Gulfport FL 1500+ Sq. Ft. Real Estate, Homes, Condos for Sale

3 Beds ⋅ 3 Baths ⋅ Town Shores SubDv. ⋅ 33707 Zip Code

Diplomat building, newly painted, newer flake & Epoxy flooring on walkways and laundry rooms, carport roofing recently cleaned (power washed), lush maintained landscaping, breathtaking views of Boca Ciega Bay and glorious sunsets. Enjoy living in this beautiful east end unit at Town Shores of Gulfport. You have your own oasis at the end of the hallway with full water views, loads of shade and privacy. The condo is protected with hurricane shutters for those yearly storms we may get in the summers. Stone countertops speak of an updated kitchen, upgraded maple cabinets, dishwasher, microwave, refrigerator featuring all the comforts of home. Enjoy the bonus of a full size Washer and Dryer. What a benefit for a new owner. A must see for anyone thinking of buying a waterfront condo.

5980 Shore Drive S Unit 901, Gulfport

$1,200,000

4 Beds ⋅ 3 Baths ⋅ SubDv. ⋅ 33707 Zip Code

Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 4 bedrooms, 2.5 bathrooms, and 3,804 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready — a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport — the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5433 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.

5433 Essex Avenue S, Gulfport

$1,300,000

3 Beds ⋅ 3 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code

Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 3 bedrooms, 3 bathrooms, and 3,051 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready — a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring, and a whole-house reverse osmosis system deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport — the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5417 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.

5417 Essex Avenue S, Gulfport

$3,375,000

5 Beds ⋅ 4 Baths ⋅ SubDv. ⋅ 33707 Zip Code

Must-see Italian Riviera-style villa offering exceptional coastal living in the amazing gated community of Pasadena Yacht & Country Club! This spectacular 5-bedroom, 4-bath residence offers 4,895 square feet of living space and is one of the largest one-story homes in the community. Set on one of the neighborhood’s largest lots at nearly half an acre, the highly desirable U-shaped design provides exceptional privacy while creating a seamless connection between the spacious interior and remarkable outdoor spaces. The resort-style backyard is truly an entertainer’s dream. The expansive area features a heated saltwater lap pool (resurfaced in 2024), Jacuzzi, outdoor kitchen, gas fire pit and abundant space for entertaining, dining, or simply relaxing and enjoying the Florida lifestyle. From the moment you enter the inside the impressive scale of the home is immediately apparent. The open floor plan features an elegant living room, formal dining area, and beautifully appointed wet bar. The bar includes an ice maker, quartz countertops, peninsula with seating space, two refrigerators and abundant cabinetry. The adjacent living room features beautiful wood flooring and soaring cathedral ceilings. The formal sunken dining area is framed by dramatic ceilings rising more than 20 feet and is complemented by a dedicated wine room with a Thermador wine cooler. Movie nights become an experience in the state-of-the-art media room, complete with a huge screen and surround sound. The gourmet kitchen is equally impressive, featuring a Sub-Zero refrigerator, Wolf gas range with double ovens, granite countertops, large island, peninsula with seating, and an abundance of cabinetry. Just off the kitchen is a SECOND dining area and living room, giving multiple spaces for privacy or to entertain guests in. Next to that also includes a versatile bedroom that can easily function as a children’s playroom, home office, library, or family room. The private south wing is dedicated to the primary suite and additional bedrooms. The enormous primary retreat features his-and-her closets with custom organizers, dual sinks with powder area, and a whirlpool tub overlooking the marina. An indoor shower and separate outdoor shower add a distinctive resort-style touch. Two additional generously sized bedrooms on this wing provide comfortable accommodations for family and guests. A spacious three-car garage offers ample storage, an epoxy-coated floor, and dedicated work area. Other upgrades include: full-home generator, hurricane-impact windows/sliders/doors, block home, full-home security system, water softener, irrigation/sprinkler system, dual HVAC systems, central vacuum, ceiling-mounted sound system, laundry room, large driveway, pest-control service. Pasadena Yacht & Country Club offers an exceptional private-club lifestyle with 18-hole championship golf course, tennis and pickleball courts, Olympic-size swimming pool, fitness center, and an active calendar of social events. The club is planning a new state-of-the-art fitness center as well as updates to the golf course and marina in 2027. New owners have the ability to bypass the current membership waitlist, which is reportedly more than two years long. Close to downtown St. Pete, St. Pete Beach, easy drive to Tampa, Bradenton, and Sarasota, and walking distance to charming downtown Gulfport. Home never flooded during the seller’s ownership and sits notably higher than many surrounding homes.

6320 Pasadena Point Boulevard, Gulfport

$1,499,000

10 Beds ⋅ 7 Baths ⋅ Veteran Park SubDv. ⋅ 33707 Zip Code

Three side-by-side properties, one rare Gulfport opportunity. 5025, 5027 & 5029 28th Ave S are sold together: 7 rental units in 4 classic 1949 buildings on over half an acre, blocks from Beach Blvd, the waterfront and Casino Ballroom. Four 2BR/1BA units, two 1BR/1BA units and a detached studio cottage, with covered porches, garden path, green space and off-street parking. Currently rented and producing income. Flood Zone X, no HOA/CDD. Package sale only. Owner is a licensed FL broker.

5025 28th Avenue S, Gulfport

$1,565,500

3 Beds ⋅ 4 Baths ⋅ Brunson-Dowell Sub 1 SubDv. ⋅ 33711 Zip Code

Virtually Staged. Under Construction. BRAND-NEW CONSTRUCTION IN GULFPORT – ANTICIPATED COMPLETION MID-OCTOBER 2026. Limited $50,000 pre-sale incentive available for an accepted contract prior to issuance of the Certificate of Occupancy. Once construction is complete and the home is professionally staged, pricing is expected to return to the original asking price. Located on a quiet dead-end/cul-de-sac street in Gulfport's desirable Brunson-Dowell neighborhood, this brand-new three-story block construction home offers approximately 2,980 SF of thoughtfully designed living space with 4 bedrooms, 4 bathrooms, and an oversized 771 SF 4-car garage. The property backs toward the 170-acre Clam Bayou Nature Preserve and paved Skyway Trail, offering a peaceful natural setting with water views from the third floor. This residence is one of five new homes currently being developed along the same street, with construction staggered approximately three weeks apart. Together with three recently completed neighboring homes, this creates a unique pocket of newer construction with the feel of a small residential enclave while remaining part of an established Gulfport neighborhood. Designed with exceptional attention to detail, the home features an open-concept great room and chef-inspired kitchen with quartz countertops, oversized island, premium stainless-steel appliances, double ovens, gas cooktop, dedicated wine bar, designer cabinetry, curated tile, and elevated fixtures throughout. Two covered lanais provide additional space for outdoor living and entertaining. The primary suite features a freestanding soaking tub, walk-in shower, and designer finishes, including Champagne Bronze plumbing fixtures. The home was designed for both today's lifestyle and future flexibility, with space and infrastructure reserved for a future private elevator. The large backyard also provides an opportunity for a future pool, while the first-floor area offers additional potential to create an expansive covered outdoor entertaining and hosting environment. An exceptional location combines privacy with convenience. Enjoy access to Clam Bayou, nearby trails, Gulfport Marina, Gulfport Beach, and the surrounding waterfront lifestyle. A nearby golf course adds another recreational amenity, while Downtown St. Petersburg and St. Pete Beach are each approximately 15 minutes away. Quiet surroundings, substantial garage and storage space, a large backyard, water and nature views, and proximity to schools, beaches, boating, dining, and Downtown St. Pete make this an outstanding option for a primary residence or Florida lifestyle home. ANTICIPATED COMPLETION MID-OCTOBER 2026. $50,000 PRE-SALE INCENTIVE AVAILABLE FOR AN ACCEPTED CONTRACT PRIOR TO CERTIFICATE OF OCCUPANCY. Secure the property during the final stages of construction before completion, staging, and return to the original asking price.

2624 Quincy Street S, Gulfport

$389,000

4 Beds ⋅ 2 Baths ⋅ Webbs Vale SubDv. ⋅ 33707 Zip Code

Rare 4-bed, 2-bath Gulfport Gem: 1987 Newer Build, Close to Marina, and High and Dry! This home sits on a corner lot, fully fenced in. Entering through the front door, you are welcomed by the open living room with charming natural-wood accents. Nearby, the kitchen features worry-free countertops, ample cabinet space, and stainless steel appliances. Down the hall is the first full bathroom with a tub and shower combo. The first-floor bedroom features laminate flooring and double closets. Making our way upstairs, you'll notice laminate flooring throughout all 3 bedrooms. The second-floor bathroom is also equipped with a tub and shower. What stands out here is that the rear bedroom has a separate entryway leading to the side stairs, ideal for a private in-law setup. Back on the ground floor, we have a laundry nook and exterior access to the screened-in, secluded patio. The backyard is fully fenced with gate access. Great space for pets and a play area, or for a boat/RV. Excellent parking in the circular driveway. The brick-lined neighborhood is quiet and convenient to all of Gulfport's amenities, including the vibrant Waterfront District with shopping, restaurants, and activities. Newer roof and A/C, Hardie Board siding. This home is move-in ready and easy to show.

