South Pasadena Homes with Playground Community Features

South Pasadena Homes with Playground Community Features

Welcome to South Pasadena, a charming city nestled in the heart of Pinellas County, Florida. This delightful community is known for its picturesque streets, friendly atmosphere, and vibrant local culture. With its prime location just a stone's throw from the sparkling Gulf of Mexico, residents enjoy easy access to stunning beaches, lush parks, and a variety of recreational activities.

South Pasadena boasts a unique blend of small-town charm and modern conveniences. The city is home to a diverse array of restaurants, shops, and local attractions that cater to all tastes and preferences. Whether you're looking to savor fresh seafood at a waterfront eatery or explore unique boutiques, you'll find plenty of options to delight your senses.

One of the standout features of South Pasadena is its family-friendly environment, particularly in neighborhoods that offer homes with community playgrounds. These thoughtfully designed communities provide safe, engaging spaces for children to play and socialize, fostering a sense of camaraderie among neighbors. Families can enjoy picnics, outdoor games, and leisurely strolls in beautifully landscaped parks, all within walking distance from their front doors.

For those seeking a vibrant lifestyle in a welcoming community, South Pasadena is an ideal choice. With its beautiful homes, excellent schools, and a wealth of recreational opportunities, you’ll find everything you need to create lasting memories. Come explore South Pasadena, where the charm of Florida living meets the warmth of community spirit!

Newest South Pasadena Homes with Playground Community Features

7160 S S, Shore Dr Drive, South Pasadena
$1,249,000
3 Beds ⋅ 2 Baths ⋅ TB8557280 MLS
Welcome to 7160 Shore Drive South, a beautifully updated 3-bedroom, 2-bathroom waterfront home in South Pasadena, Florida. This charming 1,344-square-foot residence blends modern comfort with a cozy cottage feel and amazing water views. Features include a renovated kitchen, built-in bar with wine fridge, in-home washer and dryer, attached garage, and pet-friendly living. Hurricane windows and sliders. Enjoy the spacious backyard and patio, breathtaking sunsets, and private dock with boat lift for easy waterfront enjoyment. Sit water side and enjoy a cocktail while watching Dolphins and boats and time go by. Available for immediate occupancy, this home is the perfect retreat for relaxing, entertaining, and enjoying life by the water.

7160 S S, Shore Dr Drive, South Pasadena
1907 53rd Street S, South Pasadena
$394,999
2 Beds ⋅ 1 Baths ⋅ TB8530708 MLS
Welcome to this charming 2-bedroom GULFPORT COTTAGE with a versatile bonus room that can be used as a home office, guest space, or potential 3rd bedroom. Enjoy the Florida lifestyle from the SPACIOUS SCREENED IN BACK PORCH (2022), plus two large sheds offering plenty of additional storage in the FULLY FENCED in backyard. This Property is NOT LOCATED IN A FLOOD ZONE that requires flood insurance. The house has no history of flooding. Located less than a mile from Gulfport's beaches, restaurants, shops, and entertainment, approximately 10 minutes from Downtown St. Pete, and a short drive to some of FLORIDAS TOP RATED GULF BEACHES. Major upgrades include ROOF (2022), A/C (2024), WATER HEATER (2024), TUFF SHED (2022), and MAIN SEWER LINE replacement (2026). A great opportunity to own a well-maintained home in one of Gulfport's most desirable locations.

1907 53rd Street S, South Pasadena
1170 Rue Des Chateaux Unit 1A, South Pasadena
$102,900
1 Beds ⋅ 1 Baths ⋅ TB8538557 MLS ⋅ 00 BLDG.
Welcome to your beautifully reimagined retreat! A fully renovated ground-floor one-bedroom, one-bathroom condominium that blends contemporary style with effortless Florida living. Step inside to find an inviting, open-concept living space dressed in wood-look luxury vinyl plank flooring, which adds warmth and character while maintaining easy-care durability. The brand-new kitchen will impress with sleek shaker-style cabinetry, elegant quartz countertops, and a timeless design that perfectly complements any décor. Whether preparing a quiet breakfast or hosting friends for an evening in, this kitchen strikes the ideal balance between function and sophistication. The spacious bedroom provides a serene retreat, featuring an oversized walk-in closet and an abundance of natural light. The bathroom has been rejuvenated with modern fixtures and a clean, polished aesthetic, echoing the home’s overall sense of calm and contemporary luxury. Peace of mind comes standard here, with a brand-new hot water heater, a new sliding glass door leading to your private patio, and a brand-new air conditioning unit ensuring comfort year-round. Every detail of this renovation has been thoughtfully planned to provide style, efficiency, and low-maintenance living. Located in South Pasadena, this condo offers convenient access to world-class dining, shopping, arts, and culture. Enjoy nearby waterfront parks, explore the vibrant downtown scene, or spend the day on St. Pete Beach; all just minutes from your door. Whether you’re seeking a primary residence, a seasonal getaway, or an investment opportunity, this fully remodeled condo offers the best of modern living in an unbeatable location.

