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

5940 Pelican Bay Plaza S Unit 204, Gulfport
$484,900
2 Beds ⋅ 2 Baths ⋅ Pelican Bay Yacht Club Condo Bldg B SubDv. ⋅ 33707 Zip Code
"LIVE THE FLORIDA LIFE STYLE" Welcome to resort-style living in the highly desirable , guard gated community of Pasadena Yacht and Country Club. this 2-bedroom, 2-bath condominium offers a fresh, modern feel with a completely updated interior and attention to detail throughout, Enjoy a wonderful lifestyle surrounded by beautifully maintained grounds and an impressive selection of community amenities, including a heated swimming pool and club house."PET-FRIENDLY", too!!! Whether your looking for a full-time residence , a low-maintenance Florida retreat, this exceptional condo offers the perfect combination of comfort, convenience, and the exclusive life style of The Pasadena Yacht and County Club. LG Stainless steel appliances, stone counter tops, and a lovely electric fireplace, luxury vinyl flooring throughout. Don't miss previewing this lovely updated condo you won't be disappointed. Club memberships available, boat slips available for sale or rent.

5940 Pelican Bay Plaza S Unit 204, Gulfport
7871 Sailboat Key Boulevard S Unit 106, South Pasadena
$285,000
1 Beds ⋅ 1 Baths ⋅ Santa Maria Condo Sailboat SubDv. ⋅ 33707 Zip Code
**YOUR WATERFRONT RETREAT AWAITS AT HARBOURSIDE!** Imagine beginning your morning with coffee overlooking lush tropical landscaping, swaying palm trees, and beautiful open-water views. This furnished, FIRST-FLOOR, one-bedroom, one-bath condominium offers 915 square feet of air-conditioned living space PLUS a spacious enclosed waterfront porch in the desirable gated island community of Harbourside. Step inside and enjoy the natural light and beautiful views through the living room's expansive sliding glass doors. The open living and dining areas create a welcoming setting for everyday living and entertaining. One of the home's standout features is the generously sized enclosed porch, accessible from both the living room and primary bedroom. With floor-to-ceiling sliding windows, this versatile space offers plenty of room for dining, lounging, or simply relaxing while enjoying the tropical landscaping and expansive canal views. Open the windows to welcome the coastal breezes and enjoy the peaceful waterfront setting. The condo is offered FURNISHED, including a new refrigerator, making it easy to settle in and start enjoying the Florida lifestyle. The interior also offers an opportunity to add your own personal touches over time. Beyond your doorstep, discover the exceptional HARBOURSIDE LIFESTYLE! This beautifully landscaped island community offers tennis and pickleball courts, swimming pools, a hot tub, sauna, shuffleboard, fitness centers, boat docks, kayak storage, and a clubhouse with social activities, a library, game rooms, and woodworking facilities. Additional conveniences include EV charging stations and car wash bays. Enjoy leisurely walks along approximately 1.5 miles of waterfront pathways, where dolphins, manatees, and Florida's coastal birds are often spotted. Harbourside is a pet-friendly, ALL-AGES community with a 24-hour guarded entrance, conveniently located just minutes from the Gulf beaches, shopping, restaurants, and downtown St. Petersburg. **BEAUTIFUL WATER VIEWS, FIRST-FLOOR CONVENIENCE, AND AN EXCEPTIONAL WATERFRONT LIFESTYLE!** Explore the video and 3D virtual tours, then schedule your private showing and experience all that Harbourside has to offer!

7871 Sailboat Key Boulevard S Unit 106, South Pasadena
5980 Shore Boulevard S Unit 1006, Gulfport
$249,500
1 Beds ⋅ 2 Baths ⋅ Town Shores SubDv. ⋅ 33707 Zip Code
FANTASTIC BAY VIEWS FROM THIS 10th FLOOR CONDO! Enjoy breathtaking bay views and glorious sunsets from this beautifully furnished 10th floor condo! The updated kitchen features stone countertops, bright cabinetry, modern appliances and comes fully-stocked-perfect for the buyer who loves to cook and entertain. The home is tastefully furnished with beautifully crafted furniture and is ready for immediate occupancy, just in time for the 2026-2027 winter season. This is truly a "turnkey property". An additional partially enclosed room offers flexible space that can be used as a guest room, bonus room, or home office-all while enjoying beautiful water views. The Diplomat Building has undergone numerous recent improvements, including fresh exterior paint, new flake-and-epoxy flooring on walkways and in laundry rooms. Additional Upgrades include newly installed Carports, improved walkways and a storm-protection system designed to help prevent water intrusion into the lobby and elevators. The beautifully maintained lush landscaping adds to the property's appeal. Residents of "Town Shores" enjoy an impressive array of resort-style amenities, including four heated swimming pools, a clubhouse, bocce ball, shuffleboard courts, chair volleyball, a puzzle room, billiards, a poker room and a community room available to rent for special occasions. "Don't miss this opportunity to own a move-in-ready waterfront retreat with spectacular views, beautiful sunsets and an exceptional community lifestyle. Schedule your showing today!"

