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$299,000
2 Beds 1 Baths Pasadena Heights SubDv. 33707 Zip Code
Welcome to this charming, beautifully renovated 2-bedroom, 1-bath home in Gulfport, offering the perfect combination of move-in-ready comfort, an incredible backyard and excellent investment potential. An oversized carport provides flexible space for parking or recreational storage. Just off the back of the home a charming enclosed bonus space offers a cozy spot for a reading nook, artist studio, craft space, or other creative use. Thoughtfully updated and exceptionally well maintained, this home is an ideal opportunity for a first-time buyer, someone looking to downsize, or an investor seeking a proven rental property. Inside, you'll find a bright, inviting interior with an easy, functional layout and modern updates that make the home truly turnkey. Step outside and you'll discover one of the property's best features—a thriving edible garden with fresh seasonal food ready for its next homeowner that includes Banana, Guava, Papaya, Suriname Cherry, Turmeric, Ginger, Moringa, Basil, Cuban Oregano, Spinach and Sweet Potatoes, with plenty of room to create your own outdoor oasis, entertain friends, garden, or simply enjoy the Florida lifestyle. For investors, the numbers speak for themselves. The property has a long history as a successful annual rental, most recently renting for $1,950 month, with tenants responsible for utilities and routine yard maintenance. The home has historically attracted tenants quickly, typically renting within days of being offered. Additional improvements include an updated electrical service panel, an on-demand hot water heater, and termite tenting completed in 2023. Information regarding the property's flood-zone designation, roof, HVAC and other major systems is available for buyer review. Whether you're looking for an affordable place to call your own or a well-established addition to your rental portfolio, this Gulfport home offers flexibility, value and a backyard that's hard to find. This House is in the Eligible Area for Pinellas County’s Down Payment Assistance Program!!! https://pinellas.gov/programs/down-payment-assistance/

5613 12th Avenue S, Gulfport

$475,000
4 Beds 2 Baths Pasadena Heights SubDv. 33707 Zip Code
Seller agrees to offer $10k to buyer for closing costs or rate buy down at closing! 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, Gulfport

$250,000
2 Beds 1 Baths Pasadena Heights SubDv. 33707 Zip Code
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, Gulfport

$360,000
3 Beds 2 Baths Pasadena Heights SubDv. 33707 Zip Code
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, Gulfport

$419,000
3 Beds 2 Baths Pasadena Heights SubDv. 33707 Zip Code
Welcome to 1213 55th St S, where flexible living space, a lush tropical backyard, and a prime Gulfport location come together. This 3-bedroom home offers a layout that can adapt to a variety of needs, along with established outdoor space that truly extends the living area. Inside, natural light fills the welcoming living room and flows into the main living spaces. The kitchen features an eat-in dining area, while two bedrooms are situated within the main living area. The third bedroom adds valuable flexibility with its own exterior entrance and can be used as a traditional bedroom or adapted as an office, guest space, hobby room, fitness area, or additional living space. Step outside and the backyard becomes an extension of the home. Lush tropical landscaping surrounds an expansive paver patio, while the fully fenced yard provides privacy and plenty of room for outdoor dining, entertaining, gardening, or simply enjoying the space. The location adds even more appeal. Just minutes from Gulfport’s waterfront, Arts District, restaurants, boutique shopping, galleries, parks, and community amenities, with Downtown St. Petersburg and the Gulf beaches also nearby. Recent updates include a 2015 roof, 2015 HVAC system, 2022 electrical panel, and plumbing updated to the main sewer line. Flexible floor plan. Tropical outdoor living. Gulfport location. And the major systems have already seen important updates. Schedule your private showing today.

