Regatta Bay Homes with Traditional Design

Regatta Bay Homes with Traditional Design

Welcome to Regatta Bay, a premier subdivision located in Destin, FL, in the heart of Okaloosa County. This exclusive community offers a luxurious lifestyle with top-notch amenities and stunning homes with traditional design.

Regatta Bay is a sought-after neighborhood known for its upscale properties and beautiful surroundings. The homes in this subdivision boast classic architectural styles, featuring elements such as pitched roofs, symmetrical facades, and elegant details that exude timeless charm.

Living in Regatta Bay means enjoying a sophisticated yet welcoming atmosphere, where residents can take advantage of various recreational facilities, including a championship golf course, tennis courts, swimming pools, and a clubhouse. The community is perfect for those who appreciate a high standard of living and a strong sense of community.

Located in Destin, known for its pristine beaches and vibrant lifestyle, Regatta Bay offers the perfect blend of tranquility and convenience. Residents can enjoy easy access to local shops, restaurants, and entertainment options, making it an ideal place to call home.

If you are looking for a home with traditional design in a prestigious neighborhood, Regatta Bay is the perfect choice. Experience luxury living at its finest in this exclusive community in Okaloosa County, FL.

Newest Regatta Bay Homes with Traditional Design

$2,597,000
4 Beds 6 Baths 1011182 MLS
Set within the gated Regatta Bay community in Destin, Florida, this residence is designed around the way life is lived here: with a private pool, outdoor kitchen, first-floor primary retreat, generous guest accommodations and multiple spaces for gathering. Regatta Bay brings golf, boating, dining, shopping and time outdoors into the rhythm of everyday life, with Destin Commons, Whole Foods and nearby restaurants just beyond the gates, and the Regatta Bay Golf & Yacht Club, marina and community recreation close at hand. The community's familiar refrain still captures the appeal: ''Live, Shop, Dine, Play. Never Leave Regatta Bay.'' A clay tile roof gives the home a timeless coastal presence, while inside, paneled walls at the entry introduce an interior defined by craftsmanship and scale. Tall ceilings, hardwood floors and custom tile continue throughout, creating a sense of warmth and permanence without feeling overly formal. In the main living room, exposed ceiling beams add architectural dimension while a gas fireplace creates a natural gathering point at the center of the home. The kitchen carries that same balance of form and function. A gas range, illuminated glass-front cabinetry and custom tile backsplash bring character to the space, while a butler's pantry provides valuable storage and preparation space away from the main kitchen. Near the dining area, a dedicated wet bar with refrigerator and ice maker keeps entertaining effortless and allows drinks and conversation to flow without interrupting the kitchen. The first-floor primary suite is intentionally removed from the secondary bedrooms, giving it the privacy and quiet of a true retreat. A generous closet with built-in dressers reinforces the feeling of a suite designed for long-term living rather than simply an oversized bedroom. Custom tile continues into the baths, including a distinctive powder room near the entry, while a dedicated laundry room with sink adds another layer of practical ease. Upstairs, the home shifts naturally into a private guest and family level. A second living room creates another place to gather, relax or spread out, while an additional wet bar with refrigerator and sink allows the space to function independently from the main level. Three bedroom suites are located upstairs, each with its own full bath, along with a separate half bath serving the shared living space. Balconies off the upstairs bedrooms extend the experience outdoors and provide quiet places to enjoy the Regatta Bay setting. Outside, the heated private pool becomes the natural center of life at home. A built-in barbecue grill, sink and refrigerator create a true outdoor entertaining space where afternoons by the pool can move easily into dinner and evenings outside. Whether the house is quiet or filled with guests, the outdoor environment feels like an extension of the interiors rather than a separate amenity. That sense of ease is what makes Regatta Bay particularly distinctive within Destin. The community was designed around the idea that much of the lifestyle people come to Northwest Florida to enjoy can happen close to home. Golf, boating, clubhouse dining and recreation are part of the Regatta Bay experience, while the marina connects life in the community to the waters of Choctawhatchee Bay. Destin Commons, restaurants, shopping and everyday conveniences are immediately nearby, and the Gulf of Mexico and the beaches of Destin remain within easy reach. It is a place where a day can begin with a round of golf, move to the marina or an afternoon on the water, continue with dinner or shopping at Destin Commons and end back home beside your own pool. The long-standing Regatta Bay philosophy, "Live, Shop, Dine, Play. Never Leave Regatta Bay," still captures what makes the community compelling: not isolation from Destin, but exceptional access to so much of what defines it. For buyers searching for a luxury home in Regatta Bay, a gated Destin residence with a private pool and outdoor kitchen, or a home with a first-floor primary suite and separate ensuite guest accommodations, this property brings those elements together in a way that feels both refined and livable. Its architectural details, multiple entertaining spaces, three-car garage and thoughtful separation between private and gathering areas create a home designed for everyday living, entertaining and extended stays, while its setting in Regatta Bay places golf, boating, dining, shopping and the broader Destin lifestyle just beyond the front door.

