South Pasadena Homes with Tennis Court(s) Community Features

South Pasadena Homes with Tennis Court(s) Community Features

Welcome to South Pasadena, Florida—a charming city nestled within the vibrant Pinellas County, where the sun shines bright and the coastal lifestyle beckons. Known for its picturesque streets and friendly atmosphere, South Pasadena offers a unique blend of tranquility and convenience, making it an ideal place to call home. With its close proximity to the stunning Gulf beaches and a multitude of shopping, dining, and recreational options, residents enjoy the perfect balance of relaxation and activity.

One of the standout features of South Pasadena is its exclusive homes with tennis courts, catering to both avid players and those looking to embrace an active lifestyle. These beautifully designed residences not only provide the luxury of having your own private tennis court but also foster a sense of community among neighbors who share a passion for the sport. Imagine stepping out your back door to enjoy a friendly match or hosting weekend gatherings with family and friends, all while basking in the warm Florida sunshine.

The homes in this community are characterized by their modern amenities, spacious layouts, and lush landscaping, creating an inviting atmosphere for families and individuals alike. With easy access to local parks, walking trails, and the scenic waterfront, outdoor enthusiasts will find plenty of opportunities to explore and enjoy nature.

In South Pasadena, you’re not just buying a home; you’re investing in a lifestyle that prioritizes health, wellness, and community connection. Discover the charm of South Pasadena and the joy of living in a home with a tennis court—where every day feels like a vacation!

Newest South Pasadena Homes with Tennis Court(s) Community Features

$399,900
3 Beds ⋅ 3 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Breathtaking views by day and night await from this spacious 3-bedroom, 2.5-bathroom corner unit in the highly sought-after Town Shores of Gulfport, an impeccably maintained 55+ waterfront community along beautiful Boca Ciega Bay. The desirable split-bedroom floor plan offers privacy and flexibility, while the generous living spaces are perfectly positioned to take advantage of the spectacular surrounding views. Inside, you'll find a formal dining room, built-in desk, separate pantry, convenient inside laundry, and plenty of room for comfortable everyday living and entertaining. As a corner unit, the home offers an abundance of natural light and a wonderful sense of openness. Live like you're on vacation every day with the resort-style amenities Town Shores is known for. Residents enjoy four pools, including a heated waterfront pool, tennis and pickleball courts, bocce, shuffleboard, a fitness center, library, grilling and sunning areas, kayak launches and available kayak storage, plus a marina with docks and boat slips available for rent. The community clubhouse is the heart of an active social scene and features a billiards room, ballroom, and a variety of activities and events throughout the year. Just beyond the community, enjoy everything that makes Gulfport one of Pinellas County's most beloved coastal destinations. The vibrant Gulfport Art District offers award-winning restaurants, charming boutiques, galleries, waterfront activities, and the historic Gulfport Casino. You'll also be just minutes from Pasadena Yacht & Country Club, St. Pete Beach, Treasure Island, Fort De Soto Park, and vibrant downtown St. Petersburg, with convenient access to Tampa International Airport. With incredible views, generous living space, exceptional amenities, and an unbeatable waterfront location, this is Florida living at its finest.

5980 Shore Boulevard S Unit 501, Gulfport
$185,000
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 3 SubDv. ⋅ 33707 Zip Code
A solid waterfront opportunity in Bay Island - offering functional living in one of the area’s premier gated 55+ communities. Located in a 24-hour guarded neighborhood, this 2-bedroom, 2-bathroom residence offers a practical, comfortable layout featuring durable waterproof laminate flooring through the living, dining, and primary suite. The kitchen comes equipped with granite countertops, a double oven and a convenient pass-through to the dining area. Both bathrooms are appointed with granite-topped vanities, with the primary suite offering updated shaker-style cabinetry with excellent storage, a walk-in shower, and a dedicated walk-in closet in the bedroom. Everyday peace of mind is built in with impact windows throughout, offering insulated, storm-ready protection and clear views looking out toward the water. Living in Bay Island means you can enjoy an active, resort-style environment. Community amenities include multiple heated pools, waterfront tiki huts, grilling areas, tennis, pickleball, and shuffleboard courts, plus a waterfront walking path and a clubhouse with a fitness center and social activities. The monthly fee covers basic cable, high-speed internet, water, sewer, trash, flood insurance, exterior groundskeeping, and 24-hour security. Pet-friendly (up to 2 pets, 1 dog max under 15 lbs) with flexible rental guidelines (30-day minimum, 3x per year). A SunRunner transit stop sits right outside the gates for easy rides to nearby beaches and downtown St. Petersburg. Whether you're seeking an accessible price point in a premier waterfront enclave or an easy-living coastal retreat, this residence delivers outstanding value in an unbeatable location. Schedule your private tour today.

