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Enjoy Gulfport living from this inviting corner-lot home overlooking the Water Feature and Pond at Tomlinson Park. With two full bathrooms and a flexible layout offering space for bedrooms, a home office, or hobbies, this home provides plenty of options to suit your needs. The kitchen features white cabinetry, granite countertops, and a breakfast bar. Ceiling fans, an inside laundry area, and a tankless water heater add everyday convenience. A new roof installed in February 2026 is a standout update. Outside, enjoy a fenced yard with a combination of wood and vinyl fencing, a front porch, mature landscaping, and a storage shed. Within walking distance of Gulfport Beach and the waterfront district, with local restaurants and shops nearby. Located in Flood Zone X.

4 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

Enjoy Gulfport living from this inviting corner-lot home overlooking the Water Feature and Pond at Tomlinson Park. With two full bathrooms and a flexible layout offering space for bedrooms, a home office, or hobbies, this home provides plenty of options to suit your needs. The kitchen features white cabinetry, granite countertops, and a breakfast bar. Ceiling fans, an inside laundry area, and a tankless water heater add everyday convenience. A new roof installed in February 2026 is a standout update. Outside, enjoy a fenced yard with a combination of wood and vinyl fencing, a front porch, mature landscaping, and a storage shed. Within walking distance of Gulfport Beach and the waterfront district, with local restaurants and shops nearby. Located in Flood Zone X.

1726 55th Street S, Gulfport

$429,500

Gulfport Charm, Endless Possibilities & An Unbeatable Location! Welcome to 1525 56th Street S, a versatile Gulfport home perfectly positioned in a quiet residential neighborhood just minutes from everything that makes Gulfport such a uniquely vibrant place to live. Located on an exceptional 127' x 56' corner lot, approximately 0.5 miles from Stetson Law School and just one mile from the heart of charming downtown Gulfport, this property offers an exceptional combination of location, flexibility and value. The current configuration transforms the primary bedroom into a private in-law suite, complete with its own entrance and a convenient kitchenette. Whether you're looking for a comfortable space for extended family, a private guest suite, a home office or additional living quarters, the possibilities are plentiful. And for buyers who prefer a more traditional floor plan, the space could easily be converted back to a conventional primary bedroom suite, making this home remarkably adaptable to your needs. The home also features a wonderful sunroom—a bright, inviting space that adds valuable living area and is perfect for morning coffee, reading, entertaining or simply enjoying the laid-back Gulfport lifestyle. Recent updates provide additional peace of mind, including a 2022 HVAC system, 2015 roof and newer/updated windows. Combine those improvements with the home's flexible layout and you've got a property that is as practical as it is full of potential. And then there's the location! Take a short walk or bike ride to Gulfport's eclectic Arts & Marina District, where the atmosphere is anything but ordinary. Spend an afternoon strolling along scenic Boca Ciega Bay, visit Williams Pier, browse independent shops and boutiques, enjoy local galleries and live music, or settle in for dinner at one of the area's many acclaimed restaurants. Gulfport's colorful, funky and decidedly independent personality is right outside your door. All of this, while coming home to a quiet, established neighborhood away from the hustle and bustle. Flexible. Updated. Walkable. Uniquely Gulfport. Whether you're looking for a full-time residence, a home with space for family and guests, or simply want to be close to one of the Tampa Bay area's most distinctive waterfront communities, 1525 56th Street S offers a rare combination of versatility and location.

