Emerald Coast Real Estate Search

Regatta Bay Homes For Sale

Regatta Bay covers more than 2,400 acres along the Choctawhatchee Bay in Destin, Florida. This gated golf course community includes several neighborhoods with a wide-ranging variety of luxury homes, lots, and superb Regatta Bay condos.

The Regatta Bay Golf and Country Club, a favorite among locals and visitors of the Emerald Coast of Florida, is known as a Golfer's Paradise. 

Regatta Bay Real Estate is developed around a 28 acre lake and an 18 hole challenging golf course. This gated community offers easy access to resort recreation

Real estate in Regatta Bay is modeled around a 28 acre lake system and 18 holes of challenging designed golf links, affording easy access to resort recreation. Extensive development hasn't come at the cost of Regatta Bay's beautiful natural setting, either – the area is a renowned nature sanctuary with 120 acres of protected woodlands, and is certified by Audubon International as a member of the Audubon Cooperative Sanctuary System.  

 

 

Regatta Bay Homes For Sale

$3,599,000
6 Beds 6 Baths 995344 MLS
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

$3,550,000
4 Beds 9 Baths 1002551 MLS
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

$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

$2,950,000
5 Beds 5 Baths 1006221 MLS
Custom-Built Pool Home in Regatta Bay Golf & Yacht Club a perfect blend of refined elegance and effortless coastal living. A dramatic 12-foot coffered foyer with reclaimed solid wood accents welcomes you, complemented by custom 8-foot mahogany entry doors. The spacious living area, anchored by a fireplace, flows seamlessly into the chef's kitchen under an impressive open floor plan featuring soaring ceilings, rich hardwood floors, and abundant natural light. Floor-to-ceiling sliders in the living area frame breathtaking views of the outdoor entertainment area, complete with a summer kitchen, heated pool, and hot tub, creating a warm yet sophisticated atmosphere perfect for relaxed living and elegant indoor-outdoor entertaining. The chef's kitchen is a showstopper, featuring quartz countertops, a massive island with seating area, a 48-inch Thermador gas range, Sub-Zero refrigerator, a large walk-in pantry, and a separate wet bar with icemaker. The first-floor primary suite is a true retreat, complete with a sitting area offering serene pool views, dual walk-in closets, and a spa-like bath with double vanities, a deep soaking tub, and a separate tiled walk-in shower. Also on the main level is a guest suite complete with en-suite bath and walk-in closet, a flexible third bedroom/office, and an oversized laundry room with plenty of storage. Upstairs, a second living area with an additional bonus room provides versatile living space, with two additional guest bedrooms each featuring generous walk-in closets and private full bathrooms. A covered balcony overlooking the pool and golf course offers another peaceful vantage point. Plenty of extra storage throughout along with a 3-car garage, spacious attic storage and roomy closets. This energy-efficient home includes a solar power system, whole-house generator, impact-resistant windows and doors, insulated wind-rated garage doors, spray foam roof insulation, superior sound-dampening insulation, custom solid wood cabinetry and shelving, and Schluter waterproofing systems throughout. Built for year-round living and entertaining, this residence delivers luxury and peace of mind in one of Destin's most sought-after communities.

502 Regatta Bay Blvd, 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

$2,599,999
5 Beds 5 Baths 1000891 MLS
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

$2,597,000
4 Beds 6 Baths 995356 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 3,700 square feet of climate-controlled living space with 4 bedrooms, 4 full baths, and 2 half baths. Designed for seamless indoor-outdoor enjoyment, the home centers around a private outdoor oasis complete with a summer kitchen, hot tub, firepit, 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 butler's pantry. 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 are a stylish powder room, a wet bar, and a private guest suite with its own bath. The second floor features a large bonus room with an additional wet bar, two guest suites with private baths, a flexible storage or multipurpose room, and an oversized 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.

