Gulfport FL Real Estate, Homes for Sale With PrimaryBedroom Upstairs

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

$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

$575,000

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

$5,700,000

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

$1,300,000

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

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

5429 Essex Avenue S, Gulfport

$1,375,000

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

Virtually Staged. Welcome to a beautifully reimagined piece of Gulfport history in Pasadena Estates—a 1920s Spanish-Mediterranean gem on a sprawling 1/3-acre lot. Meticulously restored, this residence honors its architectural heritage w/ original arches, beamed vaulted ceilings & exquisite woodwork throughout, complemented by deco-stucco interior walls. Featuring beautiful hardwood floors alongside elegant wood-look tile, every room radiates warmth and style. W/ 3-4 beds & 2 full/2 half baths, it artfully blends thoughtful, high-end renovations for modern comfort while retaining its historic charm. Venture through the grand foyer into a sun-drenched formal parlor anchored by a classic wood-burning fireplace and handcrafted details, incl. authentic corbels & exposed beams. Entertain in elegance in the formal dining rm, which features a stunning crystal chandelier & opens through French doors to a picturesque Spanish courtyard w/ a tranquil old-world fountain. The chef's kitchen is a showstopper w/ wood cabinetry, granite counters, premium appliances incl. a new 2026 dishwasher, designer lighting & a luxurious quartz island. A spacious Butler's Pantry connects directly to a powder rm, complete w/ a well-appointed wet bar & fridge—perfect for entertaining guests or hosting special occasions. Adjacent spaces incl. a mudroom w/ updated electrical panel (2020), a 4th bed/flex rm, cleverly concealed laundry closet & half bath. The family rm features shiplap built-ins & seamless indoor-outdoor living. The sparkling saltwater pool was resurfaced less than a yr. ago, w/ a new pump & saltwater system replaced in 2023. Enjoy the lovely, landscaped grounds & a firepit set on easy-maintenance artificial turf. Upstairs, the renovated primary suite is a sanctuary, boasting a spa-inspired bath w/ Italian Carrara marble, custom glass & a designer double vanity, plus an expertly crafted dressing closet. Add'l rms retain vintage charm w/ original fixtures & a restored cast-iron tub. Recent upgrades—incl. a new 2025 roof, hurricane-rated doors, new 2nd-fl. A/C (July 2025), serviced & inspected downstairs A/C, Renewal by Andersen® windows, spray foam insulation, updated plumbing & more—ensure lasting peace of mind for buyers seeking a move-in ready, storm-ready historic home in Gulfport, FL. The property also offers natural gas—a valuable feature for buyers seeking energy flexibility & efficiency. Uninterrupted Terminix pest control service since purchase provides an additional layer of protection and confidence for the next owner. The current owners beautifully redesigned the front w/ landscaping & brick pavers, creating a welcoming circular drive & convenient guest parking. The detached 2-car garage offers the owners exclusive rear-entry access—perfect for added privacy and ease—and is equipped w/ 2 add'l electrical panels. All of this is just mins. from Gulfport Beach, St. Pete Beach, Pasadena Yacht & Country Club & downtown St. Petersburg. Nestled in the heart of Gulfport, FL—known for its small-town charm & vibrant local culture—enjoy tree-lined streets, art galleries, shops & eateries. Gulfport Beach and the Recreation Center are nearby for swimming & kayaking, and parks offer scenic views & outdoor activities. Year-round events like art fairs & farmers' markets, Maynard Duryea Bayview Park & Treasure Island Beach are just a short drive away.

6251 10th Avenue S, Gulfport

$2,295,000

4 Beds ⋅ 3 Baths ⋅ Kipp's Colony Estates At Pasadena Yacht/Country Cl SubDv. ⋅ 33707 Zip Code

Virtually Staged. Welcome to 6012 Kipps Colony Drive E, an exceptional custom residence nestled within the guard-gated community of Pasadena Yacht & Country Club in the Kipps Colony Estates of Gulfport. Situated on a quiet interior homesite, this elegant property offers privacy, sophistication, and the refined lifestyle synonymous with one of Tampa Bay’s premier country club communities. A stately exterior, manicured tropical landscaping, and an expansive paver drive create a grand arrival. Inside, soaring ceilings and expansive windows fill the home with natural light, highlighting the spacious, thoughtfully designed floor plan. The seamless flow between formal and casual living spaces makes the home equally suited for elevated entertaining and relaxed everyday living. The chef’s kitchen serves as the heart of the home, featuring custom cabinetry, premium stone countertops, high-end stainless appliances, wet bar with transparent wine closet and generous island seating—perfect for gathering with family and guests. Adjacent living and dining areas offer both openness and intimacy, creating versatile spaces for hosting or unwinding. The primary suite is a true retreat, offering generous proportions, refined finishes, and a spa-inspired bath complete with dual vanities, a soaking tub, walk-in shower, expansive his & her walk-in closets, and access to rear balcony. The media room is equipped with projector screen and surround sound system, and the 3 additional guest suites provide comfort and privacy, making the home ideal for extended stays or multi-generational living. Outdoor living is designed for year-round enjoyment. A covered lanai and beautifully appointed outdoor kitchen, sparkling pool with spill-over spa and submerged firepit create a private sanctuary for dining al fresco, entertaining, or simply relaxing in the Florida sunshine. The home’s quality construction and elevated design provide both elegance and peace of mind. Additional highlights include: Elevator, Impact-rated windows and doors, Oversized garage with ample storage, Smart home features, Meticulous landscaping & pavered areas, Flexible bonus or office space, and much more. Residents of Pasadena Yacht & Country Club enjoy access to optional membership amenities including championship golf, tennis, fitness, dining, and a full-service marina—all within a secure, private setting. Ideally located just minutes from award-winning Gulf beaches, vibrant downtown St. Petersburg, and Tampa International Airport, this address offers convenience paired with exclusivity. 6012 Kipps Colony Drive E is a statement of timeless design and effortless country club living—where privacy, prestige, and location converge beautifully.

