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$315,000
2 Beds 1 Baths Hempstead Annex 1 SubDv. 33707 Zip Code
Welcome to this beautifully updated 2-bedroom, 1-bath home in the heart of GULFPORT, Florida—one of Pinellas County's most sought-after waterfront communities known for its artsy vibe, walkable downtown, and coastal charm. Combining CLASSIC CHARACTER and MAJOR MODERN UPGRADES, this move-in-ready property offers comfort, convenience, and an exceptional location near Gulfport Beach, St. Pete Beach, and downtown St. Petersburg. SIGNIFICANT IMPROVEMENTS completed in 2018 include a NEW ROOF, HVAC system, 200-amp ELECTRIC PANEL, updated electrical outlets and switches, and a FULLY RENOVATED KITCHEN featuring contemporary finishes and functionality. BRAND NEW TANKLESS WATER HEATER 2026. Original HARDWOOD FLOORS have been beautifully refinished, preserving the home's timeless appeal, while ceiling fans throughout enhance year-round comfort. A fully enclosed, air-conditioned FLEX SPACE provides valuable ADDITIONAL SQUARE FOOTAGE and endless possibilities for a home office, art studio, gym, guest space, or bonus room. The versatile layout makes this property ideal for remote workers, creatives, seasonal residents, first-time homebuyers, or investors seeking a Gulfport rental property. Located just 1.5 miles from GULFPORT BEACH and the vibrant Gulfport Waterfront District, you'll enjoy easy access to local restaurants, coffee shops, boutiques, art galleries, waterfront parks, and community events. ST. PETE BEACH is only 3.5 miles away, offering world-famous beaches, boating, fishing, and outdoor recreation. DOWNTOWN ST. PETERSBURG, with its thriving dining, entertainment, and cultural scene, is just a short drive away, while nearby INTERSTATE 275 access provides convenient commuting throughout the Tampa Bay area. Whether you're searching for a Gulfport Florida home for sale, a charming beach-area bungalow, or a property close to St. Petersburg and the Gulf beaches, this exceptional home delivers the perfect combination of location, updates, and lifestyle.

5122 12th Avenue S, Gulfport

$357,700
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

$159,000
2 Beds 2 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code
A first-floor corner home in Gulfport's Town Shores with a covered carport spot (furnishings negotiable)—a welcoming 55+ waterfront community on Boca Ciega Bay—does not come along every day- this one. This bright 2-bedroom, 2-bath Jamison House residence offers 1,170 square feet, windows on three sides, mature landscaping and true ground-floor living. The lifestyle begins right outside your door with one of the community's four heated pools—The Jamison's pool was just renovated and is HEATED year round, directly off your back patio - plus tennis, pickleball, bocce, shuffleboard, fitness room, saunas, billiards, library, ballroom, marina and kayak launch. Historic Gulfport’s beach, Williams Pier, restaurants, colorful shops and live entertainment are only a few blocks away. The seller reports that this unit did not experience interior flooding during the 2024 hurricanes. Inside, white Shaker-style cabinetry, warm butcher-block countertops and stainless steel appliances give the updated kitchen a crisp coastal feel. The split-bedroom layout adds privacy, while the spacious primary suite offers an updated private bath and walk-in closet. A garden-view Florida room works beautifully as an office, reading room or morning-coffee retreat, and tile flooring keeps upkeep simple. Less upkeep, more Gulfport—and a first-floor corner unit worth seeing. All information to be verified with the HOA. Boat slips are available on a 1st come 1st serve basis.

2960 59th Street S Unit 101, Gulfport

$374,900
2 Beds 1 Baths Boca Ciega Estates SubDv. 33707 Zip Code
Welcome to this stunning Gulfport bungalow, where timeless Spanish Revival character meets comfortable modern living. Mature plumeria, vintage scrollwork, a spacious front patio and carport welcome you, while the circular and wraparound driveway provide abundant parking. Inside, gorgeous original terrazzo floors and distinctive Spanish tile add warmth and character throughout. The well-designed 2-bedroom, 1-bath layout features a generous primary bedroom with custom closets, a bathroom with linen storage, and an inside utility room just off the kitchen that doubles as a convenient mudroom. Roof-mounted solar panels provide energy savings, with financing available for assumption by the buyer, plus a security system for added peace of mind. Designed for both everyday living and entertaining, the guest bedroom features a built-in office nook and sliding doors leading to an expansive back patio...large enough for dining and a hot tub. Beyond, a deep private backyard offers full privacy fencing, a separate fenced dog run and well-maintained storage shed. Just minutes from Gulfport's vibrant Art District, waterfront, restaurants and entertainment, with downtown St. Petersburg and the beaches of Treasure Island and St. Pete Beach only a short drive or scenic bike ride away. A charming home offering character, privacy and an exceptional location. Room dimensions are approximate; buyer to verify.

