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$3,150,000
8 Beds 9 Baths 998187 MLS 4,550 SqFt.
Short term rental powerhouse featuring a new designer-grade home with 8 bedrooms each with private baths, rooftop viewing deck, two separate living spaces, private seasonally heated pool with splash deck, and massive 21 person sleeping capacity to maximize revenue. Designer furnishings, professional photography and full inventory to convey for immediate revenue generation. Just 2 blocks from multiple neighborhood beach accesses ensures high occupancy. Includes a free six-seater electric golf cart, grill, and two paddleboards for added guest appeal. Designed from the ground up to ensure easy, low cost maintenance and best possible yield. Do an Internet search on Legacy Beach Homes of Destin, Florida to view real time calendars in order to determine availability for showings Seller is listing over $100 million worth of properties from their portfolio (35 large STRs in the Destin/Miramar/30A area with an average appraisal value of slightly over $3M each.). The seller is only selling 10% of the portfolio. Seller will withdraw this and/or any other remaining listings once the first $10 million (approximately) in sales have been achieved. Seller (Equisource Holdings dba Legacy Beach Homes) does not disclose property-level rental revenue data. Buyer to perform their own due diligence regarding income potential. However, the appraisal in the document section of this listing may include the appraiser's revenue projection. Seller will make all reasonable efforts to facilitate the transfer of future reservations. The Seller does not have to sell. Property has been priced based on recent appraisal and reflects the seller's minimum acceptable price. Most recent appraisal and inspections in docs section

103 Cobia St, Destin

$3,049,900
3 Beds 3 Baths 990470 MLS 2,776 SqFt.
901 Peacock's Point Drive offers a rare single-level waterfront residence positioned at the mouth of Joe's Bayou with direct access to the Choctawhatchee Bay. The home spans approximately 2,776 square feet with four bedrooms and two and a half baths arranged in a practical split floor plan that maximizes privacy and natural light throughout. The entry flows into an open living area with a wall of windows that frames the water and brings in consistent bay views. Reclaimed wood flooring sourced from an 1890s Chicago train station adds character without overwhelming the clean coastal aesthetic. The kitchen, dining, and living spaces connect easily, creating a central gathering area suited for both everyday living and entertaining. The primary suite sits in its own wing with... unobstructed water views, a spacious bath, and direct access to the outdoor living area. The additional bedrooms are positioned on the opposite side of the home along a private hallway and share a full bath. Outdoor spaces are designed for functional waterfront living. A covered porch extends the main living area and overlooks the saltwater pool and bay. The property includes a deep water boat slip, an additional slip with lift, and quick access to Destin Harbor and the Gulf. The three car garage provides ample storage for vehicles and coastal gear. Impact resistant windows, spray foam insulation, a whole-home generator, and other thoughtful construction updates contribute to the home's comfort and efficiency. 901 Peacock's Point Drive offers a refined single level layout on a protected deep water location in one of Destin's most desirable bayside enclaves.

901 Peacocks Point Dr, Destin

$2,999,999
5 Beds 6 Baths 1008138 MLS 4,864 SqFt.
Every element of this extensively renovated waterfront residence has been thoughtfully curated to create an exceptional living experience where luxury meets effortless coastal living. Positioned along a quiet deepwater canal with direct access to Choctawhatchee Bay, this turnkey property offers the freedom of boating from your own backyard while remaining just minutes from the area's renowned beaches, golf courses, shopping and dining. Inside, the open-concept floor plan is designed for both everyday comfort and entertaining on a grand scale. Wide-plank luxury flooring flows throughout the home, connecting spacious living and dining areas centered around a sleek gas fireplace with custom shiplap detailing. The chef's kitchen is equipped with premium Viking appliances and overlooks the main gathering spaces, while five generously sized bedrooms, four full bathrooms, two half baths and a dedicated office provide flexibility for families and guests alike. The outdoor living spaces rival those of a private resort. A covered lanai with dual oversized ceiling fans, lighting and a fully equipped outdoor kitchen creates the perfect setting for alfresco dining, while the saltwater pool features a Baja shelf, tanning ledge, integrated lighting and expansive paver decking, surrounded by lush landscaping and privacy fencing. Beyond the pool, a custom putting green with chipping areas and a genuine sand trap offers endless recreation day or night thanks to thoughtfully placed accent lighting. Water enthusiasts will appreciate the private dock, complete with covered boat and jet ski lifts, a 30-amp shore power connection, and an industrial-grade KillerDock cleaning station for effortless days on the water. A detached pool house with its own private entrance, living area, wet bar, and half bath offers exceptional versatility, serving equally well as a private guest retreat, hobby space, or seamless extension of the outdoor living area surrounding the pool. Additional highlights include an oversized garage with ample room for vehicles and water toys, a whole-yard water softener, Generac generator, tankless water heater, irrigation system, landscape lighting and plantation shutters throughout. With no HOA restrictions and an unmatched combination of premium upgrades, exceptional outdoor amenities and direct boating access, this remarkable waterfront property offers a rare opportunity to enjoy the very best of the Florida lifestyle.