3 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

Gulfport Charm, Endless Possibilities & An Unbeatable Location! Welcome to 1525 56th Street S, a versatile Gulfport home perfectly positioned in a quiet residential neighborhood just minutes from everything that makes Gulfport such a uniquely vibrant place to live. Located on an exceptional 127' x 56' corner lot, approximately 0.5 miles from Stetson Law School and just one mile from the heart of charming downtown Gulfport, this property offers an exceptional combination of location, flexibility and value. The current configuration transforms the primary bedroom into a private in-law suite, complete with its own entrance and a convenient kitchenette. Whether you're looking for a comfortable space for extended family, a private guest suite, a home office or additional living quarters, the possibilities are plentiful. And for buyers who prefer a more traditional floor plan, the space could easily be converted back to a conventional primary bedroom suite, making this home remarkably adaptable to your needs. The home also features a wonderful sunroom—a bright, inviting space that adds valuable living area and is perfect for morning coffee, reading, entertaining or simply enjoying the laid-back Gulfport lifestyle. Recent updates provide additional peace of mind, including a 2022 HVAC system, 2015 roof and newer/updated windows. Combine those improvements with the home's flexible layout and you've got a property that is as practical as it is full of potential. And then there's the location! Take a short walk or bike ride to Gulfport's eclectic Arts & Marina District, where the atmosphere is anything but ordinary. Spend an afternoon strolling along scenic Boca Ciega Bay, visit Williams Pier, browse independent shops and boutiques, enjoy local galleries and live music, or settle in for dinner at one of the area's many acclaimed restaurants. Gulfport's colorful, funky and decidedly independent personality is right outside your door. All of this, while coming home to a quiet, established neighborhood away from the hustle and bustle. Flexible. Updated. Walkable. Uniquely Gulfport. Whether you're looking for a full-time residence, a home with space for family and guests, or simply want to be close to one of the Tampa Bay area's most distinctive waterfront communities, 1525 56th Street S offers a rare combination of versatility and location.

1525 56th Street S, Gulfport

$449,900

Virtually Staged. A refined Gulfport retreat, reimagined from the inside out. At 2114 53rd St S, this BLOCK, NON FLOOD ZONE home has it all. Fresh landscaping sets an inviting first impression; inside, a cohesive palette and luxury vinyl plank flooring create an elegant backdrop for everyday living. The kitchen is sparkling with quartz countertops, soft-close shaker cabinetry, and a stainless steel Whirlpool appliance suite. Three bedrooms are complemented by a flexible room that can serve as a private office, intimate den, or dining space. Both bathrooms have been renewed with tile flooring, new vanities and fixtures, and smart mirrors, bringing a polished finish to the home’s most personal spaces. A carport and attached utility room with washer and dryer add practical ease. Behind the design are equally thoughtful updates: a brand-new Goodman HVAC system, a new 40-gallon A. O. Smith water heater, updated impact windows throughout, and an updated GE electrical panel. Turnkey in presentation and versatile in design, this is Gulfport living with every detail thoughtfully addressed.

3 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

Virtually Staged. A refined Gulfport retreat, reimagined from the inside out. At 2114 53rd St S, this BLOCK, NON FLOOD ZONE home has it all. Fresh landscaping sets an inviting first impression; inside, a cohesive palette and luxury vinyl plank flooring create an elegant backdrop for everyday living. The kitchen is sparkling with quartz countertops, soft-close shaker cabinetry, and a stainless steel Whirlpool appliance suite. Three bedrooms are complemented by a flexible room that can serve as a private office, intimate den, or dining space. Both bathrooms have been renewed with tile flooring, new vanities and fixtures, and smart mirrors, bringing a polished finish to the home’s most personal spaces. A carport and attached utility room with washer and dryer add practical ease. Behind the design are equally thoughtful updates: a brand-new Goodman HVAC system, a new 40-gallon A. O. Smith water heater, updated impact windows throughout, and an updated GE electrical panel. Turnkey in presentation and versatile in design, this is Gulfport living with every detail thoughtfully addressed.