4562 Leeward Ln, Destin

$2,500,000
4 Beds 5 Baths 995368 MLS
Magazine-Featured Contemporary Masterpiece — Offered Fully Furnished — Representing the ultimate in contemporary design, this fully integrated smart residence is a masterclass in architectural precision and curated luxury. Conceived in collaboration with the renowned design team at Isidro Dunbar Modern Interiors, the interiors reflect a deliberate layering of color, texture, and sculptural form. Every furnishing and accessory was personally selected by the owner, with numerous bespoke pieces imported directly from Europe to create an environment that is both globally inspired and uniquely personal. This extraordinary home earned regional recognition as the March 2024 cover feature of Coastal Lifestyle Magazine — a distinction reserved for residences of exceptional design merit. Fully automated through a sophisticated Control4 system, the home offers seamless management of lighting, climate, security, and entertainment. The grand entry establishes an immediate architectural statement with a custom feature wall showcasing a geometric installation in layered dual tones of Caviar black. A stunning staircase rises beneath a painted black ceiling accented by a custom glass and blackened steel railing, creating a dramatic architectural transition. A dramatic floor-to-ceiling quartz wall is located in the kitchen and a bold custom wood installation rounds out the living area. Designed for effortless indoor-outdoor living, expansive openings create a seamless flow from the living room, primary suite, and dedicated office directly onto the pool terrace blurring the line between interior sophistication and resort-style relaxation. Custom rugs flow throughout the residence, grounding each space with warmth and continuity. The main living and dining areas are gallery-inspired in their execution, anchored by sculptural Italian furnishings, custom-designed seating, Lazar cocktail tables, and a bespoke rug created exclusively for the home. A striking Glassisimo credenza and dramatic Hubbardton Forge fixture (custom configured as a singular statement piece) elevate the dining experience. Designer lighting selections complete the ambiance. The chef's kitchen blends innovation with refined design, featuring a full suite of Dacor appliances, custom touchless cabinetry extending to the ceiling with integrated pullouts, and sleek quartz countertops. The primary suite offers a serene retreat with custom wallpaper, curated furnishings, and a spa-inspired bath featuring custom extra-depth cabinetry, Rohl hardware and fixtures, pearlescent tile detailing, quartz countertops, and discreet under-cabinet lighting. Upstairs, designer-appointed guest suites, a secondary laundry area, and a landing lounge with kitchenette complete with Dacor dishwasher, beverage refrigerator, microwave, and coffee bar provide elevated comfort and flexibility. The resort-caliber outdoor space features a custom pool with integrated jacuzzi, cascading waterfall, sun shelf, ambient lighting, and lush tropical landscaping. The outdoor kitchen includes a grill and refrigerator. A three-car garage complements the home's architectural scale, providing both functionality and additional storage. Offered fully furnished with select exclusions, this magazine-featured contemporary showpiece delivers a rare turnkey opportunity where design, technology, and craftsmanship converge seamlessly.

4558 Leeward Ln, Destin

$2,490,000
4 Beds 6 Baths 1007912 MLS
Less than a mile from the beach! Finishes and details are stunning! Introducing Tradewinds, the latest gem in Regatta Bay, featuring 54 exquisite homesites inspired by the architectural elegance of the West Indies and Dutch styles. This stunning, brand-new residence embodies modern luxury, seamlessly blending indoor and outdoor living across over 3,600 square feet of climate-controlled space. It boasts 4 bedrooms, 4 full bathrooms, and 2 additional half baths. Upon entry, you are immediately captivated by the design, featuring wood beams on the ceiling and gracefully curved arches. The home presents a sophisticated black-and-white theme, enhanced by tasteful tile selections in the kitchen, butler's pantry, wet bar, and bathrooms. The home boasts an inviting open floor plan, highlighted by a spacious living room featuring a cozy fireplace and a gourmet chef's kitchen equipped with top-of-the-line amenities. On the first floor, the master bedroom provides breathtaking views and direct access to the outdoor living area. The master bath showcases double vanities, elegantly designed lighting fixtures, a custom walk-in tiled shower, and a luxurious soaking tub. Adjacent to the master bedroom, a generous walk-in closet offers custom shelving and his-and-her drawers for added storage. Also located on the first floor is a convenient powder bath for guests, a wet bar, and a guest suite complete with its own private bath. Upstairs, you will discover a generous bonus room, an extra wet bar, two guest suites each featuring private baths, a sizable storage or multipurpose room, and an expansive balcony. The exterior showcases an inviting outdoor area, complete with a summer kitchen and a picturesque Alys Beach-style pool, making this home an ideal retreat for relaxation and entertainment. 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...

4685 Westwinds Way, 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

$1,897,500
4 Beds 6 Baths 994546 MLS
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

