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5302 28th Avenue S, Gulfport
$649,000
2 Beds ⋅ 2 Baths ⋅ Veteran City SubDv. ⋅ 33707 Zip Code
NO HOA! Located in desirable Flood Zone X, outside the designated high-risk flood area, this beautifully updated coastal cottage offers a compelling opportunity to enjoy Florida living in the heart of Gulfport's vibrant Arts District. Just minutes from the waterfront, local restaurants, galleries, and downtown St. Petersburg, this charming residence combines the character of an established coastal community with the comforts of modern living. Set on a corner lot framed by mature palm trees, this inviting single-story home features three bedrooms, two bathrooms, and 1,407 square feet of thoughtfully designed living space. Its cheerful coastal exterior, distinctive arched windows, and welcoming screened front porch create an immediate sense of character and charm. Inside, natural light fills the living areas, where plantation shutters, wood-look flooring, and soft coastal tones create a bright, comfortable atmosphere. The updated kitchen features white cabinetry, quartz countertops, a decorative tile backsplash, and an open connection to the main living space. The split-bedroom floor plan provides privacy and flexibility, with a spacious primary suite and two additional bedrooms that can accommodate guests, a home office, or creative pursuits. Outdoor living is an integral part of the experience. Enjoy morning coffee on the screened front porch, afternoon relaxation beneath the covered rear patio, or time outdoors in the fenced backyard. With no HOA fees and its Flood Zone X designation, the property offers practical advantages alongside its lifestyle appeal. And then there's Gulfport itself. Known for its independent spirit, thriving arts scene, and relaxed waterfront atmosphere, Gulfport is one of the Tampa Bay area's most distinctive coastal communities. Directly across the street from the home are neighborhood tennis courts, a dog park, and the Gulfport History Museum. A short bicycle ride brings you to the waterfront, sandy beach, volleyball courts, and the restaurants, cafés, boutiques, and galleries lining Beach Boulevard. Gulfport offers an appealing introduction to Florida's Gulf Coast lifestyle. Enjoy the charm of a walkable waterfront district, local art events, outdoor recreation, and year-round opportunities to explore the area, all while remaining conveniently connected to downtown St. Petersburg's cultural attractions, museums, dining, and entertainment. Tampa and the Gulf beaches are also within driving distance. Whether you're seeking a full-time residence, a seasonal Florida retreat, or simply a different pace of life, this Gulfport cottage brings together location, character, comfort, and the added appeal of a Flood Zone X designation. **A charming coastal home, an exceptional Gulfport lifestyle, and a location worth discovering.**

5302 28th Avenue S, Gulfport

2602 Upton Street S, Gulfport
$399,000
2 Beds ⋅ 1 Baths ⋅ Waterview Park Sec 1 SubDv. ⋅ 33711 Zip Code
Welcome to your charming Gulfport bungalow, situated on a lush corner lot in a Non-Flood Zone. This lovingly cared for 2 bedroom / 1 bathroom home has original hardwood floors, cove ceilings, original solid wood kitchen cabinets, vintage tile in kitchen & bathroom, and stucco plaster walls. The home also features high quality, new appliances. Plus, there is Bonus Square Footage in the converted garage, ideal for a home office or storage. Buyers to verify permit status and zoning restrictions for occupancy. Step outside through the side door and relax on the covered deck, as you soak in the beautiful landscaping complete with Royal Palms, Mango tree, Pecan Tree, St Augustine grass sod, all kept hydrated by a new 4 well point Irrigation System. From your home, walk or bike east along 26th Ave South to the amazing Skyway Trail for a picturesque stroll or a tranquil ride through nature. Also, it's an easy walk to Clam Bayou's pristine preserve to enjoy shady pathways with your pup or a friendly neighbor. Going west from this home, you are a 15 minute walk to downtown Gulfport's Beach Boulevard cafes, restaurants, boutiques, and daily live music extravaganza. This property is in Flood Zone X500 and there is no History of Water Intrusion from Sea Surge or Rain Storms. Furthermore, there is a Seller paid 1 year service plan for Pest Control. Reach out today for an opportunity to tour this home before it's sold!