6012 Kipps Colony Drive E, Gulfport

$1,150,000

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

Under Construction. You still have a chance to do the design options of your choice, so take this opportunity since the interior works will begin in January of 2026. ***The pictures presented in this listing are of the similar home model that was sold. This home is still under construction*** Discover this beautifully designed brand-new construction home in the heart of Gulfport. This spacious two-story property offers 4 bedrooms, 3.5 bathrooms, a private office, and 2,791 sq ft of modern living space, thoughtfully crafted for comfort, functionality, and style. The first floor features a private guest bedroom with its own full bathroom, a dedicated office, a convenient half bath, and an open-concept living area with large windows that bring in plenty of natural light. The kitchen and dining spaces flow seamlessly, creating an ideal layout for everyday living and entertaining. Upstairs, the primary suite includes a beautifully appointed bathroom and walk-in closet. Two additional bedrooms and another full bathroom complete the second level. The laundry room is also located upstairs for convenience. Enjoy outdoor living on the covered lanai, and take advantage of the spacious two-car garage with extra room for storage. Built to today’s energy-efficient standards, this home offers peace of mind with brand-new systems, materials, and construction quality. Located on a quiet street in a growing neighborhood of new homes, this property is just minutes from the Gulfport Waterfront District, St. Pete Beach, marinas, parks, and downtown St. Petersburg. A perfect blend of modern design and coastal Florida living.

6325 11th Avenue S, Gulfport

$2,999,000

5 Beds ⋅ 6 Baths ⋅ Skimmer Point Ph Ii SubDv. ⋅ 33707 Zip Code

Motivated Seller! Welcome to a true waterfront paradise offering spectacular, unobstructed open bay views—the ideal setting for the Florida lifestyle, perfect for kayaking, swimming, and quiet enjoyment. Discover unparalleled luxury in this exquisite, fully renovated waterfront estate nestled within a spectacular GATED COMMUNITY. Enjoy the beautiful amenities of the renowned Pasadena Yacht & Country Club, all while benefiting from an incredible location with less than a 15-minute commute to vibrant Downtown St. Pete! This estate has been renovated top-to-bottom and offers 5 spacious en-suite bedrooms plus a 1/2 bathroom, providing comfort and privacy for all. The exterior boasts an entertainer’s dream with an extended deck overlooking the bay, a resurfaced pool, and a brand new, unused pool bar area. This ultimate outdoor kitchen features two new refrigerators, a dedicated ice maker, dishwasher, and a 3-tap system for premixed beverages. The waterfront is ready for your toys with a new dock system featuring a confirmed 16,000 lb fully loaded boat lift and a separate lift for two jet skis. Anglers will appreciate the brand new installed fish cleaning station with a dedicated water line. Inside, the home is appointed with the highest level of luxury finishes. The flooring is brand new throughout, featuring elegant new carpet and premium luxury vinyl plank (LVP). The living room offers a grand scale with high ceilings, complemented by tasteful Hunter fans and high-end Moen fixtures in the baths. Every bathroom features the exquisite Cambria Brittanica Quartz from the Luxury Collection. The gourmet kitchen is equipped with top-of-the-line KitchenAid appliances (including a new dishwasher), and the laundry room features the largest capacity Samsung washer and dryer set available. Practical amenities abound, including a 4-car garage that is convertible to 5-car capacity for the collector or enthusiast. Crucially, the home features a dedicated craft room—completely separate from the bedrooms and den—offering an invaluable space for hobbies without sacrificing a bedroom. The primary suite is a true retreat, featuring a large walk-in closet and a convenient wet bar area with a fridge and sink. This is not just a house; it's a completely renovated, ready-to-enjoy luxury compound.

5918 Skimmer Point Boulevard S, Gulfport

$2,200,000

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

One or more photo(s) has been virtually staged. Experience modern coastal luxury in this newly constructed Pasadena Model Home, where striking contemporary architecture meets timeless Florida charm. Designed with clean lines and sunlit open spaces in cool gray tones, this residence blends style and function with effortless grace. Set within the exclusive gated Pasadena Yacht & Country Club community, this Skimmer Point masterpiece features an impressive home, perfect for those who value both elegance and practicality. Inside, sophisticated finishes, soaring ceilings, and seamless indoor-outdoor living spaces invite relaxation and entertaining alike. Residents have available the ability to join with a shorten wait time, the premier Pasadena Yacht & CC with amenities including a private Arnold Palmer–designed golf course, full-service clubhouse, fine dining, tennis and pickleball courts, and an 80-slip marina accommodating yachts up to 80 feet. Just beyond the gates, discover the charm of downtown Gulfport—a short stroll away—offering boutique shopping, waterfront cafés, lively restaurants, and vibrant local markets. Including the luxury of Downtown St Petersburg, the beaches and Tampa, all of which just minutes away! This home is not just a residence—it’s a lifestyle defined by coastal sophistication and resort-style comfort.

5966 Bayview Circle S, Gulfport

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Gulfport Real Estate & Homes With PrimaryBedroom Upstairs