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$3,790,000
6 Beds ⋅ 6 Baths ⋅ O6441711 MLS
Auction Property. AUCTION: Bidder registration deadline: 30th September. Starting bids expected between $1.5M-$2.75M Waterfront elegance defines this fully renovated bayfront estate, tucked behind a private gated entrance along nearly an acre of Choctawhatchee Bay frontage. Mature trees frame the property, creating a secluded sanctuary just minutes from Destin's beaches, dining, and entertainment. A private dock and expansive two-level deck extend the living space toward the water, framing sweeping bay views and vivid sunsets. Boating to Crab Island, waterfront dining at Destin Harbor, and fishing from a private dock become part of everyday life. A detached three-car garage offers space for vehicles, golf carts, and water toys, while the absence of an HOA ensures complete freedom to enjoy this rare slice of the Emerald Coast.

609 Calhoun Avenue, Destin

Listing courtesy of BASTION REALTY LLC. 850-420-1959
$1,700,000
6 Beds ⋅ 5 Baths ⋅ 795183 MLS
YES! You CAN have it all! A main living space with 3 BR and 2.5 BA, a private heated pool, AND space for guests or friends in the self-contained cottage out back--all within an easy walk to the white sandy beaches! PROPERTY HIGHLIGHTS INCLUDE: --Fully furnished and ready to rent or enjoy --High ceilings and lots of natural light --Open floor plan for kitchen/dining/living space --Double vanities, jetted tub and separate shower in downstairs master suite --Large pantry/utility room (8.11 x 13.5) --Dining seating for 6 + 4 at bar --Gas fireplace --Plantation shutters --TWO full kitchens (main house and guest house) --TWO washer/dryer areas (main house and guest house) --Curated artwork and decor --Close to terrific shopping and dining options --Flood Zone X! No flood insurance required! Come see this beautiful home today!

99 Shirah Street, Destin

Listing courtesy of EXP Realty LLC.

$174,900
1 Beds ⋅ 1 Baths ⋅ 794882 MLS
Prime Location-Furnishings Negotiable! Welcome to 4070 Dancing Cloud Ct Unit 180--your opportunity to own a beautifully located condo in the heart of Destin, just minutes from the world-famous Emerald Coast beaches. This beautifully maintained 1-bedroom, 1-bath condo offers the perfect combination of comfort, convenience, and coastal living. Featuring approximately 745 square feet of thoughtfully designed space, this unit provides an open and inviting layout ideal for both full-time living or as an investment property. The functional kitchen features elegant Calacatta Monaco quartz countertops that add a sophisticated coastal feel while providing a durable, low-maintenance surface. The spacious bedroom and comfortable living area create a cozy yet versatile environment. Step outside to your private balcony--ideal for morning coffee, evening unwinding, or enjoying Florida's coastal breeze. Located in the desirable Indian Lake community, residents enjoy access to a pool, clubhouse, gym, playground, and scenic outdoor areas. The community is known for its peaceful setting while still being just minutes from Destin's world-famous beaches, shopping, dining, and entertainment. Whether you're looking for a primary residence, vacation getaway, or rental opportunity, this property checks all the boxes. Want it furnished? No problem! The furnishings are available and can be included with the sale. With its prime location and strong rental potential, it's an excellent opportunity to own in one of Florida's most sought-after coastal destinations. Don't miss your chance to own in the heart of Destin--schedule your private showing today!

4070 Dancing Cloud Court Unit 180, Destin

Listing courtesy of Horsley Real Estate Group.

$1,875,000
5 Beds ⋅ 3 Baths ⋅ 793884 MLS
OPEN HOUSE! SATURDAY AUG. 29th from 2PM to 4:30PM, SUNDAY, AUG. 30TH from 10-12:30pm. Welcome to Holiday Isle! This 5-bedroom, 3-bath waterfront home comfortably sleeps 14 guests and offers an incredible opportunity as a primary residence, second home, or established vacation rental. The spacious open-concept living area is designed for entertaining and opens to one of the largest waterfront decks on Holiday Isle, providing plenty of room for outdoor dining, gatherings, and enjoying the water views. The deck has even been used to host weddings, offering endless possibilities for entertaining. Boating enthusiasts will appreciate the private dock with two boat lifts and a dedicated fish cleaning station. Cruise to Crab Island, spend the day fishing in the World's Luckiest Fishing Village, or explore Destin's waterways right from your backyard. The home also features a large second-floor front balcony, perfect for morning coffee or relaxing in the evening after a day on the water. Located just across the street from the Gulf of America, you'll enjoy a short walk to the private gated beach access where you can spend the day on Destin's sugar-white sand and emerald waters. With spacious accommodations, exceptional outdoor living, premier boating amenities, and an unbeatable Holiday Isle location, this property offers outstanding rental potential and the coastal lifestyle buyers are looking for.

