South Pasadena Homes with Pool Community Features

South Pasadena Homes with Pool Community Features

Welcome to South Pasadena, Florida – a hidden gem nestled in the heart of Pinellas County, where the charm of coastal living meets the vibrancy of community life. With its picturesque streets and friendly atmosphere, South Pasadena offers a delightful blend of small-town warmth and modern conveniences. This quaint city is ideally situated just minutes away from the beautiful Gulf beaches, making it a haven for sun-seekers and outdoor enthusiasts alike.

One of the standout features of South Pasadena is its array of homes with pool community offerings. Imagine waking up to the gentle sound of water splashing, stepping out into your backyard oasis, and taking a refreshing dip in your private pool. These homes not only provide a serene retreat but also foster a sense of community among neighbors who share similar lifestyles. Whether you’re hosting summer barbecues, enjoying quiet evenings under the stars, or letting the kids splash around, a home with a pool in South Pasadena elevates the experience of living in this charming city.

In addition to its residential appeal, South Pasadena boasts a variety of local shops, restaurants, and parks, ensuring that you have everything you need right at your fingertips. The city’s commitment to preserving its lush green spaces and promoting an active lifestyle makes it an ideal place for families and retirees alike.

Discover the allure of South Pasadena, where your dream home with a pool awaits, and embrace a lifestyle filled with sunshine, community, and endless possibilities!

Newest South Pasadena Homes with Pool Community Features

5925 Shore Boulevard S Unit 105, Gulfport
$177,900
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
DIRECT WATERFRONT LIVING WITH SPECTACULAR WATER VIEWS! Welcome to this beautifully remodeled, oversized 1-bedroom, 1-bath condo offering OVER 1,000 SQUARE FEET of living space in the desirable Lancaster Building at TOWN SHORES OF GULFPORT, one of the area's most sought-after 55+ waterfront communities! LOCATION, LOCATION, LOCATION! Perfectly positioned on the FIRST FLOOR and DIRECTLY ON THE WATER, this spacious residence offers beautiful waterfront views and a lovely rear patio where you can enjoy your morning coffee, watch the boats pass by, or simply relax while taking in the peaceful coastal surroundings. Imagine having the waterfront practically at your doorstep without ever having to take an elevator! Step inside and discover an inviting, remodeled interior with an exceptionally generous and open floor plan. The original sliding glass doors separating the Florida room from the main living area have been removed, seamlessly extending the living space and creating an even more open, airy atmosphere. Large windows invite natural light and showcase the beautiful waterfront setting, bringing the outdoors in. The expansive living and dining areas provide plenty of flexibility for entertaining guests, relaxing, or simply enjoying the incredible views. The generously sized bedroom offers a comfortable private retreat, while the home's oversized layout provides space rarely found in a traditional one-bedroom condo. Enjoy the convenience of FIRST-FLOOR LIVING combined with the charm of a waterfront retreat! Whether you're enjoying the views from inside or stepping out to your rear patio, this home offers the perfect setting to embrace Florida's relaxed coastal lifestyle. Town Shores of Gulfport is an active 55+ WATERFRONT COMMUNITY offering an impressive array of resort-style amenities, including FOUR HEATED SWIMMING POOLS, a private marina, tennis and pickleball courts, kayak storage, a clubhouse, fitness facilities, and an abundance of social activities. Enjoy an active lifestyle or simply spend your days soaking up the Florida sunshine! Just minutes away, you'll find Gulfport's charming waterfront arts district, featuring locally owned restaurants, eclectic boutiques, art galleries, a farmers market, and year-round community events. Beautiful Gulf beaches, downtown St. Petersburg, shopping, and entertainment are all within easy reach. DIRECT WATERFRONT VIEWS, OVER 1,000 SQUARE FEET, A REMODELED INTERIOR, AND FIRST-FLOOR CONVENIENCE — A RARE COMBINATION! Whether you're looking for a year-round residence or the perfect seasonal escape, this spacious waterfront condo offers an exceptional opportunity to enjoy the very best of Gulfport living!