7465 Bay Island Drive S Unit 313, South Pasadena
$220,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Wake up to beautiful waterfront views from highly desirable Lancaster building in Town Shores. Watch the dolphins and manatees from your window in this 2 bedroom, 2 bath DELUXE unit. The kitchen offers newer stainless appliances (including a gas range!). Through the spacious living/dining room enter into into a light filled Florida room that overlooks Boca Ciega Bay. The large primary bedroom offers a walk in closet and ensuite bath. Town Shores offers a true resort-style lifestyle with exceptional amenities, including four heated pools, a fitness center, his-and-hers saunas, tennis and pickleball courts, shuffleboard courts, marina access, and beautifully maintained waterfront grounds. Ideally located just minutes from world renowned Gulf beaches, and of course shopping, restaurants and weekly markets in bustling downtown Gulfport. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this is your chance to own a slice of paradise. All information is deemed correct and should be verified by interested parties.

5925 Shore Boulevard S Unit 302, Gulfport
$245,000
1 Beds ⋅ 2 Baths ⋅ Bay Island Group 1 SubDv. ⋅ 33707 Zip Code
Beautiful 7th floor condo with views of Boca Ciega Bay from your spacious living room, dining room, and enclosed lanai/porch with tile floor. Large master suite provides a luxury feel with a large walk-in closet. This condo has been totally remodeled. The kitchen features new, shaker-style cabinets, granite countertops, butcher block island & stainless steel appliances. Luxury vinyl plank flooring throughout. Both bathrooms have been renovated. Amenities include a beautiful clubhouse, fitness center, sauna, tennis courts, swimming pools, hot tubs, shuffleboard, docks, and walking/jogging path encircling the complex. Convenient to shopping, medical complex, restaurants, and the sandy beaches of the Gulf of Mexico. If you are looking for your slice of paradise in a gated, waterfront, 55+ community, schedule your showing now!

7400 Sun Island Drive S Unit 709, South Pasadena
$599,900
3 Beds ⋅ 2 Baths ⋅ Coral Pointe SubDv. ⋅ 33707 Zip Code
Virtually Staged. Wide-open views of Boca Ciega Bay and two private balconies set the stage for waterfront living in Coral Pointe at Harbourside, a gated resort-style community in St. Pete Beach. This light-filled end unit features a split-bedroom layout with two bedrooms, an office/den that may serve as a third bedroom, and two full baths. The expansive waterfront balcony is accessible from both the living room and primary suite, offering sunrise views across the bay, while a second west-facing balcony off the kitchen and office/den provides a separate place to enjoy evening sunsets. Multiple windows and sliding glass doors bring natural light and water views into the living and dining areas. The kitchen features ample, clean-lined cabinetry, stainless steel appliances, and a pass-through that keeps it connected to the living area. At the far end, the breakfast nook is wrapped in windows on three sides and opens to the west-facing balcony, creating an inviting setting for morning coffee, casual meals, and evening views. The primary suite opens directly to the waterfront balcony and includes a large walk-in closet. Its ensuite bath is divided into a separate vanity area and an enclosed section with the tub-shower combination and toilet. A second bedroom and nearby guest bath offer comfortable accommodations for family or visitors. Double folding doors open to the office/den, where sliding glass doors lead to the west-facing balcony, allowing the room to function as a home office, den, or additional sleeping accommodations. In-unit laundry and multiple closets add everyday convenience. Hurricane shutters and steel-reinforced concrete construction provide added peace of mind, along with a newer air-conditioning system and water heater installed in 2022 and stainless steel appliances added in 2023. Other notable features include assigned under-building parking space #71, plus additional under-building guest parking, a distinctive convenience found only in the Coral Pointe buildings. A large private storage unit near the elevator provides room for bicycles, beach gear, seasonal items, and household belongings. Harbourside complements its waterfront setting with an extensive collection of resort-style amenities. Six swimming pools, tennis and pickleball courts, fitness facilities, a Jacuzzi, saunas, shuffleboard, and grilling areas offer many ways to stay active or relax, while car-wash stations and electric-vehicle charging add convenience. The clubhouse features a full social calendar, library, card room, billiards room, and woodworking shop. Boaters can enjoy the private marina with three docks and 87 deeded slips, which may become available for rent or purchase from individual owners. A fishing pier, seawall, and 1.5-mile walking trail provide additional ways to enjoy the waterfront surroundings. Gulf beaches, dining, shopping, downtown St. Petersburg, arts, entertainment, and waterfront activities are all within convenient reach. Schedule your private tour today.