5980 Shore Boulevard S Unit 1006, Gulfport
5935 30th Avenue S Unit 301, Gulfport
$225,000
2 Beds ⋅ 2 Baths ⋅ Town Shores SubDv. ⋅ 33707 Zip Code
Come and see our end unit located in the Fairfax waterfront building. Views galore day and night for a relaxing atmosphere. Fairfax is a smaller low rise building well maintained and updated. New roof, replaced gas lines, newly paved and located on a waterfront canal. It overlooks the Pasadena Yacht Club waterfront homestead properties.

5935 30th Avenue S Unit 301, Gulfport
6020 Shore Boulevard S Unit 107, Gulfport
$239,000
1 Beds ⋅ 2 Baths ⋅ Town Shores SubDv. ⋅ 33707 Zip Code
Enjoy living in this adorable waterfront condo. Never flooded during the storms. The Windsor is a Dog or Cat friendly building. The property has been completely updated and features updated furnishings. The floor plan has been modernized with a bonus room which can be used for a 2nd bedroom (queen) or a office. The room features privacy with French Doors AC & Heat. Your own private Patio leads you directly to the seawall on the Bay. Outdoor living at it's finest.

6020 Shore Boulevard S Unit 107, Gulfport
5940 Pelican Bay Plaza S Unit 203, Gulfport
$280,000
2 Beds ⋅ 2 Baths ⋅ Pelican Bay Yacht Club Condo Bldg B SubDv. ⋅ 33707 Zip Code
Welcome to the prestigious Pasadena Yacht & Country Club, an exclusive gated golf community offering a resort-style lifestyle in a highly desirable location. This spacious 2-bedroom, 2-bathroom condominium features 1,476 square feet of living space, a well-designed floor plan, and abundant natural light. One of the home’s highlights is the impressive 33-foot balcony spanning the entire side of the unit, with sliding glass door access from the living room, kitchen and primary bedroom. Enjoy your morning coffee or unwind in the evening while taking in the peaceful pond and pool views. Inside, you’ll discover a bright, spacious open floor plan with generous living areas and a welcoming feel throughout. The kitchen features a cozy breakfast area, while the oversized living and dining rooms provide plenty of room for entertaining or everyday comfort. The split-bedroom layout offers added privacy, and both bedrooms feature walk-in closets. Upgrades include wood-effect porcelain tile flooring throughout, stainless steel appliances, and an air conditioning system and water heater replaced in 2017. Additional conveniences include an in-unit washer and dryer, a private exterior storage closet (#203), and a reserved under-building parking space (#9) on the ground level. Small furry friends are welcome, too! Building amenities include a party kitchen, billiards table, library, and social gathering rooms. Residents of Buildings A and B also enjoy access to a clubhouse, heated swimming pool, and spa, all included in the association dues. Ample guest parking makes entertaining friends and family easy. Optional membership at Pasadena Yacht & Country Club offers access to an outstanding selection of amenities, including an 18-hole championship golf course, sheltered marina, waterfront heated lap pool, tennis courts, fitness center, and an elegant clubhouse with multiple dining rooms, private event spaces, sports and pool bars, and a pro shop. Eligible buyers also have the opportunity to bypass the lengthy membership waitlist. Originally developed by U.S. Steel, this established community features beautifully maintained, resort-style grounds and two 24-hour manned security gates. Enjoy the best of coastal living in this fantastic location, just minutes on foot from downtown Gulfport, with its charming restaurants, lively bars, art galleries, unique shops, medical offices, convenience stores, and dog park. Nearby amenities include the library, Senior Center, and Recreation Center, featuring basketball and tennis courts, pickleball, and more. Take a stroll along beautiful Williams Pier and soak up Gulfport’s unique waterfront charm. You’re also just a 10-minute drive from Florida’s stunning Gulf beaches and the vibrant downtown St. Petersburg, with Tampa International Airport approximately 30 minutes away. This is the perfect location to enjoy small-town charm, outdoor recreation, arts and culture, and easy access to everything Tampa Bay has to offer! Call to schedule your private showing today. **PRICED TO SELL**

