Regatta Bay, FL Real Estate Search

Regatta Bay, FL Waterfront Homes for Sale

Regatta Bay, located in the picturesque Destin area of Florida, is a premier destination for those seeking stunning waterfront homes that offer both luxury and tranquility. This community is renowned for its scenic beauty, featuring lush landscapes and an abundance of outdoor activities, including boating, fishing, and golfing. The real estate market here showcases a variety of exquisite properties, ranging from elegant single-family homes to sprawling estates, each boasting breathtaking views of the bay and easy access to pristine beaches. Buyers will appreciate the meticulous attention to detail and high-end finishes found in many of these homes, making Regatta Bay a sought-after location for those looking to invest in a serene coastal lifestyle.

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Newest Regatta Bay, FL Waterfront Homes for Sale

$1,499,000
4 Beds ⋅ 5 Baths ⋅ 1007240 MLS ⋅ 3,340 SqFt.
It's all about the VIEW! 503 Regatta Bay blvd is located lake front across from the 16th tee (no golf balls hit your home) in the prestigious Regatta Bay Lakes neighborhood. This custom built home is excellent for entertaining with 20' ceilings, wide open spaces, a grand staircase, disappearing sliding glass doors that open on to the screened in pool lanai with non slip tile, hot tub, built in outdoor kitchen and plenty of room for seating that allows for al fresco dining while you watch the sunset nightly and fireworks 3 times a year bug free. The pool bathroom helps keep water contained outside and comes with a shower to wash off the sand from the beach only 1.5 miles away. There are door alarms for peace of mind with little ones too. The gourmet kitchen has custom dovetailed

503 Regatta Bay Blvd, Destin
$3,550,000
4 Beds ⋅ 9 Baths ⋅ 1002551 MLS ⋅ 7,974 SqFt.
Welcome to 434 Captains Circle--an extraordinary European-inspired French Château, gracefully positioned within the prestigious, guard-gated enclave of Regatta Bay. This private, 24/7 secured sanctuary offers a rare blend of refined elegance and coastal serenity, meticulously crafted for both grand-scale entertaining and elevated everyday living. Set on 1.23 acres of lush, manicured grounds and constructed with ICF for enduring strength and efficiency, this custom estate is a testament to timeless design and impeccable craftsmanship. Uniquely sited right off the tranquil shores of Choctawhatchee Bay, the residence boasts over 80 feet of waterfront, framed by native sawgrass and an untouched nature preserve--offering a truly serene and picturesque backdrop. Encompassing nearly 8,000 square feet of exquisitely appointed interiors, this architectural masterpiece embodies the art of fine living, where grand proportions and classical French design converge with modern comfort. Each room has been thoughtfully curated to exude casual luxury, timeless detail, and an effortless sense of sophistication. As you arrive at this stately estate, you're welcomed by mature, manicured landscaping and an expansive brick paver circular drive centered around an exquisite Italian fountain perfectly framing the limestone-clad façade of this chateau-inspired masterpiece. Constructed with nearly 9-inch thick poured concrete exterior walls, the home offers unparalleled structural integrity and timeless grandeur. The entrance is marked by a pair of magnificent, hand-carved mahogany doors, each standing 8 feet tall, opening into a breathtaking two-story foyer crowned with a soaring 22-foot domed ceiling. A sweeping freestanding curved staircase known as the 'wedding' stair graces the space, crafted in rich wood and adorned with intricate ironwork. Italian marble columns, dual Juliette balconies, and grand architectural symmetry elevate the ambiance. Throughout the estate, natural oak hardwood floors, 10-foot ceilings, and lavish Venetian plaster walls are complemented by elaborate millwork, including 14-inch baseboards and crown moldings ranging from 8 to 14 inches each detail a testament to timeless artistry and refined craftsmanship. Just off the grand foyer, refined functionality allows access to a tastefully appointed powder room, a private elevator, and two oversized garages accommodating up to four vehicles and/or a golf cart, complete with newly finished polyaspartic-coated floors for a sleek, durable finish. Beyond the foyer, the estate opens to expansive, light-filled living spaces framed by grand windows and elegant French doors, inviting in an abundance of natural light. The formal dining room is an entertainer's dream, currently showcasing an ornate Italian table that comfortably seats twelve beneath a custom-painted ceiling medallion and a striking Art Deco-inspired glass chandelier. The chef's kitchen is both stylish and functional, featuring refreshed custom cabinetry with sleek contemporary hardware, granite countertops and backsplash, a spacious walk-in pantry with custom shelving, a generous center island, and a separate breakfast bar. High-end appliances, including a Sub-Zero refrigerator, Thermador double ovens, Viking gas range and microwave, and more, ensure culinary perfection in every detail. Anchoring the living area is a stunning marble gas fireplace flanked by custom wood built-ins, offering warmth and timeless charm. Hidden within the home's refined design are two private studies what we fondly call its 'secrets.' One office exudes soft elegance with lighter tones, built-in bookcases, and dual French Empire crystal chandeliers, while the second office/den is richly appointed with Brazilian wood accents, intricate custom shelving, dramatic 10-foot Italian marble columns, wood-paneled walls, and wood-coffered ceilings evoking the grandeur of a European gentleman's library. Occupying the second floor, the opulent primary suite offers a private sanctuary of sophistication and comfort. A serene balcony overlooks the pool area, while a marble-clad gas fireplace adds warmth and timeless elegance. Rare and indulgent, the suite boasts dual spa-inspired ensuites, each with its own distinct design narrative. One bath evokes a coastal serenity with soft hues of cream and blue, featuring a freestanding tub/shower, a water closet, oak wood floors, a waterfall-inspired glass sink, granite countertops, makeup vanity, custom cabinetry, and an expansive custom walk-in closet. The second bath channels a Roman-inspired ambiance with rich tan and cream tones, heated marble floors, a marble walk-in shower, private sauna, traditional single vanity, and its own custom walk-in closet. This extraordinary suite redefines luxury living with thoughtful design and unparalleled comfort. The second level hosts three additional generously proportioned bedroom suites, each a private sanctuary featuring its own architecturally distinctive en-suite bath. Appointed with granite-topped single vanities, private water closets, and custom tiled walk-in showers (one suite also boasting a deep soaking tub) these retreats combine timeless elegance with modern comfort. Custom walk-in wardrobes complete each suite, offering both style and function. Adjacent to the bedrooms, a spacious utility room enhances daily living with custom cabinetry, granite countertops, and an oversized utility sink thoughtfully designed for seamless multitasking and refined efficiency. The third floor is devoted to a refined entertainment suite. At one end, a cozy cinema lounge adjoins a discreet half bath. The central space features a classic billiards table, while the far end offers a stylish gaming corner and bespoke wet bar ideal for relaxed, sophisticated gatherings. The grandeur of the estate continues beyond its walls, where the outdoor living spaces are nothing short of enchanting. A private, resort-style oasis awaits within the fully enclosed lanai, elegantly finished with travertine tile flooring and centered around a spectacular 19' x 36' pool and an 8' x 8' elevated spa. A dedicated outdoor pool bath adds convenience, while every element has been thoughtfully designed for both lavish entertaining and serene relaxation. The alfresco experience is elevated by a fully appointed outdoor kitchen and bar, featuring top-of-the-line Viking and Lynx appliances, including a gas grill, gas stove, dual refrigerators, and a professional-grade pizza oven. Multiple fire features a gas fireplace with mounted television, a natural gas firepit, and a charming wood-burning firepit create inviting ambiance day or night. Extending the luxury to the water's edge, a private, 300-foot lighted pier leads to the tranquil canal just off Choctawhatchee Bay. Complete with a picturesque sitting area, it offers a serene vantage point for morning coffees, sunset reflections, or effortless access to the waterway by boat completing this exceptional coastal retreat. Thoughtfully designed for refined living, this exquisite château offers timeless elegance and effortless comfort just moments from the best of the Emerald Coast. A rare offering that must be experienced to be truly appreciated.