1170 Rue Des Chateaux Unit 1A, South Pasadena
6020 Shore Boulevard S Unit 1002, South Pasadena
$294,000
2 Beds ⋅ 2 Baths ⋅ O6424366 MLS ⋅ Windsor BLDG.
Unmatched Views & Value: Make This 10th-Floor Windsor Condo Your Own. Experience sweeping water views and incredible value in this 10th-floor, 2-bedroom, 2-bath residence located in the highly desirable Windsor House 55+ community at Town Shores of Gulfport. Unit 1002 is a fantastic opportunity for buyers looking to build equity and customize their waterfront living experience. This is the perfect blank slate for your modern upgrades and coastal vision. Step inside to an open-concept floor plan filled with natural light, offering commanding views of Boca Ciega Bay from nearly every room. The spacious living and dining areas open to large picture windows where you can watch daily dolphin shows and take in the vibrant sunsets over the iconic Don CeSar Hotel. The kitchen layout is ideally situated for entertaining and features generous storage, reverse osmosis water filtration, and a gas stove. Town Shores offers an active, maintenance-free coastal lifestyle with a full calendar of social events. Just outside your elevator-equipped building, you have access to resort-style amenities including four pools, a marina, a fitness center, a dog run, and courts for tennis, pickleball, shuffleboard, and bocce ball, plus a vibrant clubhouse featuring a library, billiards, card rooms, and a ballroom. This residence includes a covered carport to keep your vehicle shaded and offers ample guest parking. Best of all, you are just a short stroll from the charming downtown Gulfport waterfront district, brimming with award-winning dining, entertainment, and art. Secure premium views with the freedom to upgrade on your terms and create your coastal paradise. The probate period has completed allowing a quick close and ready for you to move right in and add your personal touches!

6020 Shore Boulevard S Unit 1002, South Pasadena
5925 Shore Boulevard S Unit 405, South Pasadena
$178,000
1 Beds ⋅ 1 Baths ⋅ TB8530691 MLS ⋅ Lancaster BLDG.
Welcome to your FURNISHED WATERFRONT RETREAT in the highly sought-after Lancaster Building at TOWN SHORES OF GULFPORT – an active and vibrant 55+ community, where comfort meets coastal charm. This UPDATED, BRIGHT AND SPACIOUS 1 bedroom, 1 bath condo offers an AIRY OPEN LAYOUT FLOODED WITH NATURAL LIGHT, creating a gorgeous, welcoming atmosphere from the moment you step inside. A QUEEN SIZE MURPHY BED IN THE FLORIDA ROOM provides flexible guest space along with A BEAUTIFUL WATER VIEW OF THE BAY to wake up to! Enjoy morning coffee or evening cocktails greeting dolphins, manatees and pelicans with sparkling Boca Ciega Bay and private marina views right outside your window — a daily reminder that you’re living in one of Gulfport’s most desirable waterfront communities. The expansive living and dining areas provide plenty of room for entertaining, relaxing, or simply soaking in the peaceful ambiance. Plus, the entire unit was recently upgraded with beachy driftwood tone vinyl plank flooring throughout ... practical, beautiful and easy to maintain. The spacious primary bedroom delivers comfort and privacy with a peaceful, laid-back boho/shabby-chic vibe, a large walk-in closet and a hall double closet for extra storage. The updated full bath with tub and rainhead shower features a beautiful new dove gray vanity, white quartz countertop, and gorgeous champagne gold vanity lighting, faucet hardware and modern cabinet pulls. The kitchen was also recently updated with white cabinetry, granite countertops and glass and champagne bronze hardware. This condo’s open design, gorgeous upgrades and extra-large footprint set it apart from typical 1-bedroom units, giving you space to breathe, move, and truly enjoy your home. Plus, this unit comes with the extra bonus of a deeded carport. Residents of Town Shores enjoy resort-style amenities including four heated pools, a private marina, tennis and pickleball courts, kayak storage, an active clubhouse with weekly social events, fitness areas, and walkable access to Gulfport’s vibrant shops, dining, and waterfront activities. With its unbeatable location, spacious interior, and bright coastal feel, this condo is the perfect place to embrace relaxed and vibrant Florida living!