1213 55th Street S, Gulfport

$410,000
3 Beds 2 Baths Pasadena Heights SubDv. 33707 Zip Code
Located in the heart of Gulfport, this fully updated 3 bedroom, 2 bathroom non flood zone residence blends modern upgrades with exceptional flexibility and functionality. Thoughtfully renovated throughout, the home offers a clean, contemporary feel while maintaining a warm and inviting layout designed for everyday living. One of the standout features is the oversized attached garage with an AC vent already in place, thoughtfully configured to function as an extension of the living space with approximately 400 additional square feet of usable flex space, making the home live and feel more like a 2,000 square foot property. Whether used as a home office, gym, creative studio, or additional entertaining area, the possibilities are endless. Step outside to a private backyard retreat centered around a sparkling pool, creating the perfect setting for relaxing weekends, entertaining guests, or enjoying the Florida lifestyle year round. Adding even more long term value, the home is equipped with fully paid off solar panels and a 2023 roof, offering both energy efficiency and peace of mind for years to come. For buyers looking to break into the Gulfport market, this represents one of the most affordable entry points for an updated pool home in the area. Conveniently located just minutes from downtown Gulfport’s waterfront district, beaches, restaurants, and local shops, this move in ready property delivers the rare combination of updates, versatility, and lifestyle that today’s buyers are actively searching for.

1105 55th St S, Gulfport

$445,000
3 Beds 2 Baths Pasadena Heights SubDv. 33707 Zip Code
Welcome home to this wonderfully tranquil pool home just a quick stroll to vibrant Gulfport - one of the most sought-after beach towns in Florida. This move-in-ready 3 bed/2 bath gem boasts concrete block construction and is located in a non-flood zone for added peace of mind. Step inside to the great room and see all the space! The updated kitchen with SS appliances and granite counters is the true centerpiece featuring a breakfast bar perfect for casual dining or hosting friends and family. The interior layout includes an open living /dining /family room providing flexibility for everyday living and bonus space for a corner office if you like. That corner space features a dry bar with lots of matching cabinets and an additional pantry just off the kitchen. The primary bedroom features and ensuite bath, dual closets and a view of the tranquil backyard. The spacious inside laundry/storage room makes for convenience. Other practical upgrades include: HVAC (2024), electrical panel (2021), and updated windows. Outdoors, embrace the Florida Lifestyle in your fully fenced private oasis complete with salt system pool, hot tub and expansive patio—perfect for relaxing or entertaining under the spacious gazebo. Surrounded by mature tropical landscaping, you have found your Florida retreat! Other outdoor features include circular paver drive, low maintenance landscaping with custom low voltage lighting, newer exterior paint, storage shed and irrigation system. Convert the dry bar off the pool area to a wet bar (easily done) and you may never want to leave. This home is perfect as a full-time residence, a snowbird retreat or investment property (with its proximity to Stetson University). Located a short walk/ bike ride/ golf cart cruise to vibrant downtown Gulfport including its funky & fabulous shops and restaurants, beach front park, municipal marina, art festivals, markets and more. Just 15 minutes from both the St Pete beaches and downtown St. Petersburg with its cultural energy and waterfront parks. Convenient access to Interstate 275 makes commuting to Tampa or our international airport quick and easy. Explore the nearby Pinellas Trail for walking, biking, or skating links to all Pinellas County has to offer. It’s no wonder Gulfport is such a favorite! Come explore this non-flood zone gem today - this is Florida living at its best!

5206 Newton Avenue S, Gulfport

$459,000
3 Beds 2 Baths Pasadena Heights SubDv. 33707 Zip Code
One or more photo(s) has been virtually staged. "Quintessential Gulfport Charm Meets Modern Living" If you love the character of a bungalow but want a completely updated, move-in-ready home, look no further. This beautifully reimagined home has been renovated top to bottom with a curated, HGTV-inspired design that makes everyday living feel worry-free. From the moment you enter, you’re welcomed by soaring vaulted ceilings in the living room—your first “wow” moment. The open-concept floor plan flows seamlessly from the living area into the thoughtfully designed kitchen, creating the perfect space for both relaxing and entertaining. The kitchen features abundant cabinetry, generous storage, and a unique double pantry flanking the refrigerator, along with a full stainless steel appliance package. The desirable split-bedroom layout offers privacy and functionality, with three bedrooms, two beautifully updated bathrooms, and a versatile bonus room—ideal for a home office, den, or flex space—plus an interior laundry closet The primary suite, tucked just off the kitchen, is a true retreat featuring a walk-in closet and a stunning en-suite bathroom with a custom tiled walk-in shower. The additional bedrooms share a stylishly updated hall bath, also featuring custom tile work. Step outside from the kitchen onto your deck overlooking a fully fenced yard with low-maintenance vinyl fencing—perfect for enjoying Florida living year-round. Major updates include all new of the following: Roof, Windows, HVAC, Electrical System, Tankless Water Heater, and LVP Flooring, Interior and Exterior Painting. Including a fully redesigned kitchen and bathrooms to meet today’s modern lifestyle. The easy-care landscaping with low-water-use offers a convenient front driveway that adds to the home’s convenience and appeal. Located in highly desirable Gulfport, you’re just minutes from the beach—making sunset strolls effortless—as well as close to the Pinellas Trail, vibrant dining, shopping, and entertainment along Beach Boulevard, Central Avenue, and Pasadena Avenue. Situated in Flood Zone X (no flood insurance required), this home offers peace of mind along with exceptional value. If you’ve been searching for the feel of new construction without the price tag, this is the one. All work permitted with the City of Gulfport

