Homes For Sale in Gulfport 33707 - 173 homes

Remarks: WELCOME TO PARADISE! NO FLOOD ZONE! This charming Gulfport residence is nestled in one of the area's most desirable locations. Situated on an oversized lush green lot, this home is just a short stroll to Gulfport's vibrant waterfront district. This adorable Gulfport bungalow offers the perfect blend of Florida lifestyle, convenience, and historic neighborhood charm. Inside, you'll find a the perfect combination of historic charm and modern living, with refinished hardwood flooring and arched doorways that maintain the character yet, freshly painted walls and updated kitchen and baths, solid wood cabinets, hard surface countertops, and stainless steel appliances (including a gas stove!) bright and comfortable living spaces designed for everyday living and entertaining alike. With two spacious bedrooms and a bonus room, you will have plenty of room to host friends and family. The property features a functional layout, abundant natural light, and a welcoming atmosphere that immediately feels like home. The spacious yard provides plenty of room for outdoor enjoyment, gardening, pets, plenty of space to park your RV or boat, and still room for a pool! The oversized garage with it's stylish refinished floors has plenty of space for hobbies, to store your toys or that favorite car that you want to protect from the hot Florida sun. Located walking distance to Gulfport Beach, the historic downtown arts district, waterfront parks, local restaurants, boutiques, and community events, this home offers easy access to everything that makes Gulfport such a sought-after destination. Downtown St. Petersburg, award-winning beaches, and major transportation routes are just a short drive away. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this property presents an exceptional chance to enjoy the relaxed coastal lifestyle of Gulfport while remaining close to all the amenities of the Tampa Bay area. Recent upgrades include: Completely remodeled garage with white shiplap walls, new tiled shower, new epoxy speckled floors, New metal garage side door, exterior house, driveway pavers & interior walls re-painted to a more modern look, New wooden window sills throughout house, Hurricane proof windows installed, Irrigation system serviced and set. This home is a true gem and a rare find in downtown Gulport, and is a MUST SEE!

Listing is courtesy of: INNOVATE REAL ESTATE (941-202-1723)

Listing Agent: Heather Panek (727-229-7732)

Remarks: This elevated key west style home is located just steps from the Gulfport Beach and Arts District which has many amazing restaurants, shops as well as events and festivals. The property itself features 3 large bedrooms and 3 full baths with two of the bedrooms having en-suite baths. A very open floor plan lends itself to entertaining with its spaciousness. The living room, as well as the Master Bedroom opens to the nice sized upper rear deck overlooking the resort comparable pool, patio area and professionally landscaped fenced rear yard. The lower level of the property has a split garage, an entry leading to an interior foyer area with interior stairwell, with the rear area is currently configured with a large game room which also opens directly on to the expansive patio area and beautiful pool. This amazing property also features a newer (2 years old) standing seam metal roof as well as owned solar panels to keep the energy costs reasonable for years to come. Also a very reasonable and assumable flood policy which the current premium is $516.00 annually. This wonderful property has been professionally staged and must be seen to be appreciated.

Listing is courtesy of: WEICHERT REALTORS EXCLUSIVE PROPERTIES (813-426-2669)

Listing Agent: Bob Meyers, Jr (727-460-8364)

Remarks: 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.

Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)

Listing Agent: Debra Saltzberg (619-871-4972)

Remarks: Under contract-accepting backup offers. Positioned just one block from the waterfront in the heart of Gulfport, this beautifully updated duplex presents a rare opportunity to own an income producing property in one of the area’s most vibrant and walkable coastal communities. Whether you are looking to live in one unit and lease the other or maximize rental potential on both sides, the flexibility here is hard to beat. Each residence has been thoughtfully updated with modern kitchens and bathrooms, complemented by new wiring throughout the entire property and a new HVAC system for peace of mind. A newly installed wood slat fence enhances both privacy and curb appeal, while the layout offers distinct and functional living spaces for each unit. One side features a two bedroom, one bathroom layout with a tub and shower combination, along with its own private fenced courtyard that creates a comfortable outdoor retreat. The second unit offers a spacious a bedroom, another bedroom that could also be a den or home office, and a large bathroom with tiled walk in shower. This unit also enjoys a larger private fenced courtyard, perfect for entertaining or relaxing outdoors. A shared laundry room adds convenience for both residences. Located just steps from the water and a short stroll to Beach Boulevard, you are surrounded by Gulfport’s eclectic mix of restaurants, local shops, art galleries, and waterfront parks. This is a property that not only performs as an investment, but also captures the lifestyle that makes Gulfport so special.