2602 Upton Street S, Gulfport

5719 29th Ave S, Gulfport
$649,000
33707 Zip Code
Bring your vision to life in Gulfport! This approximately 10,102-square-foot corner property pairs the opportunity for a new residence with an existing three-car garage, in-ground pool, expansive pavers, and mature tropical landscaping. Located at 29th Avenue S and Dupont Street S, the property comprises two platted lots offered together, with approximately 100 feet of frontage along 29th Avenue S and additional street frontage on Dupont. The existing improvements give this property a distinctive appeal. Three individual garage doors and a broad paver driveway provide space for vehicles, storage, and hobbies, while the pool, surrounding paver deck, and established palms create an inviting setting for future outdoor living. Explore a custom home design that brings your vision together with these existing features, subject to city approval. Enjoy a location near Gulfport’s waterfront district, beach, restaurants, galleries, shops, and community events, with convenient access to downtown St. Petersburg and the Gulf beaches. The seller has preliminary construction documents available for review depicting a proposed residence similar to the accompanying conceptual renderings, offering inspiration for the property’s next chapter. Documents and renderings are conceptual and do not represent approved or permitted construction plans. Final design and construction are subject to applicable city review and approvals. The former residence has been demolished; this offering is for land with existing improvements. Buyer to verify zoning, development potential, setbacks, utilities, flood and elevation requirements, and the condition and permitted status of existing improvements. New construction and retention or incorporation of existing improvements are subject to applicable approvals.

5719 29th Ave S, Gulfport

1900 60th Street S, Gulfport
$699,000
3 Beds ⋅ 3 Baths ⋅ Pasadena Estates Sec G SubDv. ⋅ 33707 Zip Code
A home where EVERYTHING is actually new, including what you can't see, AND it's permitted? Yes, they exist. Forget the typical reno with fresh paint and pretty finishes hiding outdated systems. This home had an extensive, PERMITTED renovation in 2026: NEW ROOF AND SOFFITS, NEW HVAC AND DUCTWORK, NEW TANKLESS WATER HEATER, COMPLETE ELECTRICAL REWIRE AND NEW PANEL, NEW BLOWN-IN INSULATION, AND CONCRETE WALL INSULATION, NEW SEWER LINE, NEW PLUMBING, NEW INTERIOR AND EXTERIOR WATER SUPPLY LINES, and NEW HURRICANE-IMPACT WINDOWS AND SLIDERS. The expensive stuff? ALREADY DONE. A PERMITTED ADDITION created an entirely new primary suite with a spacious bath, a walk-in closet, and direct lanai access. The split floor plan has 3 bedrooms and 2.5 baths, with custom soft-close cabinetry and quartz countertops. Even the insurance is worth mentioning. A recent homeowners quote came in at $1,725 ANNUALLY, and the property sits outside a mandatory flood zone. In Pinellas County, that matters. The OVERSIZED 0.22-ACRE CORNER LOT offers something that's getting harder to find: SPACE. There's a U-shaped driveway, new landscaping, and a fully fenced backyard with room for a pool without giving up the yard. It's 4 minutes to Downtown Gulfport, 10–15 to the beaches, and about 15 to Downtown St. Pete. You get an established neighborhood without decades of deferred maintenance. Not all renovations are created equal, and this one has the permit history to prove it. *Insurance quote subject to carrier underwriting and buyer eligibility.*

1900 60th Street S, Gulfport

1726 55th Street S, Gulfport
$530,000
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

1525 56th Street S, Gulfport
$410,000
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! Gulfport's eclectic Arts & Marina District is a stones throw away, 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. 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

5122 12th Avenue S, Gulfport
$300,000
2 Beds ⋅ 1 Baths ⋅ Hempstead Annex 1 SubDv. ⋅ 33707 Zip Code
SMALL BUT MIGHTY! Gorgeous bungalow with a roomy living room, substantial kitchen storage, and a bonus room in the back! This beautifully updated 2-bedroom, 1-bath home is 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

1601 54th Street S, Gulfport
$349,999
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

