South Pasadena Homes with Association Recreation - Owned Community Features

South Pasadena Homes with Association Recreation - Owned Community Features

Welcome to South Pasadena, Florida, a charming coastal city nestled in the heart of Pinellas County. Just a stone's throw away from the stunning Gulf of Mexico, South Pasadena offers a perfect blend of small-town charm and modern conveniences. With its picturesque streets, lush parks, and vibrant community spirit, this city is a hidden gem for those seeking a serene yet engaging lifestyle.

One of the standout features of South Pasadena is its diverse selection of homes, many of which are part of association recreation-owned communities. These communities provide residents with exclusive access to top-notch amenities, fostering a sense of belonging and enhancing the quality of life. Picture yourself unwinding by the sparkling pool, enjoying a game of tennis, or taking leisurely strolls through beautifully landscaped grounds. These recreational facilities not only promote an active lifestyle but also create opportunities for socializing and building lasting friendships.

In addition to its recreational offerings, South Pasadena boasts a rich cultural scene, with local art galleries, quaint boutiques, and delightful dining options that cater to every palate. The city's prime location means that residents are just minutes away from the pristine beaches of St. Pete and the vibrant nightlife of downtown St. Petersburg.

Whether you’re a young professional, a growing family, or a retiree looking for a peaceful retreat, South Pasadena has something for everyone. Discover the warmth of community living in a city that perfectly balances leisure and lifestyle. Come explore South Pasadena, where your dream home awaits!

Newest South Pasadena Homes with Association Recreation - Owned Community Features

$625,000
2 Beds 2 Baths Harbourside Condo SubDv. 33707 Zip Code
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 2023 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

$195,000
2 Beds 2 Baths Shore Towers Bldg SubDv. 33707 Zip Code
Welcome to waterfront living at Shore Towers, a 55+ community where sweeping views of Boca Ciega Bay set the stage for the Florida lifestyle! This fourth-floor, two-bedroom, two-bathroom condo offers 1,075 square feet of comfortable living space with an open, inviting layout and wood-look flooring throughout. The updated kitchen features granite countertops, abundant cabinetry, stainless-steel appliances, a desirable gas range and an expansive breakfast bar that opens to the main living area, ideal for casual dining and entertaining. Just beyond the living room, the spacious Florida room is surrounded by windows showcasing beautiful views of the bay and manicured waterfront grounds. Use this versatile space for dining, relaxing, a home office or simply watching the boats pass by. Hurricane windows and remote-controlled hurricane shutters provide additional protection and peace of mind. Both bedrooms offer generous space and ample closet storage, while two full bathrooms add everyday convenience. Additional storage is included for all your beach gear and everyday essentials. Shore Towers offers an impressive waterfront setting with a resort-style pool, private fishing dock, shuffleboard, community laundry room and elevator. Residents also enjoy a secure-entry clubhouse with exercise equipment and seasonal social events, including holiday parties. Launch your kayak directly from the property, then return for an afternoon by the pool or an evening cookout at the waterfront patio featuring BBQ grills and outdoor dining. Kayak storage is included, and the owners are leaving a kayak for the new owner to enjoy. This is your opportunity to experience relaxed waterfront living on beautiful Boca Ciega Bay!

