St Pete/South Pasadena/Gulfport/St Pete Bch Homes with Park Community Extras

St Pete/South Pasadena/Gulfport/St Pete Bch Homes with Park Community Extras

Welcome to the vibrant region of St. Pete/South Pasadena/Gulfport/St. Pete Beach, nestled in the heart of Pinellas County, Florida. South Pasadena, a charming city within this region, offers a unique blend of coastal beauty and small-town charm.

If you're seeking homes with park community extras, you're in the right place. Picture yourself living in a community where lush green spaces, tranquil parks, and recreational amenities are just steps away from your front door. Enjoy morning strolls in beautifully landscaped parks, have a picnic with family and friends, or simply unwind in the serenity of nature right in your neighborhood.

St. Pete Beach, known for its stunning beaches and vibrant atmosphere, is a haven for those seeking a coastal lifestyle. Gulfport, with its artistic flair and welcoming community, offers a diverse range of homes to suit every taste. Whether you're looking for a beachfront retreat or a cozy bungalow near the park, this region has something for everyone.

Experience the best of Florida living in this region, where sunny days, beautiful parks, and a laid-back lifestyle await. Discover your dream home with park community extras and immerse yourself in the relaxed yet vibrant atmosphere of St. Pete/South Pasadena/Gulfport/St. Pete Beach.

Newest St Pete/South Pasadena/Gulfport/St Pete Bch Homes with Park Community Extras

7300 Sun Island Drive S Unit 1104, South Pasadena
$430,000
2 Beds ⋅ 2 Baths ⋅ Bay Island Group 15 SubDv. ⋅ 33707 Zip Code
Water Views from Every Room – Updated 11th-Floor Condo at Gated 55+ Bay Island Every room looks out on the water. From the 11th floor of Bay Island, a gated 55+ community in South Pasadena, this 2-bedroom, 2-bath condo takes in Boca Ciega Bay, the marina, the Intracoastal Waterway, the Gulf of Mexico, and the downtown St. Petersburg skyline, all from 1,310 sq ft of updated living space. The kitchen was remodeled under a 2023 permit, with granite countertops, wood shaker cabinets, Italian marble accents, and Samsung appliances. Other updates include an LG washer and dryer, new light fixtures, and fresh interior paint. Ceramic tile and wood-look laminate run throughout, and the HVAC was updated in 2017. Hurricane shutters add peace of mind. The split floor plan puts the bedrooms on opposite sides of the home for privacy. Both have walk-in closets, the primary suite has its own bath, and three storage rooms give you more space than most condos offer. The monthly HOA fee covers cable, internet, water, sewer, trash, building insurance, and 24-hour security. Life at Bay Island includes: Six heated pools and spas Fitness center with sauna Tennis, pickleball, and shuffleboard courts Clubhouse and library Fishing pier and boat slips 1.5-mile waterfront walking trail A reserved covered parking space is included, plus guest parking. You're about 2 miles from St. Pete Beach, close to Gulfport's restaurants and art festivals, and roughly 20 minutes from downtown St. Petersburg. Optional turnkey furnishings are available under a separate bill of sale. Schedule your private tour of Bay Island today.

7300 Sun Island Drive S Unit 1104, South Pasadena
5433 Essex Avenue S, Gulfport
$1,200,000
4 Beds ⋅ 3 Baths ⋅ SubDv. ⋅ 33707 Zip Code
Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 4 bedrooms, 2.5 bathrooms, and 3,804 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready — a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport — the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5433 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.

5433 Essex Avenue S, Gulfport
7050 Sunset Drive S Unit 211, South Pasadena
$345,000
2 Beds ⋅ 2 Baths ⋅ Chateau Tower Condo SubDv. ⋅ 33707 Zip Code
Welcome to Paradise Living at Chateau Towers!  This beautifully renovated, second-floor condo offers 2 spacious bedrooms and 2 bathrooms and boasts beautiful waterfront views of Boca Ciega Bay. This unit comes completely furnished.  Relax on your private balcony, watching beautiful sunset skies over the Gulf of Mexico.  Step inside to find an open floor plan, perfect for entertaining.  The kitchen features new white shaker cabinets with quartz counters, and stainless steel appliances.  All new easy care luxury vinyl plank flooring and 5 inch baseboards.  The laundry closet is conveniently located next to the kitchen.  The primary ensuite is tucked at the back of the condo featuring a tranquil water view, along with a large walk-in closet and renovated bath.  The second bedroom and bathroom are at the front of the unit, for added privacy.  The water heater is brand new, and the AC is only 3-4 years old.  Resort-style amenities include a waterfront heated pool, hot tub, and a fitness center.  The community also features a sauna, steam room, outdoor grills, a bike rack, a party room with a kitchen, a library, and a recreation room with a billiard table, ping pong table, and shuffleboard.  Store your kayak on the property and launch it into the Bay, where you can paddle alongside dolphins and manatees.  Prime Pasadena location...just 5 minutes from the award-winning St Pete Beach and Treasure Island, with easy access to Publix, Walmart, a variety of dining options, and a quick 20-minute drive to exciting downtown St Pete.  This is coastal living at its finest!

7050 Sunset Drive S Unit 211, South Pasadena
5417 Essex Avenue S, Gulfport
$1,300,000
3 Beds ⋅ 3 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 3 bedrooms, 3 bathrooms, and 3,051 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready — a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring, and a whole-house reverse osmosis system deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport — the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5417 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.