6501 Mockingbird Way S, Gulfport
$999,000
3 Beds ⋅ 2 Baths ⋅ Royal Palm Villages SubDv. ⋅ 33707 Zip Code
ELEVATED GULFPORT POOL HOME | 2,560-SQ.-FT. GARAGE | OVERSIZED CORNER LOT | NO HOA | FLOOD INSURANCE UNDER $1,200 ANNUALLY! An exceptional opportunity offering space, versatility and the Florida lifestyle! Situated on an oversized 92' x 120' corner lot, this elevated 3-bedroom, 2-bath residence features over 2,500 square feet of living space above an extraordinary 2,560-square-foot garage—ideal for multiple vehicles, recreational equipment, hobbies and abundant storage. Pride of ownership is evident throughout this beautifully maintained home. Inside, enjoy spacious, light-filled living areas, high ceilings, a wood-burning fireplace and a generously sized kitchen with granite countertops and ample cabinetry. Step outside to your private tropical retreat featuring a swimming pool, fenced backyard and inviting outdoor entertaining areas. VALUABLE IMPROVEMENTS: Roof and HVAC (2019), impact windows (2020) and vinyl fencing (2024). Conveniently located near Gulfport's vibrant waterfront district, Pasadena Yacht & Country Club, downtown St. Petersburg, and the beautiful Gulf beaches. ELEVATED LIVING, EXCEPTIONAL GARAGE SPACE, LOW CURRENT FLOOD INSURANCE COST AND NO HOA—A RARE COMBINATION! Information deemed reliable but not guaranteed. Buyers to independently verify all details.

6501 Mockingbird Way S, Gulfport

701 59th Street S, Gulfport
$237,500
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

5731 28th Avenue S, Gulfport
$450,000
3 Beds ⋅ 2 Baths ⋅ Gulfport / Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
Virtually Staged. Welcome to this bright and inviting 3-bedroom, 2-bath loft home built in 2003, located right in the heart of Gulfport with no HOA! Featuring premium landscaping with an exterior artistic paver circle entryway. This home offers a central position near downtown shops, dining, the library, theater, and local beach, this property places you close to everything this vibrant town has to offer. Inside, vaulted ceilings and an open-concept layout create an airy atmosphere filled with natural light. The kitchen features wood cabinetry, granite countertops, a center island, and recently updated appliances, including a new stove/oven and dishwasher. Downstairs offers flexibility with a full bedroom and bath setup, while upstairs leads to additional bright living spaces and updated bathroom, including a newly installed walk-in shower. Outdoors, the home is surrounded by an expansive paved patio perfect for outdoor dining or relaxing, with views looking out toward the nearby serene 4-acre park and lake. Premium Pella impact windows, a new hurricane-rated front door, and a new front roof offer peace of mind. Additional updates include a new water heater, and replaced storage room door. The dryer/washer hook-ups are located in Storage room. Conveniently located just minutes from Pinellas County beaches, and near downtown St. Petersburg, and Tampa International Airport, this Gulfport home offers modern updates, great character, and a location that is hard to beat. Mortgage savings may be available for buyers of this listing.

5731 28th Avenue S, Gulfport

1902 53rd Street S, Gulfport
$412,500
2 Beds ⋅ 1 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
Welcome to this charming 2-bedroom, 1-bath home situated on a rare double corner lot in the heart of Gulfport! Featuring a light, bright, and airy open floor plan, this well-maintained home offers comfortable living with thoughtful updates throughout. The former sunroom was professionally converted into additional bonus living space in 2022, providing flexibility for a home office, den, or extra gathering area. Recent improvements include a new HVAC system (2026), updated plumbing and electrical, and a tankless water heater for added efficiency and convenience. The indoor laundry room includes pantry storage, a second refrigerator/freezer, maximizing functionality and organization. The kitchen boast a gas range, refrigerators/freezer, brand new microwave, and dishwasher, kitchen island, and built in bench seating with storage. Outside, you'll find two storage buildings offering ample space for tools, hobbies, or additional storage needs. An outdoor programmable lighting system enhances the home's curb appeal and creates a welcoming atmosphere day and night. Located in a charming, walkable neighborhood and situated in a non-flood zone, this property is just steps away from Tomlinson Park, local shops, dining, and all that Gulfport represents! Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this delightful home is ready to welcome its next owner.

