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 ⋅ TB8539030 MLS

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, South Pasadena

Listing courtesy of NEXTHOME SOUTH POINTE. 833-777-6398

$419,500

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 ⋅ TB8530708 MLS

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, South Pasadena

Listing courtesy of EXIT BAYSHORE REALTY. 813-839-6869

$249,000

5613 20th Avenue South, Gulfport, FL 33707 BUILD, REIMAGINE, OR START FRESH IN GULFPORT! This property presents a unique opportunity for builders, investors, or buyers looking to create something of their own in an established Gulfport neighborhood. The existing structure is considered to have no contributory value to the purchase price, with the value placed primarily in the land and redevelopment potential. The property is being sold AS-IS for the convenience of the seller. For most buyers, the opportunity will be to tear down the existing structure and build a new home, while an experienced and highly motivated renovator may choose to explore restoring or substantially rebuilding what is currently in place. The existing structures include a carport, detached storage shed, and additional attached storage area. Mature trees and established vegetation provide character to the lot, with selective trimming and clearing offering the opportunity to create a beautiful setting for new construction. The property remained safe from the major storms of 2024, adding another consideration for buyers evaluating redevelopment opportunities in the area. Enjoy a convenient Gulfport location with easy access to shopping, dining, everyday necessities, Gulf beaches, vibrant Downtown Gulfport, and nearby St. Petersburg. Whether you're a builder searching for your next project or a buyer ready to design a home from the ground up, this property offers an opportunity to bring a new vision to life in one of Pinellas County's most distinctive communities. Bring your plans, your builder, and your imagination—the value is in the land and the possibilities ahead.

2 Beds ⋅ 1 Baths ⋅ TB8541860 MLS

5613 20th Avenue South, Gulfport, FL 33707 BUILD, REIMAGINE, OR START FRESH IN GULFPORT! This property presents a unique opportunity for builders, investors, or buyers looking to create something of their own in an established Gulfport neighborhood. The existing structure is considered to have no contributory value to the purchase price, with the value placed primarily in the land and redevelopment potential. The property is being sold AS-IS for the convenience of the seller. For most buyers, the opportunity will be to tear down the existing structure and build a new home, while an experienced and highly motivated renovator may choose to explore restoring or substantially rebuilding what is currently in place. The existing structures include a carport, detached storage shed, and additional attached storage area. Mature trees and established vegetation provide character to the lot, with selective trimming and clearing offering the opportunity to create a beautiful setting for new construction. The property remained safe from the major storms of 2024, adding another consideration for buyers evaluating redevelopment opportunities in the area. Enjoy a convenient Gulfport location with easy access to shopping, dining, everyday necessities, Gulf beaches, vibrant Downtown Gulfport, and nearby St. Petersburg. Whether you're a builder searching for your next project or a buyer ready to design a home from the ground up, this property offers an opportunity to bring a new vision to life in one of Pinellas County's most distinctive communities. Bring your plans, your builder, and your imagination—the value is in the land and the possibilities ahead.

5613 20th Avenue S, South Pasadena

Listing courtesy of ORANGE GROVE PROPERTY SOLUTIONS. 727-336-3202

$375,000

Great Investment Opportunity in Gulfport! NO FLOOD ZONE! Concrete block Duplex with large 1br/1ba, tile floors, New Roof 4/26, each with separate water and electric meters. Both units currently rented, long term tenants and responsible for own yard. Both units have a fenced backyard. Close to downtown Waterfront Art District & Stetson Law School and central of Gulf Beaches, downtown St. Pete and shopping

2 Beds ⋅ 2 Baths ⋅ TB8528666 MLS

Great Investment Opportunity in Gulfport! NO FLOOD ZONE! Concrete block Duplex with large 1br/1ba, tile floors, New Roof 4/26, each with separate water and electric meters. Both units currently rented, long term tenants and responsible for own yard. Both units have a fenced backyard. Close to downtown Waterfront Art District & Stetson Law School and central of Gulf Beaches, downtown St. Pete and shopping

5710 19th Avenue S, South Pasadena

Listing courtesy of MC HOMES REALTY INC. 727-432-2181

$436,500

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 ⋅ TB8485962 MLS

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, South Pasadena

Listing courtesy of EQUITY REALTY SUNCOAST. 727-410-7064

$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!

TB8420149 MLS

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, South Pasadena

Listing courtesy of GULFPORT REALTY. 727-289-5500

$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!

TB8370496 MLS

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, South Pasadena

Listing courtesy of GULFPORT REALTY. 727-289-5500