5925 Shore Boulevard S Unit 105, Gulfport
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
6960 Sunset Drive S Unit 2A, South Pasadena
$95,000
1 Beds ⋅ 1 Baths ⋅ Les Chateaux Condo SubDv. ⋅ 33707 Zip Code
Virtually Staged. Welcome to this bright and inviting condo in a convenient St. Petersburg location. This well-maintained unit features beautiful bamboo flooring throughout the main living areas and bedrooms, a spacious open living and dining area, and plenty of natural light. The functional kitchen offers ample cabinet and counter space, while the comfortable Primary Bedroom includes a walk in closet for added storage. With a neutral interior, this home is ready for its next owner to add creative touches. Conveniently located near shopping, dining, beaches, and downtown St. Petersburg.. Schedule your showing today!

6960 Sunset Drive S Unit 2A, South Pasadena
7425 Bay Island Drive S Unit 105, South Pasadena
$214,500
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 2 SubDv. ⋅ 33707 Zip Code
Bay Islands has so much to offer the +55 resident! A gated waterfront community in S Pasadena, a terrific location between the Gulf beaches and St Petersburg. This lovely updated 2 bed 2 bath - ground level condo enjoys a beautiful east view of the Pass that connects Boca Ciega Bay to the Intracoastal. Get to know the dolphins that pass by every day while you enjoy your coffee! This condo had very minimal water damage from the past storms, yet it has new kitchen and bathroom cabinets, quartz counters, new appliances, and gorgeous hurricane rated windows and 3 panel sliding doors, carpeting and interior paint. even the furnishings are available. There's a hook-up for a stack laundry near the guest bath. Your small pets are Welcome ( 2 pets, 1 dog + 1 cat Or 2 cats ) The Bahama building has owned solar panels on roof that offset everyone water bill. Bay Islands has 6 pools, a Very Active social vibe ! Gorgeous 2 story Rec Center, with Assoc Office - a banquet room with stage and kitchen, bar area, a library, billards and card rooms And his & her gyms with saunas. There is a 1.4 mile walkable seawall surrounding the community - multiple tennis courts and many areas to grill and picnic. And a marina - slips may be available. IF you need to wander, the SunRunner Express bus, just out front will zip you to locations in downtown St Petersburg as well as all along St Pete Beach. THIS could be the lifestyle you've been thinking about

7425 Bay Island Drive S Unit 105, South Pasadena
2960 59th Street S Unit 215, Gulfport
$184,900
2 Beds ⋅ 2 Baths ⋅ Jamison House SubDv. ⋅ 33707 Zip Code
WELCOME to your ultimate coastal oasis in the prestigious Town Shores community of Gulfport, Florida! This beautiful 2-bedroom 2-bathrooms, 1250 sq ft end unit condo is perfectly positioned to offer the absolute best of Florida Living. located on the highly desirable sf the second floor of the Jamison building this unit provides the ultimate convenience-giving you the freedom of a quick and easy walk-up if you prefer to by-pass the elevator. Step inside to an expansive, airy floor plan a clean, beautifully staged interior with large tile flooring stretching across the primary living spaces a, sweeping water views of Boca Ciega Bay. Relax in your living area and watch the sky lights up with spectacular sunsets every single day over the tranquil bay. This property represents the best value on the market today. Rare corner unit end unit, you will enjoy a boost in natural sunlight, a more private atmosphere and gorgeous featuring Every day a beautiful with the big windows looking directly at Boca Ciega Bay and also the daily sunsets are amazing! A Premium Waterfront Lifestyle with Total Financial Peace of Mind. Third floor Corner unit with Beautiful Views. Stunning sunsets are your almost every day and intracoastal views from this light filled residence, enhanced by abundant windows and natural light though out. The open plan showcases a beautifully updated kitchen with modern appliances and updated windows. Incudes a carport. The impressive primary suite features an oversized, a large walk-in closet and a private ensuite bathroom. The secondary bedroom is generously sized and offers double closets, ideal for quests or a home office. An oversized hallway closet provides exceptional storage rarely seen in a condo. Unit also comes with a separate storage area. Additional highlights include smooth ceilings throughout, neutral décor, custom ceiling fans and beautiful maintenance-free flooring. Natural gas (which is not common in condos) is included in the monthly condo fee, providing energy for both cooking and heating. Town Shores offers an active and vibrant lifestyle with a large clubhouse hosting social events and activities, four heated pools, a fitness center with sauna, library, bocce ball, tennis/ pickle ball and shuffleboard courts. Ideally located within walking distance to downtown Gulfport, you’ll enjoy ease access to fine dining, cages, shops, galleries and waterfront activities. Live the Good Life in this bright with dazzling views of Boca Ciega Bay and only a short walk to Gulfport Beach. This waterfront condo has 2 bedrooms and 2 bathrooms in this 55+ Community of Town Shores of Gulfport. Skip the hassle and expense of moving trucks and furniture shopping. This condo features contemporary selection of high-end furnishings purchased just 2 years ago for over $25,000. The entire package is meticulously maintained and is completely negotiable to be included with the sale, offering you a seamless, walk-in ready. BUY WITH TOTAL FINANCIAL CERTAINTY. Unlike many coastal Florida hurdles, the Jamison Building offers you complete financial security. Fully Funded Reserves: The association reserves are 100% funded in accordance with State Compliance Laws. The building has successfully passed the mandatory Milestone inspections.