2702 49th Street S, Gulfport

$450,000

5 Beds ⋅ 2 Baths ⋅ Pasadena Gardens Gulfview Sec SubDv. ⋅ 33707 Zip Code

Welcome to this charming and unique income-producing property situated on a HUGE oversized lot of nearly 1/4 acre, just minutes from the vibrant heart of Downtown Gulfport! Offering an incredible combination of character, versatility, outdoor space, and investment potential, this property presents an exciting opportunity for both investors and owner-occupants alike. The property features a quaint 3-bedroom, 1-bath main cottage, along with a separate 2-bedroom, 1-bath apartment located above the spacious 2-car garage. Adding even more convenience and appeal for investors, the two residences are separately metered for BOTH WATER AND ELECTRIC, allowing for easier management of utilities and added flexibility for rental arrangements. The property also features a ROOF FROM 2018, and AC units from 2021 and 2025, providing another valuable improvement for future owners. This flexible setup offers multiple possibilities—live in the main home while generating additional income from the apartment, create a comfortable space for extended family or guests, or take advantage of both residences as an income-producing investment. Outside is where this property truly shines. The expansive, fully fenced backyard offers an incredible amount of space rarely found this close to Downtown Gulfport. A large covered patio creates the perfect setting for outdoor dining, entertaining, weekend gatherings, or simply relaxing and enjoying the Florida lifestyle. And for an extra touch of fun, the backyard even features your very own private PUTTING GREEN! For investors and buyers with a vision, the property offers tremendous value-add potential. With some thoughtful cosmetic updates and improvements, there is an excellent opportunity to enhance both the appeal and overall value of the property while maximizing its income-producing potential. Enjoy the charm and laid-back lifestyle Gulfport is known for, with Downtown Gulfport's eclectic restaurants, local shops, art galleries, entertainment, waterfront district, and community events just minutes away. Whether you're searching for your next investment, looking to offset your mortgage with rental income, or dreaming of a property with room for multiple generations, this versatile property offers endless possibilities.

5401 21st Avenue S, Gulfport

$650,000

3 Beds ⋅ 3 Baths ⋅ Sun Ketch Twnhms At Pasadena SubDv. ⋅ 33707 Zip Code

Under contract-accepting backup offers. Golf Course Views, Spacious Living & Florida Lifestyle! Come discover the easygoing elegance and exceptional livability of this beautiful two-story home, ideally positioned to enjoy peaceful golf course views and wonderful indoor-outdoor living. From the moment you enter, the spacious layout, abundant natural light, and thoughtful design create a warm and welcoming feeling that truly feels like home. The heart of the home is the well-appointed kitchen, featuring rich dark wood cabinetry, granite countertops, stainless steel appliances, recessed lighting, and a five-burner gas range. A breakfast bar provides the perfect place for morning coffee or casual conversation, while the open dining and living areas make entertaining effortless. Wood-style flooring adds warmth throughout the main living areas, while tile in the entry and kitchen offers easy-care practicality. A convenient half bath is perfectly situated for guests. One of the home's standout features is the enclosed lanai, accessed through beautiful French doors with built-in blinds between the glass. With hurricane shutters and a tranquil golf course setting beyond, this is the kind of space you'll want to enjoy year-round—whether you're sipping your morning coffee, unwinding at the end of the day, or entertaining friends. Upstairs, the generously sized primary suite offers a private retreat of its own. High-volume ceilings, a ceiling fan, carpeting, and a private screened lanai create an airy and relaxing atmosphere, while the golf course views provide a beautiful backdrop. The spacious en-suite bath features dual vanities with ample storage and counter space, a deep soaking tub, glass-enclosed step-in shower, private water closet with pocket door, and linen closet. The oversized walk-in closet with built-in storage makes staying organized a pleasure. Two additional bedrooms provide flexibility for family, overnight guests, a home office, or hobbies. Each bedroom is light and bright with carpeting, ceiling fans, vaulted ceilings, and generous closet space. The second full bath offers a dual-sink vanity, tub/shower combination, and linen storage. An upstairs laundry closet adds everyday convenience and keeps everything right where you need it. A two-car garage, welcoming foyer, abundant storage, multiple outdoor living areas, and beautiful golf course surroundings complete the package. Whether you're looking for a comfortable full-time residence, a relaxing Florida getaway, or simply a home where you can enjoy the view and entertain with ease, this property delivers the space, comfort, and lifestyle you've been looking for. Come see it in person—you may just find the Florida lifestyle you've been waiting for!

6058 Gulfport Boulevard S, Gulfport

2775 Kipps Colony Drive S Unit 305, Gulfport

$998,500

2 Beds ⋅ 2 Baths ⋅ Kipps Colony At Pasadena Yacht/Cntry Club SubDv. ⋅ 33707 Zip Code

TOP-FLOOR WATERFRONT LIVING AT KIPPS COLONY IN PASADENA YACHT & COUNTRY CLUB! Beautifully updated, this spacious residence with a loft combines soaring vaulted ceilings, waterfront views and exceptional boating amenities in one of the area's most desirable gated communities. Recent improvements include wide-plank luxury vinyl flooring throughout, an updated kitchen with white cabinetry, quartz countertops, new stainless steel appliances, as well as beautifully updated baths. Walls of sliding glass doors fill the open great room with natural light and lead to a spacious waterfront balcony. Electronic blinds in the living room and electronic hurricane shutters provide effortless privacy, light control and storm protection at the touch of a button. The expansive primary suite features soaring vaulted ceilings and a walk-in closet, while the extensively updated primary bath offers abundant custom cabinetry and storage. The second bedroom offers en-suite bath access and features a custom Murphy bed/desk system, negotiable with the sale. A standout feature is the upper-level loft, ideal for a home office, den or flex space, with water view and a new mini-split A/C and a new pneumatic elevator providing convenient access from the main living level. FOR BOATERS, THIS ONE IS EXCEPTIONAL: the residence includes a LARGE DEEDED DEEP-WATER BOAT SLIP (approx. 53' x 17') WITH A 19,000-LB BOAT LIFT—an increasingly coveted amenity for Tampa Bay boating—along with TWO COVERED PARKING SPACES and a private storage cage. Kipps Colony 1 residents enjoy a waterfront pool and spa and a pet-friendly lifestyle within gated Pasadena Yacht & Country Club, conveniently located near Gulfport, St. Petersburg and the Gulf beaches. Eligible buyers also have the opportunity to bypass the PYCC full golf membership waitlist and apply for club membership within the first 30 days of ownership. Milestone and reserve studies have been completed, and any assessments have been paid. Conveniently located just minutes from Florida's famous beaches, a short drive to Downtown St Petersburg and a brief 35-40 minute to Tampa!

2775 Kipps Colony Drive S Unit 305, Gulfport

$499,900

3 Beds ⋅ 1 Baths ⋅ Boca Ciega Estates SubDv. ⋅ 33707 Zip Code

Fully renovated Gulfport home in FEMA Flood Zone X (minimal risk) with a brand-new 2026 roof, just minutes from downtown Gulfport's waterfront, shops and restaurants. Set on an oversized 0.22-acre lot, this 3-bedroom home offers polished terrazzo floors, an open-concept layout and abundant natural light, with fresh paint inside and out. The updated kitchen features granite countertops, white shaker cabinetry with brushed gold hardware, subway tile backsplash and stainless steel appliances. The spa-inspired bathroom includes a vessel sink vanity and a walk-in tiled rain shower. The third bedroom was added through a permitted conversion. French doors open to a screened lanai overlooking a large, fully fenced backyard shaded by mature trees, with plenty of room for a pool, garden or outdoor kitchen. Central A/C, interior laundry room with washer and dryer included, and the laundry is already plumbed for an easy second bathroom addition. Move-in ready, no HOA.

5825 21st Avenue S, Gulfport

$1,565,500

4 Beds ⋅ 4 Baths ⋅ Brunson-Dowell Sub 1 SubDv. ⋅ 33711 Zip Code

Under Construction. Lock in early and save! Builder offering a $50,000 incentive for contracts secured prior to construction completion. Welcome to a rare opportunity in the highly sought-after Brunson Dowell subdivision of Gulfport, where modern coastal design meets the tranquility of nature. This brand-new, three-story block construction home offers 2,980 square feet of thoughtfully designed living space on a 4,574 square foot lot, backing directly up to the 170-acre Clam Bayou Nature Preserve, a setting you simply can't recreate. The property backs up to the paved Skyway Trail, which winds through the beautiful Clam Bayou and connects to a larger multi-use trail system, perfect for enjoying the outdoors. With 4 bedrooms and 4 bathrooms, this home is built for both everyday living and effortless entertaining. The open-concept great room serves as the heart of the home, flowing seamlessly into a chef-inspired kitchen featuring quartz countertops, a spacious island, premium stainless appliances including a double oven and gas cooktop, and a dedicated wine bar, all finished with designer tile, cabinetry, and fixtures throughout. Two covered lanais offer additional space to relax or entertain while taking in the peaceful, natural surroundings. Details continue to impress at every turn, from the Champagne Bronze plumbing fixtures and curated tile selections in each bathroom, to the free-standing soaking tub and walk-in shower in the primary suite. Interior finishes were selected with a warm, elevated coastal aesthetic in mind, blending durability with timeless style. This home was designed with future flexibility in mind, featuring a custom elevator and space reserved for a future pool. A 771 square foot, 4-car garage adds exceptional storage and everyday convenience, rare for this location. Ideally situated in one of St. Pete's most charming waterside communities, you're just minutes from the shops, restaurants, and laid-back energy of downtown Gulfport, with the natural beauty of Clam Bayou as your backyard view. Enjoy easy access to the marina district and nearby golf course, while embracing the relaxed waterfront lifestyle that makes this area so special. Construction is underway, with an anticipated completion of October 2026. Don't miss your chance to own a truly special new home in an unbeatable location.

