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$475,000
4 Beds 2 Baths TB8540174 MLS
Over $100,000 in upgrades—including a brand-new 400 sq ft addition with two new bedrooms and a luxurious master bathroom—have transformed this charming Gulfport home into a modern retreat. Enjoy the best of both worlds: perfectly situated along the vibrant Pinellas Trail for biking, jogging, and leisurely walks, yet tucked away on a remarkably quiet corner lot that offers serenity and privacy. Located just 5 minutes from world-famous St. Pete Beach, this move-in ready home sits in a no-flood zone and features a brand-new roof (2025), new gutters, fresh exterior paint, new fencing, new electrical upgrades, and a tent treatment for termites completed in 2025—offering true peace of mind and low-maintenance living for years to come. Step outside your door and experience the best of Gulfport’s thriving coastal lifestyle. From the legendary weekly farmers market and 500-foot fishing pier to boutique shopping, local art galleries, and waterfront dining, you’re just minutes from everything this dynamic community has to offer. Don’t miss your chance to own this beautifully remodeled, corner-lot home in a rapidly appreciating neighborhood—schedule your private showing today and make this exceptional property yours!

1419 55th Street S, South Pasadena

Listing courtesy of COMPASS FLORIDA LLC. 727-380-2067

$265,000
2 Beds 1 Baths TB8528873 MLS
Charming Gulfport Gem!! Welcome to this delightful 2-bedroom, 1-bath bungalow nestled in the heart of Gulfport. Offering a versatile floor plan this well-maintained residence is ideal as a full-time home, seasonal retreat, or income-producing investment property. Step inside to a bright and inviting living space that flows effortlessly into the kitchen, featuring classic white cabinetry, matching appliances, and a cozy dining area perfect for everyday meals or morning coffee. Both bedrooms are generously sized and provide comfortable accommodations with plenty of natural light. A spacious bonus room adds exceptional flexibility and can easily serve as a family room, home office, hobby space, playroom, or even a third bedroom. An indoor laundry area adds everyday convenience. Bring Fido! Outside, you'll discover a large, fully fenced backyard designed for relaxing and entertaining. Host weekend barbecues, unwind after a long day, or gather with family and friends on the back deck. A storage shed provides plenty of room for lawn equipment, bicycles, beach gear, and additional storage needs. Located in a charming neighborhood and situated in a non-flood zone, this home is just a few blocks from Tomlinson Park and only minutes from everything that makes Gulfport so special. Explore the vibrant waterfront district along Beach Boulevard, known for its eclectic boutiques, local art galleries, award-winning restaurants, cafés, and lively entertainment. Enjoy weekly markets, seasonal festivals, live music, waterfront parks, and easy access to Gulf beaches, marinas, and downtown St. Petersburg. Whether you're looking for a place to call home or a fantastic investment opportunity in one of Pinellas County's most sought-after communities, this Gulfport gem is one you won't want to miss. Schedule your appointment today.

5509 15th Avenue S, South Pasadena

Listing courtesy of HECKLER REALTY GROUP LLC. 727-954-5199

$360,000
3 Beds 2 Baths TB8528314 MLS
This 3-bedroom, 2-bath Gulfport home has untapped value and potential! It is NOT in a flood zone and has a fully fenced backyard. Roof 2023 | HVAC 2016 | Water Heater 2019. Generator hookup ready. The backyard is mostly pavers keeping it lower maintenance. To add to your backyard/outdoor living is a tiki hut, storage shed, and space to practice your basketball hoops. The layout of the home supports a “lock off space” which could be used as an in-law space or income producing. The home is a solid opportunity for a buyer ready to bring vision and your own style to this home for the finishing touches…….. The location is the standout feature. You're just 0.9 miles from Stetson University College of Law (Why pay dorm fees when you can be building equity?.) You’re 1.6 miles from downtown Gulfport with its unique blend of arts, culture, great food, lively and inclusive spirit with small-town appeal. You will enjoy festivals, farmers' markets, parades, great bars, amazing restaurants and gatherings that foster a deep sense of community. Boca Ciega Bay, the Gulfport Marina, Clam Bayou Nature Preserve, Twin Brooks Golf Course are all close by for the best of boating, paddle boarding, fishing, pickleball and golfing. Sports fans will appreciate easy access to professional baseball, hockey, soccer, football, and year-round sporting events throughout the Tampa Bay Area…… St. Pete Beach, Treasure Island, and Fort De Soto Park are a short drive away, as is vibrant downtown St. Petersburg with the Dali Museum, the St. Pete Pier, and Beach Drive. Tampa International Airport is only 22 miles away for super easy access!……… Be sure to schedule today, to see the potential and opportunity in person.

1108 S 55th Street, South Pasadena

Listing courtesy of EXP REALTY LLC. 888-883-8509

$419,000
3 Beds 2 Baths TB8517996 MLS
Welcome to 1213 55th St S, where flexible living space, a lush tropical backyard, and a prime Gulfport location come together. This 3-bedroom home offers a layout that can adapt to a variety of needs, along with established outdoor space that truly extends the living area. Inside, natural light fills the welcoming living room and flows into the main living spaces. The kitchen features an eat-in dining area, while two bedrooms are situated within the main living area. The third bedroom adds valuable flexibility with its own exterior entrance and can be used as a traditional bedroom or adapted as an office, guest space, hobby room, fitness area, or additional living space. Step outside and the backyard becomes an extension of the home. Lush tropical landscaping surrounds an expansive paver patio, while the fully fenced yard provides privacy and plenty of room for outdoor dining, entertaining, gardening, or simply enjoying the space. The location adds even more appeal. Just minutes from Gulfport’s waterfront, Arts District, restaurants, boutique shopping, galleries, parks, and community amenities, with Downtown St. Petersburg and the Gulf beaches also nearby. Recent updates include a 2015 roof, 2015 HVAC system, 2022 electrical panel, and plumbing updated to the main sewer line. Flexible floor plan. Tropical outdoor living. Gulfport location. And the major systems have already seen important updates. Schedule your private showing today.

1213 55th Street S, South Pasadena

Listing courtesy of KINEST REALTY. 727-212-0021

$499,000
3 Beds 2 Baths TB8482582 MLS
Exceptional opportunity to own an oversized double corner lot in one of Gulfport’s most desirable areas. This property offers outstanding potential to build new, expand, or create income-producing opportunities, with ample space for additional structures. The existing 3-bedroom, 1.5-bath home with a 1-car garage is move-in ready and features flexible living space, including a separate living room and a combined family/dining area, making it ideal for immediate use while planning future improvements. Plenty of room for boat, RV, and trailer parking adds to the versatility of this unique property. Conveniently located near Gulfport Beach, the marina, and Stetson University College of Law, with easy access to St. Petersburg and Interstate 275. Opportunities like this are rare secure your piece of Gulfport with room to grow, build, and invest. Current lease expires Nov 30th 2026.

5230 11th Avenue S, South Pasadena

Listing courtesy of REALTY ONE GROUP INNOVATION. 561-501-0055

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