2114 53rd Street S, Gulfport

$450,000

Welcome to this charming and unique income-producing property situated on a HUGE oversized lot of nearly 1/4 acre, just minutes from the vibrant heart of Downtown Gulfport! Offering an incredible combination of character, versatility, outdoor space, and investment potential, this property presents an exciting opportunity for both investors and owner-occupants alike. The property features a quaint 3-bedroom, 1-bath main cottage, along with a separate 2-bedroom, 1-bath apartment located above the spacious 2-car garage. Adding even more convenience and appeal for investors, the two residences are separately metered for BOTH WATER AND ELECTRIC, allowing for easier management of utilities and added flexibility for rental arrangements. The property also features a ROOF FROM 2018, and AC units from 2021 and 2025, providing another valuable improvement for future owners. This flexible setup offers multiple possibilities—live in the main home while generating additional income from the apartment, create a comfortable space for extended family or guests, or take advantage of both residences as an income-producing investment. Outside is where this property truly shines. The expansive, fully fenced backyard offers an incredible amount of space rarely found this close to Downtown Gulfport. A large covered patio creates the perfect setting for outdoor dining, entertaining, weekend gatherings, or simply relaxing and enjoying the Florida lifestyle. And for an extra touch of fun, the backyard even features your very own private PUTTING GREEN! For investors and buyers with a vision, the property offers tremendous value-add potential. With some thoughtful cosmetic updates and improvements, there is an excellent opportunity to enhance both the appeal and overall value of the property while maximizing its income-producing potential. Enjoy the charm and laid-back lifestyle Gulfport is known for, with Downtown Gulfport's eclectic restaurants, local shops, art galleries, entertainment, waterfront district, and community events just minutes away. Whether you're searching for your next investment, looking to offset your mortgage with rental income, or dreaming of a property with room for multiple generations, this versatile property offers endless possibilities.

5 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

Welcome to this charming and unique income-producing property situated on a HUGE oversized lot of nearly 1/4 acre, just minutes from the vibrant heart of Downtown Gulfport! Offering an incredible combination of character, versatility, outdoor space, and investment potential, this property presents an exciting opportunity for both investors and owner-occupants alike. The property features a quaint 3-bedroom, 1-bath main cottage, along with a separate 2-bedroom, 1-bath apartment located above the spacious 2-car garage. Adding even more convenience and appeal for investors, the two residences are separately metered for BOTH WATER AND ELECTRIC, allowing for easier management of utilities and added flexibility for rental arrangements. The property also features a ROOF FROM 2018, and AC units from 2021 and 2025, providing another valuable improvement for future owners. This flexible setup offers multiple possibilities—live in the main home while generating additional income from the apartment, create a comfortable space for extended family or guests, or take advantage of both residences as an income-producing investment. Outside is where this property truly shines. The expansive, fully fenced backyard offers an incredible amount of space rarely found this close to Downtown Gulfport. A large covered patio creates the perfect setting for outdoor dining, entertaining, weekend gatherings, or simply relaxing and enjoying the Florida lifestyle. And for an extra touch of fun, the backyard even features your very own private PUTTING GREEN! For investors and buyers with a vision, the property offers tremendous value-add potential. With some thoughtful cosmetic updates and improvements, there is an excellent opportunity to enhance both the appeal and overall value of the property while maximizing its income-producing potential. Enjoy the charm and laid-back lifestyle Gulfport is known for, with Downtown Gulfport's eclectic restaurants, local shops, art galleries, entertainment, waterfront district, and community events just minutes away. Whether you're searching for your next investment, looking to offset your mortgage with rental income, or dreaming of a property with room for multiple generations, this versatile property offers endless possibilities.

5401 21st Avenue S, Gulfport

$357,700

There is something undeniably appealing about a classic Gulfport bungalow, and this beautifully updated 2-bedroom, 1-bath home gets the balance just right. Original character and charm remain, including a wonderful original fireplace that anchors the living space, while the important updates have already been thoughtfully completed. The result is a home that feels authentic, comfortable, and completely move-in ready. Inside, natural light complements the home's warm bungalow character, with the original fireplace serving as a reminder of the history and personality that make homes like this so special. The fully renovated kitchen features quartz countertops and a Whirlpool stainless steel appliance suite, while the updated bath feels fresh and polished. Behind the scenes, many of the improvements buyers appreciate most have already been addressed, including a newer roof, new impact glass windows, updated electrical wiring and plumbing, and a new tankless water heater. Just off the kitchen, a quiet screened lanai creates the perfect spot for morning coffee, an evening cocktail, or simply enjoying Gulfport's laid-back Florida lifestyle. The oversized corner lot may be one of this property's best surprises. There is plenty of room for boat, RV, or trailer parking, with additional space to consider a future pool, home addition, or expanded outdoor living area. A separate freestanding structure adds even more possibilities. Use it as a home office, art studio, workshop, she-shed, creative space, or explore converting it back to its original use as a carriage house garage. For buyers looking beyond a primary residence, the home's turn-key condition and Gulfport location also create excellent potential as an income-producing property. Best of all, the property sits high and dry in desirable FEMA Flood Zone X, an increasingly important consideration for Florida buyers. Updated where it matters, rich with the original character that gives a Gulfport bungalow its personality, and offering considerably more flexibility than its charming footprint might suggest, this is a home that makes it very easy to imagine calling Gulfport home.

