South Pasadena Homes with Pickleball Court(s) Amenities

South Pasadena Homes with Pickleball Court(s) Amenities

Welcome to South Pasadena, Florida – a hidden gem nestled in the heart of Pinellas County! Known for its charming small-town atmosphere and close-knit community, South Pasadena offers a unique blend of coastal living and suburban comfort. With its picturesque streets lined with beautiful palm trees and vibrant local businesses, this city is a perfect retreat for those seeking a relaxed lifestyle while still enjoying easy access to the bustling nearby areas of St. Petersburg and Clearwater.

One of the standout features of South Pasadena is its commitment to outdoor recreation, particularly for those who enjoy an active lifestyle. The city is home to several homes with pickleball courts, an increasingly popular sport that combines elements of tennis, badminton, and ping-pong. Imagine stepping out of your beautifully designed home and onto your private court, ready to challenge friends or unwind with a leisurely game. This amenity not only promotes a healthy lifestyle but also fosters a sense of community as neighbors come together for friendly matches and social gatherings.

In addition to pickleball, residents of South Pasadena can enjoy nearby parks, scenic waterfront views, and access to some of Florida’s most beautiful beaches. With a range of dining options and cultural attractions just a stone’s throw away, you’ll find that this charming city has everything you need for a fulfilling life.

Whether you’re a retiree looking for tranquility or a family seeking a vibrant community, South Pasadena's homes with pickleball court amenities offer the perfect blend of comfort, recreation, and connection. Come discover your new home in this delightful Florida city!

Newest South Pasadena Homes with Pickleball Court(s) Amenities

$625,000
2 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
Breathtaking, wide expansive waterfront views and stunning sunsets greet you the moment you step into this fully renovated 2BR/2BA coastal oasis. Completely upgraded in 2023 with an uncompromising eye for detail, this move-in ready condo offers high-end modern finishes and total peace of mind. The gorgeous open kitchen boasts premium quartzite countertops, sleek shaker-style cabinetry, new stainless steel appliances, and added pantries and base cabinets for abundant storage. Both the primary and guest bathrooms have been completely upgraded with Calcite countertops, new elongated toilets, pristine glass enclosures, and walk-in showers dressed in modern designer porcelain tile. Premium upgrades continue with all-new A/C and water heater installed in 2026, high-impact windows, and protective storm shutters on the balcony sliders. Sparkling water views can be enjoyed from the kitchen, guest bedroom, living room, and the private balcony with cool decking coverage. The primary bedroom features its own spectacular wide-water backdrop. Complete with under-building parking space #18 and two private storage units (one on the balcony and one steps away by the elevator), this turnkey property truly has it all! Harbourside Community has a 24/7 Gate access with on duty Guard, the Amenities include, 6 swimming pools, 5 tennis courts with Pickle ball courts, 2 fitness centers, Men and Women's, Gyms, Jacuzzi, saunas, Shuffle board, outdoor grilling, 3 car wash station with vacuum & air, Car Charging station and Marina. There is no deeded slip to this unit but there may be slips available to rent or purchase from other owners. A Clubhouse with a full social agenda, Card Room, Library, Billiard room and wood working shop. This Paradise has a 1.5 mile waterfront walking trail around the Island. Harbourside is located just minutes from the Popular Pristine West Coast Fl beaches and Minutes from I 275 and Downtown St Petersburg where you can enjoy the St Pete Pier, Museums, Art Galleries, Dining and all the History of the City of St Petersburg. Come and enjoy Resort style living at it's best.

7922 Sailboat Key Boulevard S Unit 206, South Pasadena
$399,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Breathtaking Boca Ciega Bay views and beautiful sunsets take center stage in this oversized condo located in the highly sought-after 55+ community of Town Shores of Gulfport. From the moment you enter, your eyes are drawn to the expansive water views from the generous living and dining area, creating a beautiful backdrop for everyday living and entertaining. The primary suite features a walk-in closet, tons of natural light, and a private ensuite bath, while the spacious guest bedroom also offers a walk-in closet with a full guest bath conveniently located just outside the bedroom. The kitchen provides plenty of cabinet space and pantry. This condo has been thoughtfully updated with luxury vinyl flooring, a newly replaced bay window, and new HVAC in 2026. Additional conveniences include a private storage area and designated parking space. Town Shores is known for its impressive resort-style amenities, including four swimming pools, a marina with boat slips available for rent subject to availability, tennis, pickleball, bocce ball, shuffleboard, a fitness room, his-and-her saunas, and an expansive clubhouse featuring a large billiards room, multiple meeting spaces, and generous common areas. Best of all, you are just minutes from vibrant downtown Gulfport, where you can enjoy locally owned restaurants, shops, art, community events, and Gulfport Beach. Whether you are relaxing at home watching the sun set over Boca Ciega Bay or taking advantage of everything this active waterfront community has to offer, this is Florida living at its best.

