Regatta Bay Homes with Private Yard Exterior Features

Regatta Bay Homes with Private Yard Exterior Features

Welcome to Regatta Bay, a picturesque subdivision nestled in the heart of Destin, Florida, within the charming Okaloosa County. This vibrant community is renowned for its stunning natural beauty and luxurious lifestyle, making it a coveted destination for families and retirees alike.

Regatta Bay offers an exceptional selection of homes, each designed with elegance and comfort in mind. One of the standout features of these residences is the private yard exterior, allowing homeowners to enjoy their own outdoor oasis. Imagine hosting summer barbecues or simply relaxing in your lush, green space while soaking up the Florida sunshine. These private yards provide a perfect backdrop for gardening, playtime with the kids, or quiet evenings under the stars.

The subdivision is not just about beautiful homes; it also boasts a wealth of amenities. Residents can take advantage of nearby parks, walking trails, and recreational facilities that promote an active lifestyle. The community is conveniently located near Destin's stunning beaches, where sun-soaked days and breathtaking sunsets await.

In addition to its natural allure, Regatta Bay is situated close to top-rated schools, shopping centers, and dining options, ensuring that everything you need is just a short drive away. Whether you’re looking for a family-friendly neighborhood or a peaceful retreat, Regatta Bay offers the perfect blend of luxury, convenience, and community spirit. Come discover your dream home in this enchanting subdivision and experience the best of coastal living in beautiful Destin, Florida!

Newest Regatta Bay Homes with Private Yard Exterior Features

$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
$2,765,000
4 Beds ⋅ 5 Baths ⋅ 1000872 MLS
Located within the elevated Regatta Bay Golf & Yacht Club, this newly constructed residence by the renowned Boswell Builders exemplifies refined coastal luxury and exceptional craftsmanship. Perfectly positioned near the front of the community for ease of access, this home offers both privacy and convenience within one of Destin's most sought-after gated neighborhoods. Regatta Bay is known for its world-class amenities, including a championship golf course, private marina access, tennis courts, walking trails, and a beautifully appointed clubhouse--delivering a resort-style lifestyle just minutes from the Gulf. Inside, every detail has been thoughtfully curated. The chef's kitchen is anchored by a stunning 10-foot waterfall island and outfitted with premium appliances including a Sub-Zero refrigerator, Wolf gas cooktop, and Wolf double ovens, complemented by an additional full-size refrigerator in the expansive butler's pantry. Entertain effortlessly with a dedicated wine room featuring a 151-bottle dual-zone wine refrigerator. The open-concept living space flows seamlessly to a fully climate-controlled outdoor living area, complete with a gas fireplace, vaulted wood ceilings, and a summer kitchen featuring a Coyote gas grill. Designed for year-round enjoyment, this space opens entirely to the backyard, where a heated custom pool and spa are surrounded by elegant white ivory travertine pavers and an oversized lanai ideal for dining and gatherings. The primary suite is a private retreat, showcasing an architecturally striking tray ceiling, dual oversized walk-in closets, and a spa-like bath with a garden tub, dual-entry shower, and rare his-and-hers separate toilet rooms--an elevated feature seldom found even in luxury homes. A dedicated office provides a quiet workspace, while crown molding and a custom lighting package enhance the home's sophisticated aesthetic throughout. Upstairs, a secondary living area opens to a balcony with lovely water views overlooking the Regatta Bay golf course. Three spacious guest suites, each with en suite baths, and a large storage room complete the second level. Additional highlights include a 3-car garage, Scotsman ice maker, and impeccable attention to detail at every turn. This is a rare opportunity to own a truly exceptional new construction home in one of Destin's premier luxury communities.