5406 11th Avenue S, Gulfport

$499,000
3 Beds 2 Baths Pasadena Heights SubDv. 33707 Zip Code
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, Gulfport

$335,000
3 Beds 1 Baths Pasadena Heights SubDv. 33707 Zip Code
Partially or Fully Digitally Staged Completely Renovated & Move-In Ready! Welcome home to this beautifully updated property where all the hard work has already been done — simply move in, unpack, and start enjoying Florida living. This home features extensive upgrades inside and out, including a newer roof, newer air conditioning system, and brand-new AC ductwork recently replaced for improved efficiency and comfort. From the moment you arrive, you’ll appreciate the curb appeal highlighted by newer vinyl privacy fencing and a covered front patio — perfect for relaxing mornings or evening gatherings. Step inside to discover a thoughtfully renovated interior showcasing modern finishes throughout. The stunning kitchen is a true centerpiece, featuring soft-close cabinetry, stainless steel appliances, butcher block countertops, and a stylish glass mosaic backsplash designed for both function and style. The home offers beautiful flooring throughout with no carpet, creating a clean and contemporary feel. Interior upgrades continue with fiberglass rounded wall corners, fresh skim coating, and updated paint that enhance the home’s polished appearance. A separate indoor laundry room, located within the air-conditioned living space, includes a high-end washer and dryer for added convenience. The backyard provides an ideal space for entertaining or unwinding, complete with lush St. Augustine sod, fruit-bearing trees, and newer 6-foot vinyl privacy fencing. With plenty of room to add a pool, the outdoor space offers endless possibilities. Conveniently located near sandy beaches, popular restaurants, shopping destinations, and local fishing spots, this home combines modern upgrades with an unbeatable lifestyle location. Schedule your private showing today — this exceptional home is ready to be yours!

5418 11th Avenue S, Gulfport

$765,000
3 Beds 2 Baths Pasadena Heights SubDv. 33707 Zip Code
Just minutes from the historic waterfront village of Gulfport, this contemporary residence offers designer details and enhanced outdoor living. Built in 2019 and thoughtfully upgraded since, the single-level, 1,709-square-foot home features three bedrooms, two baths and a seamless indoor-outdoor layout ideal for modern Florida living. The open-concept main living area connects to a private saltwater pool with heating and cooling systems, a beach chair ledge and an upgraded covered and lighted pergola, enhanced further by new outdoor lighting and tropical mature landscaping added in 2025. Inside, the kitchen is equipped with stylish cabinets, an oversized island and ample seating for guests. A reverse osmosis water purification system, electric shades and updated lighting fixtures underscore the home's functional luxury. Additional features include a newly installed air-conditioning system and pool pump (2025), gutters (2024) and a spacious attached garage connected by an interior laundry room. The property remained unaffected by past storms and is in flood zone X. Between the white sands of the Gulf beaches and vibrant downtown St. Petersburg, this Gulfport offering merges privacy, design and proximity to local attractions.

