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$475,000

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

$279,000

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.

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

$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

$435,000

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.

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

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