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$279,000
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
$375,000
3 Beds ⋅ 2 Baths ⋅ TB8528314 MLS
Welcome to **1108 55th Street S, Gulfport, FL 33707**—a beautifully maintained **3-bedroom, 2-bath** home offering the perfect blend of comfort, convenience, and the laid-back Florida lifestyle you've been dreaming of. Featuring a **brand-new roof installed in 2025**, this move-in-ready property provides peace of mind and is ideal as a primary residence, seasonal getaway, or investment opportunity. Step inside to discover a bright and inviting floor plan with spacious living areas, comfortable bedrooms, and a functional layout designed for everyday living and entertaining. Whether you're hosting family gatherings, working from home, or simply relaxing after a day at the beach, this home offers the flexibility and comfort to fit your lifestyle. The true highlight is the incredible location in the heart of Gulfport—one of Tampa Bay's most charming and eclectic waterfront communities. Known for its vibrant arts scene, colorful cottages, walkable streets, and welcoming atmosphere, Gulfport is unlike anywhere else on Florida's Gulf Coast. Spend your evenings strolling along Beach Boulevard, where you'll find locally owned restaurants, waterfront dining, boutique shopping, art galleries, live music, weekly markets, and year-round festivals that create a true small-town coastal experience. Outdoor enthusiasts will love being just minutes from the sparkling waters of Boca Ciega Bay, the Gulfport Marina, Clam Bayou Nature Preserve, kayaking, paddleboarding, fishing, parks, walking trails, and public waterfront areas. Gulfport's famous Tuesday Fresh Market, community events, and waterfront sunsets make every week feel like a vacation. Love the beach? You're only a short drive from the award-winning sugar sand beaches of **St. Pete Beach, Treasure Island, Pass-a-Grille, and Fort De Soto Park**, offering endless opportunities for boating, swimming, shelling, and spectacular Gulf Coast sunsets. When you're ready for big-city entertainment, vibrant **Downtown St. Petersburg** is just minutes away. Enjoy world-class museums including the Dalí Museum, waterfront parks, the St. Pete Pier, Beach Drive dining, breweries, rooftop bars, shopping, concerts, and an exciting nightlife scene. Sports fans will appreciate easy access to professional baseball, hockey, soccer, football, and year-round sporting events throughout the Tampa Bay area. Tampa International Airport, downtown Tampa, and Sarasota are all conveniently accessible, making travel throughout Florida simple and convenient. Whether you're searching for your forever home, a winter retreat, or an investment in one of Pinellas County's most desirable waterfront communities, **1108 55th Street S** delivers exceptional value, an unbeatable location, and the Florida lifestyle you've always wanted. With a **new 2025 roof**, a spacious 3-bedroom, 2-bath layout, and immediate access to beaches, boating, dining, arts, entertainment, and everything the Gulfport and St. Petersburg area has to offer, this is an opportunity you won't want to miss. Schedule your private showing today and experience why so many people are proud to call Gulfport home.

1108 S 55th Street, South Pasadena
$435,000
3 Beds ⋅ 2 Baths ⋅ TB8517996 MLS
This one's for the person who wants a home that bends to fit real life, not the other way around. Just minutes from Gulfport's waterfront and downtown St. Petersburg, this 3-bedroom home leads with flexibility. Step into a bright, welcoming living room that flows straight into the heart of the house. The kitchen's eat-in dining area makes it easy to gather for everyday meals without needing a separate dining room. Two bedrooms sit within the main living area, with the full bath tucked toward the back for privacy. Then there's the third bedroom, and it's the kind of space that changes how you use the whole house. It has its own door to the outside, which makes it easy to use as a guest room, a home office, a hobby room, a fitness space, or a quiet retreat when you just need somewhere separate from the main living area. However you need it to function this year, it'll flex again next year. Out back, a TROPICAL BACKYARD OASIS is waiting. Lush landscaping and an expansive paver patio set up the space for outdoor dining, entertaining, or just sitting outside with a coffee. The FULLY FENCED YARD adds privacy without sacrificing the charm. Location does a lot of the work here too. You're minutes from Gulfport's Arts District, waterfront restaurants, boutique shopping, galleries, parks, and a steady calendar of community events, with Downtown St. Petersburg and the Gulf beaches just a short drive out. It's the kind of spot that gives you neighborhood charm without giving up city convenience. Recent updates include a ROOF (2015), HVAC (2015), ELECTRICAL PANEL (2022), and UPDATED PLUMBING TO THE MAIN SEWER LINE, so the big-ticket items are already handled. Homes with this much flexibility, outdoor living, and location rarely sit for long. Schedule your private tour today.

1213 55th Street S, South Pasadena
$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
$439,000
3 Beds ⋅ 2 Baths ⋅ TB8378985 MLS
Rare Opportunity! Great Gulfport location! Two units - 2 bedroom, 1 bath & 1 bedroom 1 bath units. Rents are $1,300 & $1,500 per month now, one year lease. Sold AS IS with the right to inspect. Affordable and almost always fully leased! Tenants pay own utilities!

5210 13th Avenue S, South Pasadena