5322 Newton Avenue S, Gulfport

$399,000
3 Beds 1 Baths Pasadena Heights SubDv. 33707 Zip Code
OWNER FINANCING AVAILABLE - LOW INTEREST **1.99perc.** interest rate. 1 to 5 year Finance packages available. Close fast, OWN NOW with minimal screening required. Fully renovated in sunny Florida - Gulfport, near St. Petersburg, Clearwater, and the best beaches Florida has to offer. NON flood zone. Fully Remodeled Gulfport Gem — Move-In Ready with Designer Touches! Welcome to this beautifully updated 3-bedroom, 1-bathroom concrete block home in the heart of Gulfport, located in a high-and-dry, non-flood zone (Zone E) — offering peace of mind without sacrificing location. Just minutes from vibrant downtown Gulfport, Pasadena, and some of Florida’s best Gulf beaches, this home blends convenience, charm, and modern comfort in one of Pinellas County’s most sought-after areas. Brand new hurricane impact windows, fresh interior and exterior paint, new ceilings, updated flooring with new baseboards, and designer accent walls. Enjoy Florida living with a screened front porch, a fenced backyard, and double gate access for boat, RV, or trailer parking. The oversized garage offers ample space for storage and can accommodate a large truck. The landscaping has been refreshed with new areca palms and crushed shell accents, creating a tropical outdoor space perfect for entertaining or relaxing. The crushed shell also adds additional parking and is low maintenance. New cabinetry, a spacious island, solid surface countertops, new sink and faucet, brand-new microwave and dishwasher, and stylish LED light fixtures with halo fans throughout. The bathroom has been completely redone with a new vanity and mirror, custom tile work, a tub/shower combo with glass doors, and modern finishes. All three bedrooms include closet shelving, offering efficient and organized storage. Additional upgrades include a smartphone-compatible garage door opener, LeafGuard gutters, new ductwork (2024), ultraviolet germicidal air system (2023), water heater (2023), A/C (2021), and roof (2015). This turnkey home is the ideal blend of modern updates, prime location, and low-maintenance coastal living. With the flexible financing available, contact us and let's see how we can help you

5413 15th Avenue S, Gulfport

$469,000
3 Beds 2 Baths Pasadena Heights SubDv. 33707 Zip Code
Welcome home to this beautifully renovated Gulfport gem! Perfectly situated in a high-and-dry, central location, this property offers effortless access to the beaches, downtown Gulfport, and Tyrone- putting the best of the area right at your fingertips. No detail was overlooked in this to-the-studs renovation, featuring a new roof, HVAC, plumbing, kitchen, and bathrooms. Set on a spacious corner lot, the property also includes a versatile ADU—ideal for rental income, guests, or a private retreat. The main home offers 3 bedrooms and 1 bath with an open, light-filled layout. The oversized kitchen is a standout, offering abundant storage and space for an island, along with quartz countertops, a natural stone backsplash, and high-quality LVP flooring throughout. The ADU provides a flexible open-plan space ready to suit your needs- perfect as a guest suite, game room, creative studio, wine room, or efficiency apartment. Both buildings are connected by a private backyard, newly landscaped and full of potential to become a charming courtyard with string lights, a fountain, or raised garden beds. Additional highlights include a one-car garage with extra storage. With modern upgrades, flexible living options, and an unbeatable location, this property truly has it all. Opportunities like this don’t last—schedule your private tour today!

1301 56th Street S, Gulfport

$345,000
3 Beds 1 Baths Pasadena Heights SubDv. 33707 Zip Code
Fully updated and bursting with Gulfport charm, this quaint 2-bedroom, 1-bathroom home offers the perfect blend of modern comfort and convenient location. As you arrive, a wide driveway guides you through double gated fencing to a detached garage, providing ample parking and storage. Inside, luxury vinyl plank flooring flows throughout, creating a cohesive and low-maintenance space. The beautifully updated kitchen features quartz countertops, stainless steel appliances, and a sleek glass tile backsplash, with a sunroom just beyond—an ideal flex space for a home office, reading nook, or dining area overlooking the backyard. The modern bathroom boasts a dual-sink vanity and tub/shower combo, while both bedrooms include ceiling fans for year-round comfort. Located just down the road from Boca Ciega High School and tucked safely in a NO FLOOD ZONE, you’ll love being minutes from Stetson University College of Law and the vibrant heart of Downtown Gulfport with its beloved restaurants, shops, parks, and beaches. Enjoy a round of golf at Pasadena Yacht & Country Club or explore the Tomlinson Park Complex, offering a playground, walking trail and nature boardwalk, softball and baseball fields, and so much more—there’s truly something for everyone. All new hurricane impact windows, roof is a couple years old and ac was done in 2025.