8001 Sailboat Key Boulevard S Unit 201, St Pete Beach
$250,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to the highly sought-after Fairfax Building in Town Shores of Gulfport! This beautifully renovated first-floor condo offers the perfect blend of modern luxury and effortless Florida living. Every detail has been thoughtfully updated, making this home truly move-in ready. The stunning interior features porcelain tile flooring throughout, hurricane-impact windows and exterior doors, interior doors and baseboards, and a beautifully redesigned kitchen with shaker cabinetry, quartz countertops, a large movable island with abundant storage, a farmhouse sink, and stainless steel appliances. The bathroom showcases a spacious walk-in shower with glass enclosure, a new vanity, updated fixtures, and designer finishes. Additional improvements include a 2025 HVAC system, an updated electrical panel, and ceiling knocked down and re-done (NO popcorn).Enjoy assigned covered parking in the newly updated carports, coffee on your patio and an unbeatable location just steps from one of the community's four heated pools. The Fairfax Building also offers exceptional value with a new roof, low monthly maintenance fees, completed Milestone Inspection and Structural Integrity Reserve Study (SIRS), no pending assessments, and a pet-friendly community. Nestled in Historic Gulfport, Town Shores offers a vibrant, walkable lifestyle just moments from charming restaurants, unique boutiques, art galleries, and the beautiful waterfront along Boca Ciega Bay. Residents enjoy an active social calendar and exceptional amenities, including four heated pools, tennis and pickleball court, bocce ball, shuffleboard, a clubhouse, fitness center, and first-come, first-served boat slips when available. Ideally located just 15 minutes from St. Pete Beach, vibrant downtown St. Petersburg, premier shopping, and only 25 minutes from Tampa International Airport, this exceptional location offers the very best of Florida's Gulf Coast lifestyle. Whether you're searching for a seasonal getaway or your full-time Florida home, this condo is an outstanding opportunity.

5935 30th Avenue S Unit 104, Gulfport
$258,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Virtually Staged. Welcome to Town Shores’ desirable Manchester Building, where spectacular sixth-floor water views create the perfect backdrop for Florida living. From the moment you step inside this beautifully maintained 2-bedroom, 2-bath residence, you’ll be captivated by the sparkling waterfront vistas visible through the open floor plan. Watch dolphins and manatees play from the comfort of your own home, and even catch a glimpse of the iconic Don Cesar Hotel in the distance. Offering approximately 1,250 square feet, this light-filled condo features tile flooring throughout, creating a seamless flow from room to room. The inviting kitchen offers timeless appeal with crisp white cabinetry, neutral Corian countertops, and a gas range. The spacious primary suite includes an updated en-suite bathroom with a walk-in shower, while the guest bedroom is conveniently located next to the beautifully updated hall bath. Town Shores is one of Gulfport’s premier 55+ waterfront communities, offering an exceptional resort-style lifestyle with four heated pools, tennis courts, pickleball, shuffleboard, a clubhouse, fitness opportunities, and a full calendar of social activities. Stroll or bike to vibrant downtown Gulfport, where you’ll enjoy award-winning restaurants, waterfront parks, galleries, live entertainment, the popular Tuesday Fresh Market, and the city’s signature eclectic arts scene. This residence also includes covered, assigned parking and a private storage unit. Whether you’re searching for the perfect winter retreat or a year-round waterfront lifestyle, this exceptional condo offers breathtaking views, outstanding amenities, and everything that makes Gulfport one of Florida’s most beloved coastal communities.

