Refine Search
Sort by
$1,090,000
3 Beds 3 Baths Skimmer Point Ph Iii SubDv. 33707 Zip Code
Virtually Staged. Owner is motivated! Bring ALL offers! Best value in PYCC! Situated on a desirable corner lot within the gated Pasadena Yacht & Country Club community, this well-built 3-bedroom, 2.5-bath residence offers solid construction, generous room sizes, and a practical layout designed to support comfortable everyday living with seamless indoor-outdoor connection. The home features a spacious kitchen with granite countertops, custom wood cabinetry, and stainless-steel KitchenAid & LG appliances, opening naturally to the main living areas. Maple hardwood flooring runs throughout much of the home, while a teak and bronze staircase adds warmth and architectural character. All bedrooms are generously proportioned and offer ensuite bathroom access along with ample closet space, providing flexibility for family living or guests. The primary suite includes access to a private balcony, and the main living level is enhanced by an expansive balcony off the kitchen—extending the living space and offering an inviting outdoor retreat. Outdoors, the property offers a large backyard and pool area suitable for casual entertaining or enjoying Florida’s year-round climate. The home is elevated above the floodplain and built with block pier and poured concrete foundation, offering durability and peace of mind. A new roof was installed in 2025, and the oversized garage provides excellent space for vehicles, storage, or hobbies. Located within one of Gulfport’s most established and sought-after communities, this property presents a compelling opportunity for buyers seeking space, quality construction, and the lifestyle benefits of Pasadena Yacht & Country Club, with the ability to update and personalize over time.

5900 Bayview Circle S, Gulfport

$205,000
3 Beds 2 Baths Beachway Park Inc M/H SubDv. 33707 Zip Code
Just bring your toothbrush into this stunning fully furnished coastal inspired home and begin immediately to enjoy all that Beachway Park and the quaint town of Gulfport has to offer. The home has been beautifully renovated to create 3 bedrooms, 2 bathrooms, and a relaxing and private screened outdoor room. There are no neighbors in the rear. This home features an inside full-sized washer and dryer and very economical mini-split Ac and heating units. Landscaping has been recently upgraded and the home boasts a brand new $7000 coating on the driveway and walkway by Shark Coatings. Storage is not a problem with two sheds and a separate area currently being used as a workshop. Water, sewer, trash pick-up, mowing and natural gas are included in the extremely low $240 HOA fee. Beachway Park is truly an exceptionally well-maintained hidden gem in Gulfport! It is an over 55 Co-op park where the owners own a share of the land lease. You can relax in the heated swimming pool and spa or join other residents at the shuffleboard courts. An active Social Committee provides a fun-filled schedule of dances and exercise and arts and crafts classes in the beautiful Clubhouse. There are on-site laundry facilities. Beachway is located directly alongside the Pinellas Trail, ideal for walking, jogging, and cycling, and just minutes from the Gulf beaches. It is also just a quick bike ride to the vibrant Gulfport Waterfront area with multiple restaurants, retail stores, a Library, a Senior Center, a Performing Arts Theater, and a public fishing pier. On Tuesdays is a Fresh Market and there is a First Friday and Third Saturday Art Walk.

5343 6th Place S Unit 35, Gulfport

$580,000
3 Beds 3 Baths Royal Palm Villages SubDv. 33707 Zip Code
Price Improvement - You don’t want to miss this beautiful three-story townhouse overlooking the Pasadena Yacht & Country Club Golf Course — a true golfer’s dream. Located in a gated, private, and maintenance-free community, this spacious residence offers three bedrooms, three full bathrooms, walk-in closets throughout, a two-car garage, ample storage, and a community pool. The main living level features cathedral ceilings, a fireplace in the great room, and an open kitchen with granite countertops, stainless steel appliances, and a breakfast bar, ideal for entertaining. Two bedrooms are also located on this level, one with an en-suite bath and private balcony, plus a second full bathroom and laundry. The top floor is dedicated to the primary suite with dual walk-in closets (one oversized), a spa-like bath with dual vanities, granite countertops, and a separate tub and shower. A loft overlooking the great room provides an ideal home office or flex space. Outdoor living shines with multiple balconies and a first-floor lanai opening to the backyard and bordering the 6th tee of the PYCC Golf Course. A fully enclosed first-floor flex space offers over 500 square feet (not included in the listed living area), perfect for a gym, studio, or office, plus a full two-car garage. With only 19 units in this quiet, well-maintained community, this home offers privacy, space, and an unbeatable golf course setting, just minutes from downtown Gulfport, St. Pete, and the beaches. Schedule your private showing today.