2614 Quincy Street S, Gulfport

$649,900

3 Beds ⋅ 3 Baths ⋅ Villas Del Verde SubDv. ⋅ 33707 Zip Code

Welcome to 6343 Vista Verde Dr W, a beautifully updated and spacious townhome located inside the gated, low-density Villas Del Verde community in Gulfport. Offering 3 bedrooms, 2.5 bathrooms, a 2-car garage, and resort-style amenities, this home combines the low-maintenance lifestyle of townhome living with the space and comfort you’re looking for. Inside, you’ll find an updated interior with generous living spaces, a welcoming open layout, and plenty of natural light. Recent improvements total approximately $16,000 and include new hurricane windows on the front of the home, a new water heater, HVAC enhancements with a 5-inch media filter and rebuilt plenums, a new thermostat, under-sink reverse osmosis water filter system, custom primary closet, and additional weatherproofing improvements. The location is truly hard to beat. The home is moments away from Pasadena Yacht & Country Club and minutes from the laid-back charm of downtown Gulfport, where you'll find waterfront dining, local shops, art, and Gulfport Beach. Enjoy dinner at Neptune Grill or O'Maddy's, an evening at Pia's Trattoria, or a night out at The Pearl, all close to home. The home is located 15 minutes from Downtown St Pete, 7 minutes to St Pete Beach, 25 minutes to St Pete Clearwater Airport (PIE) and 30 minutes to Tampa International Airport (TPA).

6343 Vista Verde Drive E, Gulfport

$1,250,000

4 Beds ⋅ 3 Baths ⋅ Skimmer Point Ph Iv SubDv. ⋅ 33707 Zip Code

NEW ROOF, NEW A/C SYSTEM, AND NEW SPRINKLER SYSTEM! Welcome to 2706 Skimmer Point Drive S, an exceptional 4-bedroom, 3-bath residence offering approximately 2,674 square feet of living space in the prestigious gated community of Pasadena Yacht & Country Club. This beautifully appointed home offers a spacious and inviting floor plan with soaring ceilings, abundant natural light, and generous living areas designed for both everyday comfort and entertaining. The kitchen features custom cabinetry, ample counter space, stainless steel appliances, a breakfast bar, and natural gas cooking, opening to a spacious family room highlighted by a cozy gas fireplace and views of the pool area. The private primary suite provides a relaxing retreat with dual walk-in closets, French doors leading to the screened lanai, and a spacious en-suite bathroom featuring separate vanities, a soaking tub, and separate shower. Three additional bedrooms offer plenty of flexibility for family, guests, or a home office. Step outside and enjoy the Florida lifestyle from the screened lanai overlooking the heated pool and spa, surrounded by tropical landscaping and a private backyard setting ideal for entertaining or relaxing. The outdoor area also features a gas fire pit, creating the perfect atmosphere for evenings by the pool. Additional highlights include a 3-car garage with generous storage, natural gas, public water and sewer, and the added peace of mind of the home’s major recent improvements: NEW ROOF, NEW A/C SYSTEM, AND NEW SPRINKLER SYSTEM. Located within the highly desirable Pasadena Yacht & Country Club community, this property offers the privacy and security of gated living while remaining conveniently close to Gulfport’s vibrant waterfront district, restaurants, shopping, beautiful Gulf beaches, downtown St. Petersburg, and Tampa International Airport. A rare opportunity to enjoy space, privacy, and the Florida lifestyle in one of Gulfport’s most sought-after communities. Schedule your private showing today!

2706 Skimmer Point Drive S, Gulfport

5950 Pelican Bay Plaza S Unit 601, Gulfport

$525,000

3 Beds ⋅ 2 Baths ⋅ Pelican Bay Yacht Club Condo Bldg A SubDv. ⋅ 33707 Zip Code

Set within the exclusive gates of Pasadena Yacht & Country Club, Pelican Bay Condominiums offers the kind of resort-style waterfront lifestyle buyers seek but rarely find—secure, beautifully maintained, private, and close to everything that makes Gulf Coast living so desirable. This impressive 6th-floor CORNER UNIT residence offers 3-bedrooms, 2-bathrooms, and approximately 1,912 heated square feet, with expansive views overlooking the pond, neighborhood, Boca Ciega Bay, and even a glimmer of the Gulf of Mexico. A spectacular wraparound balcony—approximately 70 feet in length—extends the living space outdoors and offers direct sliding-door access from the living room, dining room, primary suite, and one of the guest bedrooms, making indoor-outdoor living feel effortless. Sunlight pours through the floor-to-ceiling windows, enhancing the open living and dining areas and creating an airy, inviting atmosphere that feels connected to the serene landscape from nearly every angle. Each bedroom is generously sized, while the primary suite offers an en suite bath and two walk-in closets, delivering the comfort, storage, and privacy expected in a premium corner unit condominium. Added conveniences include an in-unit laundry, a private storage closet, and reserved 2nd-level parking garage, thoughtful features that make daily living easier and more enjoyable. With its generous scale, exceptional views, and highly desirable address, this residence is ready to enjoy as-is or transform into a stunning modern showplace tailored to your personal style. Pelican Bay residents enjoy an impressive collection of in-building amenities, including a social room with a full kitchen, fitness room, library, and gathering spaces designed for connection and convenience. A heated pool, spa, and clubhouse—reserved exclusively for Pelican Bay Buildings A and B—are included in the dues, adding everyday resort-style enjoyment without leaving the community. Ample guest parking makes it easy to welcome family and friends. For those seeking a truly elevated lifestyle, Pasadena Yacht & Country Club offers optional membership opportunities—and ownership here provides the valuable privilege of bypassing the lengthy waitlist for a coveted golf membership. PYCC is undergoing a state of the art multi-million-dollar renovation to the golf course, fitness center, and marina. The club features an 18-hole championship golf course, driving range, marina, Olympic size pool, tennis center, clubhouse with locker facilities, multiple dining venues, private function rooms, sports and pool bars, a pro shop. The state-of-the-art APeX Wellness Center is under construction and will be opening in 2027. Beyond the gates, the location is just as compelling: minutes from Florida’s award-winning Gulf beaches, the vibrant dining, arts, and cultural energy of downtown St. Petersburg, and approximately 30 minutes from Tampa International Airport. From its sweeping views and wraparound balcony to its premier amenities and rare country club access, this western facing 3-bedroom corner unit offers a lifestyle that is private, polished, and unmistakably coastal.

5950 Pelican Bay Plaza S Unit 601, Gulfport

$780,000

6 Beds ⋅ 5 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code

**RARE GULFPORT CORNER PROPERTY | WATERFRONT REDEVELOPMENT DISTRICT | INVESTMENT OPPORTUNITY** Rare opportunity for an investor or buyer looking for a property with significant potential in the heart of Gulfport’s vibrant Marina District and arts community, within the greater St. Petersburg area. Ideally located at Beach Boulevard S and 30th Avenue S, this corner property offers excellent visibility and a prime location within Gulfport’s Waterfront Redevelopment District. Any future use or development is subject to zoning and City of Gulfport approval. The property features **four units in total**, offering an excellent value-add opportunity for an investor. **Three units are located within the two-story block building, while the fourth unit is located in a separate single-unit building.** One unit is currently livable and has previously been used as an Airbnb. The remaining three units require substantial renovation and repairs, offering the opportunity to renovate, improve, and customize the property according to your investment goals. The property features white vinyl fencing and a prominent corner location with frontage on Beach Boulevard S and 30th Avenue S. Its location is near Gulfport Beach, Gulfport Pier, restaurants, shops, galleries, breweries, and the popular Gulfport Art Walk. With its desirable Gulfport location, four-unit configuration, and renovation potential, this property is well suited for an investor looking for a property with upside potential. Additional improvements include a **new roof in 2020** . Bring your vision and explore the possibilities this unique Gulfport property has to offer.

2938 Beach Boulevard S, Gulfport

6020 Shore Boulevard S Unit 412, Gulfport

$649,000

3 Beds ⋅ 3 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Welcome to a piece of paradise where every day is like being on vacation! Enjoy the spectacular million-dollar views of Boca Ciega Bay from your new spacious condo. Watch the breathtakingly colorful sunsets with their orange, red and pink vibrant hues and see the manatees and dolphins play in the shimmering water from your home. Enjoy the skyline and night lights of Saint Pete Beach and Pass- A- Grille with the Don CeSar Hotel lite up like a glorious castle. Watch the festive holiday fireworks from your own front door. This luxurious waterfront home is located in Town Shores, a 55+ community in the Windsor building. This condo is a spacious 2210 sq. ft. and features a bright open living and dining area with plenty of room for entertaining your guests. It has the flexible option of 3 bedrooms or 2 bedrooms and a bonus room. There are 2 .5 bathrooms with glass countertops and marble flooring. The primary bedroom suite features two closets along with an expansive walk-in closet. The primary bathroom has a walk-in shower and the main bathroom is equipped with a shower and a bathtub combination. The kitchen features GE Café stainless steel appliances, a wine cooler, microwave, HanStone Slice of Ice quartz countertops, Diamond upper glass door cabinets and marble flooring. The condo is one of the elite units that offers the convenience of a full-size washer and dryer. Work from your home office with a panoramic view overlooking the water. The beautiful laminate flooring is the same flooring chosen by HGTV for one of their Dream Homes. Park in your front row assigned parking space and ride the elevator or take the stairs up to your new corner home on the 4 th floor. Enter through one of your two hurricane proof doors to start living your relaxing resort-like costal life. The Windsor building is a dog and cat friendly building and Town Shores offers your pet a dog park to play and have fun with other furry friends. Your H.O.A.’s include gas, cable, water, trash, recycling, pools, clubhouse activities, building upkeep and landscaping. Make new friends and meet your neighbors by playing bocce, tennis, pickleball, shuffleboard, Bingo, cards or mahjong. Swim in one of the refreshing four heated pools, use the exercise room or one of the saunas in the Club House. Town Shores has on property boat-slip rental, kayak storage and a kayak launching ramp. Take a short walk to the friendly Town of Gulfport to enjoy a delicious meal at one of the award-winning local restaurants or shop at one of the local stores and boutiques. Enjoy the art walks and farmer market or go fishing for Snapper or Sheepshead fish off the local pier. Have a lazy day on the local Gulfport Beach and watch the boats and sailboats go by. Watch the volleyball players on the sand near the casino or picnic at the tables. Enjoy the parades or the Gecko Festival. There’s something for everyone in the charming and unique town of Gulfport. Beautiful sandy Gulf beaches and the exciting city of Saint Petersburg are just a short drive away! Come see for yourself!