5940 Pelican Bay Plaza S Unit 203, Gulfport
7907 Sailboat Key Boulevard S Unit 205, South Pasadena
$395,000
2 Beds ⋅ 2 Baths ⋅ Harbourside - Savannah Condo SubDv. ⋅ 33707 Zip Code
Welcome to Harborside, a resort living community for all ages. It has a marina, yaht club with boat slips and kayaks, multiple pools, a library, work room, sauna, club house with many activities, shuffle board and tennis courts. car cleaning station, and EV charging stations and a 1 and 1/2 mile walkway around the island where one can view manatee, dolphins and other sea life.----------- 7907 Sailboat Key, Apartment 205, a small patch of paradise awaits discerning people. With both an outside veranda and a fully enclosed patio, this apartment affords a spectacular view all year of Boca Ciega Bay, the marina and the intercoastal waterway. Located at one of the highest points on the island this second floor unit with electric storm shutters, is high enough above the ground to avoid a possible storm surge. The master bedroom and Livingroom both have direct access to the enclosed patio and outside through sliding glass doors. The Master bedroom is large enough for a king size bed and it has an attached upgraded bathroom and a large walk-in closet. The second bedroom boasts built it wooden bookcases and cabinets and another walk-in closet . A second full bathroom and laundry is adjacent. The front door opens into a large dining and living room area. The kitchen has built in storage and pantry and 2 windows. It is large enough for a table and chairs. There are ceiling fans throughout the apartment, storage closets and electrical outlets in the walls and floors for easy connectivity. Cable and internet are also included.---------- An easy walk across the draw bridge takes one to Saint Petersburg Beach with a Post Office, shopping, restaurantss and the beaches on the Gulf of Mexico. The other direction leads to South Passadena with super markets, shoping, emergency services and The Palms of Passadena Hospital. Directly across the road from Harborside are sightseeing and dinner cruise boats.

7907 Sailboat Key Boulevard S Unit 205, South Pasadena
7645 Sun Island Drive S Unit 101, South Pasadena
$350,000
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 8 SubDv. ⋅ 33707 Zip Code
Step into a lifestyle of effortless luxury in this stunning corner-unit condo at Bay Island. Spanning nearly 1,400 square feet, this two-bedroom, two-bathroom residence has been completely reimagined with a top-to-bottom remodel that balances modern sophistication with coastal comfort. The open floor plan is bathed in natural light, drawing your eyes toward the serene water views that serve as the backdrop for daily life. In the kitchen, sleek new stainless steel appliances and contemporary finishes make every meal a delight, while the convenience of in-unit laundry adds to the home's seamless functionality. The covered parking spot right in front of your door is an additional bonus. Living in the premier 55+ community of Bay Island feels like being on a permanent vacation. Whether you’re looking to stay active on the tennis or pickleball courts, take a dip in one of the multiple sparkling pools, or enjoy a sunset dinner in the picnic and grilling area, the amenities here are second to none. The community also features a marina, shuffleboard, and a vibrant community center that serves as the heart of the neighborhood. When you’re ready for the sand and surf, the world-renowned shores of St. Pete Beach are just minutes away. This is more than just a condo; it’s an invitation to enjoy the very best of Florida living.

7645 Sun Island Drive S Unit 101, South Pasadena
2850 59th Street S Unit 112, Gulfport
$147,000
1 Beds ⋅ 1 Baths ⋅ Town Shores SubDv. ⋅ 33707 Zip Code
Welcome to Bright and Cherry, a beautifully maintained first-floor condo that offers the perfect blend of comfort and convenience. This residence features a thoughtfully upgraded kitchen complete with elegant stone countertops and modern, updated appliances. The unit showcases the desirable Deluxe floor plan, which includes a convenient private back door providing seamless, direct access to the recently renovated community pool and patio area. You can enjoy total peace of mind knowing that this first-floor residence at The Kenmore remained completely unaffected by the hurricanes and flooding events of 2024. Because The Kenmore building is elevated, it has a proven history of being free from low-grade drainage or flooding issues. For your ease of access, this unit comes with dedicated, convenient curb parking located right along the walkway at space #14. This is a fantastic opportunity to own a turnkey home in a prime location!

2850 59th Street S Unit 112, Gulfport
5955 30th Avenue S Unit 111, Gulfport
$199,900
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Virtually Staged. Waterfront ! check. Beautiful view! check. Steps to the pool! check. Walk to downtown Gulfport with live music, good food and great people! check. Beautiful waterfront community of Town Shores, surrounded by water that sparkles likes it's been sprinkled with diamonds. You may not believe what a great find. This oversized (almost 1100) sq ft condo is completely remodeled with new kitchen, bath, paint, floors and most anything you can think of, like AC. Move in ready. Gulfport is surrounded by St Pete which is the mecca of museums , restaurants, executive airport downtown, and activities. You also have easy access to the beaches - take your choice, we have miles of them just to our West. With more activities for young and old. When the kids and grandkids come to visit there are more activities that they will love as well. Busch Gardens is just across the bridge in Tampa and Disney just "up the road" in Orlando. Great central location for family and you. Come join us in Gulfport!