Listing is courtesy of: NEXTHOME BEACH TIME REALTY (727-363-3300)

Listing Agent: Danyell Landreth (765-215-9132)

Remarks: Under contract-accepting backup offers. OR BEST OFFER! Enjoy from your private 9th floor balcony striking million-dollar views that never get old of Boca Ciega Bay Aquatic Preserve, the Gulf, and the St. Petersburg skyline. •Insurance policy premium paid Nov 2025 x 12mos: Nov 11, 2025 - Nov. 11, 2026. •Beautifully updated condo in 2022, at the highly-sough after & most popular bulding: The Buckingham located in the waterfront community: Town Shores of Gulfport. •The Buckingham is the only building with a secured lobby, private outdoor balconies, and laundry hook-ups in every unit. There are elevators, stairwells, community mailbox center; and utilities included are natural gase, water, sewer, trash. The Buckingham also maintains emergency power during a power outage from inclement weather keeping our two elevators running •Pack your bags & move right into this waterfront condo being offered for sale FURNISHED including an electric fireplace stowed in an attractive cabinet, the Grandfather Clock and many beneficial features you will surely enjoy such as: •Split floorplan: 2 bedrooms, 2 full bathrooms, separate dinette room, a dining area combined with the living room, an ample closet kitchen pantry with shelves, a large laundry closet with a set of stackable full-sized washer and electric dryer included. Natural gas furnace is managed by the Association. •All kitchen appliances are included: natural gas range, mounted microwave, refrigerator, dishwasher, electric garbage disposal. •Elegant wood wall panel in the foyer/hallway, new Plantation Shutters, new Quartz countertops and new soft-close cabinets in the kitchen and both bathrooms, durable and low maintenance laminate flooring except for both bathrooms which contain ceramic tiled floors, walk-in tiled showers, and new fixtures. •Wake-up in your master bedroom to some of the most undoubtedly breathtaking sunrise views or doze off to astonishing sunsets. The master includes the bedframe as shown in the photos, two side tables, a ceiling fan, a spacious walk-in closet, and a private bathroom. •The guest bedroom is tastefully furnished with a queen-sized bed, built-in closet, ceiling fan, two dressers, two side tables, and lamp fixture. •The expansive balcony not only offers breathtaking views, but it’s also equipped with electric Hurricane Shutters, ceramic-tiled flooring, a storage closet, and lighting fixtures. •Covered parking space #448 conveniently just steps from the lobby and plenty of visitor parking is available. •About the community: Town Shores of Gulfport is a maintenance-free resort lifestyle community for those at least 55 years of age, featuring several amenities including: four community pools, clubhouse, tennis courts, bingo, and many programmed activities and events. Located within steps to/from Downtown Gulfport, Gulfport Beach, Gulfport Senior Center, library, restaurants, retail shops, marina. The monthly Condo Association fee of just $569 ALSO INCLUDES: •Natural Gas •Internet •Spectrum Cable •Water •Trash •Sewer •Exterior Building Maintenance and Grounds •Escrow Reserves Fund (assessments for 2025 are fully funded). •Town Shores of Gulfport Association Master Insurance Policy. **Town Shores has a private Marina which features 2 Fishing Docks North & South which can be leased when slips are available.** Florida's real estate market is beginning to take on momentum again with no downward shift in sight so schedule your showing today!

Listing is courtesy of: BARADIT PROFESSIONAL ASSOCIATION (727-371-6774)

Listing Agent: Lissette Baradit (727-371-6774)