1868 Shore Drive S Unit 409, South Pasadena

$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

$215,000
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code
Are you ready for the 55+ Florida lifestyle in the waterfront town of Gulfport? The city is packed full of uniqueness, and Town Shores of Gulfport is packed full of amenities: 4 heated pools (3 with direct waterfront views), 2 boat docks with space for approximately 40 boats or jet skis, 4 swing parks throughout the community plus a dog park, kayak storage and launch area, walking paths along the concrete seawall, and beautiful views of Boca Ciega Bay and the Pinellas Bayway bridge. The recently renovated clubhouse offers an arts and crafts room, pool tables, table shuffleboard, card and game tables, kitchen and dining halls, an entire puzzle room, library, dance classes, plenty of planned events, and even a secure place to shred sensitive documents. You can walk to Gulfport Beach with its volleyball courts and playground. Less than a mile from the condo, Beach Blvd S is lined with restaurants, bars and shops. Even closer to home, you'll find a comfort-food breakfast and lunch diner, fine dining restaurant, small grocery store, and peaceful walks around Ibis Park and its pond. Bring some food for the turtles. Two major grocery stores and additional shopping are about 2½ miles away, and St. Pete Beach is approximately 5 miles from home. Fairfax House is one of 18 buildings in Town Shores of Gulfport and has one of the lowest monthly dues in the community. It also allows 1 pet up to 20 lbs—something only a limited number of buildings in Town Shores permit. The association is fully funded, and monthly dues actually decreased by $59 in 2026. The building was recently painted, and a new roof was installed in August 2026. The location of Fairfax House within the community is terrific, with easy access in and out. One of the community's four pools is at the end of the street. This condo comes with a covered carport close to the unit—not every condo in Town Shores has covered parking. There's also covered bicycle storage just one floor below, a shared laundry room with plenty of machines on the same floor, and a convenient trash chute. The condo also includes locked corridor storage #214. And then there's the condo itself. This corner unit, with extra living room and kitchen windows, just gleams. The south-side windows were replaced with impact-rated windows in 2022. The remodeled kitchen has granite counters, plenty of real wood cabinetry and pull-out lower drawers for easy access to kitchen and pantry items. There's a dual stainless-steel sink with sprayer faucet and soap dispenser, plus equipment for a water filtration system that is currently not connected. And one of my favorite features: a gas cooktop—a real rarity in our area! The condo doesn't have an individual water heater because hot water is provided by the association using natural gas. The Florida room is the showstopper, with a wall of windows framing expansive harbor views, Pelican Bay Marina, swaying palms and sparkling water. Wake up to the water from the primary bedroom, which has an en suite bathroom with a heat lamp and a walk-in closet. A hallway of additional closet storage leads to the guest bathroom and 2nd bedroom. The oversized bedrooms are split from each other, adding extra privacy. The entire condo was just painted, the A/C was replaced in 2022, and this place is move-in ready. If you're ready to explore the 55+ Gulfport lifestyle, call your Realtor and schedule an in-person showing. Out of town? Just let us know and we'll arrange a virtual showing.

5935 30th Avenue S Unit 214, Gulfport

$199,900
2 Beds 2 Baths Shore Towers Building SubDv. 33707 Zip Code
Virtually Staged. Welcome to Shore Towers, an incredible waterfront 55+ community where beautiful views of Boca Ciega Bay set the backdrop for this spacious 2-bedroom, 2-bath condo in the heart of South Pasadena. Clean, well maintained, and move-in ready, the residence features an open living and dining area, updated bathrooms, a newer HVAC system, and hurricane-impact glass sliders off both the living room and primary bedroom. Large windows bring in plenty of natural light while making the waterfront setting part of the everyday view. The spacious kitchen offers ample cabinetry and counter space, a gas cooktop, and plenty of room to make it your own with future updates. Beyond the condo, Shore Towers offers an impressive lineup of amenities for enjoying the Florida lifestyle, including a waterfront pool, shuffleboard courts, grilling and outdoor dining areas, and a private dock ideal for fishing, kayaking, or paddleboarding. The clubhouse adds a fitness center, billiards, social spaces, and a full kitchen, with plenty of opportunities to stay active and connect with neighbors. Located along scenic Shore Drive, you’re just minutes from St. Pete Beach and approximately 15 minutes from Downtown St. Petersburg, with shopping, dining, entertainment, and some of the area’s best waterfront destinations all close by. Whether you’re looking for a full-time residence or a part-time escape, unit 106 offers a wonderful place to call home!