6020 Shore Boulevard S Unit 412, Gulfport

$625,000

3 Beds ⋅ 2 Baths ⋅ Boca Ciega Estates SubDv. ⋅ 33707 Zip Code

Check out this AMAZING - *NEW ROOF* - *SOLAR PAID FOR* - *POOL remarcited* - updated POOL Home in one of the most sought after locations in Tampa Bay - GULFPORT! This 3/2,1 car garage, POOL home has SOLAR Panels that are paid off (original cost was over $30,000) and has saved the owner about $300-$400 a month since it has been installed! NOT IN A FLOOD ZONE! You'll love the RENOVATED KITCHEN, TILED FLOORS THROUGHOUT, MASTER CLOSET SPACE AND POOL AREA as well as the AMAZING LOCATION just a couple blocks from the Bay! As you enter the home you'll love the OPEN LAYOUT of the home with views thru the home straight to the back yard pool area! Immediately inside you'll be impressed by the large living room area with additional flex/sitting space off to the side. There are endless uses for it... reading area, breakfast nook, office area, etc. The entire house boasts tile - NO CARPET. The kitchen is BEAUTIFUL and has TONS of counter space. It has been renovated with tons of BEAUTIFUL GRANITE COUNTERTOP space and MODERN ELEGANT cabinets. It also showcases TOP OF THE LINE NEWER STAINLESS STEEL APPLIANCES! You'll love the massive amounts of cabinet space and the built in pantry too. As you proceed through the kitchen you will find the most inviting room of the house... the Great Room! It is a wonderful place to RELAX and offers views of the back yard, screened in pool and lanai. You'll love that there is plenty of space to sit and entertain with family and friends or just relax and watch some tv. Even though this home is older - the design is pretty AMAZING! The Master bedroom closet is H-U-G-E and offers so much more space than you could imagine! You'll love the changing room area with room for a nice wardrobe or closet dresser if you like. Seriously, this area is SPACIOUS! The roomy feel doesn't stop here either... the Master Bathroom has been renovated and upgraded and offers plenty of space for the morning and evening routines for 2 people! This home already offers so much inside but there is more! The SCREENED IN POOL is the perfect place to host backyard parties and gatherings or to simply relax! Enjoy the Florida lifestyle to its fullest anytime you like right in your own backyard! You will appreciate the HUGE FENCED IN YARD not seen often in Gulfport. So much space to do what you want with! You will ABSOLUTELY LOVE this AMAZING LOCATION with all that Gulfport has to offer! Ideally situation only a few blocks to the bay here are just a few of the POPULAR destinations that are must mere minutes away: Gulfport's Art District for First Friday's Art Walk each month (7 min bike ride), tons of restaurants and cafes within walking distance, St Pete Beach (8 min), Stetson University (3 min), Eckerd College (10 min), Pasadena Golf & Yacht Club (3 min), Maximo Boat Ramp (free boat launch) (11 min)... AND SO MUCH MORE! Check out this house soon! Interest rates just dropped in the past week and it is a great time to get an AMAZING house in Gulfport!

5825 20th Avenue S, Gulfport

$2,650,000

4 Beds ⋅ 4 Baths ⋅ Skimmer Point Ph Ii SubDv. ⋅ 33707 Zip Code

Virtually Staged. AN EXCEPTIONAL POINT OF VIEW ON BOCA CIEGA BAY. Experience exceptional waterfront living in Pasadena Yacht & Country Club from this beautifully remodeled, single-story residence situated on a coveted point lot with approximately 174.5 feet of waterfront and sweeping open views toward Boca Ciega Bay. Designed for effortless Florida living and entertaining, the open-concept interior features dramatic volume ceilings reaching approximately 13 feet, abundant natural light, wide-plank luxury vinyl flooring throughout, designer lighting and a wood-burning fireplace. Significant improvements include a new roof, new hurricane-rated windows and doors, and a newer seawall. The flexible split-bedroom floor plan offers 3 bedrooms plus an office or optional 4th bedroom and 3.5 baths. The spacious primary suite is a private retreat with a walk-in closet and beautifully appointed bath featuring a soaking tub, walk-in shower and private water closet. Updates include hurricane windows and doors, newer roof (2020) newer seawall (2017), new artificial turf front yard and more! Outside, the point-lot setting takes center stage. Relax by the pool, entertain along the waterfront and enjoy expansive views across Boca Ciega Bay. The oversized 667 SF garage features new epoxy flooring and ample room for vehicles, storage and recreational gear and golf cart. Adding further distinction for a waterfront property, the home DID NOT FLOOD during Hurricane Helene. An exceptional benefit of purchasing within Pasadena Yacht & Country Club: buyers have the ability to bypass the golf membership waitlist and join as a Full Golf Member within 30 days of purchase, if they choose—offering the opportunity to enjoy the club lifestyle without the wait. Ideally located near vibrant Downtown St. Petersburg and minutes from St. Pete Beach and Florida's renowned Gulf beaches, this home places boating, golf, dining, arts, culture and the best of the St. Petersburg lifestyle within easy reach. Remodeled, refined and remarkably waterfront—this is Florida living from the fairway to the bay and the beach beyond.

5921 Seabird Drive S, Gulfport

$999,000

3 Beds ⋅ 2 Baths ⋅ Royal Palm Villages SubDv. ⋅ 33707 Zip Code

Discover an exceptional Gulfport home situated on an oversized lot in the desirable Royal Palm Villages neighborhood with no HOA. This elevated residence offers over 2,500 square feet of light-filled living space, along with an impressive 2,560-square-foot garage, providing exceptional space for vehicles, storage and more. High ceilings complement the spacious living & dining areas, while the inviting family room features a wood burning fireplace. The generously sized kitchen offers granite countertops, abundant cabinetry & counter space, a convenient snack bar & adjoining dinette area. All of the bedrooms are generously sized, offering an abundance of comfortable living space. A large laundry room adds to the home's functionality. Outside, the property truly captures the Florida lifestyle. The expansive, fenced backyard is surrounded by lush tropical landscaping, creating a private, resort-like setting around the in-ground pool. Generous additional outdoor space provides wonderful opportunities for entertaining, relaxing and enjoying the beautiful surroundings. Notable improvements include a 2019 shingle roof, 2019 HVAC system, 2020 double-pane impact windows and 2024 vinyl fencing. The irrigation system is serviced by a deep well with a newly installed well pump, providing an economical way to maintain the property’s lush landscaping. Ideally located near Pasadena Yacht & Country Club's golf course and marina, charming downtown Gulfport, vibrant downtown St. Petersburg & the Gulf beaches, with convenient access to shopping, restaurants, schools & houses of worship, I275 and Tampa International Airport. A spacious & distinctive Gulfport property offering privacy, versatility & an exceptional Florida lifestyle. Only one photo has been virtually staged to illustrate how the spacious living area can accommodate a formal dining setting. FLOOD INSURANCE IS LESS THAN $1,200 FOR THE YEAR!

6501 Mockingbird Way S, Gulfport

5980 Shore Boulevard S Unit 501, Gulfport

$375,000

3 Beds ⋅ 3 Baths ⋅ Town Shores Of Gulfport SubDv. ⋅ 33707 Zip Code

Breathtaking views by day and night await from this spacious 3-bedroom, 2.5-bathroom corner unit in the highly sought-after Town Shores of Gulfport, an impeccably maintained 55+ waterfront community along beautiful Boca Ciega Bay. The desirable split-bedroom floor plan offers privacy and flexibility, while the generous living spaces are perfectly positioned to take advantage of the spectacular surrounding views. Inside, you'll find a formal dining room, built-in desk, separate pantry, convenient inside laundry, and plenty of room for comfortable everyday living and entertaining. As a corner unit, the home offers an abundance of natural light and a wonderful sense of openness. Live like you're on vacation every day with the resort-style amenities Town Shores is known for. Residents enjoy four pools, including a heated waterfront pool, tennis and pickleball courts, bocce, shuffleboard, a fitness center, library, grilling and sunning areas, kayak launches and available kayak storage, plus a marina with docks and boat slips available for rent. The community clubhouse is the heart of an active social scene and features a billiards room, ballroom, and a variety of activities and events throughout the year. Just beyond the community, enjoy everything that makes Gulfport one of Pinellas County's most beloved coastal destinations. The vibrant Gulfport Art District offers award-winning restaurants, charming boutiques, galleries, waterfront activities, and the historic Gulfport Casino. You'll also be just minutes from Pasadena Yacht & Country Club, St. Pete Beach, Treasure Island, Fort De Soto Park, and vibrant downtown St. Petersburg, with convenient access to Tampa International Airport. With incredible views, generous living space, exceptional amenities, and an unbeatable waterfront location, this is Florida living at its finest.