1605 Royal Palm Drive S Unit A, Gulfport

$500,000
3 Beds 2 Baths Hempstead SubDv. 33707 Zip Code
LOCATION. MAINTENANCE FREE. TURN-KEY. Step through the door of this meticulously restored 1925 bungalow, and be embraced by its classic charm and modern elegance. Located in the sought-after Gulfport/St. Petersburg area, this home welcomes you with an open and spacious layout that seamlessly combines timeless character with contemporary living. The grandness continues in the primary bathroom, with split vanities, a generous walk-in shower and vintage claw foot tub, offering a touch of luxury to your daily routine. Now, the heart of the home, a beautifully remodeled kitchen, which show cases an abundance of counter space and storage, making it a haven for culinary enthusiasts. The property has been completely remodeled, including a versatile bonus room that can serve as a fourth bedroom or a whatever you prefer with this generous extra space. Situated on a double lot, this property provides ample space for outdoor living, featuring a spacious detached garage. The yard has more then enough room for a new pool of your dreams. This Bungalow exudes curb appeal, with new impact windows (2024), new roof(2024), new HVAC(2024), Hardi Siding (2024) and updated plumbing ensure modern comfort and efficiency. Don’t miss the chance to own this classic yet contemporary gem in the historic Gulfport/St. Petersburg neighborhood and all its beautiful beaches!

4933 Newton Avenue S, Gulfport

$400,000
3 Beds 2 Baths Pasadena Estates Sec D SubDv. 33707 Zip Code
One or more photo(s) has been virtually staged. ACCEPTING BACKUP OFFERS! MASSIVE PRICE IMPROVEMENT! BEST VALUE IN GULFPORT UNDER $400,000! MOVE-IN READY! SELLER OFFERING $5,000 IN CLOSING COSTS WITH AN ACCEPTABLE OFFER! Welcome home to this charming, beautifully updated home with a relaxed coastal vibe! With a major price improvement and the seller offering a closing credit with an acceptable offer, this is an incredible opportunity to own a 3-bedroom, 2-bath home in one of Gulfport’s most desirable locations! Located in a non-flood zone and featuring all major systems updated, this home offers low-maintenance, insurance-friendly living—perfect for buyers looking for peace of mind and long-term value. The property combines modern finishes with an unbeatable, walkable lifestyle. Ideally situated in the heart of Gulfport, the home is just a short walk to Stetson University College of Law, less than a mile from Pasadena Yacht and Country Club, only minutes from the vibrant waterfront shops, restaurants, and art scene of Downtown Gulfport, and about a 10-minute drive to St. Pete Beach. This location delivers the perfect balance of convenience, coastal lifestyle, and neighborhood charm. The exterior features a new paver driveway, fresh landscaping, new fencing, and a brand-new rear deck overlooking a fully fenced backyard—an ideal setting for entertaining, grilling, or relaxing outdoors. Inside, the home showcases luxury vinyl flooring throughout, a stylish kitchen with white shaker cabinetry, quartz countertops, and new stainless steel appliances, along with beautifully updated bathrooms. The spacious primary suite offers a large walk-in closet and a rainfall shower for a spa-like experience. Additional updates include a new air-conditioning system, new water heater, updated plumbing and lighting fixtures, and fresh interior and exterior paint. With major improvements already completed, this home is truly move-in ready and offers exceptional value in a prime Gulfport location.Click on the virtual tour link for the video tour!

1413 60th Street S, Gulfport

$425,000
3 Beds 2 Baths Caldwells Rep SubDv. 33707 Zip Code
Tucked into a quiet residential street and directly adjoining Wood Ibis Park, this thoughtfully updated Gulfport home brings a rare combination of location, privacy, connection to nature and flexible living. The home’s split layout creates an easy flow. Two bedrooms off the front hall are complemented by the inviting living room and ample kitchen with L-shaped quartz counters and new cabinetry. The home features wood-grain luxury vinyl flooring throughout. A light-filled dining room opens through French doors to a generous screened lanai, leading to a lush private garden and fenced back yard. At the rear of the home, a versatile bedroom suite features a vaulted ceiling, walk-in closet, private bath, and its own kitchenette, along with a private entrance and dedicated off-street parking. The space works well as a primary retreat, guest suite, creative studio, multigenerational living quarters, rental opportunity, or work-from-home solution. The home provides peace of mind with new HVAC - 2025, roof (hurricane clips and attic insulation) - 2023, solar panels - owned, impact windows, vinyl siding, new fridge and dishwasher; electric bills are minimal. After storm-related flooding in 2024, the seller used the necessary repairs as an opportunity to make meaningful upgrades, resulting in modernized systems, finishes, and energy performance. Appliances, solar, all convey. (The mailbox does not...the exception...) Mature trees and abundant birdlife create a calm, restorative setting where it’s easy to forget you’re in a metro area, convenient to everything. Native landscaping minimizes water use, while permeable pavers, a private rear driveway, alley access, and a spacious storage shed add everyday practicality. The verdant back garden opens directly onto Wood Ibis Park with its lake and walking trails. Stroll to the Pearl Restaurant or downtown Gulfport’s waterfront, art scene, dining, and community events—an eclectic, open-hearted community and one of Florida’s most sought-after small cities.