5955 30th Avenue S Unit 111, Gulfport
6982 Sunset Drive S Unit 6982, South Pasadena
$145,000
2 Beds ⋅ 2 Baths ⋅ Les Chateaux Condo SubDv. ⋅ 33707 Zip Code
Discover an inviting blend of comfort, style, and coastal convenience in this beautifully updated two-story condo featuring 2 bedrooms, 1.5 baths, and 1,047 square feet of living space. Nestled within a courtyard setting accented by mature landscaping, this welcoming residence offers comfortable interiors, thoughtful updates, and an appealing collection of community amenities. The main level is designed for easy everyday living and relaxed entertaining. A spacious kitchen showcases quartz countertops and brand-new stainless steel appliances, creating a polished backdrop for everything from a quiet breakfast to preparing dinner for friends. The adjoining dining area flows seamlessly into the living room, keeping conversation connected and making the space feel welcoming. Luxury vinyl flooring brings warmth and continuity to the main living areas, while updated lighting and ceiling fans add a fresh finishing touch. A conveniently located half bath completes the main level. Upstairs, two comfortable bedrooms provide a peaceful place to unwind at the end of the day. The primary bedroom features a large walk-in closet with generous space for clothing and storage. The additional bedroom is equally versatile, whether used for overnight guests, a home office, or your own personal retreat. Outside, the covered patio invites you to slow down and savor the surroundings. Enjoy a morning cup of coffee, settle in with a favorite book, or relax after a day at the beach while taking in the courtyard’s mature landscaping. This outdoor space extends the home’s inviting atmosphere and offers a pleasant spot to enjoy Florida’s outdoor lifestyle. Assigned parking adds everyday convenience, providing a designated place for your vehicle when you return home. Beyond your door, community amenities provide opportunities for recreation and connection. Take a refreshing dip in the heated pool, gather at the clubhouse, enjoy a friendly match on the tennis courts, or spend an afternoon playing shuffleboard. A community playground adds another option for outdoor enjoyment. The location makes it easy to explore the neighborhood and enjoy nearby conveniences. Take a short walk to local coffee shops, shopping, and specialty dining, or visit Bay View Park for walking trails and scenic views of Boca Ciega Bay. Nearby Intracoastal waterways provide even more ways to appreciate the area’s coastal beauty, while Gulf beaches just minutes away invite leisurely afternoons along the shore and evenings watching the sunset. With easy access to I-275, you’ll also enjoy convenient connections for commuting and exploring the surrounding area. Whether you’re looking for a full-time residence or a seasonal escape, this condo presents a welcoming place to settle in and enjoy the best of Florida living.

6982 Sunset Drive S Unit 6982, South Pasadena
8021 Sailboat Key Boulevard S Unit 304, St Petersburg
$625,000
2 Beds ⋅ 2 Baths ⋅ Harbourside - Coral Pointe SubDv. ⋅ 33707 Zip Code
A fresh opportunity for buyers to enjoy the best of waterfront living at 8021 Sailboat Key, Apt. 304, located in HarbourSide's exclusive Coral Pointe. Furniture, most of which was purchased recently, is included with the sale. This inviting third-floor residence features two bedrooms, two baths, and a den/office with 1,265 square feet of thoughtfully designed living space (larger than most 2 BR/2 BA units). Beautiful water views and a comfortable split-bedroom layout make it ideal for everyday living or a seasonal retreat. Remodeled in 2024, the attractive wood-look Luxury Vinyl Plank flooring flows seamlessly throughout this condo that has an abundance of natural light. The kitchen features shaker cabinets, quartz countertops, pretty teal glass backsplash and stainless-steel appliances. Brand new hurricane shutters with an unobstructed wide-open view were added in 2025. Sliding glass doors open to a spacious waterfront balcony—an ideal setting for morning coffee or relaxing at the end of the day. The primary suite includes a generous walk-in closet and an en-suite bath with a step-in shower. A separate guest bedroom and bath provide privacy for family and visitors, while the den provides flexible space for an office, additional sitting or sleeping area. In-unit laundry and assigned under-building parking #123 that protects your car from the elements and provides convenience to the building entry. Updates include a new A/C in 2021 and a water heater in 2024. Two storage units, one on the balcony and another near the elevator, provide additional storage space. Harbourside offers a waterfront lifestyle with a gatehouse staffed around the clock. Amenities include multiple swimming pools, tennis and pickleball courts, a fitness center, and a clubhouse. A scenic 1.5-mile waterfront walking path winds along the community’s shoreline, while a private marina and fishing pier enhance its coastal appeal. Gulf beaches, local restaurants, and shopping are nearby, with vibrant downtown St. Petersburg’s museums, theaters, dining, and waterfront attractions just a short drive away. Discover the views, comfort, and convenience of Coral Pointe at Harbourside. Schedule your private showing today.

8021 Sailboat Key Boulevard S Unit 304, St Petersburg
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