6020 Shore Boulevard S Unit 211, Gulfport
$215,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
Are you ready for the 55+ Florida lifestyle in the waterfront town of Gulfport? The city is packed full of uniqueness, and Town Shores of Gulfport is packed full of amenities: 4 heated pools (3 with direct waterfront views), 2 boat docks with space for approximately 40 boats or jet skis, 4 swing parks throughout the community plus a dog park, kayak storage and launch area, walking paths along the concrete seawall, and beautiful views of Boca Ciega Bay and the Pinellas Bayway bridge. The recently renovated clubhouse offers an arts and crafts room, pool tables, table shuffleboard, card and game tables, kitchen and dining halls, an entire puzzle room, library, dance classes, plenty of planned events, and even a secure place to shred sensitive documents. You can walk to Gulfport Beach with its volleyball courts and playground. Less than a mile from the condo, Beach Blvd S is lined with restaurants, bars and shops. Even closer to home, you'll find a comfort-food breakfast and lunch diner, fine dining restaurant, small grocery store, and peaceful walks around Ibis Park and its pond. Bring some food for the turtles. Two major grocery stores and additional shopping are about 2½ miles away, and St. Pete Beach is approximately 5 miles from home. Fairfax House is one of 18 buildings in Town Shores of Gulfport and has one of the lowest monthly dues in the community. It also allows 1 pet up to 20 lbs—something only a limited number of buildings in Town Shores permit. The association is fully funded, and monthly dues actually decreased by $59 in 2026. The building was recently painted, and a new roof was installed in August 2026. The location of Fairfax House within the community is terrific, with easy access in and out. One of the community's four pools is at the end of the street. This condo comes with a covered carport close to the unit—not every condo in Town Shores has covered parking. There's also covered bicycle storage just one floor below, a shared laundry room with plenty of machines on the same floor, and a convenient trash chute. The condo also includes locked corridor storage #214. And then there's the condo itself. This corner unit, with extra living room and kitchen windows, just gleams. The south-side windows were replaced with impact-rated windows in 2022. The remodeled kitchen has granite counters, plenty of real wood cabinetry and pull-out lower drawers for easy access to kitchen and pantry items. There's a dual stainless-steel sink with sprayer faucet and soap dispenser, plus equipment for a water filtration system that is currently not connected. And one of my favorite features: a gas cooktop—a real rarity in our area! The condo doesn't have an individual water heater because hot water is provided by the association using natural gas. The Florida room is the showstopper, with a wall of windows framing expansive harbor views, Pelican Bay Marina, swaying palms and sparkling water. Wake up to the water from the primary bedroom, which has an en suite bathroom with a heat lamp and a walk-in closet. A hallway of additional closet storage leads to the guest bathroom and 2nd bedroom. The oversized bedrooms are split from each other, adding extra privacy. The entire condo was just painted, the A/C was replaced in 2022, and this place is move-in ready. If you're ready to explore the 55+ Gulfport lifestyle, call your Realtor and schedule an in-person showing. Out of town? Just let us know and we'll arrange a virtual showing.

5935 30th Avenue S Unit 214, Gulfport
$150,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
FULLY FURNISHED... And, completely UPDATED, this beautiful, like-new, condo has been renovated top to bottom! This spacious 1060 square foot interior features continuous luxury vinyl plank (LVP) flooring throughout, creating a stylish seamless look. Enjoy peace of mind with a walk-in shower, a beautifully updated kitchen featuring all new stainless-steel appliances. Move right in and enjoy the comfort and convenience of a truly turnkey home. The deeded carport is just steps and two guest spots right in front of your front door! Enjoy worry-free living with cable TV, internet, gas (for cooking and heating), and more... included in your monthly HOA fee... you only pay for electricity! Residents of Town Shores enjoy an impressive array of amenities including a fitness center (gym), billiards, room with a dozen pool tables, indoor shuffleboard tables, a library and multiple game rooms. Outdoor recreation options include shuffleboard, bocce ball, tennis and pickleball courts. The community also offers four heated pools (two right on Boca Ciega Bay) and a vibrant social clubhouse! Located just three blocks from the charming waterfront district of Gulfport, residents can easily enjoy a variety of local restaurants, boutiques, art galleries and entertainment. And don't forget the very active Senior Center located just a few blocks away, with many activities to enjoy daily! Convenient public transportation provides easy access to St. Petersburg, the nearby beaches and destinations throughout Pinellas County. Not to mention, only 10 minutes from award winning Gulf beaches, and 30 minutes to St Petersburg and Tampa International Airports. Call today to see this beauty in person! It won't last long at this price!