5850 27th Avenue S, Gulfport

$562,500
3 Beds 3 Baths Villas Del Verde SubDv. 33707 Zip Code
METICULOUSLY maintained townhome in the gated community of Villas Del Verde, is located in a NO FLOOD ZONE and sustained NO damage from Hurricanes Helene or Milton, offering exceptional peace of mind. This 2332 sq.ft, 3-bedroom, 2.5-bath, 2 car garage residence is ideally situated near the prestigious Pasadena Yacht and Country Club. The location is exceptional—just minutes from pristine Gulf Coast beaches, downtown St. Petersburg, and convenient interstate access. Enjoy close proximity to fine dining, museums, theaters, professional sports venues, and the iconic St. Pete Pier, with Tampa and Tampa International Airport approximately 30 minutes away. Thoughtfully updated and truly move-in ready, this home features a newer A/C (2024), water heater (2023), hurricane-impact windows, and custom plantation shutters throughout. Interior highlights include an inspired chef’s kitchen with abundant storage, crown molding, engineered hardwood flooring, custom built-in shelving in the den/office, a security system, and a water softener. A serene fountain just beyond the lanai creates a private, tranquil retreat. The spacious primary suite is a true sanctuary, offering two expansive walk-in closets and a spa-inspired en-suite bath with soaking tub and separate shower. A charming balcony adds a refined architectural touch. The oversized two-car garage is impeccably finished with interlocking tile flooring and ceiling-mounted storage. Residents enjoy resort-style amenities, including a heated pool, spa, fitness center, and a beautifully renovated clubhouse that hosts community social events. PET-FRIENDLY community. A rare opportunity to enjoy refined living, an exceptional location, and the very best of the Florida lifestyle.

6303 Vista Verde Drive E, Gulfport

$410,000
3 Beds 2 Baths Pasadena Estates Sec D SubDv. 33707 Zip Code
Welcome to this delightfully expanded home in the northern, non-flood, Stetson area of Gulfport. Mature Mango and Meyer Lemon trees greet you before reaching the welcoming front porch with its exposed beams and southerly views. The oversized living room features hand-scraped Hickory solid wood flooring. All appliances remain in the kitchen which boasts ample counter space, breakfast bar and adjoining laundry room. Adjacent is the dining area with backyard access. The master bedroom is cavernous with walk-in closet, ensuite bathroom and more hand-scraped Hickory solid wood flooring. Don't miss the granite topped double vanity and oversized walk-in shower! Two more bedrooms and a hall bathroom round out the lovely home. The cozy backyard is complete with outdoor storage shed and private vinyl fencing. An additional storage room can be found in the carport which includes plumbing for an additional bath if desired.