2 Beds ⋅ 1 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

There is something undeniably appealing about a classic Gulfport bungalow, and this beautifully updated 2-bedroom, 1-bath home gets the balance just right. Original character and charm remain, including a wonderful original fireplace that anchors the living space, while the important updates have already been thoughtfully completed. The result is a home that feels authentic, comfortable, and completely move-in ready. Inside, natural light complements the home's warm bungalow character, with the original fireplace serving as a reminder of the history and personality that make homes like this so special. The fully renovated kitchen features quartz countertops and a Whirlpool stainless steel appliance suite, while the updated bath feels fresh and polished. Behind the scenes, many of the improvements buyers appreciate most have already been addressed, including a newer roof, new impact glass windows, updated electrical wiring and plumbing, and a new tankless water heater. Just off the kitchen, a quiet screened lanai creates the perfect spot for morning coffee, an evening cocktail, or simply enjoying Gulfport's laid-back Florida lifestyle. The oversized corner lot may be one of this property's best surprises. There is plenty of room for boat, RV, or trailer parking, with additional space to consider a future pool, home addition, or expanded outdoor living area. A separate freestanding structure adds even more possibilities. Use it as a home office, art studio, workshop, she-shed, creative space, or explore converting it back to its original use as a carriage house garage. For buyers looking beyond a primary residence, the home's turn-key condition and Gulfport location also create excellent potential as an income-producing property. Best of all, the property sits high and dry in desirable FEMA Flood Zone X, an increasingly important consideration for Florida buyers. Updated where it matters, rich with the original character that gives a Gulfport bungalow its personality, and offering considerably more flexibility than its charming footprint might suggest, this is a home that makes it very easy to imagine calling Gulfport home.

1601 54th Street S, Gulfport

$399,500

Welcome to this charming 2-bedroom GULFPORT COTTAGE with a versatile bonus room that can be used as a home office, guest space, or potential 3rd bedroom. Enjoy the Florida lifestyle from the SPACIOUS SCREENED IN BACK PORCH (permitted 2022), plus two large sheds offering plenty of additional storage in the FULLY FENCED in backyard. This Property is NOT LOCATED IN A FLOOD ZONE that requires flood insurance. The house has no history of flooding. Located less than a mile from Gulfport's beaches, restaurants, shops, and entertainment, approximately 10 minutes from Downtown St. Pete, and a short drive to some of FLORIDAS TOP RATED GULF BEACHES. Major upgrades include ROOF (2022), A/C (2024), WATER HEATER (2024), TUFF SHED (2022), and MAIN SEWER LINE replacement (2026). A great opportunity to own a well-maintained home in one of Gulfport's most desirable locations.

2 Beds ⋅ 1 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

Welcome to this charming 2-bedroom GULFPORT COTTAGE with a versatile bonus room that can be used as a home office, guest space, or potential 3rd bedroom. Enjoy the Florida lifestyle from the SPACIOUS SCREENED IN BACK PORCH (permitted 2022), plus two large sheds offering plenty of additional storage in the FULLY FENCED in backyard. This Property is NOT LOCATED IN A FLOOD ZONE that requires flood insurance. The house has no history of flooding. Located less than a mile from Gulfport's beaches, restaurants, shops, and entertainment, approximately 10 minutes from Downtown St. Pete, and a short drive to some of FLORIDAS TOP RATED GULF BEACHES. Major upgrades include ROOF (2022), A/C (2024), WATER HEATER (2024), TUFF SHED (2022), and MAIN SEWER LINE replacement (2026). A great opportunity to own a well-maintained home in one of Gulfport's most desirable locations.

