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 coastal charm meets vibrant community living. This picturesque city boasts a rich history, beautiful landscapes, and a welcoming atmosphere, making it an ideal place for families, retirees, and everyone in between. With its close proximity to the stunning Gulf beaches, residents can enjoy sun-soaked days and breathtaking sunsets just minutes from their doorstep.

South Pasadena is renowned for its diverse array of homes, particularly those that feature inviting pools, perfect for cooling off during the warm Florida summers. Imagine stepping into your backyard oasis, where you can unwind in your private pool, host summer barbecues, or simply bask in the sun with a good book. Many homes in this area are designed with community living in mind, offering amenities that enhance the lifestyle of residents. From well-maintained parks to walking trails, there’s always something to explore in this friendly neighborhood.

In addition to its beautiful homes, South Pasadena boasts a vibrant local scene with unique shops, delightful dining options, and recreational activities. Whether you’re strolling along the scenic waterfront or enjoying the local arts and culture, there’s no shortage of things to do. The city’s strong sense of community is evident in its numerous events and gatherings, where neighbors come together to celebrate life in this charming locale.

Discover the allure of South Pasadena, where your dream home with a pool awaits, and embrace a lifestyle defined by relaxation, community, and coastal beauty.

Newest South Pasadena Homes with Pool Community Features

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
7902 Sailboat Key Boulevard S Unit 407, South Pasadena
$559,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
Welcome to a beautiful waterfront lifestyle in this tastefully remodeled 2-bedroom, 2-bath immaculately maintained all ages condominium located in the highly sought-after, resort-style community of Harbourside. From your private balcony you will relax and enjoy picture perfect westerly views of the Intracoastal Waterway, passing boats, dolphins, pelicans, and other marine life not to mention breathtaking sunsets on a daily basis. #407, sold furnished and turnkey, is protected from adverse weather by a strong storm shutter (without view obstructing posts) that covers the entire balcony. The spacious 1,145-square-foot open floor plan is light, bright, and inviting, featuring 9-foot ceilings (no popcorn), and elegant crown molding throughout. The open-concept kitchen is designed for both everyday living and entertaining, including upscale appliances, quartz countertops, expanded cabinetry, crown molding and a cozy breakfast nook. Extensive improvements include luxury vinyl plank flooring, new interior doors and lighting, and beautifully remodeled bathrooms. The primary includes an en suite bath with step in shower and walk-in closet. A washer and dryer are located in the unit, and storage is plentiful, with a storage area on the balcony and additional storage (4’x4’x8’) conveniently located near the elevator. #407 also offers under-building parking #126 that protects your car from the elements and provides convenience to the building entry. Additional guest parking is located 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. Harbourside is an all ages community - waterfront resort living at its absolute finest! Don’t delay, schedule your exclusive showing today.

7902 Sailboat Key Boulevard S Unit 407, South Pasadena
3114 59th Street S Unit 401, Gulfport
$237,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
SUNSHINE, STYLE & THE FLORIDA LIFESTYLE YOU'VE BEEN WAITING FOR! Welcome to the highly desirable 55+ waterfront community of Town Shores, where resort-style amenities meet an unbeatable walkable location! Situated in the pet-friendly Dover Building, this beautifully maintained END UNIT is filled with natural Florida light thanks to an entire additional wall of windows, creating a bright and welcoming retreat. Thoughtfully updated and move-in ready, this home features TWO renovated bathrooms (2021 & 2025), a newer HVAC system (2020), dishwasher and gas range (2024), luxury vinyl plank flooring in the Florida room (2025), fresh interior paint, and custom blinds throughout. Hurricane-rated windows throughout and hurricane-rated front and storm doors (2023) provide added peace of mind, along with a recent home inspection and 4-point inspection available from the seller. ENJOY THE VALUE OF AN ALL-INCLUSIVE LIFESTYLE! The HOA fee covers gas for heating, hot water and cooking, upgraded cable with streaming, high-speed internet, two cable boxes, deeded assigned covered parking, trash pickup three times weekly, fire alarm system, on-site security, quarterly pest control, and grounds maintenance. Enjoy FOUR swimming pools, boat docks, kayak storage, bocce ball, and a vibrant clubhouse with a library, billiards room, and planned social events. The Dover Building also offers a patio grilling area, on-site laundry, and janitorial services, while an on-site community office adds convenience. AND THE LOCATION? SIMPLY EXCEPTIONAL! Leave the car behind and stroll to the charming downtown arts district, beautiful beach, restaurants, shops, entertainment, and nearby bus line. Whether you're seeking an active social calendar or a peaceful Florida retreat, Town Shores offers the best of both worlds. Beautifully updated, wonderfully located, and ready to enjoy—your Florida lifestyle starts here! Call today for your private tour as this unit won't last!