$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

$1,825,000
3 Beds 4 Baths 995494 MLS
VERY MOTIVATED SELLER - SIGNIFICANT PRICE IMPROVEMENT + 2/1 BUYDOWN or CLOSING COST CREDIT EXTENDED After careful consideration, the seller has reduced his asking price dramatically and is also offering buyer incentives for qualified buyers. Now offered at $1,825,000 - the seller not only shaved a dramatic $125,000 from his original list price, he will make an additional $25,000 available for a 2/1 interest rate buy-down or equivalent closing cost credit for an acceptable offer. This is your best chance to own one of Regatta Bay's finest addresses at an exceptional value. We have had at least 50 qualified Open House and Private viewings. If you have looked at this home before, look again. The value proposition just changed dramatically. The buydown meaningfully reduces your first two years of payment - ask your agent for details. This is not a spec house. This is a vision brought to life -- a collaboration between a discerning homeowner and celebrated builder Ronnie McGee, whose architectural artistry and meticulous craftsmanship have defined luxury living throughout the Emerald Coast. From the moment you approach the custom-designed, double-arched wrought iron front entry doors, you sense this home is different. Step through the foyer and let the soaring barrel ceiling draw you forward -- an immediate statement that nothing here was left to chance. You flow naturally into the living room, where three dramatic architectural beams stretch across the high ceilings, anchored by custom built-in shelves and cabinetry that are as beautiful as they are functional. These are not afterthoughts -- they are integral to McGee's vision of spaces that inspire. A HOME THAT TELLS ITS STORY THROUGH DETAIL Where others see walls, McGee saw canvas. Select spaces throughout the home -- including the formal dining room, the great room, and the primary ensuite -- are adorned with exquisite metallic impressions and textured finishes that shift with the light, creating an ever-changing interplay of depth and luminescence. Art that lives with you. The formal dining room sets the tone for gracious entertaining. The designer office and den -- a private, thoughtfully appointed retreat on the main floor -- speaks to the buyer who works with intention and values a dedicated space that reflects their standards. Crown molding flows beautifully from room to room, a refined thread that connects every space in the home. A KITCHEN DESIGNED FOR THE CULINARY ENTHUSIAST The gourmet kitchen is a chef's dream: a professional-grade Thor six-burner gas range with griddle, GE Profile refrigerator, and whisper-quiet Bosch dishwasher. The space flows seamlessly through a sophisticated wet bar near the entry -- setting the stage for effortless entertaining -- and into the family area, creating the true heart of the home where culinary creativity meets comfortable conversation. A sun-drenched breakfast nook with direct access to the lanai invites morning light and sweeping views of the 4th green and fairway. This is the spot you will return to every single day. WELLNESS BY DESIGN -- DESIGNED FOR LIFE, NOT JUST LIVING Every square foot of this 4,050-square-foot home serves a purpose. McGee's guiding philosophy -- leave nothing unusable -- manifests throughout: a central vacuum system, tankless water heater, abundant storage, and a study nook tucked thoughtfully down the hall. The floor plan reflects what today's design world calls wellness living -- intentional zoning that honors the rhythms of daily life. The primary ensuite is a sanctuary unto itself: a three-tier drop-down ceiling with exquisite crown molding creates an atmosphere of calm luxury. Positioned near the heart of the home yet privately tucked away, the primary suite opens directly to the lanai -- where the 4th hole becomes your personal vista, equally suited to morning solitude or afternoon entertaining with friends. The second ensuite bedroom anchors the main level with quiet elegance, while a private ensuite bedroom upstairs provides the perfect retreat for guests, teenagers, or multigenerational family seeking their own sanctuary. Every bedroom, its own world. PRACTICAL LUXURY, EXTRAORDINARILY EXECUTED Built in 2018 with intention and foresight, this home offers dual two-car garages -- four total bays, a true rarity that speaks to practical luxury. PLus, these garage doors are storm-rated, set in recessed tracks - peace of mind built into every elevation. Space for the cars, the gear, and the golf cart. Yes -- a golf cart is included, giving you effortless access to Regatta Bay's marina, neighborhood amenities, shopping, waterfront dining, and the beautiful Destin beaches just minutes away. Modern conveniences are woven throughout -- but it is the irreplaceable details that define this home: the artisan wall finishes, the custom wrought iron entry doors, the barrel-vaulted foyer, the architectural ceiling beams, the crown molding that flows from room to room, impact-rated windows and glass sliders, and the sight lines and flow that only come from true collaboration between builder and client. This is what custom-built means: a home designed not for everyone -- but for someone who recognizes the extraordinary. Schedule your private showing and discover the Regatta Bay home where architectural vision meets everyday elegance -- and where the Emerald Breeze will lead you home.

4575 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

$1,525,000
4 Beds 5 Baths 993361 MLS
259 Moonlit Way is an exceptional Southern-inspired residence tucked within The Preserve at Regatta Bay, an exclusive 21-home enclave known for privacy, elegance and refined coastal living. Built in 2019, this thoughtfully designed home blends timeless architectural character with modern luxury finishes throughout. Step inside to soaring natural light, designer selections and wood flooring that flows seamlessly across the home. The gourmet kitchen is a statement of craftsmanship--featuring quartz countertops, custom cabinetry, a Sub-Zero refrigerator, Wolf gas range and a spacious walk-in pantry. A stylish wet bar just off the kitchen adds the perfect touch for entertaining. Click ''more'' to continue... Offering 4 bedrooms and 4.5 baths, each bedroom is generously sized with large walk-in closets, creating a comfortable and private retreat for family and guests. The home's open layout extends effortlessly to the outdoors, where a sparkling pool provides the ultimate place to unwind. The hallmark of this residence is its expansive wrap-around porch, offering abundant space to relax, dine or host gatherings while enjoying the peaceful, boutique setting of Regatta Bay Preserve. The oversized 2.5 car garage provides exceptional storage and functionality. This is a rare opportunity to own a newer construction luxury home in one of Regatta Bay's most sought-after neighborhoods where charm, craftsmanship and coastal elegance come together seamlessly. 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! 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.

259 Moonlit Way, Destin

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