521 Gulf Shore Drive, Destin

Listing courtesy of Innerscope Realty LLC.

$550,000
792066 MLS
This is a true turnkey business opportunity with everything in place for immediate operation. The sale includes all furniture, fixtures, equipment (FF&E), commercial kitchen equipment, walk-in cooler, freezers, refrigeration, cooking line, smallwares, POS system, dining room furnishings, signage, décor, inventory, recipes, operating procedures, website, social media accounts, branding, customer goodwill, and all other assets necessary to continue the business without interruption. Operating from a highly visible leased location in Destin with a transferable lease (subject to landlord approval), the restaurant features indoor and outdoor seating, ample parking, and an efficient layout designed for high-volume service. Simply step in and continue operating an established business with a recognized brand and proven business model.

4346 Legendary Drive Unit b108, Destin

Listing courtesy of Hilltop Legacy Realty.

$359,999
1 Beds ⋅ 1 Baths ⋅ 791664 MLS
Renovated 1-bedroom condo in a peaceful setting with mature landscaping, golf, and pool views. Enjoy peak harbor views from the front balcony and the bedroom window. The living area boasts large windows overlooking the ninth fairway. The dining area has sliding doors to the private balcony with pool views far enough away to still feel private. The kitchen features updated granite countertops, a breakfast bar, and modern appliances. This furnished turnkey vacation rental is ready for you! Call to book your tour today!

775 Gulf Shore Drive Unit 2015, Destin

Listing courtesy of EXP Realty LLC.

$350,000
2 Beds ⋅ 2 Baths ⋅ TB8511801 MLS ⋅ Nautical Way Unit 111 BLDG.
Positioned in one of Destin’s highest-demand vacation corridors, this updated Holiday Isle condo offers an exceptional opportunity for short-term rental income, second-home ownership, or hybrid personal/investment use. Located near both the Gulf beaches and Destin Harbor, the property benefits from the walkability and lifestyle amenities vacation guests actively seek when booking along the Emerald Coast. The 2-bedroom, 2-bath layout is highly functional for rental occupancy, featuring an open living area, updated coastal finishes, durable flooring, recessed lighting, breakfast bar seating, and an owner’s closet for streamlined property management. The turnkey feel and low-maintenance ownership profile make it attractive for both self-managed and professionally managed vacation rental programs. Holiday Isle continues to outperform many surrounding areas due to its unique blend of beach access, boating lifestyle, harbor proximity, fishing charters, waterfront dining, and entertainment options. Guests can easily enjoy beaches by day and harbor nightlife by evening without leaving the immediate area. With strong year-round tourism demand in Destin and broad buyer appeal for furnished coastal properties, this residence presents an attractive option for investors seeking lifestyle enjoyment combined with income-producing potential.

111 Gulf Winds Court Unit 111, Destin

Listing courtesy of REAL BROKER, LLC. 855-450-0442
$375,000
1 Beds ⋅ 1 Baths ⋅ 790287 MLS
Turnkey top-floor beach condo with income to match. This 1BR/1BA at Grand Caribbean West blends coastal style with smart rental-ready design: a rare full-size kitchen, built-in hallway bunks for extra sleeping capacity, and an in-unit washer/dryer. Recent upgrades include luxury tile flooring, an updated bath, a 2019 HVAC system, a 2021 water heater, and a smooth ceiling (popcorn removed in 2022) -- move-in ready with peace of mind built in. Enjoy Gulf views from the private balcony, directly across from the beach, plus resort-style amenities: pool, hot tub, grilling area, and picnic pavilion. And the location just got better -- Tarpon Beach Gulf Front Park, a short walk down Scenic Hwy 98, opened July 2026 with 340 feet of true gulf-front public beach access, free parking, restrooms, and pavilions. 2026 projected rental revenue: $27,232. Short-term rentals are welcomed here, and the condo sells fully furnished -- simply arrive and start earning from day one. HOA dues of $862/month cover ground keeping, insurance, sewer, trash, cable, and water for effortless ownership. An exceptional value for this building and location -- schedule your private showing today! All information is deemed accurate but should be verified by the buyer and/or buyer's agent if important.

3191 Scenic Highway 98 Unit 308, Destin

Listing courtesy of Counts Real Estate Group Inc.