5925 Shore Boulevard S Unit 405, South Pasadena
6025 Shore Boulevard S Unit 106, South Pasadena
$257,000
2 Beds ⋅ 2 Baths ⋅ TB8516485 MLS ⋅ Manchester BLDG.
WATERFRONT PARADISE IN THE HIGHLY SOUGHT-AFTER MANCHESTER BUILDING AT TOWN SHORES! Welcome to 6025 Shore Blvd S, Unit 106, Gulfport, FL 33707 — a rare opportunity to own a first-floor FULLY REMODELED waterfront residence in one of Town Shores’ most desirable buildings. Perfectly positioned directly on the water, this unit offers breathtaking views and front-row seats to Florida’s spectacular sunsets right from your own patio. Located in the coveted Manchester Building, this home combines convenience, comfort, and an unbeatable waterfront lifestyle. Enjoy easy first-floor access with no elevators required while taking advantage of the serene waterfront setting that makes Town Shores one of Gulfport’s premier 55+ communities. Wake up each morning to sparkling water views and enjoy watching dolphins, seabirds, and boats pass by from the comfort of your home. The open and inviting layout is ideal for both everyday living and entertaining guests. Immaculately remodeled with gorgeous cabinetry in the bedroom for extra storage, beautiful granite countertops with stainless steel appliances, crown molding throughout, brand new tile flooring and on site laundry facilities. Town Shores offers an exceptional array of amenities, including multiple heated pools, a clubhouse, fitness center, tennis and pickleball courts, shuffleboard, social activities, walking paths, and a marina. The HOA covers water, gas, trash, recycling, cable and internet!!! Just minutes away, you’ll find the vibrant waterfront downtown Gulfport district, known for its charming restaurants, art galleries, boutiques, festivals, and beach. Whether you’re seeking a year-round residence, seasonal retreat, or waterfront investment opportunity, this exceptional Manchester Building condo delivers the very best of Gulf Coast living. Don’t miss your chance to own one of the most desirable waterfront locations in Town Shores!

6025 Shore Boulevard S Unit 106, South Pasadena
5005 24th Avenue S, South Pasadena
$675,000
3 Beds ⋅ 3 Baths ⋅ TB8512314 MLS
In the heart of Gulfport, with its vibrant arts scene, waterfront marina, locally loved restaurants, and independent shops, this home offers a rare blend of character, functionality, and resort-inspired living. Check out the curb appeal — a fresh exterior framed by lush tropical landscaping and a low-maintenance xeriscape front yard. A brick walkway leads you through the covered entry to immediate sightlines of the bright living room offering soaring ceilings and beams, engineered hardwood floors, and a fireplace layered in natural textures. Light pours throughout the open-concept layout, flowing into the dining area. The adjacent kitchen balances functionality with style, featuring linen-toned cabinetry with dovetail drawers, double convection ovens, and a Samsung stainless steel refrigerator. Windows overlooking the patio continue the home’s connected indoor-outdoor feel. Off the main living spaces, a step-down flex room with patio access and built-ins lends itself to a relaxed family room, media lounge, or home office. Three bedrooms include two spacious primary suites. The first primary retreat features a lounge with custom closets that opens into the bedroom where original terracotta tile flooring adds warmth and timeless character. Its ensuite bath features textured stone tilework and earthy organic finishes. The second primary suite offers private access to the carport and an ensuite bathroom with a gorgeous custom door and a stunning clawfoot tub. A third bedroom continues the home’s design language with Art Deco-inspired glass wall accents and double glass sliders opening directly to the patio. The outdoor space is centered around an expansive screened patio. Paver flooring, a covered lanai with large spa, multiple lounging and dining areas, and a shade sail overhead create an atmosphere that feels resort-inspired. The home interior offers a laundry closet with a full-size stackable washer and dryer, and the nearby oversized garage offers more versatility, including additional storage, a full pool bath, kitchenette, and second laundry area — ideal for entertaining, extended guest stays, or multigenerational living. The pool bath itself showcases vibrant tilework by noted tropical artist Monica Watson. This property has been thoughtfully designed for both functionality and sustainability including kayak, canoe, and bike racks, raised garden beds, rain barrels, and mature landscaping that includes various tropical fruits. It offers underground power and utilities, and abundant parking, including space for large trailers or RVs with a 30-amp hookup. Extensive upgrades include whole-home solar power with a Tesla backup battery system, impact-rated windows and doors, whole-house surge protection, new ductwork, UV air purification system, reverse osmosis water filtration, and irrigation on well and tap. The property also boasts extensive integrated security system with cameras, control keypads, infrared monitoring, and integrated smoke detectors, all hardwired into the home’s solar infrastructure. Distinctive, flexible, and deeply connected to the creative coastal spirit of Gulfport, this is far more than a traditional three-bedroom home — it is a private retreat designed for gathering, creating, hosting, and living exceptionally well. Just minutes from downtown St. Petersburg and Gulf beaches, Gulfport offers a uniquely creative and laid-back lifestyle that feels worlds away from typical suburban Florida living.