4049 N Indian Byu, Destin

$2,999,000
8 Beds 7 Baths 1010093 MLS 4,539 SqFt.
Do not let the age of this home mislead you. Completely remodeled by one of Destin's premier builders. The home was taken down to the studs and completed with high end finishes throughout. You will feel like you are walking into new construction. Not only does the home look great, but it will offer many years of use or rental income with low maintenance expenses. The property features a main house and guest house separated by the pool and lounge area. The main house features 5 bedrooms 4 1/2 baths and an outdoor kitchen off of the pool deck. The guest house features 3 bedrooms 2 full baths and a full kitchen. This is great for a large family to stay on the same property but have their own space. Both homes are beautifully furnished and rental ready. All within a block to the Beach.

84 Mark St, Destin

$2,999,000
4 Beds 4 Baths 998360 MLS 4,077 SqFt.
Exquisite Waterfront Oasis on Joe's Bayou *No HOA*** Experience the pinnacle of waterfront living with this stunning estate situated on a rare .87-acre peninsula point lot, offering an extraordinary 657 feet of prime water frontage along the serene waters of Joe's Bayou. Recently completed renovations enhance both style and functionality, creating a move in ready coastal retreat designed to capture the beauty of its remarkable surroundings. With deep water access and a newly constructed waterfront deck, the property is perfectly positioned for boating enthusiasts and those seeking to fully embrace the bayou and Gulf lifestyle. Home Features Expansive Living Spaces Nestled within this majestic waterfront setting is a beautifully renovated residence featuring four generously sized bedrooms and three full bathrooms. Thoughtfully designed for both comfort and sophistication, the home offers an ideal layout for everyday living as well as effortless entertaining. Panoramic Water Views Experience tranquil bayou living with sweeping water views showcased throughout the home. Expansive windows invite abundant natural light while framing breathtaking views from nearly every room, a truly distinctive feature that sets this property apart. Unlimited Potential An unfinished third story presents an exceptional opportunity to expand and customize. Whether envisioned as an additional bedroom suite, entertainment lounge, home office, or creative retreat, this flexible space allows you to tailor the home to your lifestyle. Outdoor Waterfront Paradise The estate's expansive grounds are equally impressive, surrounded by lush, mature landscaping that provides remarkable privacy and serenity. Enjoy stunning 270-degree panoramic water views, creating a peaceful sanctuary where nature and luxury coexist seamlessly. Additional Luxuries Extensive Parking & Three-Car Garage The property offers ample parking for 10+ vehicles, complemented by a spacious three-car garage -- ideal for hosting guests, storing recreational equipment, or accommodating a multi-vehicle household. Private Gated Entry A secure entrance gate welcomes you into this secluded retreat, tucked among dense greenery and natural beauty, offering both privacy and peace of mind. Ideal Location Situated on the highly desirable waters of Joe's Bayou, this exceptional property provides direct access to boating, paddleboarding, fishing, and other waterfront activities right from your backyard. Notably, the home is not subject to HOA restrictions, allowing owners the freedom to personalize and enjoy their property without additional limitations. Whether you are a boating enthusiast seeking effortless water access or someone longing for a serene luxury retreat surrounded by nature, this remarkable waterfront estate delivers a lifestyle where every day feels like a vacation. Don't miss this rare opportunity to own a truly unique bayou-front sanctuary.