5517 13th Avenue S, Gulfport

$695,000
4 Beds 2 Baths Pasadena Heights SubDv. 33707 Zip Code
Under Construction. 30 days out from completion - Buyers hurry while you can pick your finishes! Brand New 2025 Construction. Welcome to your new to-be-built modern home, offering nearly 2,000 sq. ft. of open-concept living. Not only with the high-end finishes, sleek design, and thoughtful details make this home a true standout with 4 bedrooms and 2 bathrooms. Built with all-block construction and situated in Flood Zone X; this home is high and dry with no flood insurance required. Enjoy seamless indoor-outdoor living with a covered lanai and a fenced backyard, perfect for entertaining. A one-car garage adds convenience, while the prime location puts you close to Gulfport’s vibrant waterfront, dining, and arts scene. Less than 15 min to downtown st.pete and the sparkling St.Pete beach, come immerse yourself in the Florida lifestyle. Don’t miss this rare new construction opportunity - built for worry free living with modern design and quality craftsmanship.

5514 Newton Avenue S, Gulfport

$480,000
4 Beds 3 Baths Pasadena Heights SubDv. 33707 Zip Code
Duplex opportunity in the vibrant, artsy town of Gulfport, FL! Offering over 2,000 square feet of space between the two units, with a total of 4 bedrooms and 3 bathrooms, this home is ideal for investors, multi-generational living, or those seeking a live-in/rental combination. Unit 1: A spacious, fully furnished 2-bedroom, 2-bath with a primary ensuite, and indoor laundry. Enjoy the sunny Florida lifestyle in your enclosed screened lanai or unwind in your private courtyard, this unit provides you with optimal indoor/outdoor Florida living. Unit 2: A cozy 2-bedroom, 1-bath with its own private courtyard, offering the perfect blend of privacy and comfort. Both units include off-street, designated parking on a beautiful corner lot. Roof is being replaced prior to closing, this home did not incur any damage during last year's storms and is in a non-flood zone. Unit 2 is tenant occupied through April, 2026 – which means there is guaranteed existing income for the new owner. Whether you’re drawn to Gulfport’s eclectic art scene, waterfront charm, or its welcoming small-town feel, this duplex is a rare find that delivers endless possibilities. Schedule your showing today!

1401 52nd Street S, Gulfport

$330,000
3 Beds 1 Baths Pasadena Heights SubDv. 33707 Zip Code
Welcome to this adorable 3-bedroom, 1-bathroom home with great curb appeal and a one-car garage, located in Gulfport and outside of a flood zone for added peace of mind. Step inside to find a bright and inviting living and dining area that flows seamlessly into a beautifully updated kitchen featuring new countertops, cabinetry, and stainless steel appliances. Down the hall, you’ll find three spacious bedrooms and a sleek, modern bathroom—perfect for comfortable living. Enjoy your mornings or entertain guests in the welcoming backyard, ideal for relaxing or social gatherings. The garage includes a convenient washer and dryer hookup, adding extra functionality to your daily routine. With a new roof and HVAC system installed in 2024, this home offers easy, worry-free move-in. Conveniently located less than 15 minutes from downtown St. Pete, and close to top-rated restaurants, shopping, local activities, and some of Florida’s best beaches, this home truly has it all. Don’t miss your chance to own this stylish and well-located gem—schedule your showing today!

