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Active, 5955 30TH AVENUE S in Gulfport, FL 33707, priced at $249,000, ,
$249,000
$222
Active
5955 30TH AVENUE S
Gulfport, FL 33707
Waiting for a waterfront condo, 2 bedroom and perfectly remodeled so you move right in? You have found it! And in Gulfport, the quaint “fishing village”, surrounded by Boca Ciega Bay and St Petersburg! Located in the community of Town Shores with amenities like a clubhouse, marina, tennis and pickleball courts, alongside bocce and Shuffleboard. Four heated pools are located throughout the complex. You can walk or bike to town with restaurants, shopping and a Tuesday Market every week or just sit and swing on the local beach while you read that new book. If you want the Gulf beaches they are about 12-15 min. away and stretch for miles or a day of museums in downtown St Petersburg is a special treat and just waiting to entertain you for hours on end. The monthly fee includes all utilities (except electric) and even wi-fi, cable and internet.
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Active, 5302 28TH AVENUE S in Gulfport, FL 33707, priced at $649,000, ,
$649,000
$461
Active
5302 28TH AVENUE S
Gulfport, FL 33707
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.**
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Active, 2602 UPTON STREET S in Gulfport, FL 33711, priced at $399,000, ,
$399,000
$397
Active
2602 UPTON STREET S
Gulfport, FL 33711
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!
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Active, 5144 13TH AVENUE S in Gulfport, FL 33707, priced at $365,000, ,
$365,000
$399
Active
5144 13TH AVENUE S
Gulfport, FL 33707
If you’re ready for your next home to own in Gulfport, do not miss out on this one! As you enter, you’ll immediately love the updated kitchen with stone countertops and stainless appliances that leads into the primary bedroom with connecting space perfect for an office. You also have access to the laundry room and Florida room through this bedroom with the door to the large, fully fenced backyard and patio space for you to enjoy entertaining in the Florida sunshine. To the left of the kitchen is the living room and 2 additional guest bedrooms and full bathroom with beautiful tile shower and accent tile floors. You will also love the added peace of mind in having impact windows, a roof replaced in 2022 and AC replaced in 2020. All of this comes with easy access to the amazing shops and restaurants in Gulfport and a short drive to the stunning Gulf Beaches or downtown St. Pete for a life you will love living! Do not miss out on this one- schedule your showing today!
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Active, 3018 59TH STREET S in Gulfport, FL 33707, priced at $217,500, ,
$217,500
$205
Active
3018 59TH STREET S
Gulfport, FL 33707
Live the Gulfport lifestyle in this beautifully renovated first-floor Deluxe 1 bedroom, 1 bath unit in Town Shores of Gulfport! Offering 1060 square feet of thoughtfully designed living space, this move-in-ready home perfectly blends modern updates with the charm and convenience of coastal living. Inside, you’ll find fresh interior paint, new tile and luxury vinyl flooring, new 5-inch baseboards, updated kitchen and bathroom cabinetry, and new interior doors throughout. Additional improvements include impact-rated exterior doors, newer impact windows, closet organizers in each closet, a new HVAC system, and a new electrical panel.The spacious kitchen is designed for both functionality and entertaining, featuring abundant cabinetry with built-in pantry storage, stunning quartz countertops, a movable island with additional storage, stainless steel appliances, and a gas stove. The sunroom has a Murphy Bed for guests, and storage closet. Step outside to your private first-floor patio with an awning—the perfect spot to enjoy your morning coffee, or unwind after a day exploring Gulfport’s vibrant waterfront. Town Shores of Gulfport is a welcoming waterfront 55+ community known for its active lifestyle and unbeatable location. Residents enjoy an impressive array of resort-style amenities, including four heated pools, tennis/ pickleball courts, shuffleboard, kayak storage, community events, and first-come, first-served boat slips with a waitlist. Best of all, you’re just a short stroll from Gulfport’s charming waterfront district, where colorful shops, local restaurants, art galleries, live music, festivals, and breathtaking sunsets create a true “Old Florida” coastal experience. Whether you’re seeking a year-round residence, a seasonal escape, or the perfect place to embrace the Florida lifestyle, this exceptional home offers the opportunity to live where others vacation and enjoy your own slice of paradise. The Chatham building is pet-friendly, allowing one dog or cat up to 20 pounds and parking space for this unit is right outside front door. Seller is a licensed real estate salesperson.