5980 Shore Boulevard S Unit 501, Gulfport

$2,950,000

4 Beds ⋅ 6 Baths ⋅ Pasadena Point Estates Ph Ii SubDv. ⋅ 33707 Zip Code

Seller wants an offer!! Well-built Rutenburg home that has all the upgrades you will need. New roof and windows throughout the home in 2024! These 4 bedrooms plus office and 5.5 bath home is designed for coastal living. Open floor plan with beautiful formal living and dining room with designer lighting and cathedral ceilings. Off the living room is an expansive lanai with water views and plenty of outdoor space to entertain. The kitchen has been upgraded with Sub-zero refrigerator, Thermador ovens, quartz counter tops, subzero large wine cooler and seating for 4 at the kitchen island. A gas cook top with a beautiful hood cover tops off this gourmet kitchen. The kitchen opens to the family room with an abundance of windows for more spectacular water views. Off the family room is a grand lanai with a new retractable awning for plenty of shade. Gas hook-up is available for an outdoor kitchen if you wanted to add on the main level! The large primary bedroom is on the main floor, with powered blinds, two walk in closets and his and her vanities with again more water views. The office with custom built cabinets is off the primary and also has water views. A large 2nd bedroom is also on the main level with a full bath off the bedroom. A half bath for visiting guests is also on main level. On 2nd level is two large ensuites. As you step out to the pool area you will see a pebble tec saltwater pool and spa with newer heater and seal pavers. Plenty of shaded area to get out from the sun and more grilling area. The 91 feet waterfront property has a newer trex dock with water and electricity, along with a wet slip, 20000lb boat lift and jet ski lift. Backyard has been fenced in and has an Artisan well . A generator has recently been added to keep lower level in law suite livable if power outage should occur. The In-law suite has hurricane shutters and a full bath with its own AC system. There is plenty of storage in the 3-car garage and a workstation. There are 2 new water heaters. Elevator can be added but will lose pantry space and bedroom closet. The sellers have added a chair lift from lower level to main level of house and is a smart home. This elegant home has so much to offer, a plus is that it is located in the gated community of Pasadena Yacht and Country Club. The amenities of PYCC include 18-hole championship golf course, pickleball courts, tennis courts, olympic size swimming pool, great fitness center and many social activities throughout the year. In 2027 the club will be offering a new state of the art Fitness center and update golf course and marina. Joining the club is optional however if you purchase this home, you can jump the wait list for membership (wait list over 2 years). However, you must join within 30 days of purchasing your home. Location is awesome, only 15 minutes to downtown St. Petersburg, 10 minutes to St. Pete Beach and walking distance to quaint Gulfport.

6113 Pasadena Point Boulevard, Gulfport

$1,350,000

3 Beds ⋅ 2 Baths ⋅ Pasadena Point Estates Ph Ii SubDv. ⋅ 33707 Zip Code

Picture-perfect inside and out, this exceptional residence has been meticulously transformed with timeless design, impeccable craftsmanship, and luxurious finishes, leaving nothing to do but move in and enjoy. A covered 11-foot entry with a tongue-and-groove ceiling and elegant chandelier welcomes you into a beautifully designed interior featuring crown molding, driftwood-look porcelain tile flooring, plantation shutters, designer lighting, and motorized window treatments. The foyer opens to a stunning dining room before flowing into the expansive great room, where striking white oak beam ceilings, custom white oak built-ins, and a dramatic black Ocean Marble fireplace create an unforgettable focal point. Five newly installed 9-foot impact-rated sliding glass doors seamlessly connect the living space to the outdoor entertaining areas. The chef's kitchen is the heart of the home, offering quartz countertops, a woven marble backsplash, custom cabinetry, premium GE Café appliances, gas cooking, an oversized island, custom walk-in pantry, and a breakfast nook overlooking the pool. Designed for effortless indoor-outdoor living, the covered lanai features a tongue-and-groove ceiling, outdoor fireplace, and views of the custom deep-blue tiled heated pool and spa beneath a soaring 14-foot screened enclosure. Beyond the pool, lush tropical landscaping leads to a newly pavered, illuminated basketball court. The private owner's retreat overlooks the pool and includes direct lanai access, custom blackout shades, dual custom walk-in closets, and a spa-inspired bath with marble flooring, quartz vanities, Restoration Hardware finishes, a Toto Washlet, soaking tub, and an oversized walk-in rain shower with multiple shower heads and body sprays. Two additional bedrooms share a beautifully appointed guest bath, while the thoughtfully designed laundry and mudroom offers quartz countertops, custom cabinetry, extensive storage, and a built-in bench. The oversized 12-foot-high air-conditioned garage features a custom workspace, elevating storage system, and 18 floor-to-ceiling storage cabinets. Additional upgrades include a Kohler whole-home generator, gray barrel tile roof, app-controlled permanent holiday lighting, freshly installed paver circular driveway, whole-home water filtration system, central vacuum, tankless water heater, and a new HVAC system installed in 2025. Every detail has been thoughtfully curated to create a truly turnkey luxury residence where exceptional design, comfort, and effortless Florida living come together.

6128 Pasadena Point Boulevard, Gulfport

$599,000

4 Beds ⋅ 3 Baths ⋅ Park View Heights SubDv. ⋅ 33707 Zip Code

Virtually Staged. "Gulfport Reimagined" - Step inside and prepare to be wowed! Every detail of this beautifully renovated home has been thoughtfully designed, blending style, function, and exceptional craftsmanship. Offering 4 bedrooms and 3 full bathrooms, including two en suite bedrooms, this desirable split-bedroom floor plan provides outstanding flexibility for multigenerational living, a growing family, or those seeking dedicated guest accommodations and a private home office. The heart of the home is an impressive designer kitchen where beauty meets functionality. An abundance of custom cabinetry and thoughtfully designed storage surrounds the U-shaped layout, maximizing both workspace and convenience. A breakfast bar with additional storage anchors the space, while custom quartz countertops and a full-height quartz backsplash create a sophisticated, timeless aesthetic. Oversized statement pendant lighting and the curated black-and-white design elevate the room, complemented by a brand-new stainless steel appliance package. The open-concept living area flows effortlessly into the dedicated dining space, creating an inviting atmosphere for everyday living and entertaining alike. Two generously sized guest bedrooms are tucked away off the main living area and share a beautifully designed hallway bath featuring dual vanities, along with additional hallway storage. On the opposite side of the home, a private en suite bedroom offers endless possibilities as a guest suite, home office, or secondary primary retreat. Just beyond the kitchen, a central hallway leads to an oversized laundry room with abundant storage and convenient access to the backyard. Privately situated at the rear of the home, the spacious primary suite serves as a peaceful retreat. The custom-designed walk-in closet offers exceptional organization, while the luxurious en suite bath features dual vanities and a large walk-in shower. Outside, the fully fenced backyard creates an ideal outdoor living space nestled between the home and the detached oversized two-car garage. A brick paver pathway connects the home and garage, while the generous yard offers plenty of room to create your dream outdoor oasis, whether that’s a pool, entertaining space, or simply room for pets to play. The detached garage features a fully finished interior with ample room for additional storage. Additional highlights include: Located in a non-flood zone. All renovations have been fully permitted through the City of Gulfport. Truly move-in ready with the feel of new construction—without the new construction price tag. Beyond the home, you’ll discover everything that makes Gulfport one of Tampa Bay’s most beloved communities. Enjoy a vibrant waterfront, a charming walkable downtown, eclectic boutiques, locally owned restaurants, live music, art galleries, and the popular Tuesday Fresh Market. With its welcoming atmosphere, creative spirit, and unmistakable character, Gulfport continues to be one of the area’s true hidden gems. This is more than just a home—it’s an opportunity to embrace the Gulfport lifestyle.

5217 18th Avenue S, Gulfport

$1,680,000

4 Beds ⋅ 6 Baths ⋅ Pasadena Estates Sec G SubDv. ⋅ 33707 Zip Code

Perched high above sea level in a non-flood zone, (approximately 15’), this exceptional 1923 Spanish Mediterranean Revival Estate sits on nearly one Acre in the heart of Gulfport. The property features two structures with a combined 4 bedrooms and 5.5 bathrooms, including a beautifully preserved 3BR/3.5BA main residence, a versatile two-story carriage house, and a detached 2-car carport showing preserved wood rarely seen in the area. The main home showcases original hardwood floors, exposed wood-beam ceilings, graceful arches, two gas fireplaces, and hurricane-impact windows throughout. First floor layout includes formal living room with gas fireplace, formal dining room with large windows, a sunlit family room, a quaint powder bath and an en-suite guest bedroom or first floor primary with a fireplace! In the well appointed gourmet kitchen you will find heart-of-pine floors, gas range with 6-burner gas range with griddle, stainless steel appliances, a step-down walk-in pantry and more arches! Upstairs, a spacious primary en-suite features a walk-in dressing room, and access to the quintessential Spanish-style balcony. The guest bathroom comes with separate shower & claw foot tub, while the third bedroom enjoys the possibility of having its own future south-facing private balcony. The detached carriage house includes a guest en-suite, laundry room, two-car garage, one-car carport, and an upstairs flex room equipped with a full bath ideal as a home office, a studio, a gym, or a play room, you decide! Outdoor living is exceptional with a magnificent Resort-Style heated saltwater pool and spa with built-in self cleaning system, and lush fully fenced grounds. Encompassing an entire block from north to south, the extensive south-facing rear backyard with gate access, provides additional parking for large vessels - RV or boat, as well endless possibilities for a tennis, pickleball or basketball court for memorable outdoor entertaining. Conveniently located just minutes from Gulfport's vibrant waterfront district, award-winning beaches, downtown St. Petersburg, Tampa, and Sarasota, this remarkable Estate presents a rare opportunity to own a 1920’s classic that perfectly balances timeless charm, and modern comfort.