434 Captains Cir, Destin
$2,599,999
5 Beds ⋅ 5 Baths ⋅ 1000891 MLS ⋅ 4,363 SqFt.
Elegantly positioned on a rare oversized waterfront corner lot in the gated golf community of Regatta Bay, this modern coastal retreat offers a unique blend of privacy, space, and serene water views. Tucked away with generous spacing from neighboring homes, the setting creates a peaceful, private feel within the community. Originally selected as one of Regatta Bay's premier model lots, this homesite was chosen to showcase the very best of the neighborhood, a true testament to its exceptional positioning, privacy, and long-term desirability. The five-bedroom residence is filled with natural light, featuring tall ceilings, expansive windows, and thoughtfully selected designer finishes throughout including a one-of-a-kind Murano chandelier, quartz countertops, and a chef's kitchen with professional-grade appliances. Multiple living spaces, a formal dining area, dedicated office, and a spacious upstairs bonus room that provides flexibility for both entertaining and everyday living. Outdoor living is where this property truly stands out set on a 0.59-acre waterfront parcel with mature trees, a heated pool and spa, summer kitchen, and a private dock perfect for enjoying the water, whether it's a quiet morning or hosting guests. Located just minutes from Destin's top dining, shopping, and the white sand beaches of the Emerald Coast, this home offers a standout lifestyle in one of the area's most desirable gated communities.

4561 Nautical Ct, Destin
$2,765,000
4 Beds ⋅ 5 Baths ⋅ 1000872 MLS ⋅ 4,637 SqFt.
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
$1,395,000
5 Beds ⋅ 3 Baths ⋅ 1000317 MLS ⋅ 3,354 SqFt.
Experience refined, single-level living in the gated golf community of Regatta Bay. This 5-bedroom lakefront home offers spacious gathering areas and private retreats, including two home offices and a formal living room. Enjoy seamless indoor-outdoor living with a screened lanai overlooking the lake and accessible from multiple rooms. The chef's kitchen features granite countertops, stainless steel appliances, gas cooktop, wine refrigerator, warming drawer, breakfast bar, and center island. The primary suite is a peaceful escape with lake views, private office, dual closets, and a spa-like bath with soaking tub and walk-in shower. As a part of the Regatta Bay community, this home offers more than just a place to live, it delivers a lifestyle. Regatta Bay is a gated, master-planned neighborhood known for its beautifully maintained grounds, top-tier amenities, and unbeatable central Destin location. Residents enjoy access to a championship golf course, resort-style pool, tennis courts, walking trails, and a private clubhouse. Just minutes from the sugar-white beaches of the Emerald Coast, as well as premier dining, shopping, and entertainment, Regatta Bay combines convenience with a sense of privacy and exclusivity that's hard to match.