4696 Westwinds Way, Destin
$3,490,000
4 Beds ⋅ 6 Baths ⋅ 995363 MLS
Less than a mile from the beach! Welcome to Tradewinds, the newest community in Regatta Bay consisting of 54 homesites with a West Indies/Dutch architectural influence. This beautiful home was built in 2023 and offers modern luxury indoor/outdoor living w/ 4797 sq. ft. of heated/cooled space, 4 beds, + study, 4 full baths and 2 half baths. Exterior features include an outdoor living space overlooking the golf course and lake with covered and uncovered space for entertaining and lounging, summer kitchen, pool/jacuzzi and fire pits. This home features lush landscaping that is maintained by the association, paver driveway and a 3-car garage plus golf cart garage. The home was finished with designer chosen selections throughout including shiplap, Venetian Plaster, tumbled travertine & wood flooring, quartzite & marble countertops and solid wood custom cabinetry just to name a few. The 1st floor offers a split floor plan and includes a family room w/gas fireplace, dining area, gourmet kitchen with all the bells and whistles, scullery with additional kitchen appliances, butler's pantry, wet bar, study, powder bath for guests, laundry room and a guest suite with private bath. The master suite is also located on the 1st floor and features a custom cathedral ceiling with painted wood beams, sitting area and a showstopping master bath which includes separate his and her walk-in closets, separate his and her vanities, separate his and her water closets, a large custom marble tile shower, soaking tub and last but not least a master laundry room! The 2nd floor offers a large entertainment space with wet bar, powder bath for guests, 2 guest suites with private baths and a laundry room. Built by Legendary Home Builders utilizing the most current technology for each build using 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, foam spray insulation in roof for superior energy efficiency, insulation in all interior walls for energy efficiency and sound proofing, insulation between floors for sound barrier, stucco homes equipped with Enviro-dry liquid waterproofing house wrap, gas lanterns, stainless steel door hinges, custom wood shelving in all closets, Kohler plumbing throughout, all showers have KBRS waterproofing systems specifically designed to maintain integrity & durability, air conditioning zones for maximum efficiency, Rinnai tankless water heaters, custom solid wood cabinets throughout with soft close hinges, smart home technology customizable for homeowner, LED lighting throughout. Regatta Bay is a quiet, gated, golf & boating community that offers a LIFESTYLE unlike no other! The Regatta Bay Lifestyle is about convenience! You can golf cart to so many fun places in minutes, including the Beach! Within Regatta Bay, there is golf, swimming, tennis, pickle ball, park, playground, Regatta Bay Clubhouse, Legendary Marine & Legendary Yacht Club. Regatta Bay offers a private road that takes residents to the Destin Commons, where you'll find an array of popular men's and women's retail stores, a variety of restaurants, Whole Foods, Bass Pro, Lowes, AMC movie theater and Uncle Buck's Bowling! ALL ACCESSIBLE BY GOLF CART.

4548 Sailmaker Ln, Destin
$1,635,000
4 Beds ⋅ 5 Baths ⋅ 968593 MLS
Tucked behind the gates of Regatta Bay, this custom Destin retreat was designed for the buyer who wants luxury without compromise. A home that feels elevated, private, and built for the way people actually want to live on the Emerald Coast. From the moment you enter, the home delivers a warm, refined atmosphere with soaring ceilings, rich architectural detail, natural light throughout, and seamless indoor-outdoor flow. The open-concept design was made for entertaining, whether hosting friends around the chef's kitchen, opening the living space to the resort-style pool area, or enjoying quiet evenings after a day on the water or golf course. The kitchen anchors the home with premium finishes, custom cabinetry, quartz countertops, high-end appliances, and an oversized island that naturally becomes the center of the home. The main living areas feel both sophisticated and comfortable, blending luxury finishes with an inviting coastal warmth that is difficult to find in newer construction today. The primary suite offers a true private retreat with spa-inspired finishes, generous space, and direct access to the outdoor living area. Additional guest suites provide flexibility for family, entertaining, or working remotely while maintaining privacy throughout the layout. Outside, the backyard was designed to feel like a private resort. The pool, covered outdoor living space, and lush tropical surroundings create an atmosphere that feels worlds away while still being minutes from Destin's beaches, boating, dining, shopping, and entertainment. Located inside one of Destin's premier gated golf communities, Regatta Bay offers a lifestyle centered around convenience, luxury, and recreation with golf, tennis, walking trails, and close proximity to the marina and Gulf waters. This is more than just a beautiful home. It's a rare opportunity to own a refined coastal retreat in one of Destin's most desirable communities.

257 Moonlit Way, Destin
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