6010 17th Avenue S, Gulfport

$2,900,000

3 Beds ⋅ 5 Baths ⋅ Skimmer Point Ph Iii SubDv. ⋅ 33707 Zip Code

This magnificent estate is set on an exceptional location and lot with 102 ft frontage a wide open billion-dollar view of BOCA CIEGA BAY and yearlong 180-degree SUNSET views this estate masterpiece spans over 4155 sq ft of refined interior living space. A dramatic open-concept three story which wraps around the living area with a commanding fireplace that anchors the soaring cathedral ceilings. The sweeping water views from each room on the second level is where you can capture synchronized sunset views and compliments with large balconies and outdoor cook top and refrigerator for entertaining. The high caliber of kitchen appliances alongside elongated island provides exceptional versatility for entertaining as well as two resort-type bars. Outside the home transforms into a private oasis with spa and resort-type sparkling pool full 180 degrees of water views. The pool bathroom has washer and dryer hook-ups, shower, vanity, and benches. The wood deck spans most of the property. Additional highlights include Primary Bedroom with ensuite and Huge walk-in closet, two additional bedrooms also ensuite and a loft. The three garages has parking for 4 vehicles. Quality high grade superior structural elements built this custom masterpiece in 1990 with many extras. Hurricane Shutters, Central Vacuum, Elevator, pet bathtub are just a few. The elevator was just rebuilt with current electrical equipment Julyn of 2026 The primary Bedroom and ensuite is freshly painted July 2026 The famous Vaughn McCarthy & Sons of PVC architects designed it and a full set of blueprints are available. PASADENA YACHT AND COUNTRY CLUB is one of the finest country club communities on the west coast of Florida. Enter through the 24/7 Guard Gate to a refined lifestyle full of pastoral land and mature landscapes. PASADENA YACHT CLUB AND COUNTRY CLUB is a very sought after community and this masterpiece is offered for the first time. Come and enjoy the ultimate in Florida lifestyle.

2869 Seabreeze Drive S, Gulfport

$625,000

5 Beds ⋅ 3 Baths ⋅ Art District SubDv. ⋅ 33707 Zip Code

Duplex in Gulfport, FL.

5020 26th Avenue S, Gulfport

$1,100,000

6 Beds ⋅ 4 Baths ⋅ Veteran City SubDv. ⋅ 33707 Zip Code

Rare Gulfport Investment Opportunity | Flood Zone X | Three Licensed Short-Term Rental Homes Rare opportunity to own three stand-alone single-family homes in Gulfport’s Waterfront Redevelopment District, all legally zoned and fully licensed for nightly rentals. Situated in desirable Flood Zone X, the property remained high and dry during the 2024 storms. Located just steps from Gulfport’s restaurants, shops, beach, marina, and entertainment, this turnkey property is ideally positioned to benefit from the area’s thriving vacation rental market. The property includes three units: one 3-bedroom, 2-bath Sears house, one 2-bedroom, 1-bath bungalow, and one 1-bedroom, 1-bath cottage, offering a total of 6 bedrooms and 4 bathrooms. All three homes are being sold fully furnished, including indoor and outdoor furnishings. The property features in-unit laundry in two units, off-street parking, private driveway, a shared courtyard, and lush landscaping. With immediate income potential and value-add opportunities through future updates, this is a rare chance to own a turnkey short-term rental portfolio in one of Gulfport’s most desirable locations.

5407 29th Avenue S, Gulfport

$970,990

3 Beds ⋅ 3 Baths ⋅ Lake Butler Villa Cos Add SubDv. ⋅ 33707 Zip Code

Pre-Construction. To be built. WinWay Homes offers a 3 Bed, 2 Bath, 1 Half Bath, 2 Car Garage, 2166 sf custom home located in Gulfport in the beautiful historical district. The spacious open floor plan features a stunning granite island overlooking the open family and dinning looking out 12' sliding glass doors. Relax with a beverage on a large covered lanai with enough room to add an optional pool and outdoor kitchen in the backyard. The master suite with spacious walk-in closet and double french glass doors leading to 372sf covered lanai. The master bath with a spa-inspired floor to ceiling walk-in wet area, with optional multiple shower heads, and free-standing tub offers the ultimate tranquil experience. Standard features will include shaker cabinetry, tile backsplash, granite vanity in all bathrooms, energy efficient water heater, LED lighting, in wall pest control, USB outlets, ventilated shelving, 2-10 home warranty, land tile flooring. Additional options will be offered including, gourmet kitchen, privacy fence, pool and spa, and the list continues. Exterior features include optional brick paver drive and sidewalk, James Hardie shake siding, and custom-tailored landscaping. Contract now to choose your options, colors, and styles. Additional Floorplans Available.

5631 23rd Avenue S, Gulfport

3101 Beach Boulevard S Unit 1-5, Gulfport

$1,250,000

Boca Ceiga Park SubDv. ⋅ 33707 Zip Code

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

3101 Beach Boulevard S Unit 1-5, Gulfport

$1,250,000

5 Beds ⋅ 5 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code

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

3101 Beach Boulevard S Unit 1-5, Gulfport

$1,850,000

4 Beds ⋅ 2 Baths ⋅ Skimmer Point Ph Iii SubDv. ⋅ 33707 Zip Code

THIS CUSTOM-BUILT WATERFRONT RESIDENCE is elevated & offers an expansive garage level, deep-water protected dockage & direct access to Boca Ciega Bay, Tampa Bay & the Gulf with no fixed bridges. Perfectly positioned within the prestigious Pasadena Yacht & Country Club community, this exceptional home embodies the finest in Florida waterfront living. Designed for both comfortable everyday living & elegant entertaining, the residence showcases stunning water views, high ceilings, crown molding, rich walnut flooring & an inviting fireplace that serves as the focal point of the family room. Enjoy spectacular sunsets from multiple vantage points throughout the home while overlooking the sparkling waters beyond. The beautifully renovated kitchen is a masterpiece of style & function, featuring premium Thermador appliances, custom cabinetry, exquisite Calacatta quartz countertops & a stunning center island with breakfast bar seating. The open-concept design allows seamless interaction between the kitchen, dining area, living spaces & the waterfront balcony, creating the perfect setting for gatherings with family & friends. Outdoor living is equally impressive. Relax beside the pool & spill over spa, entertain on the patio areas, or set sail from your private dock equipped with an 8,500-pound boat lift. The protected deep-water dockage provides easy access to some of Florida's most desirable boating destinations. Additional highlights include a substantial garage offering approximately 2,859 square feet (MOL) of additional space, pavered outdoor areas & numerous updates, including a beautiful Barcelona tile roof (2016), HVAC system (2019), pool pump (2020), saltwater softner system (2021), water heater (2026), Bali electric shades in the family room (2025), hurricane-rated garage door with reinforcing bars & rain gutters. A rare combination of luxury, craftsmanship, boating convenience & breathtaking waterfront views, this exceptional residence offers a lifestyle that is second to none. Flood insurance is currently less than $800 per year.

2853 Seabreeze Drive S, Gulfport

$540,000

3 Beds ⋅ 3 Baths ⋅ Villas Del Verde SubDv. ⋅ 33707 Zip Code

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

6308 Vista Verde Drive, Gulfport

6137 Pasadena Point Boulevard S, Gulfport

$1,750,000

5 Beds ⋅ 5 Baths ⋅ Pasadena Point Estates Phase Iiensure The Next Dt SubDv. ⋅ 33707 Zip Code

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6137 Pasadena Point Boulevard S, Gulfport