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Active, 5313 19TH AVENUE S in Gulfport, FL 33707, priced at $415,500, ,
$415,500
$440
Active
5313 19TH AVENUE S
Gulfport, FL 33707
Discover the charm of Gulfport living in this inviting bungalow, offering a wonderful blend of vintage character, thoughtful modern updates, and the relaxed coastal vibe that makes Gulfport so special. The home features attractive porcelain tile flooring, new carpeting in primary bedroom, and new laminate flooring in the bonus room (October 2026). The kitchen is a knockout, showcasing custom design details, Restoration Hardware-inspired lighting, custom concrete countertops, subway tile backsplash, under-cabinet lighting, a farmhouse-style porcelain sink, over-the-range vent hood, and built-in wine rack. The bathroom has also been tastefully updated. A versatile bonus room offers additional living/flex space or potential 3rd bedroom. The oversized garage provides ample room for laundry, a vehicle, and workshop space, while the extra-deep adjacent carport offers additional covered parking. Numerous important improvements include a new fence installed in 2025, plumbing redone in 2022, windows and doors replaced in 2020/2021, HVAC system replaced in 2020, and roof replaced in 2019. Step outside and enjoy the tropical landscaping, lush lawn that has been certified as a natural habitat, a covered deck, and an adjacent patio area perfect for relaxing, entertaining, or enjoying Florida’s year-round outdoor lifestyle. The privacy fenced yard provides plenty of room for gardening, pets, and outdoor enjoyment. Full of character, flexible living space, and meaningful updates, this Gulfport bungalow offers a wonderful opportunity to enjoy the unique charm and laid-back lifestyle of one of Pinellas County’s most beloved waterfront communities!
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Active, 5980 SHORE BOULEVARD S in Gulfport, FL 33707, priced at $249,500, ,
$249,500
$213
Active
5980 SHORE BOULEVARD S
Gulfport, FL 33707
Fantastic Bay views from this 10th floor condo**updated kitchen featuring stone counters, bright cabinets and appliances. Fully Stocked kitchen just waiting for that buyer who fancies themselves a gourmet cook. The home is furnished with beautifully crafted furniture ready for immediate occupation for the 2026-2027 Winter Season. This is truly a turn key property.
Additionally a 1/2 walled room that can be used as a bedroom, bonus room or office**with beautiful water views**
Come and see our newest listing**The Diplomat Building is newly painted, new flake & epoxy flooring on walkways and laundry rooms. Carport roofing replaced recently cleaned (power wash) lush maintained landscaping and glorious sunsets.
Town Shores offers 4 heated pools, clubhouse, bocce, shuffleboard court, chair volleyball, puzzle room, pool tables, poker room, community room which can be rented out for any occasions. The Diplomat House has newly installed carports, walk ways, water safety lobby which can be shut down for water protection in the lobby from storms.
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Active, 5935 30TH AVENUE S in Gulfport, FL 33707, priced at $225,000, ,
$225,000
$180
Active
5935 30TH AVENUE S
Gulfport, FL 33707
Come and see our end unit located in the Fairfax waterfront building. Views galore day and night for a relaxing atmosphere. Fairfax is a smaller low rise building well maintained and updated. New roof, replaced gas lines, newly paved and located on a waterfront canal. It overlooks the Pasadena Yacht Club waterfront homestead properties.
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Active, 2625 QUINCY STREET S in Gulfport, FL 33711, priced at $499,880, ,
$499,880
$744
Active
2625 QUINCY STREET S
Gulfport, FL 33711
DOUBLE LOT!!!!! Build your DREAM HOME in BEAUTIFUL Gulfport, Florida!!!! Just steps to waterfront!! Golf cart to Downtown Gulfport for dining, festivals, and shenanigans. ******** Value in the land. Home and adjacent structures have minimal value********
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Active Under Contract, 6020 SHORE BOULEVARD S in Gulfport, FL 33707, priced at $239,000, ,
$239,000
$204
Active Under Contract
6020 SHORE BOULEVARD S
Gulfport, FL 33707
Under contract-accepting backup offers. Enjoy living in this adorable waterfront condo. Never flooded during the storms. The Windsor is a Dog or Cat friendly building. The property has been completely updated and features updated furnishings. The floor plan has been modernized with a bonus room which can be used for a 2nd bedroom (queen) or a office. The room features privacy with French Doors AC & Heat. Your own private Patio leads you directly to the seawall on the Bay. Outdoor living at it’s finest.