1902 53rd Street S, Gulfport

5407 29th Avenue 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

3101 Beach Boulevard S Unit 1-5, Gulfport
$1,250,000
Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
PRIME LOCATION in the heart of Gulfport's vibrant waterfront district, this exceptional 5 unit commercial property presents a rare turnkey opportunity for investors seeking to capitalize on the area's thriving vacation rental market. Just STEPS from Gulfport Beach and Boca Ciega Bay, guests can enjoy a walkable coastal lifestyle surrounded by waterfront dining, boutique shopping, art galleries, fishing, boating, and year-round community events. Recently renovated with a fresh coastal aesthetic, the property features 5 attractive units showcasing luxury vinyl plank flooring, updated kitchens and bathrooms, contemporary fixtures, and bright, open living spaces designed to appeal to today's travelers. Tropical landscaping, charming curb appeal, and ample on-site parking further enhance the property's welcoming beach-town atmosphere. One of Gulfport's greatest attractions is its unique blend of Old Florida charm and vibrant local culture. Guests can stroll to the popular Tuesday Fresh Market, enjoy waterfront events at the Historic Casino Ballroom, explore nearby walking trails and nature preserves, or spend the day kayaking, paddleboarding, and fishing along Boca Ciega Bay. The area's lively arts scene, independent restaurants, and welcoming small-town feel continue to draw visitors seeking an authentic Florida experience. Ideally located just MINUTES from St. Pete Beach, Downtown St. Petersburg, and many of Tampa Bay's premier attractions, this beautifully renovated 5 unit property offers an exceptional opportunity to generate short-term rental income in one of Pinellas County's most sought-after waterfront destinations.

3101 Beach Boulevard S Unit 1-5, Gulfport

3101 Beach Boulevard S Unit 1-5, Gulfport
$1,250,000
5 Beds ⋅ 5 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
PRIME LOCATION in the heart of Gulfport's vibrant waterfront district, this exceptional 5 unit commercial property presents a rare turnkey opportunity for investors seeking to capitalize on the area's thriving vacation rental market. Just STEPS from Gulfport Beach and Boca Ciega Bay, guests can enjoy a walkable coastal lifestyle surrounded by waterfront dining, boutique shopping, art galleries, fishing, boating, and year-round community events. Recently renovated with a fresh coastal aesthetic, the property features 5 attractive units showcasing luxury vinyl plank flooring, updated kitchens and bathrooms, contemporary fixtures, and bright, open living spaces designed to appeal to today's travelers. Tropical landscaping, charming curb appeal, and ample on-site parking further enhance the property's welcoming beach-town atmosphere. One of Gulfport's greatest attractions is its unique blend of Old Florida charm and vibrant local culture. Guests can stroll to the popular Tuesday Fresh Market, enjoy waterfront events at the Historic Casino Ballroom, explore nearby walking trails and nature preserves, or spend the day kayaking, paddleboarding, and fishing along Boca Ciega Bay. The area's lively arts scene, independent restaurants, and welcoming small-town feel continue to draw visitors seeking an authentic Florida experience. Ideally located just MINUTES from St. Pete Beach, Downtown St. Petersburg, and many of Tampa Bay's premier attractions, this beautifully renovated 5 unit property offers an exceptional opportunity to generate short-term rental income in one of Pinellas County's most sought-after waterfront destinations.

3101 Beach Boulevard S Unit 1-5, Gulfport

1431 57th Street S, Gulfport
$485,000
3 Beds ⋅ 2 Baths ⋅ Pasadena Estates Sec H SubDv. ⋅ 33707 Zip Code
Looking for room to live, relax, and work from home — all in one of Pinellas County's most charming beach towns? This updated 3-bedroom, 2-bath block home delivers comfort and convenience in equal measure, just minutes from downtown Gulfport's waterfront village, Stetson University College of Law, Boca Ciega Bay, St. Petersburg, and the Pinellas Gulf beaches. Set on a quiet corner lot away from busy roadways and fully fenced for privacy, the home offers a flexible layout with a living room, a Florida room, and a dedicated office — ideal for remote work or extra living space. The roomy kitchen has been tastefully remodeled with quartz countertops and a breakfast bar, and both bathrooms have been beautifully updated. Major systems are in great shape too: roof and windows from 2015, plumbing replaced in 2020. Step out of the Florida room onto a 25' x 17' paver patio with a custom-built pergola, perfect for entertaining in the private backyard. Storage is no problem here, with kitchen built-ins, generous linen and closet space, garage cabinets, and an outdoor shed. A closed-in garage plus a roomy driveway provide plenty of parking. Gulfport is one of Florida's most beloved waterfront communities, known for its eclectic shops, boutiques, and waterfront dining. Stetson Law is a 6-10 minute walk away, the historic Williams Pier on Boca Ciega Bay is about a mile, Tampa Bay Rays baseball is roughly 5 miles, Sarasota's beaches are under an hour by car, and Tampa International Airport is about 25 miles away. This home is high and dry: it experienced no flooding or storm damage during Hurricanes Helene and Milton in 2024.