Remarks: Short-Term Rental investment opportunity in the heart of Gulfport’s Historic Art District! This fully furnished, Key West-inspired coastal retreat offers short-term vacation rental potential, breathtaking Boca Ciega Bay views, and an unbeatable walkable location just steps from downtown Gulfport’s restaurants, galleries, waterfront parks, nightlife, and popular Tuesday Farmers Market. Whether you’re seeking a high-performing Airbnb/VRBO property, second home, or full-time waterfront residence, this exceptional home delivers the perfect combination of lifestyle and income-producing potential. Guests and owners alike will love the private outdoor living spaces with panoramic water views overlooking Veteran’s Park—ideal for morning coffee, sunset cocktails, and entertaining in true Florida style. Inside, coastal elegance meets modern luxury with an open-concept layout designed for comfort and hosting. The gourmet kitchen features stone countertops, extensive cabinetry, abundant storage, and premium finishes perfect for entertaining vacation guests or everyday living. The luxurious primary suite serves as a private sanctuary with a professionally designed walk-in closet system and a spa-inspired ensuite bath complete with a whirlpool tub, dual vanities, and oversized enclosed shower. The third floor features private outdoor decks off the primary, second, and third bedrooms, offering incredible sunset views and refreshing coastal breezes that make Gulfport one of Tampa Bay’s most beloved waterfront communities. Built for durability, efficiency, and low-maintenance ownership, the home includes an elevator, impact-rated windows, Hardie plank siding, Trex decking, turf landscaping, and a whole-home solar system for significantly reduced electric costs. The oversized two-car garage provides ample room for vehicles, kayaks, jet skis, beach gear, or additional owner storage. Located just minutes from Downtown St. Petersburg, award-winning Gulf beaches, marinas, and Tampa Bay attractions, this rare turnkey short-term rental property is ready to generate income immediately while offering an incredible waterfront lifestyle. Opportunities like this in Gulfport’s Historic Waterfront District are exceptionally rare.

Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)

Listing Agent: Tricia Dooley (727-460-0060)

Remarks: Comfortable 2 bed 2 bath Condo located directly in front of the Waterfront Town Shores Marina. Town Shores of Gulfport has 18 buildings, 4 pools, clubhouse, fitness center, game rooms, shuffleboard, bocce, Kayak Storage, Town Shores Marina with fishing dock and kayak launch. Steps to Gulfport Beach, Shops, Restaurants, Library, Live Theater at the Catherine Hickman Center. Gulfport Senior Center is a very active site for all Senior activities, fitness center and classes for Seniors to take advantage of. Come and enjoy the wonderful community living in Town Shores.

Listing is courtesy of: SELLERS EXPRESS REALTY INC (727-347-0187)

Listing Agent: Joseph Thompson (813-358-8252)

Remarks: This modern condo has been thoughtfully updated throughout, offering a move-in-ready residence with one bedroom and one bathroom. Every detail reflects recent improvements designed for contemporary living. The updated kitchen features stainless steel appliances that anchor a space designed for efficiency and style. Modern fixtures and finishes enhance the bathroom's functionality and appeal. Fresh paint throughout the interior creates a clean, inviting atmosphere, while new flooring provides a solid foundation for the entire home. New interior doors complement the refreshed aesthetic, and newer windows allow natural light to fill the rooms. A new HVAC system ensures reliable climate control and energy efficiency year-round. This apartment combines thoughtful renovations with proximity to Gulfport Beach Recreation Area nearby, making it an ideal choice for those seeking both comfort and convenient access to waterfront recreation. Schedule your showing today to experience this well-appointed residence. This is a Fannie Mae HomePath property.

Listing is courtesy of: BLAKE REAL ESTATE INC (727-359-0388)

Listing Agent: Natalie Barone (727-515-8389)

Remarks: Fully renovated 3-bedroom, 2-bath Gulfport home with thoughtful updates throughout and a split floor plan that gives the primary suite real separation from the rest of the house. The open living, dining, and kitchen layout flows naturally for everyday life and easy entertaining with shaker cabinets, granite counters, a tiled island with breakfast bar, blue glass tile backsplash, and stainless steel appliances making the kitchen the clear centerpiece of the home. The primary suite includes a walk-in closet and a private en-suite with dual vanities, stone counters, and a walk-in shower with floor-to-ceiling subway tile. The second bathroom is equally well-finished with a tub/shower combo and matching fixtures. The bonus room off the secondary bedrooms works well as a dedicated home office, reading nook, or flex space. A full-size washer and dryer are included and located in the interior of the home. Every window has been fitted with blinds. The covered back entry with a new awning leads to an oversized, fully fenced backyard — plenty of room for a pool, a garden, outdoor entertaining, or storing recreational equipment. A large storage shed and alley-accessed detached garage provide additional covered parking and storage. Bring your RV, boat, trailer or work truck as the neighborhood does not restrict this and you have easy access with the double gate off the alley. Major systems were all replaced in 2022 with permits: roof with hurricane clips, electrical panel and wiring, plumbing, HVAC with new ductwork, impact-resistant windows, and water heater. Flood Zone X — no flood insurance required. Located minutes from the shops, restaurants, and waterfront of Gulfport's Historic District. No HOA.