1868 Shore Drive S Unit 310, South Pasadena

$169,900
1 Beds 1 Baths Bay Island Group 9 SubDv. 33707 Zip Code
PARADISE IS CALLING ~~ Super cute, cozy, waterfront condo that is located in the well sought after ESSEX building in this popular, guard gated 55+ community of BAY ISLAND. This condo is perfect as a "WINTER GET-AWAY or a wonderful FULL TIME RESIDENCE. Enjoy the panoramic water views of Boca Ciega Bay and be entertained by the many dolphins that frolic in the waters below and the many birds that soar above the sparkling waters. This lovely unit provides a Great Room concept, open kitchen with 42 inch cabinets, appliance package, coordinating backsplash and breakfast bar for on-the-go snacking. The Bathroom is cheerful with a modern look offering a single sink vanity with cabinet storage, overhead accent shelf/cabinet and full tub/shower combination. Neutral in color ~ this provides a blank slate to make it your own by adding the calming coastal watercolor hues. Step into the Primary Bedroom which offers a full walk-in closet, sliders that lead to a private covered waterfront balcony and plenty of interior wall space to strategically place furniture for optimum usage. This easy care unit showcases full tile flooring throughout, neutral paint, storage closets in both the hall and bedroom. Electric storm shutters provide the ultimate in storm protection for the Balcony slider as well as the front Picture Window. A covered carport dedicated to this unit is also included in the sale. THE ESSEX at BAY ISLAND has an elevator, individual storage lockers for all units and a waterfront pool with outside bathrooms. There is also a workshop in the building for the owners to use, which is a welcome amenity. General Laundry facility in building. HOA FEES include water, sewer, trash and more. There is a scenic 1.5 mile waterfront walkway around the community, 6 pools, Clubhouse with Social Director, marina, fitness center with both women's and men's saunas, tennis courts, car wash and more! Enjoy the many social events and meet new friends in this active 55+ community. Bay Island is minutes to some of the beautiful beaches, artsy Gulfport, trendy downtown St. Petersburg and South Pasadena where you will find unique restaurants, shopping and more. Isn't it time to make this place YOUR PARADISE. Call for your private viewing today!!

7665 Sun Island Drive S Unit 409, South Pasadena

$259,000
2 Beds 2 Baths Golfview I Condo SubDv. 33707 Zip Code
Contemporary style, a functional open floor plan, and an exceptional location come together in this tastefully updated 2-bedroom, 2-bath condo in Golfview I Condominiums. Situated directly across from Stetson University College of Law, you'll be minutes from Gulfport's lively waterfront district, eclectic Beach Boulevard, award-winning Gulf beaches, downtown St. Petersburg, and countless destinations for dining, shopping, entertainment, and recreation. Designed for easy living, the floor plan flows naturally from the spacious living room into the dining area and kitchen, creating comfortable spaces for everyday life and effortless entertaining. Gleaming wood floors bring warmth to the living room, while tile flooring throughout the remainder of the home offers durability, low maintenance, and a cohesive look. Neutral finishes provide the perfect backdrop for virtually any decorating style. The kitchen combines clean design with everyday practicality, featuring granite countertops, stainless steel appliances, and a dedicated glass washer at the sink—a thoughtful upgrade that's rarely found. Just beyond, the adjoining dining area offers an ideal setting for everything from a quick breakfast before work to leisurely dinners with family and friends. The primary suite includes a private bathroom, while the second bedroom features an oversized double closet and convenient access to the hall bath. A separate laundry room with washer and dryer keeps household tasks neatly tucked away. The A/C was replaced six years ago, and the water heater was installed in 2016. Bordering the Pasadena Yacht & Country Club golf course, Golfview I offers residents beautifully landscaped grounds, a saltwater swimming pool, gazebo and lounge areas, perfect for unwinding after a day at work or on the golf course. Two furnished guest suites are available for rent by family and friends of residents, subject to availability and advance reservations, making extended visits easy and comfortable. The community welcomes up to two pets, cats or dogs, with a maximum weight of 50 pounds/dog. Owners may lease their unit with a minimum rental period of only three months, providing excellent flexibility for seasonal residents, investors, or anyone seeking additional options for future use. Living in Gulfport means becoming part of one of Tampa Bay's most distinctive communities. Known for its vibrant arts scene, independently owned restaurants, galleries, boutiques, live music, festivals, weekly markets, historic Casino Ballroom, marina, and year-round community events, Gulfport offers a character all its own. Spend the afternoon exploring Beach Boulevard, enjoy dinner overlooking Boca Ciega Bay, browse the monthly Art Walk, paddle through nearby waters, or gather with friends to watch another unforgettable Florida sunset. There is always something to experience. Whether you're searching for a primary residence, a winter escape, or an investment opportunity, this move-in-ready condo offers an outstanding opportunity to enjoy the Gulfport lifestyle while staying close to everything that makes the greater St Petersburg area one of Florida's most desirable places to live.