5614 11th Avenue S, Gulfport

$680,000
5 Beds 4 Baths Pasadena Heights SubDv. 33707 Zip Code
Perfect Investment Opportunity in Gulfport!!! This is an unparallel investment opportunity with Immediate CASH FLOW and NO FLOOD INSURACE required!!! Unaffected by recent hurricanes, this gem is close to Gulfport's lively arts district, upscale restaurants, chic and unique boutiques, and picturesque waterfront parks. Featuring three one-bedroom units and one two-bedroom unit, each updated, modernized, and impeccably maintained. The two upper units both have a nice sice Florida room/office/den and a balcony. Nearly 2800 sf of heated living space. The property sits on 2 lots and has a HUGE fenced in backyard and 3 sheds for extra storage. New roof in 2017 Each unit has its own water/sewer/trash account and separate electric meters. This is really an incredible opportunity. The minimum rental time is 1 month. Rent out all unit or live in one and make money with renting the other 3 units. (Can be bought together with 5518 11th Ave MLS TB8427452) Nestled near Boca Ciega Bay, enjoy easy access to a fishing pier, marina, gourmet dining options, and public transportation. Immerse yourself in the beauty of Tomlinson Park, boasting a baseball field, playground, pond, Hyatt Park, and pickle/tennis courts, alongside the nearby Pinellas Technical College, St. Petersburg/Gibbs Campus and Boca Ciega High School, Gulfport Library, and Catherine Hickman Theater, Pasadena Golf & Yacht Club, Palms of Pasadena Hospital, Stetson University College of Law, Boca Ciega Yacht Club, Clam Bayou Nature Park, and access to kayaking, walking, and biking trails of St. Petersburg, as well as the Gulfport Senior Center. Discover the vibrant downtown of Gulfport, a hub of cultural events year-round, and relish in its public beach with recreational amenities such as a playground, sand volleyball courts, charming shops, delectable eateries, and convenient bus stops. Only a short 30-minute drive to international airports and mere minutes away from the pristine Gulf Beaches, this property offers a rare opportunity to invest in the heart of Gulfport, one of Pinellas County's most coveted and rapidly expanding communities.

5508 11th Avenue S, Gulfport

$175,000
3 Beds 2 Baths Pasadena Heights SubDv. 33707 Zip Code
INVESTOR ALERT – STRIPPED DOWN & READY FOR YOUR VISION! This 3-bedroom, 2-bath home is a blank canvas awaiting your next big project. Fully demoed to the studs and ready for a fresh start, this 1,022 sq ft property already has a brand new roof (2024) and rough-ins for electrical, plumbing, and mechanical systems completed — though all permits have since expired and will need to be reactivated or re-applied for. Whether you’re looking to flip, BRRRR, or build your next rental portfolio addition, the hard part is done — now it’s your turn to bring it back to life. Located in a desirable area with strong upside potential. No need for flood insurance. Whether you’re a contractor, savvy investor, or builder looking for your next deal, this is a prime opportunity to design and finish a property exactly how you want. Don’t miss your shot — properties with this kind of head start don’t come around often.

1319 56th Street S, Gulfport

$355,000
3 Beds 2 Baths Pasadena Heights SubDv. 33707 Zip Code
Charming 3-Bedroom Gulfport Retreat Discover this beautifully updated 3-bedroom, 2-bathroom block home in the heart of vibrant Gulfport, FL! Nestled on a spacious corner lot, this move-in-ready gem boasts a freshly replaced roof and modern upgrades throughout, making it perfect for families, investors, or those seeking a vacation rental. Just minutes from Gulfport’s lively downtown, enjoy a short bike ride to the scenic Shore Blvd waterfront or explore the nearby Pinellas Trail for walking, biking, or skating. St. Pete Beach is only a 9-minute drive west, downtown St. Petersburg is 10 minutes east, and the Clam Bayou trail connects you south to the Maximo Marina District. Step inside to a welcoming open-concept living, dining, and kitchen area, ideal for entertaining. The newly renovated kitchen features sleek shaker-style cabinets with soft-close drawers, elegant granite countertops, and modern stainless steel appliances—a chef’s delight! The split floor plan offers privacy, with a spacious master suite showcasing a stylish en-suite bathroom with glass-tiled shower, dual closets with organizers, and contemporary finishes. Two additional bedrooms share a beautifully updated second bathroom with a walk-in shower, new vanitie, toilet, and chic tilework. This home shines with fresh interior and exterior paint, new interior doors, updated ceiling fans, and energy-efficient windows. Practical upgrades include a newer water heater, new gutters, an electric garage door opener, and washer/dryer hookups. The expansive lot offers room to complete a fenced-in yard—perfect for pets or adding a pool—or space along the side for a boat, RV, or trailer, a rare find in Gulfport! Located outside the flood zone, this property is close to Stetson University, making it an excellent rental investment or a cozy forever home. With its modern amenities, prime location, and laid-back Gulfport charm, this York Street treasure is ready to welcome you. Schedule a showing today and embrace the relaxed coastal lifestyle!