2960 59th Street S Unit 215, 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
1893 Shore Dr. Drive S Unit 216, South Pasadena
$140,000
2 Beds ⋅ 2 Baths ⋅ Shore Plaza Bldg SubDv. ⋅ 33707 Zip Code
Waterfront Value on Shore Drive: Priced to Sell! Why pay $180K+? The last 2/2 in this community sold for just over $180K, and this second-floor unit is priced at $140K. Waterfront living on Boca Ciega Bay at a price you won't see often. This 2-bed, 2-bath condo in a sought-after 55+ waterfront community is move-in ready. Sip your morning coffee in the spacious Florida room and watch dolphins, manatees, and boats drift by. St. Pete Beach, Treasure Island, and Gulfport are all just minutes away. Split-bedroom layout for privacy • Spacious primary suite with ensuite bath and large closet • Large windows and bright living space with bay views • Meticulously maintained* The community offers fantastic waterfront amenities, including: • Heated waterfront pool • Fishing pier and dock • Waterfront picnic areas with gas grills • Large clubhouse with fitness center, billiards, and event space • Laundry rooms on every floor Major community improvements include a new roof and dock/fishing pier (2018). The monthly condo fee provides tremendous value, covering cable, internet, gas, water, and more. The building also uses a central gas boiler, which helps reduce both building and individual unit insurance costs. Conveniently located near shopping, dining, medical facilities, and the SunRunner Express to downtown St. Petersburg. Affordable waterfront living in a prime location—rarely available at this value on Shore Drive. Schedule your private showing today and start enjoying the relaxed Florida coastal lifestyle.

1893 Shore Dr. Drive S Unit 216, South Pasadena
1868 Shore Drive S Unit 208, South Pasadena
$224,900
2 Beds ⋅ 2 Baths ⋅ Shore Towers Bldg SubDv. ⋅ 33707 Zip Code
ABSOLUTELY STUNNING WATER VIEWS! Welcome to this beautifully furnished 2-bedroom, 2-bath condo located on the second floor of the desirable 55+ waterfront community of Shore Towers, offering approximately 1,075 square feet of comfortable living space and breathtaking views of Boca Ciega Bay. From the moment you step inside, your eye is immediately drawn toward the sparkling water, tropical landscaping, and peaceful waterfront setting beyond. This inviting residence offers the perfect combination of comfort, convenience, and quintessential Florida living. The bright and spacious living area flows seamlessly into the Florida room, where expansive windows frame sweeping, unobstructed views of Boca Ciega Bay. Filled with natural light, this is truly the highlight of the home and the perfect place to enjoy your morning coffee, unwind at the end of the day, watch boats pass by, or simply take in the incredible waterfront scenery and Florida sunsets. The kitchen features crisp white cabinetry, granite countertops, stainless steel appliances, ceramic tile flooring, and a convenient breakfast bar and coffee station. Easy-care flooring throughout makes the residence ideal for relaxed everyday living. The generously sized primary suite provides plenty of room for an additional sitting area, reading nook, or home office and features a large closet and private en-suite bathroom. Even the primary bedroom captures a beautiful glimpse of Boca Ciega Bay through a charming interior window overlooking the Florida room, allowing you to enjoy a touch of the water view right from your bedroom. A spacious second bedroom and full guest bath provide comfortable accommodations for visitors while maintaining privacy. For added peace of mind, the residence features impact windows and electric hurricane shutters. The condo is offered furnished, making it easy to settle in and immediately begin enjoying the waterfront lifestyle. Beyond the residence, Shore Towers offers beautifully maintained tropical grounds and an impressive collection of amenities. Spend your days relaxing alongside the heated waterfront pool, enjoy the clubhouse and fitness room, play a round of shuffleboard, or gather with friends at the waterfront patio and BBQ area. The community dock makes it easy to truly embrace life on the water—launch your kayak or paddleboard right from the property and paddle across the calm waters of Boca Ciega Bay to a small nearby island just offshore. Whether you're fishing from the dock, exploring the bay, watching dolphins and other marine life, or simply relaxing by the water and taking in the view, there are endless ways to enjoy this incredible waterfront setting. Ideally located just minutes from the sugar-sand beaches of St. Pete Beach, vibrant Gulfport, shopping, restaurants, and entertainment, while Downtown St. Petersburg and its renowned waterfront, museums, dining, nightlife, and Pier are only a short drive away. Tampa International Airport and St. Pete-Clearwater International Airport are also conveniently accessible. If you've been searching for a furnished Florida retreat where spectacular water views take center stage, this is one you won't want to miss. Come experience the peaceful waterfront setting and easy Florida lifestyle Shore Towers has to offer!