4562 Leeward Ln, Destin

$1,889,000
5 Beds 4 Baths 1006567 MLS
Welcome to 440 Regatta Bay Blvd, a beautiful single-level home located within the prestigious, gated golf course community of Regatta Bay. Situated on a golf course lot, this extensively renovated residence offers the ideal blend of luxury, functionality and relaxed coastal living. Spanning approximately 3,644 square feet of living space, this thoughtfully designed home features 5 bedrooms, 3.5 bathrooms and an expansive open-concept floor plan. With extensive renovations completed between 2019-2026, this property has been meticulously enhanced with high-end finishes, modern systems and designer touches throughout. From the moment you arrive, the home makes a striking impression with beautiful, updated landscaping, fresh exterior paint and a welcoming entry that reflects the quality found inside. A climate controlled 3-car garage provides multi-functional use, ample parking, plenty of storage and a Level 2 EV charging port. Step through the front door into a light-filled interior where high ceilings, updated finishes and an open layout create a sense of comfort and sophistication. The heart of the home is the chef-inspired, fully updated customized kitchen. This showstopping space features custom cabinetry, an island with a prep sink, leathered granite countertops and a large ceramic farmhouse sink. A professional-grade 48-inch gas range with double ovens anchors the space, making it ideal for entertaining! Adjacent to the kitchen, the spacious living area serves as a central gathering place, enhanced by a newly installed designer fireplace that adds warmth and a modern focal point. The primary suite is a true retreat. The renovated ensuite bath reflects a spa-like aesthetic, featuring a beautifully retiled walk-in shower, a new double vanity and updated finishes. Four additional bedrooms provide exceptional flexibility for family, guests, or work-from-home needs. One bedroom includes its own ensuite bath, offering privacy ideal for guests or multigenerational living. Additional updates to both the ensuite and powder bath ensure consistency in design and quality throughout the home. Step outside to experience one of the property's most compelling features, the private outdoor oasis. A custom heated saltwater pool, completed with a screened enclosure and paver decking, creates the perfect environment for year-round enjoyment. Whether you're hosting poolside gatherings, enjoying quiet evenings under the lanai or soaking in the Florida sunshine, this space is designed for both relaxation and entertainment. The large, fully fenced backyard is a rare find within a golf course setting, offering both privacy and space--ideal for pets, play or future customization. Beyond the fence line, the home enjoys peaceful golf course views. This property has also been significantly upgraded with major system improvements, providing peace of mind for years to come. Highlights include a new HVAC system, a tankless water heater for energy efficiency and endless hot water and updated interior and exterior paint. Regatta Bay is a serene, gated community that seamlessly blends golf and boating, offering a lifestyle that is truly unparalleled! The essence of the Regatta Bay Lifestyle revolves around convenience, allowing residents to easily access numerous enjoyable destinations within minutes via golf cart, including the beach! Within the community, residents can indulge in golf, swimming, tennis, pickleball, parks, playgrounds, the Regatta Bay Clubhouse, Legendary Marine, and Legendary Yacht Club. Furthermore, Regatta Bay features a private road that leads directly to the Destin Commons, where an array of popular retail stores for both men and women awaits, alongside a diverse selection of restaurants, Whole Foods, Bass Pro, Lowes, an AMC movie theater, and Uncle Buck's Bowling-all easily reachable by golf cart. Regatta Bay is centrally located offering easy access to the airport and only a few miles from Northwest Florida's finest hospital. Schedule your private tour today and experience the elegance of Regatta Bay living.

440 Regatta Bay Blvd, Destin

$2,379,000
4 Beds 5 Baths 1002898 MLS
Less than a mile from the beach, this breathtaking new construction home delivers exceptional luxury and striking attention to detail. Welcome to Tradewinds--the newest enclave within Regatta Bay--featuring 54 exclusive homesites inspired by refined West Indies and Dutch-Caribbean architecture. This exquisite residence offers over 3400 square feet of climate-controlled living space with 4 bedrooms, 4 full baths, and 1 half bath. Designed for seamless indoor-outdoor enjoyment, the home centers around a private outdoor oasis complete with a summer kitchen, hot tub and an Alys Beach-inspired pool, creating an ideal setting for both relaxation and entertaining. Inside, the open-concept layout immediately impresses. The expansive living room is anchored by a custom fireplace and flows effortlessly into a chef's kitchen featuring quartzite countertops, a large island, premium appliances, and a spacious pantry with custom shelving. The first-floor primary suite offers serene views and direct access to the outdoor living area. Its spa-like bathroom includes dual vanities, designer lighting, a custom-tiled walk-in shower, and a luxurious soaking tub. A generously sized walk-in closet features custom shelving and built-in his and her storage. Also on the main level is a stylish powder room and a private guest suite with its own bath. The second floor features a large bonus room with a wet bar, laundry room, two guest suites with private baths and a large balcony perfect for enjoying evening breezes. Built by Legendary Home Builders, utilizing only the finest materials and high end finishes such as: wind and impact resistant windows, wind and impact rated doors, insulated wind and impact rated garage doors, insulation in all interior walls for energy efficiency, sound proofing insulation between floors for sound barrier, stainless steel door hinges, custom wood shelving in all closets, Kohler plumbing throughout, custom solid wood cabinetry throughout with soft close hinges, surround sound, smart home technology customizable for homeowner, led lighting throughout and so much more! This extraordinary home captures the essence of modern coastal luxury beautiful, functional, and just moments from the beach. Regatta Bay is a serene, gated community that seamlessly blends golf and boating, offering a lifestyle that is truly unparalleled! The essence of the Regatta Bay Lifestyle revolves around convenience, allowing residents to easily access numerous enjoyable destinations within minutes via golf cart, including the beach! Within the community, residents can indulge in golf, swimming, tennis, pickleball, parks, playgrounds, the Regatta Bay Clubhouse, Legendary Marine, and Legendary Yacht Club. Furthermore, Regatta Bay features a private road that leads directly to the Destin Commons, where an array of popular retail stores for both men and women awaits, alongside a diverse selection of restaurants, Whole Foods, Bass Pro, Lowes, an AMC movie theater, and Uncle Buck's Bowling-all easily reachable by golf cart. Regatta Bay is centrally located offering easy access to the airport and only a few miles from Northwest Florida's finest hospital. Schedule your private tour today and experience the elegance of Regatta Bay living.

4564 Leeward Ln, Destin

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