1842 59th Street S, Gulfport

$360,000
3 Beds 1 Baths Pasadena Estates SubDv. 33707 Zip Code
Pasadena Estates in lovely St. Petersburg, FL. Excellent location, west side of town and close access to the local beaches. The perfect bungalow to call home is here. Built in 1954 this sturdy 3-bed, 1-bath home features updates including New Roof 2025, the addition and other interior renovations were made in 2003 and they include updated electrical panel, inside laundry, closet space and the 3rd bedroom/den. Crown molding and other unique touches add character to the classic architecture. Laundry is located in the hall which leads to storage, the 3rd bedroom and out to the gorgeous private backyard. Fully fenced in with a swimming pool, garden, storage and parking. Parking for 3 on pad, plus 1 off pad space in addition to driveway and carport in back of the house. Utilities and parking are off street. Walking paths go around the pool and out to the side gates. Easily maintained mulch beds and palm trees make for a worry free landscape. Less than 20 minutes to the beaches or the other direction to Downtown St Pete.

6376 4th Avenue S, St Petersburg

$995,000
4 Beds 4 Baths Pasadena Park SubDv. 33707 Zip Code
Under Construction. Every now and then, a home comes along built for the way people actually want to live. This is one of them. Set just a mile and a half from downtown Gulfport, with the world renowned beaches of Pinellas County minutes away and downtown St Pete only ten minutes out, the location alone is hard to beat. Close proximity to the Pinellas Trail adds even more convenience, making it easy to bike into downtown Saint Pete or out to the beaches. A striking two tone exterior and a covered front porch welcome you home, backed by impact windows and a location outside the flood zone. Out back, a fully fenced yard wraps around an inground concrete pool, built for easy afternoons and effortless entertaining, true Florida living right outside the door. Inside, ten foot ceilings and natural light carry through an open, easy flow from room to room. A designer entry leads up the stairwell hallway to the second floor, where a sculptural gold relief wall panel greets you, created by a woodworking artist who treats every project like a work of art. That same artist designed and installed the kitchen, and the difference shows. Most new construction treats the kitchen as an afterthought. This one does not. Custom cabinetry and vanities imported from Europe pair with Taj Mahal quartz countertops, glass front display cabinetry with integrated lighting, and top of the line appliances including a built in Samsung double wall oven. The adjoining dining area opens easily to the backyard, keeping the kitchen, dining, and pool just steps apart. The layout gives everyone room to spread out. A formal living room and a separate family room anchor the first floor, alongside a full primary suite. Upstairs, a second living room or office offers real flexibility, easily reimagined as a movie theater, a home office, or simply another place to unwind, so no one is stuck hanging out in their bedroom. Combined with the second upstairs primary suite, the layout works equally well for a growing family, guests, or multigenerational living. With 4 bedrooms and 3.5 baths total, including two full primary suites and a half bath for guests, this home covers every need. Every closet throughout the home is finished with built out cabinetry, adding function to every corner. Each bathroom was finished by a tile artisan, with full height natural stone look tile and craftsmanship that sets it apart from standard builder grade work. The primary bath feels like a private retreat, with a freestanding soaking tub, walk in glass rain shower, dual floating vanities, and a custom walk in closet. Rounding things out, a detached 2 car garage keeps the backyard open around the pool, with a third parking spot alongside it for added convenience. Elevated, personal, and entirely one of a kind.

617 Folsom Street S, St Petersburg

$274,900
2 Beds 1 Baths Pasadena Estates Sec D SubDv. 33707 Zip Code
Charming Gulfport Florida Bungalow! Welcome home to this adorable 2-bedroom, 1-bath Florida bungalow situated on a large corner lot with plenty of room to enjoy the Florida sunshine! This charming home offers comfortable living with that laid-back Old Florida feel that makes Gulfport so special. The spacious yard provides endless possibilities for outdoor entertaining, gardening, pets, or simply relaxing, while the storage shed offers additional space for bikes, beach gear, tools, and more. There is an inside laundry area, eat in kitchen and spacious living area. And you’ll love the location! Downtown Gulfport is just minutes away, where you can enjoy the waterfront, local restaurants, shops, art galleries, festivals, and all the personality this vibrant community has to offer. Whether you're looking for a full-time residence, Florida getaway, or investment opportunity, this cute bungalow is one you’ll want to see. Come see it today and make it yours tomorrow!

