St Pete/South Pasadena/Gulfport/St Pete Bch Homes with 55+

St Pete/South Pasadena/Gulfport/St Pete Bch Homes with 55+

Welcome to the vibrant and inviting region of St. Pete, South Pasadena, Gulfport, and St. Pete Beach, nestled in the heart of Pinellas County, Florida. This picturesque area is renowned for its stunning waterfront views, vibrant arts scene, and a warm, welcoming community that truly embodies the essence of Florida living. With an average of 361 sunny days a year, outdoor enthusiasts will find endless opportunities for recreation, from relaxing on the pristine beaches to exploring the lush parks and nature trails.

One of the standout features of this region is its thriving 55+ community. Here, you’ll discover a diverse range of homes designed specifically for active adults, offering a blend of comfort, convenience, and camaraderie. Whether you’re looking for a cozy condo with breathtaking views of the Gulf, a charming single-family home in a friendly neighborhood, or a modern villa with resort-style amenities, there’s something for everyone. Many of these homes are located within vibrant communities that offer a wealth of activities, from fitness classes to social events, ensuring you’ll never run out of things to do.

In addition to the beautiful homes, residents enjoy easy access to local attractions, including art galleries, farmers' markets, and a variety of dining options that cater to every palate. The nearby Gulfport and St. Pete Beach are perfect for those who appreciate a laid-back lifestyle, with their quaint shops and lively waterfronts.

Embrace the charm of this delightful region and discover your perfect home in St. Pete, South Pasadena, Gulfport, or St. Pete Beach—where the sun shines bright, and the community spirit thrives.

Newest St Pete/South Pasadena/Gulfport/St Pete Bch Homes with 55+

7645 Sun Island Drive S Unit 101, South Pasadena
$350,000
2 Beds ⋅ 2 Baths ⋅ TB8557558 MLS ⋅ Saratoga/7645 BLDG.
Step into a lifestyle of effortless luxury in this stunning corner-unit condo at Bay Island. Spanning nearly 1,400 square feet, this two-bedroom, two-bathroom residence has been completely reimagined with a top-to-bottom remodel that balances modern sophistication with coastal comfort. The open floor plan is bathed in natural light, drawing your eyes toward the serene water views that serve as the backdrop for daily life. In the kitchen, sleek new stainless steel appliances and contemporary finishes make every meal a delight, while the convenience of in-unit laundry adds to the home's seamless functionality. The covered parking spot right in front of your door is an additional bonus. Living in the premier 55+ community of Bay Island feels like being on a permanent vacation. Whether you’re looking to stay active on the tennis or pickleball courts, take a dip in one of the multiple sparkling pools, or enjoy a sunset dinner in the picnic and grilling area, the amenities here are second to none. The community also features a marina, shuffleboard, and a vibrant community center that serves as the heart of the neighborhood. When you’re ready for the sand and surf, the world-renowned shores of St. Pete Beach are just minutes away. This is more than just a condo; it’s an invitation to enjoy the very best of Florida living.

7645 Sun Island Drive S Unit 101, South Pasadena
2850 59th Street S Unit 112, South Pasadena
$147,000
1 Beds ⋅ 1 Baths ⋅ TB8559611 MLS ⋅ Kenmore/91606 BLDG.
Welcome to Bright and Cherry, a beautifully maintained first-floor condo that offers the perfect blend of comfort and convenience. This residence features a thoughtfully upgraded kitchen complete with elegant stone countertops and modern, updated appliances. The unit showcases the desirable Deluxe floor plan, which includes a convenient private back door providing seamless, direct access to the recently renovated community pool and patio area. You can enjoy total peace of mind knowing that this first-floor residence at The Kenmore remained completely unaffected by the hurricanes and flooding events of 2024. Because The Kenmore building is elevated, it has a proven history of being free from low-grade drainage or flooding issues. For your ease of access, this unit comes with dedicated, convenient curb parking located right along the walkway at space #14. This is a fantastic opportunity to own a turnkey home in a prime location!

2850 59th Street S Unit 112, South Pasadena
5960 30th Avenue S Unit 114, South Pasadena
$324,000
2 Beds ⋅ 2 Baths ⋅ TB8559593 MLS ⋅ Hampton BLDG.
Looking for that diamond in amongst all the pearls? You have found it! The only one of it's kind in the entire complex. This is a spectacular view to the West and the Southwest. Water on two sides and one of the 4 heated pools on the third side. Oh yes, we left space for the front door on the 4th/front side. Eat in kitchen, washer/dryer closet, new appliances, floors, lighting, doors, hardware. And remember there are two nicely appointed bathrooms with ceramic surrounds and floors. And a new AC/Heating system. A side entry door into the kitchen for taking packages from the carport into the house. And speaking of kitchen, it is a true eat-in kitchen with a wine/coffee bar and a table for four. Then you add in the Gulfport vibe as you can walk downtown for market, restaurants, live music, or hang out at the ice cream store. There are also professional volley ball courts down on the beach and the occasional tournament. Speaking of courts, there are tennis, pickleball, bocce and shuffleboard courts over by the clubhouse and across from the marina. Do you know that the Gulf Beaches are just across the small bridge for walks on the beach anytime you want or sunsets upstairs at the Brass Monkey on Pass A Grill. Or breakfast on the beach on another day. So much to do or never leave this extraordinary condo and complex. Remember Tampa airport is just across the bridge and Busch Gardens for a great day trip. Or a little further up the highway you can go visit Mickey !