6100 Gulfport Boulevard S Unit 405, Gulfport

$799,000
3 Beds 2 Baths Harbourside Condo SubDv. 33707 Zip Code
Welcome to Beachwalker at Harbourside Building 9 unit 408. This corner unit has 2 Bedrooms, 2 Baths and Den or 3rd bedroom. There are two balconies, one with hurricane shutters on the West side and the East side balcony has a wraparound balcony off kitchen and den. Upgrades include: new washer dryer, two pantries in the eat in kitchen with stainless steel appliances, granite throughout including kitchen and baths. Both Primary & guest baths have been upgraded with tiled shower and flooring. Hardwood Flooring throughout except for bedrooms which have Carpet. Recessed lighting throughout, two niches one in Kitchen and one in Foyer. Custom built buffet in dining room and kitchen breakfast bar. Crown molding with casing around windows and doors, 4" baseboards, three ceiling fans with lights and remotes. AC 2018 and hot water heater 2006 Garage parking space #54 and assigned storage unit 408 on floor. Tenant in place, 30 days notice to vacate. This is your opportunity to experience the best of Beachwalker at Harbourside with resort-style island living. • Abundant Marine Life: Frequent sightings of dolphins, manatees, and various sea birds are common in the calm, protected waters of the Intracoastal Waterway and shallow bay areas. • Stunning Sunsets: West-facing balconies provide prime, unobstructed views of the sun setting over the water. • Active Waterways: You can watch a constant parade of sailboats, yachts, and other vessels, making the view dynamic and interesting • Interior highlights Flexible living space: • Spacious primary suite: Offers a walk-in California closet with built in storage. • Convenient laundry. • Quality construction: Solid steel reinforced concrete construction was used by JMC Communities, the original builder, rather than concrete blocks. Penthouse exclusives • One assigned parking space under the building (#54). •: A large, conveniently located storage unit near the elevator is also included #408 and another on balcony. Resort-style amenities • Pools and recreation: Six swimming pools, five tennis courts with two pickleball courts, and shuffleboard. • Fitness and relaxation: Two fitness centers, a Jacuzzi, and saunas. • Convenience for residents: Three outdoor grills, a three-station car wash with vacuum and air, and electric car charging stations. • Waterfront access: The marina has three docks and 87 deeded slips, which are available for rent or purchase from other owners. • Clubhouse features: A card room, billiard room, library, woodwork shop, and a grand room with a kitchen for events. • Outdoor activities: A 1.5-mile walking trail around the island offers a chance to see dolphins, manatees, and seabirds. • Pet-friendly policy: Allows one pet per unit up to 20 pounds. This is your opportunity to experience the best of Beachwalker at Harbourside and resort-style island living.