717 6th St, Destin

$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

$2,825,000
6 Beds 5 Baths 994900 MLS 2,630 SqFt.
YEAR TO DATE BOOKINGS AS OF JULY 1, 2026, $217,086.52 Located directly along Scenic Hwy 98 on a prominent corner lot, this exceptional three-story coastal retreat offers Gulf views from the second & third levels and is just 0.1 miles from the Shirah Beach Access, a leisurely 2-minute stroll to the sugar-white sands. Thoughtfully designed & impeccably maintained, the property presents a rare ''two-homes-in-one'' configuration ideal for personal enjoyment & high-performing short-term rental use. The 4-bedroom main residence is complemented by a separate 2-bedroom carriage house, with a heated pool & pool deck serving as the private focal point between the two structures. This flexible layout provides privacy & versatility well-suited for hosting guests, multi-generational living, or maximizing rental potential. The carriage house also features a kitchenette, a full bathroom, and a walk-in closet, offering comfortable & independent accommodations. The home is tastefully decorated & offered turnkey, featuring solid surface flooring throughout, multiple living areas, and balconies positioned to capture Gulf breezes & views. A golf cart is included, enhancing convenience for beach access & easy enjoyment of the surrounding coastal community. From an investment perspective, the property demonstrates outstanding performance, generating $225.1K in rental income in 2024, $235.4K in 2025, and already securing $129.2K in confirmed bookings for 2026. With its prime Scenic 98 location, Gulf views, flexible accommodations, and proven income history, this offering represents a compelling opportunity in one of Destin's most sought-after beach communities.

2809 Scenic Hwy 98, Destin

$2,799,500
6 Beds 6 Baths 1002675 MLS 4,354 SqFt.
Nestled within the secluded neighborhood of Destin Pointe, 'Living the Dream' is a stunning lakefront home offering glimpses of the Gulf and Destin's East Pass. Step into the home and be transported into a haven of elegance with its solid oak flooring, marble countertops, and vaulted wood ceilings. The chef's gourmet kitchen beckons culinary creativity flowing seamlessly into the expansive living room perfect for hosting gatherings and creating lasting memories. Continue out onto a covered balcony adorned with a fireplace and TV overlooking the private pool and serene lake views, a perfect blend of tranquility and entertainment. Venture upstairs to discover an inviting open living area with two built in bunk beds featuring four queen beds, an absolute haven for families seeking comfort and style. The second-floor hosts four bedrooms, each complemented by its own bathroom, while downstairs graciously hosts two more bedrooms and bathrooms, ensuring ample space for relaxation and privacy. Unwind after a beach-filled day in the over-sized walk in showers and separate soaking tubs. Outside, the oasis awaits with a private pool with built-in seating overlooking the picturesque lake. Enjoy a nice bike ride to explore the neighborhood's scenic paths at your leisure. Destin Pointe offers access to two private beach points, complete with seasonal beach service, inviting you to bask on the sun-kissed shores for moments of seaside bliss. Additional amenities, including an onsite fitness center, nearby tennis and pickleball courts, and the convenience of an onsite rental office, ensure a stay tailored to luxury and ease. "Living the Dream" at Destin Pointe isn't just an escape--it's an embodiment of coastal luxury where every detail intertwines to create a haven where dreams become reality.

3574 Waverly Cir, Destin

$2,795,000
3 Beds 3 Baths 1011244 MLS 3,715 SqFt.
Welcome to Penthouse 1201 located in the iconic Destin Yacht Club, where sweeping views of the Destin Harbor to the Gulf create a stunning backdrop for refined coastal living. This rare corner residence features expansive windows and a spacious balcony that capture breathtaking views of the Destin Harbor and the Gulf of America. Perfect for the boating enthusiasts, this penthouse includes a deeded 55' deep-water boat slip. Destin Yacht Club is a private, secure gated community with world-class amenities, including a marina, resort-style pool, fitness center, and community room, ideally located in the heart of Destin. Your coded pedestrian gate gives you direct walking access to fine dining, shopping, and everything that Harborwalk Village and the Destin Harbor have to offer.

