Gulfport Homes with Three+ Story Property Description

Gulfport Homes with Three+ Story Property Description

Welcome to Gulfport, a charming city located in Pinellas County, Florida. Nestled within the city of South Pasadena, Gulfport offers a unique blend of coastal living and vibrant community atmosphere.

If you are looking for homes with character and style, Gulfport has a variety of properties to offer, including those with three or more stories. These homes provide not only ample space but also stunning views of the surrounding area, making them a great choice for those who appreciate a touch of luxury in their everyday life.

Living in Gulfport means being part of a close-knit community that values art, culture, and the beautiful outdoors. With its eclectic mix of shops, restaurants, and art galleries, there is always something new to explore in this dynamic city. Whether you enjoy strolling along the waterfront, attending local events, or simply relaxing on the beach, Gulfport has something for everyone.

If you are considering making Gulfport your new home, now is the perfect time to explore the real estate options available. From historic homes to modern waterfront properties, Gulfport has something to suit every taste and budget. Come and discover all that this vibrant city has to offer - you may just find your dream home in Gulfport!

Newest Gulfport Homes with Three+ Story Property Description

$3,200,000
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 Hugh 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

$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

$1,475,000
4 Beds 5 Baths Kipps Colony Estates At Pasadena Yacht/Country Cl SubDv. 33707 Zip Code
Welcome to 6024 Kipps Colony Drive East, a beautifully updated concrete-block home tucked inside the private gates of Pasadena Yacht & Country Club’s sought-after Kipps Colony. This residence blends comfort, design and thoughtful upgrades in a setting built for everyday living and memorable entertaining. From the curb, a newly installed tile roof and freshly painted exterior signal the care and investment poured into the home. Step inside, and you’re greeted by a sunlit great room with soaring 20-foot ceilings, gleaming marble floors and full-length French doors that open to the terrace, ideal for seamless indoor-outdoor living. A dramatic double-sided fireplace adds warmth and architectural interest, setting the tone for relaxed elegance. The remodeled kitchen is built for the way we live now, offering clean lines, functional storage and refined finishes. Custom soft-close cabinetry, quartz countertops, and Bosch stainless steel appliances are accented by brass fixtures and designer lighting that bring the space together with a quiet sense of luxury. Retreat to the primary suite, where a private fireplace, built-in morning bar and dual spa-inspired baths create a personal escape. One bath is light and serene, with a freestanding soaking tub, artisan tilework and soft blue cabinetry. The other is tailored and warm, with rich wood, marble finishes and striking lighting. Two walk-in closets and direct laundry access keep your daily routine effortless. Upstairs, two generous guest suites each offer private baths, walk-in closets, and hardwood floors. French doors lead out to balconies where you can enjoy breezes and water views, ideal for reading, unwinding or hosting overnight guests. Out back, a wide 40-by- 38-foot terrace provides room for grilling, lounging or future plans for a custom pool. A second laundry area, conveniently just off the garage, makes outdoor living even easier—ideal for managing towels and gear once the pool is installed. With no rear neighbors, the space is quiet, private and ready for your vision. The four-car garage has extra depth and storage—ideal for a home gym, workshop or collector’s setup. Additional highlights include plantation shutters, detailed millwork, hurricane protection, and adjustable ambient lighting to match the mood or time of day. As a resident of Pasadena Yacht & Country Club, you’ll have access to optional membership amenities including a deepwater marina, 18-hole golf course, tennis courts, a resort-style pool and a full-service clubhouse. All of this, just minutes from Gulf beaches, local dining, and downtown St. Petersburg’s vibrant arts and culture.

6024 Kipps Colony Drive E, 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

$2,798,000
7 Beds 8 Baths Boca Ceiga Park SubDv. 33707 Zip Code
Discover a one-of-a-kind modular home steps from Boca Ciega bay with fabulous views from every level. This stunning home boasts 7 bedrooms, 7.5 bathrooms, and a spacious 5-car garage. Imagine the options afforded by this layout. Perfect for multi generational living, Airbnb or income producing potential,1031 exchange, Entrepreneurial think tank retreat,hotel or one large single dwelling. Featured RV garage, perfect for storing your work vehicle, creating a mobile office or even launching a rental business. Step into your own private retreat, featuring separate living quarters on each level. With private entrances and upscale finishes throughout, you’ll enjoy flexibility without sacrificing privacy. The top floor is a true sanctuary—your personal haven with 3 bedrooms, a beautifully designed office, and breathtaking views of Boca Ciega Bay. Bask in natural light on rich mahogany floors beneath soaring vaulted ceilings. The gourmet kitchen, equipped with a gas stove and expansive island, leads to a covered veranda where sunsets paint the sky, perfect for entertaining or evenings of relaxation. The second floor is a versatile space, currently optimized as a 2-bedroom suite and 1-bedroom executive apartment—ideal for guests or rental income. On the ground floor, a charming studio suite offers an additional escape, complemented by a well-equipped workshop and beautiful landscaping nourished by a well-water irrigation system. Every inch of this estate reflects unparalleled craftsmanship with features like hurricane-impact windows, individual climate control for each space, tankless water heaters, and a whole-house water filtration system. Designed to embrace the luxury of coastal living while providing peace of mind with CAT 5 storm resilience. This home truly stimulates everyone’s imagination. Embrace the ultimate Florida lifestyle—this exceptional property awaits your personal touch! In the heart of downtown Gulfport steps from Boca Ciega Bay.

5659 Shore Boulevard 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

$1,650,000
5 Beds 7 Baths Boca Ceiga Park SubDv. 33707 Zip Code
BIG PRICE DROP! Newer construction modern coastal style home right in the heart of Gulfport. One block from the water and mere steps from all of the local favorites on Beach Drive. This three-level block construction home is a fortress with impact rated windows and doors. The oversized garage and corner lot provide ample parking for cars, golf carts, boats, and anything else you can think of. All five bedrooms have their own ensuite and each floor boasts a separate powder room. The open concept kitchen stuns with quartz countertops, soft close shaker cabinetry, high end Samsung appliances, and luxury lighting fixtures. Surrounding the entire second floor is a beautiful wrap around porch with marvelous water views that provide the perfect space for entertaining and taking in the Florida sunsets. The water views are further amplified off the third floor balcony beyond the loft and wet bar. Your own private elevator connects each floor making this residential masterpiece functionally flawless. Smart home features include a complete home security system, cameras, MyQ garage doors, and a Schlage smart lock. Other amazing features are the luxury vinyl flooring throughout, Eemax tankless hot water heater, recessed energy efficient LED lighting, and it can come fully furnished. For the investor looking to add a crown jewel to their portfolio please inquire about the financials and pro forma projections. Call today and be the envy of family, friends, and neighbors!

5402 31st Avenue S, Gulfport

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