drive S Unit 901, Gulfport
$375,000
3 Beds ⋅ 3 Baths ⋅ Town Shores SubDv. ⋅ 33707 Zip Code
Diplomat building, newly painted, newer flake & Epoxy flooring on walkways and laundry rooms, carport roofing recently cleaned (power washed), lush maintained landscaping, breathtaking views of Boca Ciega Bay and glorious sunsets. Enjoy living in this beautiful east end unit at Town Shores of Gulfport. You have your own oasis at the end of the hallway with full water views, loads of shade and privacy. The condo is protected with hurricane shutters for those yearly storms we may get in the summers. Stone countertops speak of an updated kitchen, upgraded maple cabinets, dishwasher, microwave, refrigerator featuring all the comforts of home. Enjoy the bonus of a full size Washer and Dryer. What a benefit for a new owner. A must see for anyone thinking of buying a waterfront condo.

5980 Shore Drive S Unit 901, Gulfport
5955 30th Avenue S Unit 310, Gulfport
$230,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
This is not your typical Town Shores unit. From the moment you enter this beautifully reimagined waterfront residence, the quality of the renovation is unmistakable. Every surface, finish and detail has been thoughtfully selected and professionally executed, creating a home that feels entirely fresh, sophisticated and complete. There is simply nothing left to do, and the result is exceptional. The spacious 1-bedroom, 1-bath floor plan offers an impressive 1,060 square feet, with wide-open living and dining spaces culminating in a wall of windows overlooking the water toward the luxury homes of Skimmer Point. It is a remarkable view and an equally beautiful backdrop after dark, when the lights begin to reflect across the water. The kitchen is exceptional, with finely finished cabinetry, quartz countertops, a striking backsplash, stainless steel LG appliances and a gas range. The same attention to quality continues throughout the residence, from the flooring and lighting to the completely redesigned bath with its oversized walk-in shower, beautiful tilework and abundant storage. Even the details that are often overlooked in a renovation have been addressed. Extensive permitted work included remodeling, electrical, plumbing and HVAC, resulting in a residence that has been comprehensively renewed rather than cosmetically updated. And then there is Town Shores itself. This established 55+ waterfront community offers four heated pools, a clubhouse, fitness center, tennis and pickleball, shuffleboard, bocce, fishing, marina and docks, with boat slips available separately as availability permits. The $777 monthly condominium fee includes an unusually broad range of services, including cable TV, internet, natural gas, water, sewer, trash, exterior and grounds maintenance, pest control, pool maintenance and recreational facilities. Gulfport's waterfront district, public beach, restaurants, galleries, shops, Tuesday Fresh Market and First Friday Art Walks are just minutes away, with downtown St. Petersburg and the Gulf beaches within easy reach. If you have been waiting for a Town Shores residence where “move-in ready” genuinely means there is nothing left to do, this is it.

5955 30th Avenue S Unit 310, Gulfport
6060 Shore Boulevard S Unit 200, Gulfport
$560,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Unique East-Side Corner Condo with Amazing Water Views. Welcome to this immaculate, updated, 2-bedroom, 2-bathroom corner condo in the highly sought-after Buckingham Building at Town Shores of Gulfport. Conveniently provided as Turn-Key, including all the furniture, furnishings and fully equipped kitchen. Unique to the Buckingham building is a Balcony, and this east-side corner unit features a spacious wrap-around balcony with spectacular water views of Boca Ciega Bay, where you may spot dolphins, rays, and even manatees. Inside, you'll find tile flooring throughout, an updated kitchen featuring stone countertops, stainless-steel appliances, a gas range and a breakfast bar. Your very own in-unit washer and dryer, unique to the Buckingham, and kitchen water purification system add an extra touch of convenience. The home is equipped with a new 2-ton A/C installed in May 2025, complete with an extended warranty. Another highly desirable feature is the coveted covered parking space directly under the building. Storm protection is exceptional, with hurricane roll-down shutters on all the balconies, windows, as well as heavy-duty aluminum accordion shutters protecting the main living room and primary bedroom glass sliders. Town Shores is a vibrant 55+ community offering an incredible variety of amenities and activities, including tennis and pickleball courts, Bocce and shuffleboard courts, four heated swimming pools, Kayak storage and launch area, and Boat slips available for rent when available. The Clubhouse houses numerous amenities such as the Fitness center, billiards room, Library and more. Outside the community, the City of Gulfport provides a world of entertainment, shopping, and relaxation. The Gulfport Library, the Hickman Theater, public Tennis courts, Baseball field, the Casino with yearly events and let's not forget the Gulfport Beach! The Beaches and downtown St. Petersburg are all nearby adding opportunities to your active calendar. No pets allowed. Come see this Gem!