Listing is courtesy of: COMPASS FLORIDA LLC (727-380-2067)

Listing Agent: Jennifer Orns (727-410-3598)

Remarks: CHARMING GULFPORT HOME with a CASITA and a POOL. Literally, down the street from Stetson University College of Law. The brick paved street with a beautifully landscaped median coupled with this home's tropical landscaping and oversized paved driveway is ever so inviting. The transformation of this property is a must see! Once inside your eyes will be drawn to the blonde hardwood flooring in the formal living room. All bedroom closets have been customized for maximum storage. Both the primary bath and guest (full) bath's tile work is most impressive. Wedgwood blue kitchen cabinets are striking next to the stainless steel appliances, dishwasher and refrigerator recently upgraded. The butcher block island makes meal preparation/serving an ease with the adjoining formal dinning room. Continue your entertaining into the spacious family room or step outside to relax by the pool with a very generous area for seating or unwind in the hot tub. To further enhance your entraining, a casita is in your backyard. Provide your guest with the detached suite that features a vaulted ceiling, one bedroom, a full bathroom, a living room with french doors and a kitchenette. The roof was replaced in 2022 and the backyard is completely fenced. While this home is tucked in a gorgeous neighborhood it is also conveniently located: cyclist and runners will enjoy picking up the Pinellas Trail just 10 blocks north of the home, beachgoer's will appreciate less than a 5 minute drive to Gulfport Beach or a 10 minute drive to St Pete Beach, and travelers are thrilled that Tampa International Airport is 30 minutes away. This home has it all, location and charm.

Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-282-1788)

Listing Agent: Bonnie Lanners Pa (727-512-6355)

Remarks: Classic Gulfport Charm with Limitless Potential! Nestled on a spacious corner lot, this solid 2-bedroom, 1 1/2 -bathroom residence offers the perfect canvas for your Florida dream home. Step inside to find original hardwood flooring throughout the living areas and bedrooms, exuding a warmth and character rarely found in modern builds. The vintage kitchen provides ample cabinetry and a cozy dining nook, while the iconic pink-tiled bathroom adds a touch of mid-century flair. Additional features include: Bonus Living Space: A large, screened-in porch perfect for enjoying the coastal breeze. Functional Storage: An attached one-car garage with wood-paneled walls and a separate utility shed. Outdoor Living: An expansive paved patio in the backyard, ideal for entertaining. Located just minutes from the vibrant Gulfport Waterfront District’s shops, restaurants, and beach, this property is a fantastic opportunity for first-time buyers or savvy investors looking to add value in a highly sought-after community.

Listing is courtesy of: GULFPORT REALTY (727-289-5500)

Listing Agent: Stacey Purcell (727-744-0636)