1431 57th Street S, Gulfport

6308 Vista Verde Drive, Gulfport
$540,000
3 Beds ⋅ 3 Baths ⋅ Villas Del Verde SubDv. ⋅ 33707 Zip Code
Enjoy easy living with beautiful golf course views in the highly desirable gated community of Villas Del Verde. Overlooking the fairways of Pasadena Yacht & Country Club, this spacious corner townhome offers over 2,600 square feet of living space, combining comfort, privacy, and an incredible location. Step inside and you'll immediately notice the open, light and bright floor plan featuring rich cherry wood flooring, crown molding, and expansive windows that showcase peaceful views of the golf course. The layout is perfect for both entertaining and everyday living, with generous living and dining spaces that flow effortlessly together. The kitchen offers wood cabinetry, Corian countertops, and a cozy breakfast nook, where French doors open to a private lanai overlooking the pond and the 9th tee. It's the perfect spot to enjoy your morning coffee or relax at the end of the day while taking in the scenery. One of the standout features of this home is the private elevator, providing convenient access between floors in addition to the traditional staircase. Upstairs, the spacious primary suite feels like a retreat of its own, complete with two walk-in closets, a private balcony with golf course views, and a large ensuite bath featuring a garden tub, separate shower area, bidet, and private water closet. Two additional bedrooms and a large laundry room provide plenty of space for family, guests, or a home office. Residents of Villas Del Verde enjoy access to a heated 60-foot pool, spa, fitness center, and clubhouse, all within a beautifully maintained gated community. This wonderful waterfront golf community has it all, plus seller's lender does not require flood insurance. Just minutes from the Gulf beaches, downtown St. Petersburg, shopping, dining, and everything the Florida lifestyle has to offer, check it out today.

6308 Vista Verde Drive, Gulfport

5325 8th Avenue S, Gulfport
$375,000
3 Beds ⋅ 2 Baths ⋅ Gulf Grove SubDv. ⋅ 33707 Zip Code
This charming 3-bedroom, 2-bath Gulfport home presents an excellent investment opportunity with a tenant already in place through 04/30/2027, providing immediate rental income for the next owner. Situated on a spacious fully fenced corner lot with a massive shed/garage perfect for storage, hobbies, or workspace needs. Inside, you’ll find a bright and inviting floor plan with sleek laminate flooring flowing throughout the living room, kitchen, and dining areas. The kitchen offers abundant storage, including dual pantry closets surrounding the refrigerator. Both bathrooms have been tastefully updated, while energy-efficient Tesla solar panels and a REEM tankless water heater help keep utility costs low. The primary suite includes a private en-suite bathroom with a relaxing jetted tub as well as its own separate entrance, offering added flexibility and privacy. The additional guest bedrooms are generously sized and filled with natural light. Located just one block from the Pinellas Trail and conveniently positioned between Downtown Gulfport and St. Petersburg’s award-winning Gulf beaches, this home offers easy access to local restaurants, eclectic shops, entertainment, and waterfront attractions. Only 10 minutes to the beach, 10 minutes to Downtown St. Pete, and approximately 30 minutes to Tampa International Airport, this property combines location, lifestyle, and investment potential all in one. Don’t miss this exceptional Gulfport investment opportunity!

5325 8th Avenue S, Gulfport

5617 30th Avenue S, Gulfport
$302,000
2 Beds ⋅ 1 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code
Charming coastal cottage-style newly updated home on a highly desirable corner lot just blocks from Beach Blvd, Gulfport Beach, Shore Blvd, restaurants, shops, art galleries, and the popular Tuesday Market. This light and bright 2BR/1BA home features an open-concept layout with inviting living and dining spaces, hurricane windows, updated interior finishes, and brand-new appliances including refrigerator, dishwasher, and range. Enjoy the charming side and backyard spaces with room for outdoor dining, entertaining, a pergola, garden, or relaxing coastal retreat. Detached approximately 480 sq ft garage/workshop conveys As-Is and offers endless potential for a future studio, workshop, storage, gym, or creative space. Whether you’re looking for a primary residence, snowbird getaway, or investment opportunity, this property delivers the ideal Gulfport lifestyle and location.