3114 59th Street S Unit 401, Gulfport
6075 Shore Boulevard S Unit 411, Gulfport
$175,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to Nottingham 411 at Town Shores of Gulfport, where beautifully updated interiors, panoramic water views, and an exceptional coastal lifestyle come together. What truly sets this residence apart is its coveted orientation overlooking Boca Ciega Bay and the beautiful waterfront homes of Pasadena Yacht and Country Club. Watch dolphins play, boats cruise by, and the sky transform with color from sunrise to sunset. With no buildings obstructing the rear water views, there’s always something beautiful to see! Inside, this spacious one-bedroom 55+ residence offers a refreshing blend of modern coastal style and Zen-inspired design. The generous living and dining areas feel open and inviting, with luxury vinyl plank flooring, hurricane-impact windows, and clean, contemporary finishes throughout. The beautifully appointed kitchen features a suite of Samsung appliances, including a desirable gas range, combining sleek design with everyday functionality. Thoughtfully curated interiors create a sophisticated yet comfortable atmosphere that feels distinctly different. And the views don’t stop at the living room! Enjoy additional views of Boca Ciega Bay from the kitchen, bedroom, and front entry. A nearby seating area provides another peaceful spot to enjoy your morning coffee or an evening beverage while taking in the scenery. The Nottingham Building enjoys a wonderful location within Town Shores, convenient to the waterfront swimming pool and an impressive collection of recreational amenities. Residents enjoy a clubhouse, pickleball courts, shuffleboard, bocce ball, kayak storage, and beautifully maintained waterfront grounds. Whether relaxing poolside, enjoying an afternoon on the water, or spending time with friends, there’s no shortage of ways to enjoy the Florida lifestyle. Beyond the community, you’re just a short walk from downtown Gulfport’s charming waterfront arts district, with its eclectic restaurants, boutiques, galleries, live music, and community events. Ibis Park, the beach, and the waterfront recreation center are also nearby, while downtown St. Petersburg and the Gulf beaches are just a short drive away. With its stylish, move-in-ready interior, exceptional waterfront orientation, and outstanding community amenities, Nottingham 411 offers something special: a beautifully designed home where the views are as memorable as the lifestyle.

6075 Shore Boulevard S Unit 411, Gulfport
6313 Pelican Creek Crossing Unit -, St Petersburg
$319,000
2 Beds ⋅ 2 Baths ⋅ Pelican Creek Village Condo SubDv. ⋅ 33707 Zip Code
This property is a 2-bedroom, 2-bathroom townhome located in Pelican Creek Village in Pasadena. It has recently been fully painted upstairs and downstairs, including the kitchen cabinets. The kitchen countertops are also brand-new quartz. The master bedroom and bathroom are located on the first floor. The master bathroom is massive, with a full walk-in shower and a generously sized Jacuzzi tub. The washer and dryer are also located in the master bathroom. Both the living room and master bedroom have sliding glass doors that open to a private, west-facing patio, offering spectacular sunset views. The living room is a good size but feels much larger due to the very tall ceilings. Upstairs, you will find the second bedroom and second full bathroom. There is also a loft area that is excellent for a desk or home office. The townhome is located in a very quiet community, right on a golf course, offering an open and lush setting. The complex itself has a pool and a small clubhouse where they host occasional events. Each unit comes with one private covered carport, but you are able to have more than one vehicle since there is ample guest parking.The HOA includes water, cable, internet, etc. The only additional utility expense is electricity.