1907 53rd Street S, Gulfport

$414,900

Discover this beautifully updated home in the heart of Gulfport! This inviting property features an open floor plan designed for comfortable living and easy entertaining. The home has been completely updated and includes a brand-new roof, fresh interior and exterior paint, and stylish modern finishes throughout. The spacious primary bathroom offers both a separate shower and relaxing bathtub, creating a perfect retreat at the end of the day. An inside laundry room adds everyday convenience, while the fenced backyard provides privacy and plenty of space for outdoor enjoyment—with room to add a pool if desired. Ideally located, you can walk or bike to the vibrant downtown waterfront, local parks, restaurants, and shops that make Gulfport such a sought-after community. With no flood insurance required and close proximity to parks and schools, this home offers both peace of mind and an exceptional location. A wonderful opportunity to enjoy the Gulfport lifestyle in a move-in-ready home!

3 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

Discover this beautifully updated home in the heart of Gulfport! This inviting property features an open floor plan designed for comfortable living and easy entertaining. The home has been completely updated and includes a brand-new roof, fresh interior and exterior paint, and stylish modern finishes throughout. The spacious primary bathroom offers both a separate shower and relaxing bathtub, creating a perfect retreat at the end of the day. An inside laundry room adds everyday convenience, while the fenced backyard provides privacy and plenty of space for outdoor enjoyment—with room to add a pool if desired. Ideally located, you can walk or bike to the vibrant downtown waterfront, local parks, restaurants, and shops that make Gulfport such a sought-after community. With no flood insurance required and close proximity to parks and schools, this home offers both peace of mind and an exceptional location. A wonderful opportunity to enjoy the Gulfport lifestyle in a move-in-ready home!

5520 20th Avenue S, Gulfport

$675,000

This property could easily be 3 units. Discover a unique opportunity in Gulfport: this 4-bedroom property with an office and 3 bathrooms offers excellent road frontage and exposure. Zoned for commercial/residential use, this property presents various mixed-use options such as retail, salon, spa, office, medical office, tattoo parlor, restaurant, daycare, Airbnb, and more. The front of the property can be used for large single-family living or commercial purposes, featuring ample parking and high visibility. In the private back area, you’ll find two 1-bedroom, 1-bathroom Airbnb units with their own parking. The possibilities are endless: establish your business at the front and live comfortably in the back, or rent out the back units for additional income. Don’t miss out on this versatile and rare piece of Gulfport real estate!

Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

This property could easily be 3 units. Discover a unique opportunity in Gulfport: this 4-bedroom property with an office and 3 bathrooms offers excellent road frontage and exposure. Zoned for commercial/residential use, this property presents various mixed-use options such as retail, salon, spa, office, medical office, tattoo parlor, restaurant, daycare, Airbnb, and more. The front of the property can be used for large single-family living or commercial purposes, featuring ample parking and high visibility. In the private back area, you’ll find two 1-bedroom, 1-bathroom Airbnb units with their own parking. The possibilities are endless: establish your business at the front and live comfortably in the back, or rent out the back units for additional income. Don’t miss out on this versatile and rare piece of Gulfport real estate!

5617 Gulfport Boulevard S, Gulfport

$675,000

Discover a unique opportunity in Gulfport: this 4-bedroom property with an office and 3 bathrooms offers excellent road frontage and exposure. Zoned for commercial/residential use, this property presents various mixed-use options such as retail, salon, spa, office, medical office, tattoo parlor, restaurant, daycare, Airbnb, and more. The front of the property can be used for large single-family living or commercial purposes, featuring ample parking and high visibility. In the private back area, you’ll find two 1-bedroom, 1-bathroom Airbnb units with their own parking. The possibilities are endless: establish your business at the front and live comfortably in the back, or rent out the back units for additional income. Don’t miss out on this versatile and rare piece of Gulfport real estate!

Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

Discover a unique opportunity in Gulfport: this 4-bedroom property with an office and 3 bathrooms offers excellent road frontage and exposure. Zoned for commercial/residential use, this property presents various mixed-use options such as retail, salon, spa, office, medical office, tattoo parlor, restaurant, daycare, Airbnb, and more. The front of the property can be used for large single-family living or commercial purposes, featuring ample parking and high visibility. In the private back area, you’ll find two 1-bedroom, 1-bathroom Airbnb units with their own parking. The possibilities are endless: establish your business at the front and live comfortably in the back, or rent out the back units for additional income. Don’t miss out on this versatile and rare piece of Gulfport real estate!

5617 Gulfport Boulevard S, Gulfport