5005 24th Avenue S, South Pasadena
7001 Place De La Paix Unit 2A, South Pasadena
$195,000
2 Beds ⋅ 2 Baths ⋅ A4687747 MLS
LES CHATEAUX DES ROIS | SOUTH PASADENA – FULLY RENOVATED 2BR/2BA - Now with a NEW ROOF! One of the most extensively updated condos in Les Chateaux, this 2-bedroom, 2-bath condominium offers a level of finish and livability that stands apart from typical inventory in the community. With approximately 960 square feet, this larger floor plan provides functionality and flexibility not found in the more common one-bedroom units. The interior has been thoughtfully upgraded throughout, anchored by a completely redesigned kitchen featuring new cabinetry, granite countertops, tile backsplash, and a full suite of stainless steel KitchenAid appliances. Both bathrooms have been tastefully renovated, and luxury vinyl plank flooring runs seamlessly throughout the home, creating a clean, modern feel. Major system upgrades add significant long-term value and peace of mind, including hurricane-rated impact windows and doors, a newer water heater, and in-unit washer and dryer. The private rear balcony has also been improved with new flooring and screening, offering a comfortable outdoor space to relax. Plus the condo association is replacing the rook and front entrances to all of the building within Les Chateau Des Rois. Not an age-restricted community, Les Chateaux offers flexibility for both full-time residents and seasonal ownership. The location is exceptionally convenient within walking distance to shopping, dining, and everyday essentials, and just minutes to the beaches of South Pasadena. Gulfport, St. Pete Beach, and downtown St. Petersburg are all easily accessible, placing waterfront parks, restaurants, and entertainment within a short drive. A move-in ready opportunity with meaningful upgrades, larger living space, and a location that supports both lifestyle and long-term value.

7001 Place De La Paix Unit 2A, South Pasadena
2613 59th Street S, South Pasadena
$865,000
3 Beds ⋅ 2 Baths ⋅ TB8464067 MLS
Are you tired of paying sky high electric bills, expensive HOA fees and blowing your budget at the gas pump? STOP SCROLLING!!! ECO FRIENDLY SANCTUARY ~ UNDER $100 ELECTRIC BILLS ~ VOLUMINOUS WORKSHOP ~ LOW-MAINTENANCE ELEVATED LIVING ~ Welcome to a truly one-of-a-kind, engineered HAVEN offering ultimate freedom and storm resilience just moments from the Pasadena Yacht & Country Club. Designed for those who value independence, security, and low-overhead luxury, this exceptional custom residence features paid-off solar panels, a 2024 Generac emergency generator, natural gas connection, EV charging capability, and hurricane-impact protection. Unwind across multiple private upper decks framed by tropical canopy, delivering seamless indoor-outdoor living with LITTLE weekend YARD maintenance. Inside, soaring ceilings and high-end finishes create an airy, light-filled SPACE. IN EVERY ROOM ONE IS SURROUNDED BY VIEWS OF NATURE WITH A treehouse ambiance. The crown jewel for makers, collectors, or adventurers is the massive, fully enclosed 1,600+ SF lower-level, workshop, PLAY AREA and flex storage space. CAPABLE of housing SPORTS AND EXERCISE EQUIPMENT, SMALL BOATS, kayaks, or a world-class workshop , this level provides utility rarely found in coastal Pinellas County. Located outside mandatory HOA restrictions, steps from Gulfport’s vibrant downtown waterfront, dining, and marina. Experience high-spec coastal living with maximum security and LOW MONTHLY MAINTENANCE costs. (NOTE: this property does not currently have a pool. Pool-possibility renderings have been provided by Sunshine City Pools.)

2613 59th Street S, South Pasadena
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