$4,999,000

4 Beds ⋅ 5 Baths ⋅ Pasadena Point Estates Ph Ii SubDv. ⋅ 33707 Zip Code

A MAGNIFICENT LUXURY WATERFRONT ESTATE SUPPORTED BY AN IMPRESSIVE DEEP-WATER DOCK WITH MOORINGS FOR A 100FT YACHT! Located in renowned Pasadena Yacht and CC, south Pinellas County’s only gated golf and boating community, this remarkable Windstar Home rests on a wide, 1 ½ lot footprint, with beautiful open water view of Boca Ciega Bay. Step up to the elevated courtyard entry and take in rich cast stone and travertine exterior finishes. Soaring 25 feet high, the majestic rotunda foyer introduces exquisite cherrywood and marble floors, dazzling faux paintwork, elegant detailed woodwork, radiant lighting, brilliant custom ceilings and unforgettable waterviews. The superb CEO-quality executive office provides extensive sumptuous built-ins, wonderful matching coffered ceilings and a double-sided fireplace. Lovely casual waterfront dining is complemented by a gorgeous formal dining room with 12ft-high ceilings. The sublime chef’s kitchen is a deeply-satisfying culinary experience. Artisan quality raised-panel wood cabinetry and superb Ogee-edge granite surfaces support high-end Gaggenau steam, convection and gas cooking, Subzero refrigeration, built-in Miele coffee system, warming drawers, refrigeration drawers, large walk-in pantry, and a built-in workstation center. You’ll love the fabulous butler’s pantry, multi-level breakfast bar (with beverage chiller and ice maker), and dedicated wine closet that support this incredible kitchen. Relax in the resplendent waterfront living room with custom designer entertainment center, rich marble-encased fireplace, fine coffered ceilings, and terrific window treatments (all windows are elegantly encased in wood). Step out to the enticing 450sqft covered waterfront balcony with remote controlled sunshades. Balcony offers a built-in tumbled marble/granite gas cooking center, and spacious seating/dining areas. Huge guest bedroom suite has a lavish, adjacent luxury bath. Upstairs, you’ll discover a spectacular owner’s suite: a full-height cast stone double-sided gas fireplace separates the bedroom from the plush sitting area with Juliette balcony and magnificent built-in entertainment center. The grand walk-in closet system features numerous built-ins and a generous center island dresser. The owner’s bath is a posh, pampering retreat with commanding views of the water, exceptional marble/granite surfaces, built-in microjet spa tub, custom designer vanities, a dedicated sit-down cosmetics center, and a superb glass-enclosed marble rain shower/steam room. Bedrooms 3 & 4 are oversized and en suite, with beautiful, luxurious baths. Your massive lower level is ideal for fitness/gaming/storage. Lushly landscaped, out back you’ll find the perfect blend of luxury, entertainment and waterfront adventure. A 460sqft covered lounging/dining deck transitions to a stunning Pebbletec pool/elevated spa overlooking the water. An expansive composite dock supports a 16,000 lb boat lift with cat walk, shore power, water, lighting, shower and deep water mooring with tie poles for yacht with 22ft beam. This luxury estate is a true rarity and boasts countless amenities and highly-desirable extras. One of the finest waterfront homes in Tampa Bay! Pasadena Yacht & CC enjoys an extensive list of world-class amenities including golf, tennis, fitness center, marina, restaurant, community pool and clubhouse. A great location and an extraordinary community! Dimensions are estimates, buyer to verify.

6224 Pasadena Point Boulevard, Gulfport

$670,000

5 Beds ⋅ 3 Baths ⋅ Pasadena Estates Sec F SubDv. ⋅ 33707 Zip Code

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), water heater (2026), 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.

6237 13th Avenue S, Gulfport

$685,000

3 Beds ⋅ 3 Baths ⋅ Curns W J Sub SubDv. ⋅ 33707 Zip Code

In the heart of Gulfport, with its vibrant arts scene, waterfront marina, locally loved restaurants, and independent shops, this home offers a rare blend of character, functionality, and resort-inspired living. Check out the curb appeal — a fresh exterior framed by lush tropical landscaping and a low-maintenance xeriscape front yard. A brick walkway leads you through the covered entry to immediate sightlines of the bright living room offering soaring ceilings and beams, engineered hardwood floors, and a fireplace layered in natural textures. Light pours throughout the open-concept layout, flowing into the dining area. The adjacent kitchen balances functionality with style, featuring linen-toned cabinetry with dovetail drawers, double convection ovens, and a Samsung stainless steel refrigerator. Windows overlooking the patio continue the home’s connected indoor-outdoor feel. Off the main living spaces, a step-down flex room with patio access and built-ins lends itself to a relaxed family room, media lounge, or home office. Three bedrooms include two spacious primary suites. The first primary retreat features a lounge with custom closets that opens into the bedroom where original terracotta tile flooring adds warmth and timeless character. Its ensuite bath features textured stone tilework and earthy organic finishes. The second primary suite offers private access to the carport and an ensuite bathroom with a gorgeous custom door and a stunning clawfoot tub. A third bedroom continues the home’s design language with Art Deco-inspired glass wall accents and double glass sliders opening directly to the patio. The outdoor space is centered around an expansive screened patio. Paver flooring, a covered lanai with large spa, multiple lounging and dining areas, and a shade sail overhead create an atmosphere that feels resort-inspired. The home interior offers a laundry closet with a full-size stackable washer and dryer, and the nearby oversized garage offers more versatility, including additional storage, a full pool bath, kitchenette, and second laundry area — ideal for entertaining, extended guest stays, or multigenerational living. The pool bath itself showcases vibrant tilework by noted tropical artist Monica Watson. This property has been thoughtfully designed for both functionality and sustainability including kayak, canoe, and bike racks, raised garden beds, rain barrels, and mature landscaping that includes various tropical fruits. It offers underground power and utilities, and abundant parking, including space for large trailers or RVs with a 30-amp hookup. Extensive upgrades include whole-home solar power with a Tesla backup battery system, impact-rated windows and doors, whole-house surge protection, new ductwork, UV air purification system, reverse osmosis water filtration, and irrigation on well and tap. The property also boasts extensive integrated security system with cameras, control keypads, infrared monitoring, and integrated smoke detectors, all hardwired into the home’s solar infrastructure. Distinctive, flexible, and deeply connected to the creative coastal spirit of Gulfport, this is far more than a traditional three-bedroom home — it is a private retreat designed for gathering, creating, hosting, and living exceptionally well. Just minutes from downtown St. Petersburg and Gulf beaches, Gulfport offers a uniquely creative and laid-back lifestyle that feels worlds away from typical suburban Florida living.

5005 24th Avenue S, Gulfport

$1,449,900

4 Beds ⋅ 4 Baths ⋅ Veteran City SubDv. ⋅ 33707 Zip Code

Under contract-accepting backup offers. Experience the pinnacle of Gulfport, Florida living in this move-in-ready, brand-new custom construction home built by WinWay Homes to perfection and available now, so you can skip the wait and start enjoying your dream lifestyle immediately. This high-and-dry, no-flood-zone residence sits on an oversized corner lot just one block from vibrant downtown Gulfport, offering the perfect blend of modern luxury and coastal convenience. Boasting 4 bedrooms, 4 baths, and a 2-car garage, this spacious single-family home features an entertainer’s open-concept floor plan anchored by a show-stopping 10-foot quartz kitchen island. Host movie nights in the dedicated home theater, focus in your private home office, or unwind in the first-floor primary suite complete with a floor-to-ceiling spa-inspired wet room. Two additional upstairs en-suite bedrooms provide flexibility for guests, family, or a home gym. Step outside to your private resort-style oasis: a custom saltwater pool surrounded by a covered lanai, ideal for evening swims under the Florida sky. With multiple parks, Boca Ciega Bay, and an eclectic mix of restaurants and shops all within easy walking distance, this Gulfport pool home delivers the ultimate coastal lifestyle—start your mornings with coffee on the front porch and end your days with a dip in your own backyard paradise. If you’re searching for new construction homes in Gulfport FL, luxury pool homes near Boca Ciega Bay, or a custom-built residence in a prime no-flood location, this is the one you’ve been waiting for. WinWay Homes is offering a full 1 year warranty along with a third party 2-10 warranty. Schedule your private showing today and make this Gulfport, Florida dream home yours before it’s gone!

2814 54th Street S, Gulfport

$545,000

3 Beds ⋅ 2 Baths ⋅ Ardmore Heights SubDv. ⋅ 33707 Zip Code

Brand-New Gulfport Construction – Quality Workmanship, Hurricane Impact Windows & No Flood Insurance Required! Welcome to the final available home in this newly completed trio of beautifully crafted shotgun-style residences in the heart of Gulfport. Built with quality workmanship and thoughtfully designed with a smart, efficient floor plan, this 3-bedroom, 2-bath home perfectly blends modern style, comfort, and functionality. Step inside to an open-concept layout filled with natural light, soaring ceilings, and today’s most desirable finishes and color palettes. The spacious living area is anchored by a sleek decorative electric fireplace, creating a warm and inviting focal point. The designer kitchen flows seamlessly into the living and dining spaces and features ceiling accent lighting, modern cabinetry, and a large pantry closet—ideal for entertaining and everyday living. The private primary suite offers a relaxing retreat with a generous walk-in closet and spa-inspired bath complete with dual vanities and contemporary finishes. A large inside laundry room with built-in storage cabinetry adds even more convenience. Constructed with quality materials and attention to detail, this home also features hurricane impact windows and all the advantages of brand-new construction. The oversized rear-entry 1-car garage provides excellent space for parking, storage, bikes, and beach gear. Conveniently located just minutes from downtown Gulfport, vibrant downtown St. Petersburg, waterfront dining, art galleries, and the award-winning Gulf beaches, this home offers the perfect blend of location, lifestyle, and peace of mind. Don’t miss your chance to own the final home in this distinctive new construction opportunity in one of Pinellas County’s most sought-after areas!