6060 Shore Boulevard S Unit 200, Gulfport
7300 Sun Island Drive S Unit 1104, South Pasadena
$430,000
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 15 SubDv. ⋅ 33707 Zip Code
WATER VIEWS FROM EVERY ROOM. Perched on the 11th floor of Bay Island, a gated 55+ community in South Pasadena, this 2-bedroom, 2-bath condo offers 1,310 square feet and sweeping views of Boca Ciega Bay, the marina, the Intracoastal Waterway, the Gulf of Mexico and the downtown St. Petersburg skyline. The kitchen was remodeled under a 2023 permit and features granite countertops, wood shaker cabinets, Italian marble accents and Samsung appliances. Additional updates include an LG washer and dryer, light fixtures and fresh interior paint. Hurricane shutters add peace of mind, while a split floor plan places the bedrooms on opposite sides of the home for privacy. Both bedrooms have walk-in closets, the primary suite has its own bath, and three storage rooms provide extra space. Ceramic tile and wood-look laminate flooring run throughout. The HVAC was updated in 2017. The monthly HOA fee covers cable, internet, water, sewer, trash, building insurance and 24-hour security. Enjoy six heated pools, spas, a fitness center with sauna, tennis and pickleball courts, shuffleboard, a clubhouse, library, fishing pier, boat slips and a 1.5-mile waterfront walking trail. A reserved covered parking space is included, with guest parking available. Located approximately 2 miles from St. Pete Beach, near Gulfport’s restaurants and art festivals, and about 20 minutes from downtown St. Petersburg. Schedule your private tour of Bay Island today. Optional turnkey furnishings are available and may be conveyed under a separate Bill of Sale.

7300 Sun Island Drive S Unit 1104, South Pasadena
7912 Sailboat Key Boulevard S Unit 201, South Pasadena
$759,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
Welcome to an extraordinary waterfront lifestyle in this beautifully renovated 2-bedroom, 2-bath corner condominium with den located in the highly sought-after, resort-style community of Harbourside. With more than $200,000 invested in impressive upgrades—including new plumbing—this remarkable residence is truly in a class of its own. Adding to this rare opportunity, a large boat slip with lift and boat may be purchased separately. From your private balcony, relax and take in beautiful southeasterly views of the Intracoastal Waterway, passing boats, dolphins, manatees, pelicans, and other marine life. The water views continue inside, filling the living room and primary bedroom with an ever-changing waterfront backdrop. The spacious 1,300-square-foot open floor plan is light, bright, and inviting, featuring 9-foot ceilings, no popcorn ceilings, and elegant crown molding throughout. Extensive improvements include porcelain plank flooring, new interior doors and lighting, and a beautifully remodeled primary bathroom with upscale cabinetry and fixtures. A new HVAC system was installed in 2026. Recently installed hurricane-impact windows and sliding glass doors provide full storm protection while showcasing the spectacular views. The open-concept kitchen is designed for both everyday living and entertaining, with GE Café appliances—including a double oven—quartz countertops, expanded cabinetry, and crown molding. The guest bathroom has also been completely updated. The den offers wonderful flexibility as a home office, television room, reading retreat, or overflow guest bedroom. Storage is plentiful, with a private balcony storage area and additional storage conveniently located near the elevator. The condominium includes under-building parking space #185, along with additional guest parking in front of the building. Harbourside buildings are constructed of solid steel-reinforced concrete, providing exceptional strength and a quieter living environment. Harbourside is a pet-friendly, guard-gated private-island community offering an incredible collection of resort-style amenities. Residents enjoy beautifully landscaped grounds, a marina with 87 deeded boat slips, kayak storage, five tennis courts with pickleball, six swimming pools, shuffleboard, saunas, a hot tub, and a scenic 1.5-mile waterfront walking trail. Additional amenities include separate men’s and women’s fitness centers, a country-club-style clubhouse with an active social calendar, three car-wash stations with vacuums and air, and electric-vehicle charging stations. All of this is just a short bike ride from the beach and close to shopping, restaurants, medical facilities, entertainment, vibrant downtown St. Petersburg, world-class Gulf beaches, professional sports venues, and international airports. Close to everything—yet a world away. This is waterfront resort living at its absolute finest! Harbourside is not an age-restricted community.

7912 Sailboat Key Boulevard S Unit 201, South Pasadena
5417 Essex Avenue S, Gulfport
$1,300,000
3 Beds ⋅ 3 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 3 bedrooms, 3 bathrooms, and 3,051 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready — a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring, and a whole-house reverse osmosis system deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport — the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5417 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.