1424 York Street S, Gulfport

$309,000
2 Beds 1 Baths Pasadena Heights SubDv. 33707 Zip Code
Welcome home to this beautiful 2 bedroom 1 bath NON FLOOD ZONE Gulfport home! If you are looking for the perfect starter or family home, look no further. This home has been TOTALLY RENOVATED by the owner and includes upgrades perfectly fit for a first time home buyer or growing family. The totally remodeled kitchen features solid wood cabinets, granite countertops, stainless steel appliances, custom backsplash, and a designer faucet. The bathroom features the same level of upgrades including custom vanity, granite countertops, designer tile, and new hardware. Other upgrades include newer AC, NEW WATER HEATER (2025), new flooring throughout, new paint, new LED light fixtures, and MORE!! All of these amenities and upgrades are complimented by the unique curb appeal of the home which sits on a quiet street! This home has many desirable features and is a must see. Please call us or use ShowingTime to set up a showing today!

1419 York Street S, Gulfport

$331,500
3 Beds 1 Baths Pasadena Heights SubDv. 33707 Zip Code
This one's just too cute to miss! Looking for a move-in ready home with all the big stuff already done? This freshly remodeled 3-bedroom cutie checks all the boxes! The third bedroom is a flex space that could be used as your home office, a playroom, or studio. You've got a newer AC, impact windows, roof, AND kitchen—all updated in the past few years, so you can just move in and relax. It's been freshly painted inside and out; the yard has just received a glow-up with brand-new landscaping and a patio, and the separate laundry room adds a super-functional touch. Sitting on a big lot on a wide, quiet street (in Flood Zone X—yes please!), there's tons of space to play, entertain, or just enjoy some sunshine. At just over 1,000 sqft, it's the perfect blend of cozy and open. Whether you're starting out, downsizing, or just want a sweet spot that feels like home—this one's got the vibe.

1113 55th Street S, Gulfport

$360,000
4 Beds 2 Baths Pasadena Heights SubDv. 33707 Zip Code
This solid BLOCK construction home is HIGH and DRY in Flood Zone X and Evacuation Zone E, with NO flooding or damage from the 2024 hurricane season. This home is completely MOVE-IN READY—perfect as a primary residence or a smart investment property. Featuring 4 bedrooms and 2 full baths, including a spacious PRIMARY SUITE with an ensuite bath and access to the backyard, the layout offers flexibility for families, roommates, or work-from-home setups. The fully fenced, oversized backyard is ideal for pets, play, or future outdoor entertaining spaces; there's even ROOM FOR A POOL! HVAC (2015), electrical panel (2017), roof (2011), and bathroom plumbing updated with copper and PEX piping. Just minutes from vibrant downtown Gulfport, with quick access to the Pinellas Trail, downtown St. Pete, and the Gulf beaches—this is Florida living at its best!