701 59th Street S, Gulfport

$1,100,000
6 Beds 4 Baths Veteran City SubDv. 33707 Zip Code
Rare Gulfport Investment Opportunity | Flood Zone X | Three Licensed Short-Term Rental Homes Rare opportunity to own three stand-alone single-family homes in Gulfport’s Waterfront Redevelopment District, all legally zoned and fully licensed for nightly rentals. Situated in desirable Flood Zone X, the property remained high and dry during the 2024 storms. Located just steps from Gulfport’s restaurants, shops, beach, marina, and entertainment, this turnkey property is ideally positioned to benefit from the area’s thriving vacation rental market. The property includes three units: one 3-bedroom, 2-bath Sears house, one 2-bedroom, 1-bath bungalow, and one 1-bedroom, 1-bath cottage, offering a total of 6 bedrooms and 4 bathrooms. All three homes are being sold fully furnished, including indoor and outdoor furnishings. The property features in-unit laundry in two units, off-street parking, private driveway, a shared courtyard, and lush landscaping. With immediate income potential and value-add opportunities through future updates, this is a rare chance to own a turnkey short-term rental portfolio in one of Gulfport’s most desirable locations.

5407 29th Avenue S, Gulfport

$399,900
2 Beds 2 Baths Boca Ceiga Park SubDv. 33707 Zip Code
This newly remodeled, 2-bedroom, 2-full bathroom solid block bungalow offers the perfect blend of historic charm and modern luxury in the heart of Gulfport’s vibrant Art District. Positioned on a picturesque, hand-laid brick street, this home places you steps away from the eclectic Tuesday Fresh Market, lively festivals, and famous Boca Ciega Bay sunsets. This home has been completely updated with fresh interior and exterior paint, giving it a crisp, turn-key feel. The open living space flows into a fully updated kitchen featuring brand-new stainless steel appliances. With two full, completely renovated bathrooms, this home ensures modern comfort and style in every corner. The spacious outdoor patio is a true standout, offering a versatile space for entertainment or your latest creative projects. After a day at the nearby beach, enjoy a refreshing rinse in the private outdoor shower. The fully fenced yard provides a safe sanctuary for pets, and don't forget to grab a fresh mango! Start your mornings on the sweet front porch, a classic feature perfect for sipping coffee and greeting neighbors on one of Gulfport's iconic historic brick-lined streets. Whether you are looking for a creative retreat or a coastal sanctuary, this bungalow captures the very best of Florida’s most artful community. Note: Roof 2018. AC 2018. Electric & plumbing 2025. All permits & inspections completed & receipts available.

2920 57th Street S, Gulfport

$389,900
2 Beds 1 Baths Boca Ceiga Park SubDv. 33707 Zip Code
This charming retreat is located in the vibrant downtown area of Gulfport just a few blocks from Beach Boulevard where you’ll discover eclectic shops, art galleries, lively restaurants/bars plus the popular Tuesday Fresh Market. Enjoy unbeatable proximity to the Gulfport Pier, marina, beach, parks, playgrounds, recreation center, theatre & library. With year-round events & activities plus quick access to downtown St. Petersburg & the Gulf beaches, this location truly offers the best of Florida living. Step inside this elevated, vintage 2 bedroom, 1 bath home & be greeted by a spacious enclosed front porch perfect for morning coffee or evening wine. The bright living room features hardwood floors flowing into a dining area & galley kitchen. Both bedrooms fit queen size beds with the larger bedroom offering a walk-in closet for added convenience. There is a detached studio with a bathroom & laundry room. The fully fenced yard backs up to an alley & includes a storage shed along with ample off-street parking via a long brick driveway. Newer roofs, A/C and main water heater. Recent termite treatment with a transferable warranty. Located in the AE flood zone. Fantastic investment opportunity, vacation home or winter escape. Furnishings & décor are negotiable. Don’t miss your chance to own this unique, vintage Gulfport gem.

2907 Clinton Street S, Gulfport