$399,000 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! 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
$360,000 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. 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
$375,000 Discover the flexibility and character of 1213 55th St S in Gulfport! This unique 3-bedroom, 2-bath home offers an adaptable floor plan, beautiful outdoor living space, and a studio-style configuration that gives the home an exceptional amount of versatility. Enter the left side of the home into a welcoming living room, then continue down the hallway to two comfortable bedrooms and a shared hall bathroom. Toward the back of the home, the eat-in kitchen opens toward the lush backyard, creating an easy connection between the indoor and outdoor living spaces. The spacious paver patio and tropical landscaping extend the living area outdoors, providing plenty of room for dining, entertaining, or simply enjoying the Florida lifestyle. On the right side of the home, the third bedroom offers something special. Configured as a studio-style space, it includes its own full bathroom and exterior entrance, creating the feel of a private primary suite or flexible studio. An interior connecting door also allows this area to function seamlessly as part of the main home. Use the right-side space as a private primary bedroom suite, guest retreat, home office, creative studio, or additional living area. Its flexible design allows the home to adapt to your needs while maintaining the functionality of a 3-bedroom, 2-bath residence. Outside, the lush tropical backyard is a true highlight. Established landscaping, a generous paver patio, and a fully fenced yard create a private setting for outdoor dining, entertaining, gardening, or relaxing year-round. Important updates include a 2015 roof, 2015 HVAC system, 2022 electrical panel, and plumbing updated to the main sewer line. Just minutes from Gulfport's waterfront, Arts District, local restaurants, boutique shopping, galleries, parks, and community amenities, with Downtown St. Petersburg and the Gulf beaches also nearby. A flexible 3-bedroom, 2-bath floor plan, a unique studio-style primary suite option, and a beautiful tropical backyard come together to create a home with possibilities that are anything but ordinary. Buyer to verify all information, intended uses, dimensions, permitting, zoning, and requirements with the appropriate authorities. 3 Beds ⋅ 2 Baths ⋅ TB8517996 MLS Discover the flexibility and character of 1213 55th St S in Gulfport! This unique 3-bedroom, 2-bath home offers an adaptable floor plan, beautiful outdoor living space, and a studio-style configuration that gives the home an exceptional amount of versatility. Enter the left side of the home into a welcoming living room, then continue down the hallway to two comfortable bedrooms and a shared hall bathroom. Toward the back of the home, the eat-in kitchen opens toward the lush backyard, creating an easy connection between the indoor and outdoor living spaces. The spacious paver patio and tropical landscaping extend the living area outdoors, providing plenty of room for dining, entertaining, or simply enjoying the Florida lifestyle. On the right side of the home, the third bedroom offers something special. Configured as a studio-style space, it includes its own full bathroom and exterior entrance, creating the feel of a private primary suite or flexible studio. An interior connecting door also allows this area to function seamlessly as part of the main home. Use the right-side space as a private primary bedroom suite, guest retreat, home office, creative studio, or additional living area. Its flexible design allows the home to adapt to your needs while maintaining the functionality of a 3-bedroom, 2-bath residence. Outside, the lush tropical backyard is a true highlight. Established landscaping, a generous paver patio, and a fully fenced yard create a private setting for outdoor dining, entertaining, gardening, or relaxing year-round. Important updates include a 2015 roof, 2015 HVAC system, 2022 electrical panel, and plumbing updated to the main sewer line. Just minutes from Gulfport's waterfront, Arts District, local restaurants, boutique shopping, galleries, parks, and community amenities, with Downtown St. Petersburg and the Gulf beaches also nearby. A flexible 3-bedroom, 2-bath floor plan, a unique studio-style primary suite option, and a beautiful tropical backyard come together to create a home with possibilities that are anything but ordinary. Buyer to verify all information, intended uses, dimensions, permitting, zoning, and requirements with the appropriate authorities. 1213 55th Street S, South Pasadena
$499,000 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. 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 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! 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