3018 59th Street S Unit 111, Gulfport
$139,999
1 Beds ⋅ 1 Baths ⋅ Les Chateaux Condo SubDv. ⋅ 33707 Zip Code
This beautifully updated & furnished residence has been thoughtfully renovated with Granite countertops, all new stainless steel appliances including a convection/air fryer oven, undermount sink, new shaker-style cabinetry in the kitchen and bath, new ceiling fans and light fixtures, luxury vinyl plank flooring throughout entire unit, new faux wood blinds, and fresh paint throughout! STORAGE - There's a huge walk-in Bedroom Closet (12 feet long x 5 feet wide), a coat closet in the living room, a dedicated pantry closet in the kitchen, and the Bathroom has a 60 inch wide vanity with 6 drawers, shelves built into the mirror, along with storage cabinet over the toilet. OUTSIDE - Through the brand new slider door you can relax on the peaceful patio overlooking the courtyard, with classic stone tables and a brick hearth w/ charcoal grill. The city of South Pasadena's Bayview Park is steps away and has 2 newly resurfaced tennis courts with crisp lines for 2 PICKLEBALL courts, a nice playground with a soft bonded rubber surface so it's safe for the kiddos (or adults young at heart!), a swing set, and a very large pavillion with multiple picnic tables, 2 charcoal grills and a water fountain. There's also walking paths around the park, along the bay, and through the Galatea Garden with beautiful fountains and ponds. The vibrant community amenities include a sparkling swimming pool, clubhouse with brand new kitchen to throw a party, a ping pong table, billiards table and dart board! PARK directly in front of the unit with your assigned parking spot. The monthly CONDO FEE includes full cable package, high speed internet, water, sewer, trash, building insurance, building exterior maintenance, ground maintenance. You only pay extra for Electricity. WALKABLE living provides quick access to Publix grocery, Bank, restaurants, Horse & Jockey Pub and much more! The sugar-sand BEACHES of St. Pete Beach are just a 5 minute drive or take a 5 minute stroll to the SunRunner stops for easy access to St Pete Beach or Downtown St Pete! Rental flexibility allows up to 2 leases annually with a 5-month minimum — ideal for seasonal owners who travel. Turnkey, furnished and move-in ready: this is the Florida lifestyle you have earned. This is NOT a 55+ community. Roof replaced 2021 & Repairs made in 2025 / New Exterior Paint 2021 / New AC 2026 / New Water Heater 2025 / Electric panel - General Electric. This is a pet free community, but emotional support & Service animals have been approved by HOA.

1180 Rue Des Rois Unit 1A, South Pasadena
$359,000
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 13 SubDv. ⋅ 33707 Zip Code
Waterfront -- Turn Key -- Available Furnished - Wake up to dolphins in the bay -- end your evenings with sunsets over the water — This fully renovated 1,480 sq ft, 2-bedroom, 2-bath condo offers the best of easy coastal living. This spacious, turnkey home can be purchased furnished and includes an office space that easily converts to a 3rd bedroom, plus two covered porches overlooking the water. The milestone inspection is complete and cleared, and the community maintains a fully funded reserve fund for peace of mind. --- Community features: Six pools, tennis and pickleball courts, men’s and women’s gyms, a clubhouse with ballroom, car wash, library, Tiki Hut grilling areas, a 1.5-mile waterfront walkway, and access to a private marina — all inside a secure 55+ gated neighborhood. This unit also includes two covered parking spaces right outside your door and an exclusive private storage room not found in other units. With convenient first-floor living and no stairs, you can enjoy comfort and independence for years to come. Don’t miss this opportunity to own a stunning, move-in-ready waterfront condo in one of the most desirable communities in St. Petersburg — schedule your private showing today! HOA fees include: Flood insurance, water, sewer, trash, cable, internet, and maintenance for all community amenities.