6025 Shore Boulevard S Unit 602, Gulfport
$185,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to your 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 extra-large 1 bedroom, 1 bath condo offers an airy, open layout flooded with natural light, creating a bright and inviting atmosphere from the moment you step inside. Enjoy morning coffee or evening cocktails with sparkling water and 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. A Murphy Bed in the Florida Room provides flexible guest space along with an upfront and close amazing water view to wake up to! 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, Gulfport
$145,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
HUD-owned 2-bedroom, 2-bath ground-floor condo in the desirable Town Shores 55+ community. This unit offers a spacious layout with convenient first-floor access and is ready for your personal updates and finishing touches. Enjoy the community's amenities and a prime location just minutes from Gulfport, shopping, dining, and the Gulf beaches. Don't miss this great opportunity! HUD owned property sold strictly As-Is. HUD #093-557039.

2850 59th Street S Unit 115, St Petersburg
$555,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
This is a well maintained waterfront unit in Harbourside Condos in South Pasadena INCLUDING A DEEP WATER BOAT SLIP/LIFT (there are only 87 slips total for 800 units). It's a 16,000 lb Deco all aluminum and stainless steel cradle lift. Harbourside is a resort-like condo community on the intracoastal waterway 5 minutes from St Pete Beach. This unit's features are: HVAC system (2025), Stainless steel appliances, Hurricane shutters, Hurricane impact windows, 9' Ceilings and Dining and Living room combination with a Split Bedroom plan. The western view from the private balcony has beautiful Florida sunsets! The guest bedroom and kitchen also have beautiful water views. This desirable complex is guard gated (24 hour) with many amenities including 6 pools, his and hers fitness centers, shuffleboard, pickleball, tennis, hot tub, electric car charging stations, car wash stations, clubhouse with many social events throughout the year, library, card room, billiards room, arts and crafts room, wood working area, yoga and water exercise classes. There is a 1.5 mile walkway around the complex along the waterfront which is lit up for nightly walks. Come see what resort living in Florida is all about. You can live your tropical, island dream here in Harbourside.

7984 Sailboat Key Boulevard S Unit 303, St Petersburg
$189,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Welcome to coastal living in the highly sought-after 55+ waterfront community of Town Shores in Historic Gulfport! This unit features updated kitchen and bathrooms and laminate flooring. Enjoy the Florida Room with beautiful water views, perfect for relaxing, and also a dedicated carport spot. The community offers true resort-style amenities, including three heated pools, tennis, pickleball, and clubhouse activities, ideal for a vibrant and low-maintenance lifestyle. Located minutes from downtown Gulfport's walkable waterfront district, stunning Gulf Beaches, and downtown St. Pete, this is your chance to own a piece of paradise.

3128 59th Street S Unit 115, Gulfport
$523,900
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
****PRICE ADJUSTMENT**** LET'S GO! **** “BEACHWALKER” -Most desirable location in all of Harbourside— resort style living in one of South Pasadena’s finest waterfront communities. An immaculate, beautifully maintained, DIRECT WATERFRONT 2-bedroom 2- bath has been thoughtfully updated and cared for, providing comfort and quality. Plenty of natural daylight. West facing balcony with beautiful sunset views, enhanced by new gemstone floor coverings and protected with hurricane impact WINDOWS and electric shutters on both the balcony and primary bedroom— (shutter motor updated in 2023). Unit features newer stainless-steel appliances, updated ceiling fans and light fixtures, plantation shutters on all windows and the balcony, solid surface kitchen counters, and a granite vanity top in the primary bath. Additional upgrades include newer garbage disposal, kitchen faucet, and custom shelving in all closets. The AC (2019) and hot water tank (12/2022) ensure efficient, reliable performance. CONVENIENT UNDER BUILDING ASSIGNED PARKING SPACE #94. Complete Elevator modernization in 2025. A gated community with Exceptional amenities including Swimming pools and Spa's, EV charging stations, pickleball courts, tennis courts, shuffleboard, an active clubhouse, and miles of waterfront walking paths. Boat slips, guest boat docks (available on a first come-first serve) fishing pier, and a rare opportunity to own a pristine unit in a vibrant, amenity rich waterfront, community—perfect for full-time coastal living. Just minutes to the finest GULF Beaches. Oh, and a PET FRIENDLY community. Perfect timing to send out invites for the Pasadena Christmas boat parade that passes by right in front of your balcony. In addition, this unit is sold with a full wall media cabinet/bookcase with electric remote-control fireplace, plus a kitchen dinette table and 2 chairs. A MUST SEE! Schedule your showing.

7984 Sailboat Key Boulevard S Unit 306, South Pasadena
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