6049 9th Avenue S, Gulfport

$720,000
3 Beds 2 Baths Waterview Park Sec 1 SubDv. 33711 Zip Code
Welcome to this beautifully reimagined home right in the heart of Gulfport’s coveted Marina District. Sitting high and dry, this 3-bedroom, 2-bath home is not in a flood zone and was safe from both 2024 hurricanes. Having been renovated inside and out, it blends timeless mid-century modern design with today’s expectations for comfort, efficiency, and functionality. Just steps from the marina, dog park, and local pickleball courts, the location perfectly captures the Gulfport lifestyle. A quick bike ride brings you to the waterfront downtown area, while any given day is ideal for cycling the Pinellas Trail, enjoying live music and even better beer at Gulfport Brewery, dinner at Pia’s Trattoria, or coffee at Sumitra Espresso Lounge. With all that Gulfport has to offer, downtown St. Petersburg is just eight minutes away and the beaches are less than seven. Originally a 2-bedroom, 2-bath the home has undergone extensive renovations and a 231 square foot addition. This is as close to new construction you'll get in the area while still maintaining the charm and character Gulfport is all about. Clean lines, intentional flow, and abundant natural light define the interior. The open-concept kitchen anchors the home, seamlessly connecting the living and dining spaces for everyday living and entertaining. A built-in pantry surrounds the refrigerator, maximizing storage while maintaining a sleek, integrated look. Top-of-the-line KitchenAid appliances, level-8 quartz countertops, and two-tone cabinetry create a warm, modern palette that feels both elevated and inviting. The dining area comfortably accommodates an 80” table and six chairs, while expansive aluminum impact-rated windows give you maximum energy efficiency and peace of mind from any storm. From the kitchen and dining room, impact sliders open to a 30-foot deck overlooking a spacious backyard that is ideal for indoor-outdoor living and future pool potential. To scale backyard renderings have already been completed, making it easy to bring the vision to life. Out front, a covered porch with a tongue-and-groove cedar ceiling adds a welcoming architectural touch to the entry. These high-end details carry throughout including push-to-open cabinetry, fluted glass accents, and level-5 drywall. The primary bedroom is a true retreat, featuring custom built-in closets with automatic lighting, and a spa-like en-suite bath with dual vanities, a zero-entry shower with dual shower heads and wands, and an LED-lit niche. The third bedroom doubles beautifully as a home office with backyard views. The laundry room is fully built-out and includes generous counter space, a sink, and new Samsung washer and dryer. Beyond the finishes, the systems have been comprehensively updated: full re-wire and re-plumb, new electrical panel, brand-new architectural shingle roof plus TPO flat roof, a 2019 water heater with new conduit connections, new blown-in R-38 attic insulation, and all new air ducts, returns, and supplies. Outside, new sod, 40+ podocarpus hedges, fresh fencing, and thoughtfully designed plant beds provide privacy and curb appeal that perfectly complement the home’s modern character. This is a rare opportunity to own a truly turn-key, design-forward home in one of Gulfport’s most desirable neighborhoods—where lifestyle, location, craftsmanship, and peace of mind come together effortlessly. Opportunities like this don’t come along often in Gulfport. Schedule a tour today!

2602 47th Street 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

$300,000
3 Beds 2 Baths Baywood Sub SubDv. 33711 Zip Code
Charming Bungalow two bedroom, two bath Bungalow offering 1,008 sq ft of living space, walking distance to the Gulfport Marina.This home features an attached one-car garage, sunroom, and recent updates. This home was affected by Hurricane Helene but has been remediated and ready for a new buyer to bring it back to life. Some existing improvements include new plumbing throughout, City sewer and water line replaced from the street.New hot water heater, A/C and heat is 6 years old. hurricane straps added to the roof approximately 2 years ago. Back bathroom needs to be rebuilt, it includes a new impact window as well as the sunroom and kitchen. Front and rear landscaping completed approximately 3 years ago. live oak and side yard trees professionally pruned approximately 7 months ago. Backyard patio pavers were removed near the house in preparation for lifting and are stacked near the back fence. the home has an active permit to be lifted, valid for one year. Gulfport is a small Artsy waterfront city known for its eclectic vibe, independent businesses, and "old Florida" charm, located near St Petersburg on Boca Ciega Bay. it features a walkable downtown with colorful buildings, unique shops, restaurants, and a vibrant arts scene, including monthly "Art Walks". Key attractions include Gulfport Beach, the Tuesday Fresh Market, and the historic Gulfport Casino.

4735 Trade Winds Drive S, Gulfport

$406,000
3 Beds 2 Baths Pasadena Estates Sec H SubDv. 33707 Zip Code
Motivated seller! Welcome to 1212 59th Street S, a fully renovated and furnished 3 bedroom, 2 bath home offering modern comfort and easy Gulfport living. Thoughtfully updated throughout, this move in ready residence features an open, light-filled layout with tile flooring, a stylish kitchen with stainless steel appliances, and beautifully updated bathrooms with clean, contemporary finishes. The home is located in flood zone X, which does not require flood insurance with most carriers and experienced no significant damage or flooding during the 2024 storms. Major systems are already in place with a 2017 roof and 2015 HVAC system. Step outside to your private backyard retreat featuring a sparkling pool, mature palms, and space designed for relaxing or entertaining year-round. Whether hosting friends or enjoying a quiet afternoon poolside, this outdoor space captures the Florida lifestyle. Located just golf cart distance to Downtown Gulfport and minutes from Downtown St. Petersburg, you’ll enjoy quick access to waterfront dining, shops, art districts, beaches, and local events. Ideal as a primary residence, second home, or investment opportunity in one of the area’s most sought-after neighborhoods.