Remarks: Under contract-accepting backup offers. Waterfront Living at Its Finest in the sought after Buckingham Building of the Town Shores Community! This immaculate, upgraded 1,255 sq ft condominium features 2 Bedrooms and 2 Bathrooms. NO flooding or water intrusion from 2024 storms! This beautiful, move in ready unit is equipped with automatic STORM SHUTTERS and a storm front door. This residence has been very well maintained and thoughtfully upgraded throughout, creating an effortless blend of comfort, style, and coastal charm. With a low monthly HOA fee of only $549 - step inside to a bright, well-lit living room enhanced by hurricane-grade sliders and windows, plantation shutters, polished French-pattern terrazzo flooring, and elegant crown molding. The completely remodeled kitchen features granite countertops, stainless steel appliances, a gas/convection range, a desk workspace, extensive cabinetry, glass display cabinets, custom pull-out drawers, and a pass-through that opens to the living/dining room for easy entertaining. The spacious primary bedroom includes an en suite bathroom, balcony access, and calming water views. Both bathrooms have been tastefully updated. The large balcony is accessible from both the living room and the primary suite and has automatic electric storm shutters—ideal for convenience and protection. Additional highlights include an interior laundry room with a full-size washer and dryer, updated electrical throughout, and a 2017 AC unit. Residents enjoy a secure entrance to the building in addition to grounds night security from 7 PM to 7 AM. This unit offers an assigned parking space plus abundant guest parking. The low HOA fees includes water & sewer, a discounted cable fee and provides provide access to an exceptional list of amenities: Four heated pools, pickleball, tennis, shuffleboard & bocce ball courts, Kayak launch & storage, Boat docks and slip rentals (when available), Clubhouse with library, billiards room, fitness center & endless activities. Ideally located near the charming Gulfport Historic District, you’re moments from local shops, cafés, restaurants, the pier, the beach, the Catherine Hickman Theater, the Gulfport Senior Center (vast amount of clubs and events), the public library, and the Gulfport History Museum. Downtown St. Petersburg and the award-winning Gulf beaches are just a short drive away. This is your chance to embrace the true Florida lifestyle—sunsets, sea breezes, community events, and effortless coastal living. Please note the following lease restrictions: there is a 1 year minimum ownership before you are able to lease the unit, 4 month min lease period, there are a limited number of rentals allowed in the building and there is currently a wait list of owners that want to rent their unit. Buyer to verify all lease restrictions. Pets are not allowed in this unit unless they are ESA / Service Animal approved.

Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)

Listing Agent: Kerri Rodriguez (727-385-8823)

Remarks: Under contract-accepting backup offers. BIG PRICE DROP! Newer construction modern coastal style home right in the heart of Gulfport. One block from the water and mere steps from all of the local favorites on Beach Drive. This three-level block construction home is a fortress with impact rated windows and doors. The oversized garage and corner lot provide ample parking for cars, golf carts, boats, and anything else you can think of. All five bedrooms have their own ensuite and each floor boasts a separate powder room. The open concept kitchen stuns with quartz countertops, soft close shaker cabinetry, high end Samsung appliances, and luxury lighting fixtures. Surrounding the entire second floor is a beautiful wrap around porch with marvelous water views that provide the perfect space for entertaining and taking in the Florida sunsets. The water views are further amplified off the third floor balcony beyond the loft and wet bar. Your own private elevator connects each floor making this residential masterpiece functionally flawless. Smart home features include a complete home security system, cameras, MyQ garage doors, and a Schlage smart lock. Other amazing features are the luxury vinyl flooring throughout, Eemax tankless hot water heater, recessed energy efficient LED lighting, and it can come fully furnished. For the investor looking to add a crown jewel to their portfolio please inquire about the financials and pro forma projections. Call today and be the envy of family, friends, and neighbors!

Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)

Listing Agent: Zach Steinberger (941-539-7253)

Remarks: Under contract-accepting backup offers. Paradise Living - This beautifully updated corner unit is located in the highly desirable Fairfax building #101 at Town Shores of Gulfport! This spacious two-bedroom, two-bath residence offers approximately 1,250 square feet of light-filled living space with additional windows unique to rarely available corner units. Enjoy peaceful waterfront views with dolphins and pelicans frequently seen right from the back patio. The open and inviting interior features all-new flooring, ceramic tile in the kitchen, designer wallpaper accents, and elegant crown molding throughout. The updated kitchen and bathrooms showcase modern finishes and new plumbing, while both bedrooms feature impressive, large custom closets. Major improvements include a new HVAC system, custom hurricane-rated front and back doors with screens, renovated ductwork, and anti-mold coating in the ducts for added comfort and peace of mind. Dedicated covered parking is conveniently located directly outside the front door. The Fairfax building is one of the few pet-friendly buildings in the community, allowing both dogs and cats. The low monthly maintenance fee of $660 includes water, gas, cable, lawn care, community amenities, and excellent reserves. A rare opportunity to own a move-in-ready waterfront corner unit in the heart of Gulfport!

Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)

Listing Agent: William Thomas (813-335-2304)

Remarks: BRAND NEW ROOF INSTALLED IN 2026! Nestled within a private gated community of the Pasadena Yacht & Country Club, this exceptional residence offers a refined blend of elegance, comfort, and resort-style Luxury living. Boasting 4 bedrooms + an office, 3.5 baths, and an expansive layout spanning 3,549 square feet of living space, this home is thoughtfully designed with soaring ceilings, oversized & custom transom windows, and multiple sliding glass doors that flood the interiors with natural light and seamlessly connect indoor and outdoor spaces. Step outside to a beautifully appointed screened lanai featuring stone pavers, a sparkling heated pool and spa, and a fully equipped outdoor kitchen complete with a gas grill, sink, and refrigerator—creating the perfect setting for entertaining. Beyond the lanai, enjoy tranquil views of a private pond framed by lush, mature landscaping and fruit trees, offering a serene and picturesque backdrop. At the heart of the home, the chef-inspired kitchen is both functional and impressive, showcasing a sprawling wraparound island with granite countertops, an electric cooktop, wine refrigerator, and custom solid wood cabinetry with soft-close features and pull-out shelving. A ceramic tile backsplash and generous pantry complete the space, while the open-concept design flows effortlessly into the formal dining room, living room, and inviting family room with a gas fireplace. Rich engineered hardwood flooring enhances the warmth and sophistication throughout the main living areas. The primary suite is a private retreat, featuring direct access to the lanai, dual walk-in closets with built-in organization systems, and a luxurious ensuite bath. Indulge in a spa-like experience with a walk-in shower featuring a built-in stone bench, a large soaking tub, and elegant finishes including granite countertops and custom tile work. Designed with privacy in mind, the triple split floor plan offers two additional bedrooms and a full bath with dual vanities on one side of the home, while a separate wing—accessed through pocket doors—includes another bedroom and full bath. This versatile space is ideal as a guest suite, in-law quarters, or bonus room, and also serves as a convenient pool bath for easy accessibility. The oversized 3-car garage provides exceptional storage and flexibility, featuring both a double and single garage door—perfect for accommodating a golf cart, kayaks, bikes, and more. Residents enjoy access to an exclusive community clubhouse just moments away, with optional separate membership offering resort-style amenities including a pool, spa, marina, restaurant, expansive dining spaces, and multiple bars. This remarkable home delivers the perfect balance of Luxury, privacy, and a custom lifestyle within one of Gulfport’s most desirable gated communities.

Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)

Listing Agent: Jac Smith (727-228-1777)

Remarks: Located in the heart of downtown Gulfport, this picture-perfect 21st century Key West-style elevated home offers something exceptionally hard to find: over 1,300 square feet of versatile enclosed space beneath the home, in addition to the main living area. The expansive lower level features a newly refinished 729-square-foot garage with brand-new walls, flood vents, epoxy floors, hurricane-rated windows, and automatic garage door openers. With room for vehicles, golf carts, kayaks, paddleboards, bicycles, and more, this space is ideal for anyone seeking exceptional storage and flexibility. Also on the lower level is a substantial 621-square-foot unconditioned bonus room, offering endless possibilities as a workshop, art studio, fitness area, hobby room, or additional storage space. A custom wood gate welcomes you into a large, ultra-private courtyard filled with tropical plantings, creating a serene setting that perfectly complements the home's coastal character. Surrounded by masonry walls, this inviting outdoor space leads to the staircase up to the main living level. Upstairs, an open floor plan connects the living, dining, and kitchen areas, all enhanced by vaulted ceilings and easy-care laminate flooring throughout. The kitchen features ample cabinetry, stone countertops, stainless steel appliances, and a center island ideal for cooking, gathering, and entertaining. The spacious living room offers soaring ceilings and sliding doors that open to an expansive covered balcony. Designed with a split-bedroom layout, the home features two bedrooms and two bathrooms. The primary suite includes a large walk-in closet, an en suite bath with double sinks, a separate tub and shower, and private access to the balcony. The second bedroom is tucked away on the opposite side of the home and also offers vaulted ceilings and a generous walk-in closet. The 35-foot covered balcony spans the entire south side of the home, overlooking the courtyard below and providing the perfect place to relax or entertain. Outside, the expansive courtyard is an entertainer's dream, complete with a 28-foot covered patio and surrounded by lush tropical landscaping. The property also features alley access to the garage and a four-car off-street parking pad in front. The front yard is thoughtfully designed with xeriscaping and Florida-friendly plants, complemented by a drip irrigation system for easy, low-maintenance care. All of this is just steps from downtown Gulfport's shops, restaurants, waterfront, fishing pier, festivals, and vibrant community events. All room measurements are approximate and should be verified by Buyer.