320 Harbor Blvd Unit 1201, Destin

$2,780,000
4 Beds 5 Baths 1011274 MLS 3,593 SqFt.
A commanding waterfront estate in the heart of Destiny West, 91 Vista Bluffs pairs an extraordinary setting with the scale, privacy, and craftsmanship expected of a true Destin trophy property. Set along the largest lake within the community, the residence is positioned to capture a remarkable view corridor stretching across the water toward the Gulf. It is a setting that immediately separates this home from the rest, offering a sense of openness and tranquility while remaining just minutes from Destin's white-sand beaches, boating, dining, and entertainment. Every element of the residence has been considered with intention. The interiors are refined yet inviting, with exceptional finishes, custom details, and a thoughtfully designed floor plan that transitions seamlessly from everyday living to large-scale entertaining. The home has been meticulously maintained, preserving the quality and integrity of its construction throughout. Outside, the property takes on the feel of a private resort. Expansive terraces frame a dramatic pool and hot tub overlooking the lake, creating an effortless connection between the home and its waterfront setting. Lush landscaping and carefully placed architectural lighting transform the exterior after sunset, making evenings here every bit as memorable as the daytime views. Behind the secured gates of Destiny West, owners enjoy access to an exclusive collection of community amenities while remaining close to everything that makes Destin one of the most sought-after destinations on the Gulf Coast. Rarely does a property offer this combination of waterfront positioning, Gulf views, privacy, and enduring quality. 91 Vista Bluffs is an estate designed to be experienced, not simply seen. Private showings by appointment only with advance notice. Listing agent must accompany all showings.

91 Vista Blfs, Destin

$2,780,000
4 Beds 4 Baths 994598 MLS 2,740 SqFt.
Experience true waterfront living with this exceptional harbor-front home in the heart of Destin. Boasting 85 feet of prime harbor frontage, this 4-bedroom, 3-bathroom single-family residence offers panoramic views of the Destin Harbor and an unbeatable boating lifestyle. The property features a deep-water dock accommodating one large vessel, plus storage space for two additional boats, making it ideal for avid boaters and water enthusiasts. From sunrise to sunset, enjoy stunning harbor views, watching boats cruise by and fireworks light up the evening sky. Inside, the home offers a spacious and functional layout designed for both everyday living and entertaining. Large windows frame the water views, filling the home with natural light and coastal charm.

708 Harbor Blvd, Destin

$2,775,000
4 Beds 4 Baths 1005438 MLS 3,085 SqFt.
Discover unmatched luxury in this stunning three story retreat within the exclusive, gated beachfront community of Destin Pointe. This impeccably updated 4-bedroom, 3.5-bathroom home features lavish finishes with the beach goer in mind! Including a private elevator, gourmet kitchen, surround sound, and high-end furnishings throughout. The open-concept design flows effortlessly to breezy covered patios and a private heated pool with grilling area, wet bar, and ping pong table. Additional conveniences include a four car garage. Bedroom suites offer privacy and comfort: two king suites on the second floor with private baths, a luxurious primary suite on the third floor with king bed, twin bunks, and spa-like ensuite (separate shower & tub), plus a bunk room with twin-over-full bunk and kitchenette. Nestled along the East Pass, enjoy sugar-white sands, coastal dune lakes, Gulf views, and front-row harbor fireworks. Destin Pointe amenities include a new gulf-front infinity pool, resort pools with hot tub & kids' splash pad, private beach access with seasonal service, beach shuttle, fitness center, tennis & pickleball courts, shuffleboard, and seasonal bikes. This home delivers unmatched elegance and ease, perfect as a primary residence, second home, or turnkey vacation rental investment.

3610 Melrose Ave, 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

$2,750,000
8 Beds 9 Baths 999283 MLS 3,612 SqFt.
Short term rental powerhouse featuring a brand new 2024 designer-grade home packed with fun amenities, private heated pool, and massive 24 person sleeping capacity to maximize revenue. Designer furnishings, professional photography and full inventory to convey for immediate revenue generation. Less than 500 feet to Destin's famous sugar sand beach access ensures high occupancy. Includes a free six-seater golf cart, two paddleboards, and grill for added guest appeal. Designed from the ground up to ensure easy, low cost maintenance and best possible yield. Do an Internet search on Legacy Beach Homes of Destin, Florida to view real time calendars in order to determine availability for showings. Seller is listing over $100 million worth of properties from their portfolio (35 large STRs in the Destin/Miramar/30A area with an average appraisal value of slightly over $3M each.). Seller is only selling 10% of the portfolio. Seller will withdraw this and/or any other remaining listings once the first $10 million (approximately) in sales have been achieved. Seller (Equisource Holdings dba Legacy Beach Homes) does not disclose property-level rental revenue data. Buyer to perform their own due diligence regarding income potential. However, the appraisal in the document section of this listing may include the appraiser's revenue projection. Seller will make all reasonable efforts to facilitate the transfer of future reservations. The Seller does not have to sell. Property has been priced based on recent appraisal and reflects the seller's minimum acceptable price. Most recent appraisal and inspections are included in the documents section of this listing.