1212 59th Street 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

$540,000
3 Beds 3 Baths Gulfport Harbor 1st Add SubDv. 33711 Zip Code
Located in Gulfport’s desirable Marina District, this spacious and well-maintained home offers over 2,200 heated square feet and a flexible floor plan designed for both everyday living and entertaining. Just a short walk to Clam Bayou Nature Park and downtown Gulfport’s popular shops, galleries, and restaurants, the home combines comfort, function, and an exceptional location. A gracious foyer with a curved staircase and custom recessed wall niche creates a welcoming first impression. From there, your eye is immediately drawn to the heart of the home—the beautifully updated kitchen, centrally positioned and thoughtfully designed so that all main living spaces flow around it. Featuring a center island, quartz countertops, breakfast bar, and an exceptionally large pass-through pantry, this kitchen is as practical as it is striking and truly anchors the home. Adjacent to the kitchen is a spacious dining area overlooking the backyard—ideal for casual meals or everyday gatherings—while a separate formal dining room shares the living space, offering flexibility for both relaxed and formal entertaining. The generous living room features built-in cabinetry and connects seamlessly to the dining area, creating an open yet well-defined main living level. The first floor also includes a full guest bathroom and a bedroom with en suite bath, making it ideal for guests, extended family, or multigenerational living. Designed with outdoor living in mind, the downstairs living space opens to a large covered, screened-in lanai with elegant arches, adding approximately 300 square feet of additional covered outdoor living space. This inviting area functions like an outdoor living room—perfect for lounging, entertaining, or enjoying Gulfport’s coastal breezes. Beyond the lanai, an expansive open patio provides ample room for dining and seating areas, creating a true entertainer’s backyard with space to gather, relax, and host memorable get-togethers, with plenty of room to add a pool. Upstairs, the primary suite features a beautifully renovated bathroom and a large walk-in closet, along with a dedicated laundry room conveniently located just off the bedroom. Additional spaces include a built-in library, a fully functional office with wet bar, a third bedroom, and a bonus room that can serve as a den, home gym, or additional sleeping area—offering remarkable versatility. Additional features include recessed lighting, skylights, impact-rated exterior doors and upstairs windows, hurricane shutters, high-velocity wind-rated fencing, and a two-car garage with an air-conditioned workshop, extra storage, and a ceiling lift for moving heavy items to the second floor. The exterior has been freshly painted, and the landscaped yard is maintained by a drip irrigation system with well pump and timer. This is your opportunity to live in one of Gulfport’s most sought-after neighborhoods—a community known for its artsy, eclectic, and welcoming atmosphere. From waterfront sunsets and festivals in the park to exceptional dining and local boutiques, Gulfport offers a lifestyle that is both vibrant and distinctly its own.

2801 Miriam Street S, Gulfport

$865,000
3 Beds 2 Baths Villa De Maria SubDv. 33707 Zip Code
Are you tired of paying sky high electric bills, expensive HOA fees and blowing your budget at the gas pump? STOP SCROLLING!!! ECO FRIENDLY SANCTUARY ~ UNDER $100 ELECTRIC BILLS ~ VOLUMINOUS WORKSHOP ~ LOW-MAINTENANCE ELEVATED LIVING ~ Welcome to a truly one-of-a-kind, engineered HAVEN offering ultimate freedom and storm resilience just moments from the Pasadena Yacht & Country Club. Designed for those who value independence, security, and low-overhead luxury, this exceptional custom residence features paid-off solar panels, a 2024 Generac emergency generator, natural gas connection, EV charging capability, and hurricane-impact protection. Unwind across multiple private upper decks framed by tropical canopy, delivering seamless indoor-outdoor living with LITTLE weekend YARD maintenance. Inside, soaring ceilings and high-end finishes create an airy, light-filled SPACE. IN EVERY ROOM ONE IS SURROUNDED BY VIEWS OF NATURE WITH A treehouse ambiance. The crown jewel for makers, collectors, or adventurers is the massive, fully enclosed 1,600+ SF lower-level, workshop, PLAY AREA and flex storage space. CAPABLE of housing SPORTS AND EXERCISE EQUIPMENT, SMALL BOATS, kayaks, or a world-class workshop , this level provides utility rarely found in coastal Pinellas County. Located outside mandatory HOA restrictions, steps from Gulfport’s vibrant downtown waterfront, dining, and marina. Experience high-spec coastal living with maximum security and LOW MONTHLY MAINTENANCE costs. (NOTE: this property does not currently have a pool. Pool-possibility renderings have been provided by Sunshine City Pools.)