5417 Essex Avenue S, Gulfport
6025 Shore Boulevard S Unit 304, Gulfport
$175,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
GORGEOUS WATER VIEW. Welcome to EXQUISITE WATERFRONT living in Unit 304 of the Manchester building in Town Shores, an exceptional 55+ community in the CHARMING town of Gulfport. This PARADISE is located directly on Boca Ciega Bay. This one bedroom, one bathroom unit provides nearly 1100 square feet of OPEN FLOOR PLAN living space! The MURPHY BED in the living room conveys with the sale and makes it a breeze to host guests. You won’t believe the OVER-SIZED living room, which boasts an entire WALL OF WINDOWS emphasizing the beautiful water view and inviting in tons of natural light and Florida sunshine. The large bedroom is complimented by a WALK-IN closet. The bathroom has been remodeled with a modern style vessel sink, large vanity, built in shelves, walk-in shower, and tile floors. Enjoy the convenience of a gas stove in the updated kitchen, which is highlighted with PENDENT LIGHTS at the bar, NATURAL STONE counters, and a large PANTRY. UNIT 304 HAS A DEEDED, COVERED PARKING SPACE. The Manchester building has a PRIVATE COURTYARD for lounging, grilling, and enjoying the waterfront. The building provides 2 laundry rooms, a building-specific Book Nook, allows for 1 indoor cat, and allows for LEASING within HOA approval and availability. The HOA includes water, gas, trash, recycling, cable, wifi, insurance, grounds, exterior, and pool maintenance. The Town Shores complex includes an array of RESORT STYLE AMENITIES including multiple heated pools, a MARINA, tennis courts, PICKLE BALL courts, shuffleboard, bocce ball, kayak storage and rental, art programs, a billiards room, library, clubhouse with a host of planned activities and social events for active living. Town Shores is positioned literally steps to GULFPORT BEACH and just a few blocks from Gulfport’s Beach Boulevard district. Gulfport is known as a small, colorful, walkable town with an Old Florida and artsy COASTAL CHARM. The Beach Boulevard district provides a host of casual dining, fine dining, art galleries, independent shops, and a vibrant night life. DON’T MISS THIS OPPORTUNITY TO HAVE IT ALL!

6025 Shore Boulevard S Unit 304, Gulfport
7922 Sailboat Key Boulevard S Unit 206, South Pasadena
$625,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
Virtually Staged. Breathtaking, wide expansive waterfront views and stunning sunsets greet you the moment you step into this fully renovated 2BR/2BA coastal oasis. Completely upgraded in 2019 with an uncompromising eye for detail, this move-in ready condo offers high-end modern finishes and total peace of mind. The gorgeous open kitchen boasts premium quartzite countertops, sleek shaker-style cabinetry, new stainless steel appliances, and added pantries and base cabinets for abundant storage. Both the primary and guest bathrooms have been completely upgraded with Calcite countertops, new elongated toilets, pristine glass enclosures, and walk-in showers dressed in modern designer porcelain tile. Premium upgrades continue with all-new A/C and water heater installed in 2026, high-impact windows, and protective storm shutters on the balcony sliders. Sparkling water views can be enjoyed from the kitchen, guest bedroom, living room, and the private balcony with cool decking coverage. The primary bedroom features its own spectacular wide-water backdrop. Complete with under-building parking space #18 and two private storage units (one on the balcony and one steps away by the elevator), this turnkey property truly has it all! Harbourside Community has a 24/7 Gate access with on duty Guard, the Amenities include, 6 swimming pools, 5 tennis courts with Pickle ball courts, 2 fitness centers, Men and Women's, Gyms, Jacuzzi, saunas, Shuffle board, outdoor grilling, 3 car wash station with vacuum & air, Car Charging station and Marina. There is no deeded slip to this unit but there may be slips available to rent or purchase from other owners. A Clubhouse with a full social agenda, Card Room, Library, Billiard room and wood working shop. This Paradise has a 1.5 mile waterfront walking trail around the Island. Harbourside is located just minutes from the Popular Pristine West Coast Fl beaches and Minutes from I 275 and Downtown St Petersburg where you can enjoy the St Pete Pier, Museums, Art Galleries, Dining and all the History of the City of St Petersburg. Come and enjoy Resort style living at it's best.

7922 Sailboat Key Boulevard S Unit 206, South Pasadena
6020 Shore Boulevard S Unit 211, Gulfport
$399,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Breathtaking Boca Ciega Bay views and beautiful sunsets take center stage in this oversized condo located in the highly sought-after 55+ community of Town Shores of Gulfport. From the moment you enter, your eyes are drawn to the expansive water views from the generous living and dining area, creating a beautiful backdrop for everyday living and entertaining. The primary suite features a walk-in closet, tons of natural light, and a private ensuite bath, while the spacious guest bedroom also offers a walk-in closet with a full guest bath conveniently located just outside the bedroom. The kitchen provides plenty of cabinet space and pantry. This condo has been thoughtfully updated with luxury vinyl flooring, a newly replaced bay window, and new HVAC in 2026. Additional conveniences include a private storage area and designated parking space. Town Shores is known for its impressive resort-style amenities, including four swimming pools, a marina with boat slips available for rent subject to availability, tennis, pickleball, bocce ball, shuffleboard, a fitness room, his-and-her saunas, and an expansive clubhouse featuring a large billiards room, multiple meeting spaces, and generous common areas. Best of all, you are just minutes from vibrant downtown Gulfport, where you can enjoy locally owned restaurants, shops, art, community events, and Gulfport Beach. Whether you are relaxing at home watching the sun set over Boca Ciega Bay or taking advantage of everything this active waterfront community has to offer, this is Florida living at its best.

6020 Shore Boulevard S Unit 211, Gulfport
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