6313 Pelican Creek Crossing Unit -, St Petersburg
3114 59th Street S Unit 208, Gulfport
$190,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Virtually Staged. Welcome to the Dover Building in Town Shores of Gulfport, a highly desirable 55+ waterfront community offering resort-style living along beautiful Boca Ciega Bay. This nicely updated 2-bed, 2-bath condo features thoughtful upgrades throughout, including hardwood floors, fresh interior paint, and a remodeled kitchen with designer touches such as lower-drawer cabinetry, built-in shelving, quartz countertops, ceramic tile backsplash, stainless steel appliances, gas stove, and newer HVAC system installed in 2020. The spacious layout offers comfortable living and dining areas, generous storage, and a bright, welcoming feel. Both bedrooms are well-sized, and the split floor plan provides privacy for guests. This home is truly move-in ready with stylish updates already completed. Town Shores residents enjoy an impressive array of amenities, including four heated pools, pickleball, tennis, bocce ball, shuffleboard, a fitness center, a marina, and beautifully maintained waterfront walking paths. With direct access to the bay, the community is perfect for kayaking and enjoying Gulfport’s coastal lifestyle. The Dover Building is ideally located within the community and offers easy access to all amenities. The Dover House pet policy allows for cats and dogs. Just minutes from the vibrant Gulfport Waterfront District, you’ll enjoy restaurants, shops, art galleries, weekly markets, and the sandy shoreline of Gulfport Beach. Experience the best of Florida’s waterfront living in a welcoming, amenity-rich community.

3114 59th Street S Unit 208, Gulfport
7979 Sailboat Key Boulevard S Unit 202, South Pasadena
$599,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
Morning coffee overlooking Boca Ciega Bay, an evening stroll along the water, and St. Pete Beach just minutes away. This updated 2 bedroom, 2 bath waterfront condo in Harbourside makes that your everyday routine, and the big-ticket items are already done: new roof (2024), completed milestone inspection, impact windows and sliders, and newer HVAC and water heater. The kitchen is made for cooking and entertaining, with designer cabinets, granite countertops, an induction cooktop, drawer microwave, pull-out exhaust, dishwasher with water filter, and a separate wine fridge. A full-size LG ThinQ washer and dryer is included. Luxury vinyl flooring and 5-inch baseboards run throughout, along with newer doors, a barn door, Nest thermostat, electric shades in the primary bedroom, and an electric fireplace in the dining area. Harbourside lives like a resort: six pools plus a heated pool and spa at the clubhouse, pickleball, tennis, shuffleboard, outdoor grilling, fitness rooms, saunas, a library, and a craft room. Boaters will love the community marina with 87 deeded boat slips, with slips available for sale or lease. You'll also find 4 EV charging stations, a car wash area, an active social club, and a 1.5-mile waterfront walking path that wraps around the island. Small pets welcome. Come see the Harbourside lifestyle for yourself.

7979 Sailboat Key Boulevard S Unit 202, South Pasadena
7465 Bay Island Drive S Unit 217, South Pasadena
$169,000
1 Beds ⋅ 1 Baths ⋅ Bay Island Group 3 SubDv. ⋅ 33707 Zip Code
Virtually Staged. Beautiful Intracoastal views and an active waterfront lifestyle await in the highly desirable Bay Island community, just minutes from St. Pete Beach! Located in the Barbados Building, this bright and inviting 1-bedroom, 1-bath condo features an open floor plan with expansive windows that fill the home with natural light and showcase gorgeous water views. Whether enjoying your morning coffee or watching boats pass by, you'll love the peaceful coastal setting. This move-in-ready residence benefits from recent building improvements, including a new roof (2024) and new elevator. Assigned parking adds convenience, with a new carport structure scheduled for installation. Bay Island is a sought-after 55+ gated waterfront community offering an exceptional active lifestyle with six heated pools, four lighted tennis and pickleball courts, a beautifully renovated clubhouse, and numerous social activities. Enjoy scenic walks along the 1.5 mile waterfront path or simply relax and take in the views. Located less than a mile from the white sands of St. Pete Beach, you'll enjoy easy access to restaurants, shopping, and entertainment. Whether you're looking for a full-time residence or a seasonal getaway, this condo offers the perfect combination of waterfront living, outstanding amenities, and a fantastic location.

7465 Bay Island Drive S Unit 217, South Pasadena
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
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