74 Pompano St, Destin

$2,700,000
6 Beds 7 Baths 998708 MLS 3,006 SqFt.
Short term rental powerhouse featuring an updated ocean view home with full-sized seasonally heated pool, grilling area, relaxing outdoor living space, 5 king suites including a first-floor suite, separate pool house, and massive 16 person sleeping capacity to maximize revenue. Designer furnishings, professional photography and full inventory to convey for immediate revenue generation. Only a 1/2 block stroll to Destin's sugar sand beaches ensures high occupancy. Includes a free six-seater golf cart and two paddleboards for added guest appeal. Designed from the ground up to ensure easy, low cost maintenance and best possible yield. Do an Internet search on Legacy Beach Homes of Destin, Florida to view real time calendars in order to determine availability for showings. Seller is listing over $100 million worth of properties from their portfolio (35 large STRs in the Destin/Miramar/30A area with an average appraisal value of slightly over $3M each.). The seller is only selling 10% of the portfolio. Seller will withdraw this and/or any other remaining listings once the first $10 million (approximately) in sales have been achieved. Seller (Equisource Holdings dba Legacy Beach Homes) does not disclose property-level rental revenue data. Buyer to perform their own due diligence regarding income potential. Seller will make all reasonable efforts to facilitate the transfer of future reservations. The Seller does not have to sell. Property reflects the seller's minimum acceptable price. Most recent inspection is included in the documents section of this listing.

83 Mark St, Destin

$2,599,000
6 Beds 6 Baths 1010454 MLS 3,750 SqFt.
Experience the ultimate Destin lifestyle from this exceptional canal-front beach home in the highly desirable community of Holiday Isle. Spend your mornings enjoying Gulf views, or boating to Crab Island and your evenings relaxing after a day on the water. The property offers 90 ft of deep-water canal frontage and two covered boat slips with lifts, making it easy to enjoy everything Destin's boating lifestyle has to offer. Designed for effortless coastal living, the home features a fully covered and enclosed outdoor entertainment area ideal for gathering with family and friends and enjoying coastal breezes. The property includes two separate living spaces: the second-level main residence and a third-level lockout. Each has its own private entrance and can be enjoyed together or independently, offering flexibility for extended family, guests or vacation-rental opportunities. The main residence features four spacious bedrooms, four full bathrooms, an expansive living area, a gourmet kitchen with breakfast bar and a private office. The third-level lockout offers two additional bedrooms, two full bathrooms, a large living area and fully equipped kitchen with breakfast bar. The lower-level space offers room for storing beach gear, paddleboards, fishing gear and boating supplies, workshop. The private beach access is a very short walk away, while Crab Island and Gulf of Mexico are 15 minutes away by boat. This one-of-a-kind property captures the very best of the Destin lifestyle!