Listing is courtesy of: CALDWELL REALTY (727-321-1212)

Listing Agent: Jody Sepulveda (727-515-0134)

Remarks: An artistic retreat in the heart of Gulfport, this mid-century pool home blends timeless design with inspired updates, all centered around a lush, whimsical outdoor space that feels like a living work of art. Ideally situated on a charming brick-lined street in a sought-after Gulfport neighborhood, just minutes from the downtown waterfront and vibrant Arts District, and within close proximity to Stetson University and only three blocks from Pinellas Trail access. Step inside to a spacious, light-filled living room showcasing stunning refinished terrazzo floors, elegant cove ceilings, and beautiful built-in bookshelves. The living area flows effortlessly into a recently modernized kitchen featuring solid wood 42-inch cabinetry with dovetail drawers, custom built-in storage solutions, quartz countertops, a natural gas range, and a convenient breakfast bar. This versatile floor plan features a spacious king-sized primary bedroom with a generous closet, along with a well-sized guest room offering tranquil pool views. Two well-preserved mid-century bathrooms showcase original retro tile in exceptional condition, celebrating the home’s authentic architectural character. At the rear of the home, a spacious multi-use Florida room overlooks the pool and screened patio - perfect as a home office, artist’s studio, additional living space, or dining area. With the addition of a wall, this space could easily be converted into a third bedroom while still maintaining ample living area. Beyond the Florida room, you’ll find a large screened porch with beautiful exposed wood-beam ceilings - an ideal place to relax, catch the breeze, and enjoy tranquil views of the pool and lush, tropical landscaping. The backyard feels like a private, whimsical retreat, complete with a sparkling in-ground pool, sun deck lounge area, charming vine-covered arbor, outdoor shower, and an abundant variety of mature plantings that attract butterflies and offer year-round color. The yard is fully fenced for added privacy and seclusion. At the rear of the property, an oversized air-conditioned one-car garage offers a built-in workbench, shelving, and a spacious laundry area with a full-size washer and dryer, along with ample room for covered parking. Convenient alley access leads to a long driveway providing abundant off-street parking for multiple vehicles, as well as easy rear entry to the home. Additional improvements include a New Shingle Roof (2025), Hurricane Impact Windows (2023), Tankless On Demand Gas Water Hater (2020), and Blown Insulation (2021). This Gulfport gem sits in a prime location close to the artsy downtown district, marina, and scenic parks, and is just around the corner from Stetson Law. Whether you're strolling to the Tuesday market or heading to the beach for sunset, everything you love about coastal living is close by. Spend your days exploring art galleries, browsing unique boutiques, savoring local cuisine, and unwinding on some of the Gulf Coast’s most stunning beaches. This ideal location also offers quick access to vibrant Downtown St. Pete and convenient connectivity to I-275 for effortless commuting or weekend adventures.

Listing is courtesy of: ASSET MANAGEMENT REAL ESTATE (727-820-1991)

Listing Agent: Darcie Wheeler (727-820-1991)

Remarks: Under contract-accepting backup offers. This versatile retreat is unlike anything else on the market. A rare Gulfport estate sitting on a truly private double lot, this property blends timeless character with modern upgrades across three separate residences- the main home, a stand-alone cottage, and a garage apartment overlooking a resort-style pool. Whether you’re envisioning multi-generational living, private guest retreats, or income-producing opportunities, the versatility and lifestyle here are unmatched. The main Dutch Colonial home spans over 2,200 sq ft with 3 bedrooms, 2.5 baths, and rich hardwood floors. A spacious updated family room opens directly to the pool deck, while a covered porch overlooks the lush backyard-creating the perfect setting for indoor-outdoor living. The standalone cottage has been completely remodeled from top to bottom and never lived in since. Bright and airy, it features a full kitchen with stone countertops, modern appliances, a stylish bath, lofted bedroom, and luxury vinyl plank flooring. Above the oversized two-car garage, the freshly renovated studio apartment offers abundant natural light, sleek stone counters, and luxury vinyl flooring - plus a bird’s-eye view of the backyard and pool that makes every day feel like a private resort. Step outside and this estate transforms into a tropical sanctuary: a sparkling in-ground pool, outdoor kitchen, travertine patio, and fruit-bearing trees (including mango), all surrounded by privacy fencing. Recent upgrades include one of the roofs (2017), electrical, plumbing, irrigation, gutters, pool resurfacing, tankless water heater, refinished oak and bamboo floors, landscaping, driveway, full interior renovation of the guest apartment, cottage and more - blending peace of mind with lasting appeal. All three residences enjoy private entries both to exterior roadways and interior pool/backyard, making this one of the most flexible and unique estates in Gulfport. Just blocks from the city’s historic waterfront district, vibrant arts and dining scene, and less than 10 minutes to both the Gulf beaches and downtown St. Petersburg- this home offers a one-of-a-kind lifestyle in a prime location without the added cost of being in a flood zone!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Larry Lanni (727-744-6823)

