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

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

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

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: 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: 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: 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)