$1,900,000
5 Beds ⋅ 4 Baths ⋅ TB8508795 MLS
Discover the ultimate Destin beach retreat at 79 Mark Street, a fully renovated and professionally designed vacation home in the highly sought-after Crystal Beach area. Just a short stroll to the Gulf, this turnkey property blends coastal luxury, resort-style outdoor living, and established short-term rental performance. Designed to impress from the moment guests arrive, the home features a bright boho-chic aesthetic, spacious gathering areas, beautifully styled bedrooms, a fully equipped kitchen, modern amenities, and a flexible layout ideal for large groups. The main house offers 3 bedrooms and 3 bathrooms, while the private casita includes 2 bedrooms and 1 bathroom, creating excellent separation and flexibility for families, multi-generational guests, or vacation rental use. Sold fully furnished, this property is ready for its next owner to enjoy or continue operating as a successful short-term rental. Recent upgrades add even more value and peace of mind, including a new sofa, new pool pump, new grill, and newer outdoor furniture, making the home even more guest-ready and inviting. Step outside to your own private backyard oasis featuring a heated pool, hot tub, outdoor dining under a lighted pergola, lounge areas, outdoor shower, and BBQ/smoke station. From beach days to poolside evenings, every detail has been curated to create a memorable guest experience. Currently operating as a successful short-term rental and performing in the top 1% of short-term rentals in Destin, this property offers buyers the rare opportunity to step into a beautifully renovated, fully furnished, income-producing beach home with exceptional guest appeal.. Located close to Destin Commons, HarborWalk Village, Big Kahuna’s, Silver Sands Premium Outlets, Crab Island activities, dining, shopping, and entertainment, this home offers the best of Destin right at your fingertips. 79 Mark Street is more than a beach house, it is a fully furnished turnkey lifestyle property with proven vacation rental appeal in one of Destin’s most desirable locations.

79 Mark Street, Destin

Listing courtesy of KELLER WILLIAMS TAMPA PROP.. 813-264-7754
$677,500
2 Beds ⋅ 2 Baths ⋅ 789265 MLS
Perched atop the exclusive Sterling Sands Condominium, this rare penthouse unit offers an exceptional blend of privacy, comfort, and investment potential in the heart of Destin. With no neighbors above, you will enjoy a peaceful, quiet retreat complemented by breathtaking, unobstructed Gulf views from your private balcony with sleek glass panels--perfect for soaking in year-round sunsets. This beautifully maintained 2-bedroom, 2-bath condo is sold fully furnished and turnkey, making it ideal for immediate enjoyment or seamless rental income. This highly desirable floor plan already has demonstrating strong performance. Inside, the open-concept kitchen and living area create a bright, inviting space designed for both entertaining and everyday living, all while maximizing those stunning beachfront vistas. The breakfast bar and countertops have been renovated for modern, comfortable entertaining. Built with solid concrete construction, the building offers durability and peace of mind, further enhanced by a recently completed milestone inspection with no special assessments required. Sterling Sands is a beachfront resort with just eight stories, which ensures minimal elevator wait times and a more relaxed, uncrowded atmosphere. Residents and guests enjoy 460 feet of private, deeded sugar-white beach, available beach service, a seasonally heated beachfront pool and hot tub, a gulf-front fitness center building, and a convenient grilling area. The less crowded design of the development also ensures ample parking is available to you and your guests. Located just minutes from Destin's premier dining, shopping, and entertainment, this penthouse presents an outstanding opportunity whether you're seeking a luxurious full-time residence, a serene second home, or a high-performing addition to your investment portfolio.

1080 E U.S. 98 Unit 804, Destin

Listing courtesy of Beachy Beach Real Estate.

$1,849,999
4 Beds ⋅ 4 Baths ⋅ O6387494 MLS
Completely renovated and move-in ready 4 Bedroom HOME, this beautifully updated home offers peace of mind and high-end finishes throughout. Two main AC units were replaced in 2023 for improved efficiency and comfort. Inside, you’ll find all-new luxury vinyl plank flooring, with tile in the bathrooms for a clean, modern touch. The stunning kitchen features brand-new appliances, new cabinetry, and updated finishes that flow seamlessly into the laundry room and bathrooms, all of which also boast new cabinets and new countertops. Both bathrooms have been completely remodeled with designer details including a relaxing soaker tub, waterfall shower, and eye-catching wood ceiling accents. Custom finishes elevate the entire home, including shiplap features, a wood-accented bathroom ceiling, and thoughtful design touches throughout. Fresh interior paint adds a bright, cohesive feel. Step outside to enjoy new sod and refreshed front bed landscaping, along with a newly screened patio and new patio doors—perfect for relaxing or entertaining year-round. This home blends modern upgrades with stylish custom details—schedule your showing today!

410 Windjammer Court, Destin

Listing courtesy of EXP REALTY LLC. 888-883-8509
$1,635,000
4 Beds ⋅ 5 Baths ⋅ 768581 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

Listing courtesy of Salty Marlin Realty LLC.