2613 59th Street S, Gulfport

$355,000
3 Beds 3 Baths Town Shores Of Gulfport SubDv. 33707 Zip Code
Welcome to the Diplomat Building at Town Shores of Gulfport, a highly sought-after, impeccably maintained 55+ waterfront community set along the shores of Boca Ciega Bay and known for its maintenance-free coastal lifestyle. This seventh-floor corner residence offers rare, completely unobstructed sweeping bay views and a desirable true split-bedroom layout, making it an ideal choice for buyers seeking space, privacy, and long-term comfort. The expansive, fully enclosed Florida room is the centerpiece of the home, featuring impact-rated windows and electric hurricane shutters that allow you to enjoy panoramic waterfront scenery year-round with added peace of mind. Inside, the unit has been freshly painted and thoughtfully cared for, showcasing wood flooring in the living and dining areas, new carpet in all bedrooms, granite countertops in the kitchen, and multiple built-in storage closets throughout. The spacious primary suite features glass French doors and direct waterfront views, while the main bath offers split vanities and a large walk-in storage closet that discreetly houses a full-size stacked washer and dryer. Additional conveniences include a deeded first-row carport space adjacent to the building and a private storage locker. Town Shores residents enjoy access to four pools, including a heated waterfront pool, tennis and pickleball courts, bocce and shuffleboard, a fitness center, library, grilling and sunning areas, two docks with water and electric service, kayak launches, and over 40 boat slips available for rent. The well-appointed clubhouse features a billiards room and ballroom for social gatherings, while the vibrant Gulfport Art District nearby offers award-winning restaurants, boutiques, galleries, and the historic Gulfport Casino Theatre. Located minutes from Pasadena Yacht & Country Club, St. Pete Beach, Treasure Island, Fort De Soto Park, and downtown St. Petersburg, with easy access to Tampa International Airport, this well-maintained waterfront condo delivers the perfect blend of scenic beauty, convenience, and active adult living in one of Pinellas County’s most beloved 55+ communities.

5980 Shore Boulevard S Unit 701, Gulfport

$535,000
3 Beds 2 Baths Boca Ciega Estates SubDv. 33707 Zip Code
Step into your own private tropical resort where an oversized open floor plan flows seamlessly to a heated pool, grass-thatched tiki bar, and a beautifully lit backyard paradise designed for unforgettable indoor-outdoor entertaining, in this beautifully updated block construction home designed for effortless Florida living. The oversized open floor plan creates a bright, spacious feel and offers a seamless flow between the living, dining, and kitchen areas—perfect for everyday living as well as hosting gatherings with family and friends. Step outside and discover the true showstopper of the property—a private backyard tropical retreat built for year-round enjoyment. The expansive screen-enclosed heated pool allows for comfortable swimming in every season, while extensive paver decking provides plenty of space for relaxing and entertaining. The backyard is surrounded by lush, low-maintenance tropical landscaping and enhanced with state-of-the-art landscape lighting, creating a stunning setting to enjoy both sunny Florida days and beautifully illuminated evenings. Entertain in style at the grass-thatched, catch the game on the outdoor-rated TVs, and enjoy the convenience of a outdoor shower after a refreshing swim. This thoughtfully designed outdoor living space offers exceptional privacy and truly embraces the best of Florida’s indoor-outdoor lifestyle. Inside, the home is completely move-in ready with major recent updates including a newer roof, windows, and sliding glass doors, and updated plumbing. Additional conveniences such as indoor laundry and ample storage make everyday living easy. All of this is located in a desirable non-flood zone, providing peace of mind while enjoying your own private paradise. All of this and located mere minutes to downtown Gulfport and all of its eclectic glory!

1801 58th Street S, Gulfport

$385,000
3 Beds 1 Baths Gulfport Estates SubDv. 33707 Zip Code
Welcome to this Gulfport gem, where everyday life feels like a getaway-Located in Flood Zone X (NO FLOOD insurance required) Less than a mile away from downtown Gulfport and the arts district. Enjoy morning walks to the waterfront, afternoons exploring local galleries and boutiques, and evenings spent at your favorite café or wine bar, all just minutes from the Gulfport marina as well for boat enthusiasts. As you arrive you’ll notice the oversized driveway and freshly painted exterior. This home also offers underground utilities (electric). This charming, move-in-ready home has been thoughtfully updated to match its vibrant surroundings. Inside, freshly painted walls, luxury vinyl flooring flows throughout, offering a warm, coastal/natural feel with modern durability. The kitchen features white shaker cabinets, quartz countertops, Samsung stainless steel appliances and a gorgeous green backsplash that adds personality and style. The newly updated bathroom includes a modern vanity and beautiful tile, creating a fresh, spa-like space. The backyard offers a blank canvas to create your perfect hosting area or private oasis as well as a large patio and shed for your additional storage needs. Whether you’re looking for a full time home, a weekend escape, or a smart investment, this is your opportunity to live where art, community, and coastal living flows freely!