7930 Sun Island Drive S Unit 104, South Pasadena
$799,000
3 Beds ⋅ 2 Baths ⋅ Harbourside Condo SubDv. ⋅ 33707 Zip Code
Welcome to Beachwalker at Harbourside Building 9 unit 408. This corner unit has 2 Bedrooms, 2 Baths and Den or 3rd bedroom. There are two balconies, one with hurricane shutters on the West side and the East side balcony has a wraparound balcony off kitchen and den. Upgrades include: new washer dryer, two pantries in the eat in kitchen with stainless steel appliances, granite throughout including kitchen and baths. Both Primary & guest baths have been upgraded with tiled shower and flooring. Hardwood Flooring throughout except for bedrooms which have Carpet. Recessed lighting throughout, two niches one in Kitchen and one in Foyer. Custom built buffet in dining room and kitchen breakfast bar. Crown molding with casing around windows and doors, 4" baseboards, three ceiling fans with lights and remotes. AC 2018 and hot water heater 2006 Garage parking space #54 and assigned storage unit 408 on floor. Tenant in place, 30 days notice to vacate. This is your opportunity to experience the best of Beachwalker at Harbourside with resort-style island living. • Abundant Marine Life: Frequent sightings of dolphins, manatees, and various sea birds are common in the calm, protected waters of the Intracoastal Waterway and shallow bay areas. • Stunning Sunsets: West-facing balconies provide prime, unobstructed views of the sun setting over the water. • Active Waterways: You can watch a constant parade of sailboats, yachts, and other vessels, making the view dynamic and interesting • Interior highlights Flexible living space: • Spacious primary suite: Offers a walk-in California closet with built in storage. • Convenient laundry. • Quality construction: Solid steel reinforced concrete construction was used by JMC Communities, the original builder, rather than concrete blocks. Penthouse exclusives • One assigned parking space under the building (#54). •: A large, conveniently located storage unit near the elevator is also included #408 and another on balcony. Resort-style amenities • Pools and recreation: Six swimming pools, five tennis courts with two pickleball courts, and shuffleboard. • Fitness and relaxation: Two fitness centers, a Jacuzzi, and saunas. • Convenience for residents: Three outdoor grills, a three-station car wash with vacuum and air, and electric car charging stations. • Waterfront access: The marina has three docks and 87 deeded slips, which are available for rent or purchase from other owners. • Clubhouse features: A card room, billiard room, library, woodwork shop, and a grand room with a kitchen for events. • Outdoor activities: A 1.5-mile walking trail around the island offers a chance to see dolphins, manatees, and seabirds. • Pet-friendly policy: Allows one pet per unit up to 20 pounds. This is your opportunity to experience the best of Beachwalker at Harbourside and resort-style island living.

7974 Sailboat Key Boulevard S Unit 408, South Pasadena
$159,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
A first-floor corner home in Gulfport's Town Shores with a covered carport spot (furnishings negotiable)—a welcoming 55+ waterfront community on Boca Ciega Bay—does not come along every day- this one. This bright 2-bedroom, 2-bath Jamison House residence offers 1,170 square feet, windows on three sides, mature landscaping and true ground-floor living. The lifestyle begins right outside your door with one of the community's four heated pools—The Jamison's pool was just renovated and is HEATED year round, directly off your back patio - plus tennis, pickleball, bocce, shuffleboard, fitness room, saunas, billiards, library, ballroom, marina and kayak launch. Historic Gulfport’s beach, Williams Pier, restaurants, colorful shops and live entertainment are only a few blocks away. The seller reports that this unit did not experience interior flooding during the 2024 hurricanes. Inside, white Shaker-style cabinetry, warm butcher-block countertops and stainless steel appliances give the updated kitchen a crisp coastal feel. The split-bedroom layout adds privacy, while the spacious primary suite offers an updated private bath and walk-in closet. A garden-view Florida room works beautifully as an office, reading room or morning-coffee retreat, and tile flooring keeps upkeep simple. Less upkeep, more Gulfport—and a first-floor corner unit worth seeing. All information to be verified with the HOA. Boat slips are available on a 1st come 1st serve basis.

2960 59th Street S Unit 101, Gulfport
$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
$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
$299,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
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.

6020 Shore Boulevard S Unit 1002, Gulfport
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