5009 9th Avenue S, Gulfport

$465,000

3 Beds ⋅ 3 Baths ⋅ Boca Ciega Estates SubDv. ⋅ 33707 Zip Code

MOTIVATED SELLER! NO FLOOD INSURANCE REQUIRED! Move right into this beautifully updated 3BR/2.5BA Gulfport home featuring new luxury vinyl plank flooring, a stunning remodeled kitchen with new stainless steel appliances, modern cabinetry, granite countertops, and a 10-foot breakfast bar that's perfect for entertaining. A new full-size stackable washer and dryer is also included. All bathrooms have been tastefully renovated, including the private primary en-suite. Major upgrades include a BRAND-NEW ROOF, NEW A/C, newer windows, and recent termite tenting, providing peace of mind for years to come. Enjoy Florida living in the fully fenced backyard featuring a large covered patio, room for a pool, and a mature mango tree. Located in a walkable, bike-friendly neighborhood just minutes from Gulfport Beach, the marina, vibrant arts district, restaurants, and shopping. Perfect as a primary residence, vacation home, or investment property. Move-in ready and priced to sell.

5813 18th Avenue S, Gulfport

5909 Skimmer Point Boulevard S, Gulfport

$1,350,000

4 Beds ⋅ 4 Baths ⋅ Pelican Bay Estates At Skimmer Point Ph I SubDv. ⋅ 33707 Zip Code

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.

5909 Skimmer Point Boulevard S, Gulfport

$420,000

4 Beds ⋅ 2 Baths ⋅ Boca Ceiga Park SubDv. ⋅ 33707 Zip Code

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.

3120 Dupont Street S, Gulfport

$700,000

4 Beds ⋅ 3 Baths ⋅ Veteran City SubDv. ⋅ 33707 Zip Code

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

2525 53rd Street S, Gulfport

$619,999

3 Beds ⋅ 2 Baths ⋅ B & T Rep SubDv. ⋅ 33711 Zip Code

Welcome to your beautifully remodeled retreat in the heart of Gulfport, Florida! This charming 3-bedroom, 2-bath home has been thoughtfully updated to blend modern comfort with coastal character. Step inside to discover a bright, open layout featuring stylish finishes, updated flooring, and a fresh, design throughout. The spacious living area flows seamlessly into a fully renovated kitchen, complete with modern cabinetry, sleek countertops, and updated appliances—perfect for both everyday living and entertaining. It also features a spacious two-car garage complete with a dedicated workshop area. Hurricane-rated windows and doors were installed in 2023. The warranty certificate is transferrable. The primary suite offers a relaxing escape with an updated en-suite bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. Both bathrooms have been remodeled with clean, modern touches. Enjoy the Florida lifestyle with a location that truly stands out—just a short walk to the Gulfport Marina, where you can take in waterfront views, stroll along the docks, or enjoy nearby dining and local shops. The home also features outdoor space ideal for relaxing, gardening, or hosting gatherings. Whether you're looking for a full-time residence, vacation home, or investment opportunity, this move-in-ready property offers the perfect combination of style, location, and convenience. Don’t miss your chance to own a slice of Gulfport charm!

4725 Del Rio Way S, Gulfport

$985,000

3 Beds ⋅ 3 Baths ⋅ Gulfport Sub. SubDv. ⋅ 33707 Zip Code

Under Contract...Accepting Back up Offers. 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.

2704 57th Street S, Gulfport

$2,100,000

4 Beds ⋅ 4 Baths ⋅ Kipps Colony Estates At Pasadena Yacht/Country Cl SubDv. ⋅ 33707 Zip Code

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

2813 Kipps Colony Drive S, Gulfport

$715,000

3 Beds ⋅ 2 Baths ⋅ Pasadena Estates Sec G SubDv. ⋅ 33707 Zip Code

Welcome to this newly built 1,774 SF modern bungalow in the heart of Gulfport, just a few blocks from the beach and Stetson University College of Law. Enjoy the best of both worlds with a quick 10-minute drive to Downtown St. Petersburg and just 30 minutes to Downtown Tampa. Inside, you’ll find soaring vaulted ceilings, elegant tray ceilings with crown molding details, white oak floors, and Craftsman bungalow–style casing and trim work that elevate the home’s clean yet timeless aesthetic. The open-concept layout features custom cabinetry, quartz countertops, state-of-the-art appliances, detailed ceiling treatments, custom wall accents, and abundant natural light from hurricane-impact windows throughout. The bedrooms and bathrooms are beautifully finished, including a luxurious primary suite and a thoughtfully designed shared bathroom showcasing custom tile work and high-end finishes. Step outside to welcoming front and back porches, a spacious backyard, and a rare two-car garage—ideal for storage, hobbies, or parking. The home also features a hurricane-rated 30-year warranty roof for added peace of mind. Perfect for a small family or a pair of working professionals, this brand-new home offers modern comfort, refined craftsmanship, and the relaxed Gulfport lifestyle. Gulfport Waterfront District: 3 mins – Enjoy local boutiques, quirky dining, and the Tuesday Fresh Market. St. Pete Beach: 10 mins. Downtown St. Petersburg: 15 mins

1601 Gray Street S, Gulfport

$645,000

2 Beds ⋅ 2 Baths ⋅ Brunson-Dowell Sub 1 SubDv. ⋅ 33711 Zip Code

Gulfport Marina District DOUBLE LOT Residence! South Adjacent Lot with its own parcel ID #27-31-16-12474-000-1760, measuring 6,351 sq.ft. is INCLUDED for a total Lot Size of 12,702 sq.ft.! Mature tropical landscaped 2-bedroom, 2-bath block construction bungalow located just two blocks from the Gulfport Municipal Marina featuring an open split floor plan with 1,688 square feet of comfortable living space. ..Situated on a rare double lot, the home offers exceptional outdoor space and potential. The property was flood impacted by the 2024 Hurricane, and remediation has been completed. The photos include views of the home prior to the 2024 Hurricane storms, showcasing what it could once again become, offering a fantastic opportunity for the next owner to add their personal design touches. The home thoughtfully included recessed LED lighting, sleek ceiling fans, hurricane impact windows and sliders, a modern kitchen design, and a beautifully renovated primary en-suite featuring a skylight. A new A/C system installed in 2024 adds further value and efficiency. New custom-designed lower kitchen cabinets are on-site and ready for installation. The Bonus Room offers multi-use options, perhaps an office space or a 3rd bedroom? Large windows include a sizable bay window filtering an abundance of south-facing natural light. Plenty of parking curtesy of the spacious front driveway, additionally, the gated carport accessible from the rear alley provides security, privacy and cover. Storage Sheds and an additional shed platform adds to the outdoor conveniences found in this lovely home. Life in Gulfport is relaxed, colorful, and full of character. This charming waterfront community is known for its vibrant arts scene, walkable streets, and welcoming small-town feel. Residents enjoy waterfront sunsets at the Municipal Beach, strolling along the shops and restaurants and gathering for popular local events like the Gulfport Art Walk and the weekly Gulfport Tuesday Fresh Market. With beautiful beaches just minutes away and the culture and energy of St. Petersburg nearby, Gulfport offers a unique coastal lifestyle where art, boating, dining, and community come together to create an unforgettable place to live. Take advantage of this opportunity to create your own coastal retreat and enjoy the best of Gulfport living.

2657 44th Street S, Gulfport

$550,000

5 Beds ⋅ 3 Baths ⋅ Pittsfield SubDv. ⋅ 33707 Zip Code

GREAT Investment Opportunity in Gulfport! This Triplex has a solid 3 bedroom house with an additional bonus duplex in the back with alley access. NON FLOOD ZONE X so no flood insurance required. All units are occupied so there is instant cash flow.The front house has an open floor plan with nice sized bedrooms, central air, w/d hookups, lanai, fenced back yard, etc. The apartments are 560 sq ft each with plenty of parking. Units are individually metered for electricity. It is an easy walk to downtown Gulfport and it's fun vibe. Live in the front house and have cash flow from the apartments? Convert the units to seasonal or short term units and increase the cash flow? There are lots of options. Seller is a licensed Realtor.

5012 26th Avenue S, Gulfport

$450,000

4 Beds ⋅ 2 Baths ⋅ Pasadena Estates Sec C SubDv. ⋅ 33707 Zip Code

Virtually Staged. Welcome to your slice of laid-back Florida living in the heart of Gulfport. This spacious 4-bedroom, 2-bath ranch-style home offers comfortable, single-level living with an abundance of natural light throughout. The main living areas showcase beautifully refinished hardwood floors, adding warmth and character to the home. Step inside to find an open and airy layout with plenty of space to spread out, entertain, or simply unwind. A thoughtfully designed master suite addition, completed in 2018, provides a private retreat with added space and comfort. Outside, your backyard oasis awaits—fully fenced for privacy and designed for enjoying the Florida lifestyle year-round. Soak in the hot tub, relax under the pergola on the back deck, or host friends and family. This house also features a newer roof, updated kitchen and bathrooms, an electric car charging unit, and a tankless water heater. Conveniently located in the Pasadena Estates neighborhood of Gulfport. The area is known for its small-town charm and vibrant local culture. Explore Gulfport’s charming Waterfront Arts District with its galleries, shops, and award-winning restaurants. The area hosts year-round events like art fairs and farmers' markets. Outdoor enthusiasts can enjoy quick access to Clam Bayou Nature Preserve for kayaking, paddleboarding, birdwatching, and peaceful walking trails. This home is just minutes from Gulfport Beach, St. Pete Beach, Pasadena Yacht & Country Club and downtown St. Pete. Easily accessible to I-275. Whether you're looking for a full-time residence or a coastal getaway, this home blends comfort, character, and that unmistakable Gulfport charm. NO FLOOD ZONE! NO FLOOD INSURANCE REQUIRED! Call to check out this must-see home today!

6226 8th Avenue S, Gulfport

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