514 Vera Cruz Dr, Destin

$2,597,000
4 Beds 6 Baths 1011182 MLS 3,972 SqFt.
Set within the gated Regatta Bay community in Destin, Florida, this residence is designed around the way life is lived here: with a private pool, outdoor kitchen, first-floor primary retreat, generous guest accommodations and multiple spaces for gathering. Regatta Bay brings golf, boating, dining, shopping and time outdoors into the rhythm of everyday life, with Destin Commons, Whole Foods and nearby restaurants just beyond the gates, and the Regatta Bay Golf & Yacht Club, marina and community recreation close at hand. The community's familiar refrain still captures the appeal: ''Live, Shop, Dine, Play. Never Leave Regatta Bay.'' A clay tile roof gives the home a timeless coastal presence, while inside, paneled walls at the entry introduce an interior defined by craftsmanship and scale. Tall ceilings, hardwood floors and custom tile continue throughout, creating a sense of warmth and permanence without feeling overly formal. In the main living room, exposed ceiling beams add architectural dimension while a gas fireplace creates a natural gathering point at the center of the home. The kitchen carries that same balance of form and function. A gas range, illuminated glass-front cabinetry and custom tile backsplash bring character to the space, while a butler's pantry provides valuable storage and preparation space away from the main kitchen. Near the dining area, a dedicated wet bar with refrigerator and ice maker keeps entertaining effortless and allows drinks and conversation to flow without interrupting the kitchen. The first-floor primary suite is intentionally removed from the secondary bedrooms, giving it the privacy and quiet of a true retreat. A generous closet with built-in dressers reinforces the feeling of a suite designed for long-term living rather than simply an oversized bedroom. Custom tile continues into the baths, including a distinctive powder room near the entry, while a dedicated laundry room with sink adds another layer of practical ease. Upstairs, the home shifts naturally into a private guest and family level. A second living room creates another place to gather, relax or spread out, while an additional wet bar with refrigerator and sink allows the space to function independently from the main level. Three bedroom suites are located upstairs, each with its own full bath, along with a separate half bath serving the shared living space. Balconies off the upstairs bedrooms extend the experience outdoors and provide quiet places to enjoy the Regatta Bay setting. Outside, the heated private pool becomes the natural center of life at home. A built-in barbecue grill, sink and refrigerator create a true outdoor entertaining space where afternoons by the pool can move easily into dinner and evenings outside. Whether the house is quiet or filled with guests, the outdoor environment feels like an extension of the interiors rather than a separate amenity. That sense of ease is what makes Regatta Bay particularly distinctive within Destin. The community was designed around the idea that much of the lifestyle people come to Northwest Florida to enjoy can happen close to home. Golf, boating, clubhouse dining and recreation are part of the Regatta Bay experience, while the marina connects life in the community to the waters of Choctawhatchee Bay. Destin Commons, restaurants, shopping and everyday conveniences are immediately nearby, and the Gulf of Mexico and the beaches of Destin remain within easy reach. It is a place where a day can begin with a round of golf, move to the marina or an afternoon on the water, continue with dinner or shopping at Destin Commons and end back home beside your own pool. The long-standing Regatta Bay philosophy, "Live, Shop, Dine, Play. Never Leave Regatta Bay," still captures what makes the community compelling: not isolation from Destin, but exceptional access to so much of what defines it. For buyers searching for a luxury home in Regatta Bay, a gated Destin residence with a private pool and outdoor kitchen, or a home with a first-floor primary suite and separate ensuite guest accommodations, this property brings those elements together in a way that feels both refined and livable. Its architectural details, multiple entertaining spaces, three-car garage and thoughtful separation between private and gathering areas create a home designed for everyday living, entertaining and extended stays, while its setting in Regatta Bay places golf, boating, dining, shopping and the broader Destin lifestyle just beyond the front door.

4562 Leeward Ln, Destin

$2,550,000
5 Beds 5 Baths 1007543 MLS 3,534 SqFt.
Experience luxury coastal living in the exclusive, guard-gated community of Destiny by the Sea. Just steps from one of Destin's largest private beaches, this beautifully remodeled five-bedroom, five-bath residence offers Gulf views, timeless coastal design, and exceptional indoor-outdoor living. Thoughtfully reimagined with designer finishes throughout, the home features rich hardwood floors, pecky cypress accents, marble and oyster shell countertops, a chef's kitchen with premium Viking appliances, double ovens, dual dishwashers, and expansive living spaces designed for gathering. Multiple covered balconies invite you to enjoy Gulf breezes and stunning views, while the top-floor primary suite offers a private retreat with its own balcony and spa-inspired bath. Perfectly suited as a luxury primary residence, second home, or high-performing vacation rental, the home comfortably accommodates large groups with bedrooms on all three levels, including custom built-in bunks and multiple guest suites. Residents of Destiny by the Sea enjoy 24-hour gated security, a resort-style community pool and spa, beautifully maintained grounds, and private deeded beach access--all just minutes from Destin's premier dining, shopping, golf, and entertainment. This is a rare opportunity to own in one of the Emerald Coast's most prestigious beachfront communities.