5617 30th Avenue S, Gulfport

5950 Pelican Bay Plaza S Unit PH2C, Gulfport
$399,000
2 Beds ⋅ 2 Baths ⋅ Pelican Bay Yacht Club Condo Bldg A SubDv. ⋅ 33707 Zip Code
Penthouse opportunity at 5950 Pelican Bay Plaza South, Unit PH2C! This spacious 1,476 sq ft split-bedroom floor plan offers two ensuite bedrooms and breathtaking panoramic views of Boca Ciega Bay and the Gulf of Mexico. This 100% investor-friendly residence allows for annual rentals only, presenting excellent long-term income potential. The building has successfully passed its milestone inspection and maintains reserves in compliance with the SIRS report, offering added confidence for buyers. Originally developed by U.S. Steel, the property has been meticulously maintained over the years. Enjoy resort-style living with premium amenities including 24-hour guard service, secured garage parking (single space), spa, hot tub, sauna, and access to pickleball courts. Residents also have the opportunity to join the Pasadena Yacht & Country Club for an elevated lifestyle experience. Additional highlights include the ability to add approximately 20 sq ft of interior storage space, enhancing functionality within the unit. A rare penthouse offering with unmatched views, strong investment flexibility, and access to sought-after amenities—ideal for full-time living or income-producing potential.

5950 Pelican Bay Plaza S Unit PH2C, Gulfport

1099 52nd Street S, Gulfport
$400,000
3 Beds ⋅ 2 Baths ⋅ Marchetta Park SubDv. ⋅ 33707 Zip Code
Virtually Staged. **Eco-Friendly Oasis on a Corner Lot: Updates, Solar Power, and Prime Gulfport Location!** Discover the perfect sanctuary for the environmentally conscious resident in this fully updated, low-maintenance home. This solid BLOCK construction home sits on a desirable CORNER LOT and features 3 bedrooms and 2 full baths, all with beautifully preserved terrazzo floors throughout (except in 1 bathroom). Parking is easy with an oversized 1-car garage and spacious driveway. Worry-free living is assured with major systems replaced in 2015, including a new ROOF, HVAC, DUCTWORK, ATTIC INSULATION, ELECTRICAL PANEL, and IMPACT windows. A 2018 TANKLESS water heater adds to the efficiency. Live nearly off-grid thanks to SOLAR PANELS installed in 2016 and 2020, resulting in incredibly low monthly electric bills that often range from $0 to $30. This property is a dream for gardeners and homesteaders, featuring 4 raised garden beds, rain chains, and 6 rainwater catching barrels. Enjoy fresh produce from numerous fruit-bearing trees and plants, including fig, Meyer lemon, banana, papaya, Thai lime, dragon fruit, pineapple, and blackberries. For peace of mind, the home is located in Flood Zone X, meaning flood insurance is typically not required, and is situated in a Non-Evacuation Zone, approximately 28 feet elevation. The location is unbeatable: enjoy a short bike ride to downtown Gulfport's restaurants and recreation, or hop on the Pinellas Trail just a few blocks away.

1099 52nd Street S, Gulfport

2525 53rd Street S, Gulfport
$700,000
4 Beds ⋅ 3 Baths ⋅ Veteran City SubDv. ⋅ 33707 Zip Code
Located in a lush tropical setting along the brick streets of Gulfport’s downtown district, this unique masonry home sits on a large corner lot and features a legal upstairs rental apartment, offering exceptional flexibility for a variety of lifestyles. The main residence offers a three-bedroom, two-bath split floor plan, thoughtfully designed to accommodate a potential in-law suite. With a private entrance, the separate wing includes a bedroom with en suite bath, its own living area, and access to the backyard, while still allowing the home to function seamlessly as a full three-bedroom, two-bath residence. The interior has been extensively updated, featuring a custom kitchen with quartz countertops, abundant cabinetry, pantry closet, stainless steel appliances, built-in convection oven and microwave, induction cooktop, and an oversized island with seating for up to eight. Additional highlights include newly refreshed bathrooms, new luxury vinyl plank flooring, hardwood floors in the formal living room and second and third bedrooms, and a spacious, tucked-away family room. The bonus room (currently used as a family room) adds 304 heated & cooled square feet (not reflected in public records), bringing the total to approximately 2,167 square feet of living space. Outdoor spaces are equally impressive, with newly xeriscaped planting beds, mature tropical landscaping, and a picturesque koi pond surrounded by seasonal blooms. The fully fenced backyard and side yard feature new privacy fencing with a rolling gate, a paver driveway and patio, multiple entertaining areas, a 21-foot above-ground swim spa, and an outdoor shower. The legal second-floor studio apartment offers a private entrance and an expansive deck overlooking the backyard oasis. The two-story deck structure can also function as a covered carport if desired. With impact windows throughout, a natural gas whole-house generator, and roofs replaced in 2018 and 2020, this home offers both beauty and peace of mind. The home may also be sold furnished, offering a convenient turnkey opportunity if desired. Located in an X flood zone with no flood insurance required, and just a short distance to downtown Gulfport, Gulfport Beach, parks, tennis courts, the library, and local shops and restaurants, this home offers a rare opportunity to live, host, and invest all in one.