5417 Essex Avenue S, Gulfport
7930 Sun Island Drive S Unit 104, 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
1907 53rd Street S, Gulfport
$399,500
2 Beds ⋅ 1 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
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 (permitted 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, Gulfport
6020 Shore Boulevard S Unit 1002, Gulfport
$294,000
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
5925 Shore Boulevard S Unit 405, Gulfport
$178,000
1 Beds ⋅ 1 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
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, Gulfport
1819 Shore Drive S Unit 110, South Pasadena
$159,900
2 Beds ⋅ 1 Baths ⋅ Shore View Bldg SubDv. ⋅ 33707 Zip Code
One or more photo(s) have been virtually staged. Enjoy waterfront views from this beautifully updated 2 bedroom 1 bath condo in the desirable Shore View community, centrally located in South Pasadena. This first-floor waterfront unit features an open living and dining area, a renovated kitchen and bathroom with new quartz countertops, solid wood cabinets, new appliances and a bonus bright Florida room overlooking Boca Ciega Bay with direct access to the courtyard and pool—an ideal space for relaxing or entertaining. Additional recent updates include new AC system, interior bedroom/closet doors, luxury vinyl plank flooring, newer windows and electrical panel. Shore View is a well-maintained 55+ community offering two heated pools, a clubhouse, fitness center, shuffleboard/cornhole courts, billiards and ping-pong tables. The unit includes assigned parking space #32, convenient guest parking, a dedicated storage shelf in the first-floor storage room, and laundry facilities on every floor. Ideally located just minutes from St. Pete Beach, waterfront dining, shopping, parks, and vibrant downtown St. Petersburg, this move-in-ready condo offers the perfect blend of waterfront living, convenience, and low-maintenance Florida lifestyle. Make an appointment today!

1819 Shore Drive S Unit 110, South Pasadena
5005 24th Avenue S, Gulfport
$685,000
3 Beds ⋅ 3 Baths ⋅ Curns W J Sub SubDv. ⋅ 33707 Zip Code
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, Gulfport
2850 59th Street S Unit 205, Gulfport
$158,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
PRICE IMPROVEMENT!! Don’t miss out on this FURNISHED, BRIGHT AND MODERN POOLSIDE 2ND FLOOR UNIT with sleek European style in the Kenmore building at Town Shores of Gulfport ... a premier 55+ community with resort-style amenities! Priced to sell quickly, this charming unit is being offered FULLY FURNISHED AND TURNKEY to make it perfect either for a vacation getaway or your permanent forever home. The Kenmore is one of only two buildings at Town Shores with a secure lobby for extra safety and peace of mind. The building also withstood the previous storms with no damage or water intrusion. Kenmore is a no pet building, ESA pet accepted with association approval. You will appreciate the roomy open floor plan (1,120 sq ft) with two spacious bedrooms, two full baths and a pleasant and comfortable sunroom with views of one of the four heated pools in the community … plus, a large storage closet that can even fit a bicycle! The floor plan features a primary bedroom with an ensuite bath, window to the sunroom and double built-in closets for extra storage, plus a guest room with a dedicated hall bath. This well cared for unit emits a sense of style and design flair with neutral wall tones, flooring, newer light textured carpet, LIGHT WOOD TONE IKEA FURNITURE … all which convey with the unit. Other unit features and highlights include a newer HVAC (2023), a deeded carport (#53) and is conveniently located on the same floor with the laundry, just steps away from the elevator. The monthly HOA fee includes a Spectrum Bulk internet and wireless package, natural gas for cooking and hot water, flood and building insurance, and pool, landscaping and exterior maintenance. Town Shores has its own private marina and slips (as they become available), 4 heated pools, an active Clubhouse with weekly social events, a tennis/pickleball court, shuffleboard, bocce ball and kayak storage. This vibrant community is just a short distance from the fun, active and artsy village of Gulfport and its famous Tuesday Fresh Market and lively First Friday Art Walks. You are also just blocks away from the Gulfport public beach, restaurants, quaint inns, cafes, art galleries and boutiques! Town Shores is conveniently located just 30 minutes from Tampa International Airport and is a short drive to the cultural mecca of downtown St. Pete and the award-winning Gulf coast beaches. Schedule a showing today for this upbeat and modern unit around the corner from Gulfport Village!

2850 59th Street S Unit 205, Gulfport
5980 Shore Boulevard S Unit 405, Gulfport
$295,000
2 Beds ⋅ 2 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code
I am excited to share a new featured listing that you won’t want to miss. We currently have a lovely two-bedroom, two-bathroom waterfront condo available in historic Gulfport, FL. This unit features a unique split floor plan that situates the primary bedroom opposite the second bedroom and directly on the water. Residents can wake up to endless bay views and unwind to breathtaking sunsets every evening. The property has also been significantly updated to include brand-new hurricane impact thermal windows, new luxury vinyl flooring throughout, and brand-new vanities in both bathrooms. Additionally, the open-concept floor plan provides ample space for entertaining guests while enjoying the Florida lifestyle. This Condo is Located in the much sought after Town Shores water front Community located just steps from Historic Downtown Gulfport & Gulfport Beach! Town Shores has plenty of amenities to choose from including four heated pools, two located on the waterfront! A full two story clubhouse with complete fitness room with saunas, eight table billard hall, card rooms and a second story ball room for special events! There also a community dog park and picnic park complete with barbecue grill! There are also pickleball/tennis, bocce, shuffle board courts! Kayak storage area as well! Don't delay, this unit will not last long! Call today!

5980 Shore Boulevard S Unit 405, Gulfport
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