4705 Ocean Blvd, Destin

$2,550,000
6 Beds 5 Baths 998236 MLS 3,749 SqFt.
Short term rental powerhouse featuring ocean views from almost every room, 6 bedrooms including 4 king suites and 2 bunk rooms, separate pool house, private seasonally heated pool with grilling area and outdoor living space, and massive 16 person sleeping capacity to maximize revenue. Designer furnishings, professional photography and full inventory to convey for immediate revenue generation. Directly across the street from beach access ensures high occupancy. Includes a free six-seater golf cart and two paddleboards for added guest appeal. Designed from the ground up to ensure easy, low cost maintenance and best possible yield. Do an Internet search on Legacy Beach Homes of Destin, Florida to view real time calendars in order to determine availability for showings Seller is listing over $100 million worth of properties from their portfolio (35 large STRs in the Destin/Miramar/30A area with an average appraisal value of slightly over $3M each.). The seller is only selling 10% of the portfolio. Seller will withdraw this and/or any other remaining listings once the first $10 million (approximately) in sales have been achieved. Seller (Equisource Holdings dba Legacy Beach Homes) does not disclose property-level rental revenue data. Buyer to perform their own due diligence regarding income potential. However, the appraisal in the document section of this listing may include the appraiser's revenue projection. Seller will make all reasonable efforts to facilitate the transfer of future reservations. The Seller does not have to sell. Property has been priced based on recent appraisal and reflects the seller's minimum acceptable price. Most recent appraisal and inspections in docs section

2873 Scenic Highway 98, Destin

$2,500,000
8 Beds 9 Baths 998181 MLS 3,531 SqFt.
Short term rental powerhouse featuring epic ocean views, a spacious layout with 7 king suites, separate pool house with second kitchen and bunk room, private heated pool, and massive 20 person sleeping capacity to maximize revenue. Designer furnishings, professional photography and full inventory to convey for immediate revenue generation. Less than a 1-minute walk (under 255 steps) to pristine beach access ensures high occupancy. Includes a free six-seater golf cart and two paddleboards for added guest appeal. Designed from the ground up to ensure easy, low cost maintenance and best possible yield. Do an Internet search on Legacy Beach Homes of Destin, Florida to view real time calendars in order to determine availability for showings Seller is listing over $100 million worth of properties from their portfolio (35 large STRs in the Destin/Miramar/30A area with an average appraisal value of slightly over $3M each.). The seller is only selling 10% of the portfolio. Seller will withdraw this and/or any other remaining listings once the first $10 million (approximately) in sales have been achieved. Seller (Equisource Holdings dba Legacy Beach Homes) does not disclose property-level rental revenue data. Buyer to perform their own due diligence regarding income potential. However, the appraisal in the document section of this listing may include the appraiser's revenue projection. Seller will make all reasonable efforts to facilitate the transfer of future reservations. The Seller does not have to sell. Property has been priced based on recent appraisal and reflects the seller's minimum acceptable price. Most recent appraisal and inspections in docs section

80 Pompano St, 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

$2,490,000
4 Beds 6 Baths 1007912 MLS 3,633 SqFt.
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

$2,489,000
5 Beds 6 Baths 995129 MLS 4,227 SqFt.
Highly popular, solid 5-star, vacation rental with stellar history. Proven revenue over seven years under current owner. Property has advantage of 24-occupant rating per Bert Harris Act settlement with city (fourteen is limit under current city regulations). This home easily accommodates several large families with generous gathering and eating spaces and sweeping wrap-around balconies. Every en-suite bedroom has access to fully-tiled veranda, patio or balcony with views to lake and surrounding area. Some peak-a-boo of beach. Villa Emeraude is steps down the sidewalk - no streets to cross -- from Dunes of Destin stunning private beach. This rare private deeded beach access has become even more sought after with recent changes to Florida customary beach usage. Professionally designed, remodeled and decorated, this home features a chef's kitchen as upgraded with hard-to-find gas range retrofit. Ample kitchen storage and pantry for family enjoyment. Wet bar offers zoned wine and beer refrigerator and stand-alone KitchenAid ice maker. Villa Emeraude features larger private pool with new gas heater. Four bathrooms are recently remodeled with lovely updates designed for guest enjoyment and practical family amenities for drying beach items. Two family bedrooms are super-sized and loft has space for foosball and separate TV viewing. Check out the separate video gaming space for kids with Atari and X-Box off of garage. Back patio and pool area feature a grill and outdoor TV. Many families reserve in advance to enjoy making memories in this home year after year.