5417 14th Avenue S, Gulfport

$350,000
3 Beds 1 Baths Pasadena Heights SubDv. 33707 Zip Code
UNDER CONTRACT - ACCEPTING BACKUP OFFERS! 5131 15th Ave S offers a solid opportunity in a growing part of Gulfport. This 3-bedroom, 1-bath home sits on a 0.16-acre corner lot (67 × 106) with a custom-built pool, side-entry driveway, and a practical layout that blends vintage charm with functional bonus space. With cove ceilings, original built-ins, a front porch, and a converted garage, the home has both character and flexibility. Located in Flood Zone X and approximately, it offers long-term peace of mind in a well-connected neighborhood. There’s a utility closet with laundry hookups, and recent updates include a 2023 A/C system, propane stove and water heater, and a long history of annual insurance inspections and pest treatments. Built in 1954, the home has served as both a seasonal owner’s retreat and a part-time rental over the years, and it’s now ready for its next chapter. The location is one of its strongest assets—just about a mile from Gulfport’s waterfront district, where you’ll find the marina, Casino Ballroom, restaurants, galleries, the Tuesday Fresh Market, and First Friday Art Walks. The Pinellas Trail is just blocks away and you're living under 10 minutes to St. Pete Beach, 15 minutes to downtown St. Pete, and around 30 minutes to both Tampa International and St. Pete–Clearwater Airports. With the evolving Fusion 49th corridor just around the corner, this property offers an exciting opportunity to settle into Gulfport and grow with the neighborhood. Beautification projects, improved transit, and ongoing investment are helping bridge Gulfport and St. Pete in new and promising ways. Whether you’re looking for a space to personalize, a pool to enjoy, or a smart investment in a dynamic area—5131 15th Ave S offers opportunity.

5131 15th Avenue S, Gulfport

$368,000
3 Beds 2 Baths Pasadena Heights SubDv. 33707 Zip Code
Charming Mid-Century Gem in the Heart of Gulfport! Welcome to 5317 14th Avenue South, a lovingly preserved mid-century treasure just two blocks from the Pinellas Trail and a short stroll to vibrant downtown Gulfport. Owned and meticulously maintained by only two families since 1956, this home is a rare find, brimming with original architectural detail and thoughtful, modern upgrades. Step inside to find a wealth of original 1956 features, all beautifully preserved: restored Hotpoint electric cooktop and Nutone vent hood and GE wall oven functioning and gleaming after nearly 70 years, original tile work in the kitchen sink, bathroom sink, and full-sized bathtub, vintage wood cabinetry and hardware throughout the kitchen and dining area, built-in dining hutch and sliding-door storage cabinets in the Florida room, original interior doors and hardware, classic plaster walls, a cove ceiling, wrought iron scrolling in the hallway, terrazzo floors preserved under newer laminate (2017), and custom blinds paired with original pinch-pleat curtains. The back room features original wood paneling, and the house is wired for cable in three rooms. The second bathroom includes an eco-conscious Caroma toilet/sink combo. All appliances convey, including a well-maintained Kenmore fridge and GE washer/dryer. A tankless water heater (2018) and a New Age stainless steel cooking console provide modern efficiency without compromising the home’s vintage charm. Lower kitchen cabinets are fitted with custom wood slide-out shelving for practical storage. Step outside to an enchanting backyard oasis designed for beauty, sustainability, and biodiversity: Drought-resistant, Florida-friendly landscaping featuring edible and medicinal plants: mulberry, elderberry, moringa, yaupon, longan, lemongrass, prickly pear, rosemary, papaya, dragonfruit, saba banana, passion fruit, and more! Pollinator-friendly plants, native wildflowers, and milkweed and recently planted magnolia, live oak, holly, crepe myrtle, royal poinciana, and jacaranda trees. In addition, discover beautiful mature laurel oaks professionally inspected by an arborist, five rain barrels, well-maintained gutters, and a new in-yard drainage system (2025), pet-safe fencing with double-latch rear gate, two sheds with gardening tools, gas-powered generator, and even the original green 1956 toilet for restoration purists, solar-powered outdoor lighting, all located on a vintage St. Pete street brick driveway adding a distinctive historic touch. For peace of mind, HVAC serviced biannually, last service in June 2025, pest control, (termite guarantee may be transferable) tree service (bimonthly), “House file box” includes detailed repair history, paint info, and trusted service providers. For the perfect St. Pete lifestyle, this home is situated in a well-established, quiet neighborhood, NOT in a flood zone, and only a short walk to Beach Blvd, downtown shops, restaurants, festivals, and multiple city parks and minutes from Gulfport Beach and the Gulfport Marina. This isn’t just a house — it’s a time capsule lovingly updated for modern living. From its enduring craftsmanship to its lush, food-producing garden, every inch of this property reflects pride of ownership and a deep connection to Florida's heritage. Don’t miss this rare opportunity to own a true Gulfport original! Showings by appointment only — schedule yours today.

5317 14th Avenue S, Gulfport