2525 53rd Street S, Gulfport

4624 27th Avenue S, Gulfport
$485,000
2 Beds ⋅ 2 Baths ⋅ Burns F J Realty Cos Rev SubDv. ⋅ 33711 Zip Code
Move-in ready Gulfport home on a desirable corner lot with major upgrades already done! This solid block construction home offers durability and peace of mind, featuring fresh interior and exterior paint, an updated primary bathroom, spacious walk-in closet, tile flooring, and a functional layout designed for easy living. Enjoy added security with wired security cameras already installed, along with major system upgrades including impact hurricane windows (2023), new impact front door (2025), roof (2016), solar system with emergency power outlets, updated A/C and ductwork (2020), hybrid water heater, and extensive electrical improvements throughout. Outside, you’ll find a freshly painted exterior, pavered patio with additional parking, a one-car garage, and a convenient no-step front entry. Located just minutes to downtown Gulfport, beaches, dining, and entertainment—this home blends comfort, efficiency, and location. Garage experienced minor water intrusion during recent hurricanes; no impact to main living areas.

4624 27th Avenue S, Gulfport

5800 21st Avenue S, Gulfport
$345,000
2 Beds ⋅ 2 Baths ⋅ Boca Ciega Estates Rep SubDv. ⋅ 33707 Zip Code
Welcome to this Pristine Vintage MID-CENTURY MARVEL, single-story block home that sits on a spacious corner lot, in a desirable NON-FLOOD zone, offering peace of mind and plenty of outdoor space. Featuring 2 generously sized bedrooms with built in closets and 1 and 1/2 baths, this home provides 1,420 square feet of comfortable living. Recent updates include a new roof (Jan. 2018), upgraded 150-amp electrical service (2018), and a brand-new air conditioning system (2024). The home was also professionally tented for termites on March 31, 2026, adding an extra layer of confidence for buyers. Inside, you'll find fresh interior paint throughout the house. In addition, a new Hot Water Heater is being installed week of 8/24/26. Step into an oversized living and dining area showcasing beautiful original terrazzo floors and a unique retro charm. The full bathroom stands out with vibrant tile work and has 2 step-in showers, offering both character and functionality. The kitchen features all-wood cabinetry, a built-in oven, a cooktop stove, a large refrigerator, add your personal touch to make it your own. The dining room is just waiting for your table and chairs with plenty of space for your family and friends. Off from the dining room are sliding glass doors leading to the nice sized Florida Room, which is an excellent space to relax after a long day or starting your morning with a hot cup of coffee, it also gives access to the attached extra-large 1 car garage that has ample room for your vehicle as well as extra storage space, along with laundry hookups and a convenient half bath with utility tub/sink. This property is perfect for buyers looking for solid construction, thoughtful updates, and those that love the Mid-Century Vibe—all in a PRIME LOCATION, as it is only 1 mile from the Stetson Law School and downtown Gulfport. Once you visit the hidden gem of Gulfport, an unspoiled waterfront village brimming with independent boutiques and restaurants, you will understand and want to be part of this vibrant community. Locals will tell you, “There’s always something going on in Gulfport!” You’ll delight in this charming small town’s art festivals twice a month, market day every Tuesday, live music, delicious restaurants, beautiful parks and public pickleball courts, plus a performing arts theater, library and first-rate senior center. Located only 10 minutes away from stunning gulf beaches, 15 minutes to Downtown St. Petersburg, 20 minutes to the St. Pete/Clearwater airport and just 30 minutes to Tampa International Airport make the location of your new home or home away from home even sweeter.