100 Sandprint Cir, Destin

$2,447,000
9 Beds 6 Baths 994211 MLS 4,102 SqFt.
MOTIVATED SELLER!!! Seller is offering creative financing. Spacious and thoughtfully updated, this beach home is located in the highly sought-after Crystal Beach community of Destin, Florida, just half a block from the beach. Offering approximately 4,100 square feet, this 9-bedroom, 6 bath, which includes 2 Jack-and-Jills and an elevator servicing all levels. The home is designed for both comfort and performance as a strong income-producing rental or exceptional second home. The open-concept main living area on the first floor features a large kitchen and living space with abundant seating, ideal for hosting groups and gatherings. The home has been professionally designed and decorated, with new flooring throughout, extensive trim and crown molding in every room, and complete interior and exterior paint completed in 2024. The kitchen and bathrooms were remodeled in 2025, adding modern finishes and functionality. Outdoor living is a highlight, featuring an upscale pool and spa added in 2024, along with a newly added gazebo, lighting, and furnishing; perfect for relaxing after a day at the beach. The second floor offers an additional sitting area, and the home includes over 800 square feet of porches, extending the living space outdoors. All bedrooms are generously sized, including an expansive primary suite with a large en-suite bathroom and a private washer and dryer located within the primary closet. With its prime location, substantial updates, and strong rental appeal, this property presents an outstanding opportunity in one of Destin's most popular beachside neighborhoods.

92 Woodward St, Destin

$2,425,600
7 Beds 6 Baths 999093 MLS 3,320 SqFt.
Short term rental powerhouse featuring a 2021-built designer home with private seasonally heated pool and spa, 7 bedrooms including multiple with private baths, full kitchen, outdoor shower, and massive 18 person sleeping capacity to maximize revenue. Designer furnishings, professional photography and full inventory to convey for immediate revenue generation. Less than one block from Destin's sugar sand beach ensures high occupancy. Includes a free six-seater golf cart and two paddleboards for added guest appeal. Designed from the ground up to ensure easy, low cost maintenance and best possible yield. Do an Internet search on Legacy Beach Homes of Destin, Florida to view real time calendars in order to determine availability for showings. Seller is listing over $100 million worth of properties from their portfolio (35 large STRs in the Destin/Miramar/30A area with an average appraisal value of slightly over $3M each.). Seller is only selling 10% of the portfolio. Seller will withdraw this and/or any other remaining listings once the first $10 million (approximately) in sales have been achieved. Seller (Equisource Holdings dba Legacy Beach Homes) does not disclose property-level rental revenue data. Buyer to perform their own due diligence regarding income potential. However, the appraisal in the document section of this listing may include the appraiser's revenue projection. Seller will make all reasonable efforts to facilitate the transfer of future reservations. The Seller does not have to sell. Property has been priced based on recent appraisal and reflects the seller's minimum acceptable price. Most recent appraisal and inspections are included in the documents section of this listing.

4458 Luke Ave, Destin

$2,385,000
5 Beds 6 Baths 995230 MLS 3,452 SqFt.
Located approximately 180 feet from the beach access and just two homes back from the Gulf in the guard gated community of Destiny by the Sea, this contemporary five-bedroom property can comfortably accommodate up to 14 guests. The first level includes a two-car garage, two bedrooms with private baths and a separate living room providing additional space for guests to relax. The second floor includes the main living are with a chefs' kitchen framed by floor to ceiling windows for natural light. The kitchen offers stainless steel appliances, custom cabinetry, white quartz countertops and a large island with seating. The second level master suite provides Gulf views and multiple doors leading to the wraparound pool deck, an en-suite bath with a soaker tub and separate shower. Upon purchasing the home, the current owner undertook a comprehensive renovation to address deficiencies associated with previously improperly installed windows. The project included removal and replacement of affected stucco, damaged drywall and structural components necessary to complete the reinstallation and improvements to homes weather proofing and moisture protection systems to restore the building envelope. Pool Replastered November 2025 Seller is offering 2-10 Renovation Warranty The third floor includes an additional living area with a Pac-Man arcade console, bunk room with en-suite bath featuring dual showers and a master suite that includes a soaker tub and separate shower. Oversided windows and large sliding doors open to a balcony with a view of the Gulf and private pool below. The rooftop deck provides expansive Gulf views along with two separate seating spaces for entertaining.

33 Caicos Cay, 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

Vendor Member Number : 28166