5960 30th Avenue S Unit 114, South Pasadena
5955 30th Avenue S Unit 111, South Pasadena
$199,900
1 Beds ⋅ 1 Baths ⋅ TB8559467 MLS ⋅ Ivanhoe BLDG.
Virtually Staged. Waterfront ! check. Beautiful view! check. Steps to the pool! check. Walk to downtown Gulfport with live music, good food and great people! check. Beautiful waterfront community of Town Shores, surrounded by water that sparkles likes it's been sprinkled with diamonds. You may not believe what a great find. This oversized (almost 1100) sq ft condo is completely remodeled with new kitchen, bath, paint, floors and most anything you can think of, like AC. Move in ready. Gulfport is surrounded by St Pete which is the mecca of museums , restaurants, executive airport downtown, and activities. You also have easy access to the beaches - take your choice, we have miles of them just to our West. With more activities for young and old. When the kids and grandkids come to visit there are more activities that they will love as well. Busch Gardens is just across the bridge in Tampa and Disney just "up the road" in Orlando. Great central location for family and you. Come join us in Gulfport!

5955 30th Avenue S Unit 111, South Pasadena
1834 Shore Drive S Unit 4, South Pasadena
$130,000
1 Beds ⋅ 1 Baths ⋅ W7890420 MLS ⋅ 1 BLDG.
Enjoy waterfront living in this charming 1-bedroom, 1-bath unit in a desirable 55+ South Pasadena community overlooking beautiful Boca Ciega Bay. Featuring fresh paint and classic terrazzo floors, this inviting home offers a covered front porch perfect for taking in stunning sunsets. Enjoy the waterfront community pool, relax at the community dock, and take advantage of one covered parking space and a private storage closet with washer and dryer hookups. Ideally located just minutes from the sugar sands of St. Pete Beach, you'll enjoy easy access to local restaurants, shopping, medical facilities, and convenient public transportation, including nearby bus and trolley stops. Explore the vibrant waterfront atmosphere of Gulfport or head to downtown St. Petersburg for even more dining, entertainment, and cultural attractions. Small pets are allowed. Whether you're looking for a full-time residence or a relaxing Florida retreat, this charming waterfront community offers the perfect opportunity to embrace the laid-back Florida lifestyle!

1834 Shore Drive S Unit 4, South Pasadena
3114 59th Street S Unit 401, South Pasadena
$237,000
2 Beds ⋅ 2 Baths ⋅ TB8558283 MLS ⋅ Dover BLDG.
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, South Pasadena
3114 59th Street S Unit 208, South Pasadena
$190,000
2 Beds ⋅ 2 Baths ⋅ TB8552693 MLS ⋅ Dover BLDG.
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, South Pasadena
7465 Bay Island Drive S Unit 217, South Pasadena
$169,000
1 Beds ⋅ 1 Baths ⋅ TB8555971 MLS ⋅ Barbados BLDG.
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, South Pasadena
$177,900
1 Beds ⋅ 1 Baths ⋅ TB8555653 MLS ⋅ 5925 BLDG.
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, South Pasadena
7300 Sun Island Drive S Unit 701, South Pasadena
$450,000
2 Beds ⋅ 2 Baths ⋅ TB8548255 MLS ⋅ Admiral BLDG.
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
1847 Shore Drive S Unit 204, South Pasadena
$189,900
2 Beds ⋅ 1 Baths ⋅ TB8552580 MLS ⋅ Shore Crest BLDG.
How about trading Winter cold for Light and Bright Florida Living as soon as you walk in the door! Comfortable, open floorplan with 1120 Sq - 2 bed/ 1 bath, draws you to the Florida room with a magnificent southeastern view overlooking Boca Ciega Bay, it’s sure to be your Favorite spot to relax. Spacious Living / Dining area leads off to split bedrooms with abundant closet space and storage, and a nicely updated full bath . The current galley kitchen is efficient and has gas cooking plus a double wall oven. There are drawings showing options for a beautiful Kitchen update. Great news, a Washer & ventless Dryer can be added to the new kitchen design and you have a new electric panel and more GFI outlets already installed to work with! Luxury vinyl flooring, updated windows in the Florida room provides more time to relax and enjoy this wonderful condo. This +55 Community has been well managed – it’s a steel reinforced building has a new roof ( thanks Milton) and is currently being updated with trendy new exterior paint, new walkways surfaces. Recent updates include railings, plumbing and laundry and common room over recent years, All Milestone inspections completed. Laundry is available on floors 1, 5 and 8. ShoreCrest community has So much to do: premium Spectrum cable and hi-speed Internet included in monthly fee 2 heated pools, clubhouse, fitness center, library, shuffleboard, extensive waterfront with seating areas on Both sides of Shore Dr., gas grills and 2 piers to fish or just relax and a kayak launch. There are shared storage areas on each floor for bikes, beach supplies, etc. No pets and No rentals creates a community of friendly neighbors and an active social scene. Location provides easy access to our Gulfcoast beaches as well as to dining, sport activities, shopping, the theater and hospital, anything you might want to do! Also the SunRunner Express bus stops very nearby by for easy access to downtown St Petersburg and St Pete Beach, no driving required! If you’ve been dreaming of a waterfront lifestyle, condo #204 at Shore Crest is one to consider!

1847 Shore Drive S Unit 204, South Pasadena
3128 59th Street S Unit 203, South Pasadena
$120,000
1 Beds ⋅ 1 Baths ⋅ TB8554155 MLS ⋅ Eton/91598 BLDG.
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, South Pasadena
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