5800 21st Avenue S, Gulfport

2813 Kipps Colony Drive S, Gulfport
$2,100,000
4 Beds ⋅ 4 Baths ⋅ Kipps Colony Estates At Pasadena Yacht/Country Cl SubDv. ⋅ 33707 Zip Code
Inspired by the effortless elegance of Barbados, this exceptional coastal retreat blends refined design with a focus on light, views, and seamless indoor-outdoor living. Clean lines, a soft coastal palette, and British-influenced symmetry create a timeless coastal aesthetic, all set within the gated Pasadena Yacht & Country Club—Pinellas County’s only gated, waterfront and golf course community. Ideally positioned on a spacious corner lot, the home is surrounded by lush tropical landscaping designed for Florida’s coastal environment. A thoughtfully designed reverse floor plan maximizes each level and panoramic water views, with an elevator providing access to all levels— and a floor plan ideal for multigenerational living. The top level showcases a stunning open living space with white tongue-and-groove pitched ceilings, wet bar, and sliding glass doors leading to a 27’ terrace with both covered and open-air areas—perfect for entertaining or relaxing. The main living level features a beautifully appointed kitchen with white shaker cabinetry, quartz countertops, GE Café appliances, and a breakfast bar overlooking the great room and terrace. The spacious primary suite offers a gorgeous en-suite bath and expansive custom closets. This well planned design also offers the opportunity of utilizing the second full bath as his and her primary baths! The first living level includes three additional bedrooms, two baths (including an en suite guest room), and a flexible second living area or office with access to another inviting terrace. Outdoors, the backyard provides a blank canvas for a custom pool design. Additional highlights include five terraces, a four-car garage, pre wired for EV charging, room for workshop and golf cart space, a whole-house generator, metal roof, hurricane windows, Leutron lighting, and 2 expansive paver driveways. For boating enthusiasts, Pasadena Yacht & Country Club also offers a protected 75-slip marina, with boat slips currently available for purchase—providing direct access to the Gulf and a true waterfront lifestyle. (Club membership available at an additional cost) A rare opportunity to enjoy elevated coastal living in one of the area’s most sought-after communities close to downtown St. Petersburg, Florida’s gorgeous, white sand beaches, and a short 35 minute drive to Tampa International Airport.

2813 Kipps Colony Drive S, Gulfport

5202 9th Avenue S, Gulfport
$439,000
3 Beds ⋅ 3 Baths ⋅ Wilson Heights SubDv. ⋅ 33707 Zip Code
Welcome home to 5202 9th Ave S! Situated on a generous corner lot with plenty of parking, this property features a MAIN HOUSE with 2 bedrooms, 1 bathroom, and a bonus room, PLUS a 1 bedroom MOTHER-IN-LAW apartment with a 1 car garage, AND an income producing GUEST HOUSE! Additionally, there are 3 fenced yards, a covered front porch, an EV charging station, an RV or boat parking pad, and a well for irrigation! Live in one and generate income from the others! This concrete block home sits high and dry in a non-flood zone, and is 2.4 miles from the Gulfport Waterfront where you can enjoy events year-round in the vibrant city of Gulfport! You will be minutes from the Pinellas Trail, and a 10 minute drive to Downtown St. Pete and St. Pete Beach! Call today to make this your new home-sweet-home! 24-hour notice required for all showings in respect of the existing Tenants.

5202 9th Avenue S, Gulfport

5401 17th Avenue S, Gulfport
$362,000
2 Beds ⋅ 1 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code
Move-In Ready! LARGE BONUS ROOM for office, den, dining or 3rd bedroom! Light-Filled Gulfport Gem on Spacious Corner Lot. See Virtual Tour Links for you walk though now! Welcome to this beautifully updated 2-bedroom, 1-bath concrete block home with soaking pool in the heart of Gulfport, Florida—located in a non-flood zone for added peace of mind. Perfect as a full-time residence or an ideal snowbird retreat, this property offers an inviting open-concept layout designed for modern living. Step inside to discover gleaming terrazzo floors and abundant natural light throughout. The updated gathering kitchen is the true centerpiece, featuring a large center island perfect for entertaining, casual dining, or hosting friends and family. The stylishly renovated bathroom boasts a walk-in shower, while the versatile large bonus room offers endless possibilities—use it as a home office, third bedroom, or formal dining space to suit your lifestyle. Outdoors, enjoy a fully fenced backyard with convenient access for boat or camper storage, plus a soaking pool and expansive paver patio—perfect for relaxing or entertaining under the Florida sun. The property also includes a one-car garage, abundant off-street parking, and valuable upgrades like a brand-new roof (2025) and rain gutters. Located in the Gulfport garden district, close to vibrant downtown, 2 blocks to Tomlinson Park and Tangerine Greenway, and nearby Stetson College. Only 15 minutes from both St Pete beach and the St. Pete Pier. Prime location near parks, downtown & beaches Motivated seller—don’t miss this move-in ready Gulfport opportunity!

5401 17th Avenue S, Gulfport

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