1868 Shore Drive S Unit 208, South Pasadena
6025 Shore Boulevard S Unit 107, Gulfport
$254,900
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to waterfront living in Town Shores of Gulfport, a vibrant 55+ community nestled along the beautiful shores of Boca Ciega Bay. This spacious 2-bedroom, 2-bath GROUND FLOOR residence offers comfortable Florida living with easy access and a relaxed coastal feel. The open living and dining areas create a welcoming space for everyday living and entertaining, while the Florida room provides a wonderful spot to enjoy the waterfront setting and Florida sunshine. The primary bedroom offers a private retreat, complemented by a second bedroom and full bath for guests. Town Shores offers an array of amenities designed for an active, social lifestyle, including heated pools, tennis and pickleball courts, shuffleboard, clubhouse activities, fitness opportunities, and scenic waterfront areas. Conveniently located near downtown Gulfport's restaurants, shops, galleries, parks, and waterfront attractions, this home puts the best of Gulfport right outside your door. Whether you're looking for a year-round residence or a seasonal getaway, this waterfront condo offers the opportunity to enjoy the laid-back Gulfport lifestyle in a sought-after 55+ community.

6025 Shore Boulevard S Unit 107, 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 – Updated 11th-Floor Condo at Gated 55+ Bay Island Every room looks out on the water. From the 11th floor of Bay Island, a gated 55+ community in South Pasadena, this 2-bedroom, 2-bath condo takes in Boca Ciega Bay, the marina, the Intracoastal Waterway, the Gulf of Mexico, and the downtown St. Petersburg skyline, all from 1,310 sq ft of updated living space. The kitchen was remodeled under a 2023 permit, with granite countertops, wood shaker cabinets, Italian marble accents, and Samsung appliances. Other updates include an LG washer and dryer, new light fixtures, and fresh interior paint. Ceramic tile and wood-look laminate run throughout, and the HVAC was updated in 2017. Hurricane shutters add peace of mind. The split floor plan puts the bedrooms on opposite sides of the home for privacy. Both have walk-in closets, the primary suite has its own bath, and three storage rooms give you more space than most condos offer. The monthly HOA fee covers cable, internet, water, sewer, trash, building insurance, and 24-hour security. Life at Bay Island includes: Six heated pools and spas Fitness center with sauna Tennis, pickleball, and shuffleboard courts Clubhouse and library Fishing pier and boat slips 1.5-mile waterfront walking trail A reserved covered parking space is included, plus guest parking. You're about 2 miles from St. Pete Beach, close to Gulfport's restaurants and art festivals, and roughly 20 minutes from downtown St. Petersburg. Optional turnkey furnishings are available under a separate bill of sale. Schedule your private tour of Bay Island today.

7300 Sun Island Drive S Unit 1104, South Pasadena
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