Regatta Bay, FL Real Estate Search

Regatta Bay, FL 5 Bathroom Homes for Sale

Regatta Bay, Florida, is an idyllic community known for its picturesque landscape and luxurious living, particularly when it comes to homes featuring five bathrooms. This serene neighborhood offers an array of beautifully designed residences, perfect for families or those who love to entertain. Many of these homes boast spacious layouts and modern amenities, with expansive master suites and elegantly appointed guest bathrooms providing both comfort and convenience. Homebuyers can find properties set against the backdrop of lush golf courses, serene lakes, and pristine natural surroundings, making Regatta Bay an appealing choice for those seeking an upscale lifestyle in a vibrant community.

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Newest Regatta Bay, FL 5 Bathroom Homes for Sale

$2,950,000
5 Beds 5 Baths 1006221 MLS 4,132 SqFt.
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

$2,379,000
4 Beds 5 Baths 1002898 MLS 3,454 SqFt.
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

$2,599,999
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

$2,500,000
4 Beds 5 Baths 995368 MLS 3,467 SqFt.
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

$1,525,000
4 Beds 5 Baths 993361 MLS 3,288 SqFt.
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

$1,635,000
4 Beds 5 Baths 968593 MLS 3,460 SqFt.
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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