Remarks: LOCATION-LOCATION-LOCATION~ Welcome home to this beautifully remodeled two-story residence featuring five bedrooms, three bathrooms with 2151 sqft of living space sitting on a .22 acre private lot on a Historic brick Street. Ideally located just minutes from quaint downtown Gulfport and only one block from Stetson University. This pool home offers the best of convenience and charm. Just inside the front door you are greeted by a spacious light filled living room, highlighted by high ceilings with wood beams, a cozy wood burning fireplace with Stone accents, custom built-ins, plantation shutters, ample space for your oversized flatscreen TV and ceramic tile floors. The newly remodeled chef inspired kitchen is a true show stopper, complete with GE profile, stainless steel appliances, café French door built-in oven, microwave with air fryer, granite countertops, custom cabinets with soft close features, designer tile backsplash, ceramic tile flooring, under cabinet lighting with a Butler‘s pantry and laundry room located off the kitchen along with a pantry and storage closet. A generous size dining area makes it easy to host family meals, or casual gatherings. The downstairs primarily suite is a relaxing retreat featuring a walk-in closet and sizable bathroom, including a walk-in shower. An additional bedroom and full bathroom are also conveniently located on the first floor. Upstairs you’ll find three more bedrooms all with hardwood floors, built-in closets and a large bathroom with a walk-in shower and a spacious linen closet located in the hallway. You will fall in love with your outdoor living spaces. The oversized, sparkling 9 foot deep pool and park-like fenced in backyard is accessible from the screened in lanai just off the kitchen, the perfect place to entertain and unwind. Additional features include an inside laundry room, including washer and dryer, newer roof (2020), HVAC (2012), fenced in backyard, sentricon termite baiting system, mature landscaping, outdoor shed, NO HOA, NO CDD fees and NOT IN A FLOOD ZONE. This home is minutes to a local playground, downtown Gulfport and all of its wonderful art, galleries restaurants, coffee shops, shopping, the local beach on Boca Ciega Bay, and only 20 minutes to downtown St. Petersburg, Popular Beach Dr., St. Pete Pier, the Vinoy, North and South Stroud parks and a short drive to Tampa International Airport and St. Pete/Clearwater International Airport. This home and location will not disappoint. This is truly a home you want to see.

Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)

Listing Agent: Luke Salm (727-835-9294)

Remarks: Welcome to your dream home in the heart of Gulfport, FL! This exquisite 5-bedroom, 5-bathroom residence offers a perfect blend of elegance and comfort. Nestled on a desirable corner lot, this home boasts a stunning saltwater pool, providing a serene oasis right in your backyard. Step inside to discover a bright and spacious interior, highlighted by four sets of French doors that seamlessly connect the indoor and outdoor living spaces. The lush tropical landscape surrounding the home creates a private, tranquil retreat, while the fenced-in backyard offers both security and seclusion. The two-car garage provides ample space for vehicles and storage, and the open layout of the home ensures plenty of room for family and guests. Each bedroom is generously sized, offering a comfortable and inviting atmosphere. The five bathrooms are tastefully designed, featuring modern fixtures and finishes. Perfectly located in Gulfport, this home is close to local amenities, parks, and the beautiful Gulf Coast beaches. Don’t miss this opportunity to own a slice of paradise! Schedule your private tour today and experience the charm and beauty of this exceptional property.

Listing is courtesy of: EXP REALTY (727-592-2286)

Listing Agent: Brandon Tecklenburg (727-265-6269)