4594 Nautical Ct, Destin
$3,599,000
6 Beds ⋅ 6 Baths ⋅ 995344 MLS ⋅ 6,153 SqFt.
Timeless elegance on the bay behind the gates of prestigious Regatta Bay Golf and Yacht Club. This enchanting sanctuary sits surrounded by lush, mature landscaping, perched over 108' of water frontage with endless bay views. Remarkable in detail with deep porches and graceful design, it exudes a sense of grandeur while embracing impeccable craftsmanship and tranquil comfort. Reminiscent of Louisiana low-country homes, Prescott Architects' raised design highlights water vistas from every vantage point. A rare combination of warmth and space, it measures over 6000 square feet in heated space with over 1000 square feet of porches. Enter a commanding façade to a grand entry which reveals impeccable inlaid marble flooring joined by immaculate hardwoods. Substantial 10" layered crown molding, and 10' high ceilings complete the space. Arched, paned windows frame memorable sunsets and further enhance the remarkable design. Living, dining, and sunlit parlor flow seamlessly and serve as family's central gathering space and an entertainer's delight. The gourmet kitchen with prep island, serving bar, and breakfast area, boasts all white cabinetry, a separate wet-bar, Sub-Zero refrigerator, Viking gas range, and enjoys its own water views. An elevator conveniently services two of the homes floors and is flanked by a private powder room and additional storage. The main floor includes a bay front primary bedroom suite with its own cozy fireplace, dual vanity bath and a free-standing brass accented soaking tub with separate shower. The main floor is completed by a formal dining room and two additional bedrooms with a shared connected bath. Stroll upstairs for fun and games. The recreation room/library leads to its own private balcony through sliding full-wall glass doors. Spacious enough for a pool table and a crowd, it serves as the party spot but is secluded enough for a reading room. A full bath and heated and cooled storage area completes the space. First floor, a highly sought after and secluded guest suite with a kitchenette and private entry provides quiet and comfort for guests or extended family members. A full bath is attached to this suite, which also leads to the pool area. Downstairs is complete with laundry, two additional bedrooms and another full bath. The infinity pool and hot tub are classic in lines and timeless in detail. Recently redecked and measuring 30'X18', it plays a central role in the home's fun and allure. Mature landscaping leads to a seawall and to an extra long 160' dock with covered boat lift. The 3-car garage affords extensive space for vehicles and storage needs. This exceptional estate offers a lifestyle of grandeur in which every detail has been thoughtfully considered to create a haven of comfort and tranquility. Experience the enchantment where refined living meets natural beauty and indulge in an extraordinary retreat. Regatta Bay is a guard gated community boasting the Regatta Bay championship golf course, including the clubhouse and restaurant, tennis and pickle ball courts, and a community pool. A golf cart ride to the Legendary Marina and Yacht Club, Lulu's bayside restaurant, and the area's best beaches, shopping and dining, including Whole Foods and Destin Commons, it is Destin's most convenient location.

4567 Landfall Ct, Destin
$1,897,500
4 Beds ⋅ 6 Baths ⋅ 994546 MLS ⋅ 3,078 SqFt.
The entire exterior of the home has been recently painted with a fresh coat of elastomeric paint! Located in Regatta Bay's newest community, Tradewinds, this exceptional luxury coastal home showcases refined craftsmanship and timeless design. Built in 2022 by Legendary Home Builders, the home features West Indies architecture with Dutch influence, thoughtfully curated for elegant coastal living. Offering 4 bedrooms, 4 full baths, 2 half baths and a 3-car garage, this smart home spans 3,078 sq. ft. of heated/ cooled living space and is filled with hand-selected designer finishes throughout. Hardwood floors flow seamlessly through the home, complemented by quartzite countertops, custom tiled showers and elevated details at every turn. The master bedroom is a true retreat, featuring a large walk-in closet, a spa-inspired bath with a soaking tub, and separate walk-in shower. A first-floor guest bedroom with private bath, powder room and spacious laundry room with sink provide both comfort and convenience. Designed for entertaining, the large gourmet kitchen is equipped with top-of-the-line features and opens to the expansive living area. Step outside to the screened outdoor living space with summer kitchen, private pool and spa and spectacular views of the lake and golf course the perfect setting for year-round enjoyment. Upstairs, a versatile bonus/flex space is joined by two additional bedrooms, each with private en-suite baths, offering privacy and flexibility for family or guests. Last but certainly not least the home offers and whole house generator. 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, led lighting throughout and so much more...This remarkable home combines luxury, location, and lifestyle in one of Destin's most desirable gated communities. 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 await, 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.

4572 Sailmaker Ln, Destin
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