7974 Sailboat Key Boulevard S Unit 408, South Pasadena

$159,000
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code
A first-floor corner home in Gulfport's Town Shores with a covered carport spot (furnishings negotiable)—a welcoming 55+ waterfront community on Boca Ciega Bay—does not come along every day- this one. This bright 2-bedroom, 2-bath Jamison House residence offers 1,170 square feet, windows on three sides, mature landscaping and true ground-floor living. The lifestyle begins right outside your door with one of the community's four heated pools—The Jamison's pool was just renovated and is HEATED year round, directly off your back patio - plus tennis, pickleball, bocce, shuffleboard, fitness room, saunas, billiards, library, ballroom, marina and kayak launch. Historic Gulfport’s beach, Williams Pier, restaurants, colorful shops and live entertainment are only a few blocks away. The seller reports that this unit did not experience interior flooding during the 2024 hurricanes. Inside, white Shaker-style cabinetry, warm butcher-block countertops and stainless steel appliances give the updated kitchen a crisp coastal feel. The split-bedroom layout adds privacy, while the spacious primary suite offers an updated private bath and walk-in closet. A garden-view Florida room works beautifully as an office, reading room or morning-coffee retreat, and tile flooring keeps upkeep simple. Less upkeep, more Gulfport—and a first-floor corner unit worth seeing. All information to be verified with the HOA. Boat slips are available on a 1st come 1st serve basis.

2960 59th Street S Unit 101, Gulfport

$550,000
3 Beds 2 Baths Pelican Bay Yacht Club Condo Bldg A SubDv. 33707 Zip Code
Set within the exclusive gates of Pasadena Yacht & Country Club, Pelican Bay Condominiums offers the kind of resort-style waterfront lifestyle buyers seek but rarely find—secure, beautifully maintained, private, and close to everything that makes Gulf Coast living so desirable. This impressive 6th-floor CORNER UNIT residence offers 3-bedrooms, 2-bathrooms, and approximately 1,912 heated square feet, with expansive views overlooking the pond, neighborhood, Boca Ciega Bay, and even a glimmer of the Gulf of Mexico. A spectacular wraparound balcony—approximately 70 feet in length—extends the living space outdoors and offers direct sliding-door access from the living room, dining room, primary suite, and one of the guest bedrooms, making indoor-outdoor living feel effortless. Sunlight pours through the floor-to-ceiling windows, enhancing the open living and dining areas and creating an airy, inviting atmosphere that feels connected to the serene landscape from nearly every angle. Each bedroom is generously sized, while the primary suite offers an en suite bath and two walk-in closets, delivering the comfort, storage, and privacy expected in a premium corner unit condominium. Added conveniences include an in-unit laundry, a private storage closet, and reserved 2nd-level parking garage, thoughtful features that make daily living easier and more enjoyable. With its generous scale, exceptional views, and highly desirable address, this residence is ready to enjoy as-is or transform into a stunning modern showplace tailored to your personal style. Pelican Bay residents enjoy an impressive collection of in-building amenities, including a social room with a full kitchen, fitness room, library, and gathering spaces designed for connection and convenience. A heated pool, spa, and clubhouse—reserved exclusively for Pelican Bay Buildings A and B—are included in the dues, adding everyday resort-style enjoyment without leaving the community. Ample guest parking makes it easy to welcome family and friends. For those seeking a truly elevated lifestyle, Pasadena Yacht & Country Club offers optional membership opportunities—and ownership here provides the valuable privilege of bypassing the lengthy waitlist for a coveted golf membership. PYCC is undergoing a state of the art multi-million-dollar renovation to the golf course, fitness center, and marina. The club features an 18-hole championship golf course, driving range, marina, Olympic size pool, tennis center, clubhouse with locker facilities, multiple dining venues, private function rooms, sports and pool bars, a pro shop. The state-of-the-art APeX Wellness Center is under construction and will be opening in 2027. Beyond the gates, the location is just as compelling: minutes from Florida’s award-winning Gulf beaches, the vibrant dining, arts, and cultural energy of downtown St. Petersburg, and approximately 30 minutes from Tampa International Airport. From its sweeping views and wraparound balcony to its premier amenities and rare country club access, this western facing 3-bedroom corner unit offers a lifestyle that is private, polished, and unmistakably coastal.

5950 Pelican Bay Plaza S Unit 601, Gulfport

$399,900
3 Beds 3 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code
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, Gulfport

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