2507 50th Street S, Gulfport

$319,000
3 Beds 1 Baths Hempstead Annex 2 SubDv. 33707 Zip Code
Welcome to 5009 12th Ave S, a FULLY RENOVATED Gulfport bungalow located in the highly desirable Hempstead Annex neighborhood. This move in ready home features a NEW METAL ROOF and NEW HVAC SYSTEM, offering immediate peace of mind and long term durability in a prime coastal location. The interior has been completely reimagined to provide 3 bedrooms and 1 bathroom with a functional split floor plan. The kitchen showcases NEW SHAKER STYLE CABINETS, NEW GRANITE COUNTERTOPS, and a clean, modern layout that opens seamlessly into the living space. LUXURY VINYL FLOORING throughout adds both style and easy maintenance. Additional upgrades include NEW HURRICANE RATED IMPACT WINDOWS and DOORS, updated systems, and bright, efficient living spaces designed for comfort and functionality. The home sits on a 48 X 100 flat and level lot in FLOOD ZONE X with NO HOA OR deed restrictions. Ideally located just minutes from downtown Gulfport, the marina, local parks, dining, shopping, and public transportation, this property offers the perfect blend of modern upgrades and coastal lifestyle convenience. Utilities are connected, including public sewer and electric. Whether you are seeking a primary residence, an investment property, or a low maintenance Gulfport retreat, this fully renovated home delivers standout upgrades, smart design, and exceptional location.

5009 12th Avenue S, Gulfport

$550,000
3 Beds 2 Baths Pasadena Estates Sec D SubDv. 33707 Zip Code
Your Gulfport POOL home paradise awaits! Step into your perfect Florida lifestyle with this stunning, updated home in highly sought-after and beachy Gulfport.  Every detail has been meticulously cared for in this three bedroom, two bathroom.  The open floor plan is perfect for hosting and daily living.  The living area is light filled and opens to the large chef's kitchen featuring white shaker cabinets and tons of quartz counter space.  Master suite is generously sized and has an attached bath with dual sinks, and large glass shower, plus a huge walk-in closet.  The two other bedrooms share an updated hall bath.  Out back, relax on your deck with retractable awning overlooking the pavered pool area with tropical landscaping and a cool tiki bar.  Pool is saltwater and is brand new and surrounded by cool deck coating!  Other updates include:  New HVAC 2024, new shadowbox wood fence & new roof 2025, pavered driveway and patio, tankless water heater, large 10x8 Tuff shed, electric vehicle charger.  Attached carport keeps all your toys safe from our sunny weather. NO FLOOD INSURANCE REQUIRED. Alley access. 1.5 blocks to the Pinellas Trail. Close to DTSP, our best Gulf Beaches and 2 International Airports. Call to start enjoying Paradise today! Room sizes are approximate and should be verified. All information is deemed to be accurate but is not warranted.

801 Gray Street S, Gulfport

$540,000
3 Beds 2 Baths Park View Heights SubDv. 33707 Zip Code
**Up to $6,800 towards closing costs with preferred lender** Discover the Gulfport vibe in this updated bungalow on a spacious corner lot in a no-flood zone. Freshly painted and filled with natural light, this home features a modern kitchen, new electric water heater, and an oversized 2-car garage. Enjoy outdoor living on the new composite deck, pergola patio, new irrigation system, lush landscaping, and a new paver-lined yard. Newly installed energy-efficient windows and paid-off solar panels help keep utilities impressively low, averaging around $30 in the winter and $100 in the summer. Meticulously maintained, this property also includes a transferable Turner Pest Control warranty for added peace of mind. With space for a potential ADU and just minutes to Gulfport’s beaches, artsy downtown, and local cafés, this home delivers the laid-back, cool Gulfport lifestyle everyone loves.

5201 18th Avenue S, Gulfport

$255,000
3 Beds 1 Baths Leslies John T Sub SubDv. 33707 Zip Code
This charming property at 5224 29th Avenue South in Gulfport presents an incredible opportunity in a highly desirable, rapidly expanding area. Boasting an amazing location, this home is within walking distance of the water, local shops, and popular restaurants, capturing the essence of the "kitchy" and artistic Gulfport vibe. Enjoy the convenience of walking to the vibrant downtown Gulfport district with its unique shops, restaurants, and year-round Tuesday Morning Market, with the beautiful Gulfport waterfront and beach just minutes away. The property features a key highlight with the potential offered by the garage conversion into additional living space, currently used as a detached bedroom, studio, or private office, which adds versatility to the existing 2-bedroom, 1-bathroom floor plan. This home offers lots of potential for investors or developers looking to upgrade the 1,172 sq. ft. of living space, providing a solid starting point with good electrical and plumbing systems and a location on a wide brick street in a non-flood zone. The exterior is just as appealing, sitting on a 5,183 sq. ft. lot and featuring a covered front porch and a low-maintenance backyard with pavers and gardens, perfect for Florida-style entertaining. This property is an ideal find for those seeking a home in a friendly, walkable community with ample opportunity to customize and create their dream Gulfport oasis. For more information or to schedule a private viewing, please contact the listing agent directly.