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Active, 5940 PELICAN BAY PLAZA S in Gulfport, FL 33707, priced at $280,000, ,
$280,000
$190
Active
5940 PELICAN BAY PLAZA S
Gulfport, FL 33707
Welcome to the prestigious Pasadena Yacht & Country Club, an exclusive gated golf community offering a resort-style lifestyle in a highly desirable location. This spacious 2-bedroom, 2-bathroom condominium features 1, 476 square feet of living space, a well-designed floor plan, and abundant natural light. One of the home’s highlights is the impressive 33-foot balcony spanning the entire side of the unit, with sliding glass door access from the living room, kitchen and primary bedroom. Enjoy your morning coffee or unwind in the evening while taking in the peaceful pond and pool views. Inside, you’ll discover a bright, spacious open floor plan with generous living areas and a welcoming feel throughout. The kitchen features a cozy breakfast area, while the oversized living and dining rooms provide plenty of room for entertaining or everyday comfort. The split-bedroom layout offers added privacy, and both bedrooms feature walk-in closets. Upgrades include wood-effect porcelain tile flooring throughout, stainless steel appliances, and an air conditioning system and water heater replaced in 2017. Additional conveniences include an in-unit washer and dryer, a private exterior storage closet (#203), and a reserved under-building parking space (#9) on the ground level. Small furry friends are welcome, too! Building amenities include a party kitchen, billiards table, library, and social gathering rooms. Residents of Buildings A and B also enjoy access to a clubhouse, heated swimming pool, and spa, all included in the association dues. Ample guest parking makes entertaining friends and family easy. Optional membership at Pasadena Yacht & Country Club offers access to an outstanding selection of amenities, including an 18-hole championship golf course, sheltered marina, waterfront heated lap pool, tennis courts, fitness center, and an elegant clubhouse with multiple dining rooms, private event spaces, sports and pool bars, and a pro shop. Eligible buyers also have the opportunity to bypass the lengthy membership waitlist. Originally developed by U.S. Steel, this established community features beautifully maintained, resort-style grounds and two 24-hour manned security gates. Enjoy the best of coastal living in this fantastic location, just minutes on foot from downtown Gulfport, with its charming restaurants, lively bars, art galleries, unique shops, medical offices, convenience stores, and dog park. Nearby amenities include the library, Senior Center, and Recreation Center, featuring basketball and tennis courts, pickleball, and more. Take a stroll along beautiful Williams Pier and soak up Gulfport’s unique waterfront charm. You’re also just a 10-minute drive from Florida’s stunning Gulf beaches and the vibrant downtown St. Petersburg, with Tampa International Airport approximately 30 minutes away. This is the perfect location to enjoy small-town charm, outdoor recreation, arts and culture, and easy access to everything Tampa Bay has to offer! Call to schedule your private showing today. **PRICED TO SELL**
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Active, 2519 49TH STREET S in Gulfport, FL 33707, priced at $624,900, ,
$624,900
$337
Active
2519 49TH STREET S
Gulfport, FL 33707
Virtually Staged. PROFESSIONAL PHOTOS COMING SOON! Your own private pool, a freshly remodeled interior, and Gulfport’s waterfront lifestyle just a short drive away. Located in Flood Zone X with no HOA or CDD fees, this 4-bedroom, 2-bath block home is approximately 7 minutes by car from Gulfport Beach and downtown’s waterfront restaurants, cafés, and local shops.
The remodeled kitchen pairs new green cabinetry with quartz countertops, creating a distinctive focal point, while a window overlooking the pool keeps the backyard in view. A refrigerator, range, dishwasher, and microwave are included. New luxury vinyl flooring throughout and fresh interior and exterior paint bring a cohesive look to the home.
Both bathrooms have been remodeled with new vanities and updated tile finishes, including a walk-in tiled shower in the primary bathroom and a bathtub with a tiled surround in the secondary bathroom. Additional improvements include all-new windows, a new water heater, and a roof replaced in 2024.
The fully fenced backyard and private pool offer space to unwind, host a weekend gathering, or spend an afternoon in the Florida sunshine. From poolside afternoons to dinner along Beach Boulevard, this home puts Gulfport living within easy reach. Approximate drive time varies with route and traffic.
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