5224 29th Avenue S, Gulfport

$450,000
3 Beds 2 Baths Pasadena Estates Sec D SubDv. 33707 Zip Code
A coastal classic with modern must-haves! This Gulfport residence is rich with vintage character that coexists perfectly with a contemporary lifestyle. Coved ceilings, archways, honey toned wood accents, and built-ins all give a graceful nod to yesteryear. Yet, tasteful renovations throughout elevate the home to today’s modern living. A spacious living room opens into a thoughtfully crafted kitchen featuring extended white shaker cabinetry, stone countertops, a standalone pantry, glass front display storage, stainless steel appliances, and stylish lighting. Two bedrooms share an updated main bathroom which echoes the home’s timeless appeal. A standout feature is the bonus room with incredible versatility. Use this light filled space for a home office, dining area or third bedroom. If a true primary suite is desired, a simple conversion into the second bathroom would create an ideal owner’s retreat. Want curb appeal? This home delivers! The xeriscape front yard with tropical landscaping and a stone circular driveway provides convenient guest parking and a welcoming first impression. The showstopper is the backyard retreat. An expansive wood deck, lush landscaping and a sparkling pool set the stage for effortless entertaining and quiet relaxation. An additional paver patio ensures comfort for all guests and sunbathers. Desirable alley access with a roll away white vinyl fence and gate opens to extra parking, perfect for an RV, boat and golfcart. The garage features a new epoxy floor and added cabinets while a new shed tucks away beach gear and gardening essentials. Recent upgrades include impact rated windows, a Rheem AC with ductwork and attic insulation, a whole house water filtration system, gutters with rain barrels, a Deck-O-Drain, and a 220 volt outlet for a future spa. Everything is covered under a termite warranty. Gulfport is more than just a destination – it’s a way of life. Often referred to as fun and funky, it has a vibrant community spirit. Explore the boutique shops, indulge in waterfront dining, experience lively parades, festivals, and the Tuesday Morning Market. This home is the total package—ideal location, classic charm, modern comfort, and a backyard that truly steals the show. **Ask for the entire update list**.

1419 Gray Street S, Gulfport

$540,000
3 Beds 2 Baths Parks Rep Ray H SubDv. 33707 Zip Code
Vintage Gulfport Bungalow in the Heart of the Art District — This charming 1940 bungalow blends historic character with thoughtful modern updates, offering over 1,900 sq. ft. on a spacious corner lot in Gulfport’s vibrant Art District. Featuring 3 bedrooms, 2 full baths, and a flexible layout, it’s ideal for multigenerational living or rental income potential. Original wood floors, a brick-surround fireplace, built-ins, and elegant cove molding preserve the home’s timeless appeal. The sun-filled living room flows into a bright sunroom through French doors, while the updated kitchen boasts 42” wood cabinetry, granite countertops, and stainless steel appliances. The private third-bedroom suite includes its own entrance, bonus living space, full bath, and laundry hookups, perfect for guests or income-producing opportunities. Major updates include a metal roof (2021), HVAC (2022), solar panels (2024, paid off at closing with an average $45/month electric bill), PVC plumbing (2019), new vinyl fencing (2023), fresh interior/exterior paint (2025), and whole-house tenting (Oct 2025). Located in Flood Zone X — no flood insurance required. Enjoy the ultimate Gulfport lifestyle just blocks from eclectic shops, restaurants, live music, and the vibrant Art District scene — all easily accessible by golf cart.

4900 27th Avenue S, Gulfport

$460,000
3 Beds 1 Baths Lake Butler Villa Cos Add SubDv. 33707 Zip Code
Set on an oversized .24-acre lot in a NO flood zone with NO HOA, this solid block 3-bedroom home offers a level of flexibility and outdoor space that’s increasingly rare in Gulfport. The enormous backyard is a true standout, featuring alley access and an RV hookup, with ample room to accommodate a pool, a large garage, or a future ADU (buyer to verify). Whether you need space for toys, hobbies, expansion, or long-term versatility, this property delivers options few homes in the area can match. Inside, the home offers a bright, comfortable layout with abundant storage and a spacious screened-in patio overlooking the private, lush yard—ideal for relaxed Florida living and entertaining. Major recent updates provide peace of mind, including a brand-new roof (2025), tankless water heater (2024), whole-house generator, upgraded 200-amp electrical panel, and an AC system installed in 2020—big-ticket items already done. Located just minutes from downtown Gulfport, beaches, parks, shops, and restaurants, this home combines location, land, and infrastructure—making it a compelling opportunity at this price point.

5619 23rd Avenue S, Gulfport