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Tucked into the heart of Grayton Beach—where bikes outnumber cars, oak limbs arch over sandy lanes, and the locals lovingly say 'nice dogs, strange people'—this charming coastal home channels the neighborhood's creative spirit. Sunlit gathering spaces flow into a crisp, beach-ready kitchen made for coffee at dawn and seafood suppers after sunset. Breezy porches invite lazy afternoons, while the private backyard is perfect for rinsing off after a Western Lake paddle or Gulf swim. Thoughtful updates keep the living easy, highlighted by a new metal roof installed in 2024 for years of peace of mind. Inside, you'll find relaxed finishes, generous bedrooms for weekend crew or long stays, and nooks that feel tailor-made for books, guitars, and sandy flip-flops. For investors or part-time owners, the home now boasts a newly proven rental history that's performing stronglyand momentum that should only grow as it gains repeat guests and exposure. Step out the front door and you're moments from beloved Grayton hangouts, the dunes and trails of Grayton Beach State Park, and those legendary, watercolor sunsets that make locals stay forever. Crafted for people who prize character over cookie-cutter, this home offers the rare combination of comfort, personality, and an address that's pure 30A magic.
#984877

Santa Rosa Beach

226 Magnolia Street

3 Beds

3 Baths

1,773 Sq.Ft.

$2,100,000

MLS#: 984877

This is an investors dream! FOUR Parcels available totalling 39.5+/- acres zoned Village Mixed Use (VMU = 12 units/acre). Over 510' of Indian Woman frontage. Many commercial, civic, and recreational uses possible. Water and Sewer service available on Indian Woman. This property is strategically located just under 1 mile from the new HWY 331 bridge giving easy access to all of South Walton and I-10. Additional acreage to the north available. Call today to inquire!
#858174

Santa Rosa Beach

Lot 20-23 Indian Woman Road

None Beds

None Baths

39.5 acres

$2,100,000

MLS#: 858174

This is a two story house located in the beautiful gated neighborhood of Camp Creek Lake. It has 4 bedrooms with 3 full baths and 1 half bath. This home has a heated pool and outdoor cooking area that has a roll down shutter to protect from the outside elements. It is very short distance to the beach.

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
#997789

Inlet Beach

108 Pelican Circle

4 Beds

4 Baths

2,396 Sq.Ft.

$2,100,000

MLS#: 997789

Welcome to a rare, all-season 30A retreat that captures everything people imagine when they picture a life at the beach. Positioned directly along Scenic Highway 30A with easy access to the public beach just a minute away, this home blends a cottage beach style, a clean crisp interior, and a location that places you steps from the action, fully walkable and bikeable to Seaside for dining, shopping, and entertainment.
#1002132

Santa Rosa Beach

3245 E County Hwy 30A

4 Beds

3 Baths

2,216 Sq.Ft.

$2,100,000

MLS#: 1002132

Deeded beach access and use! Alys Beach inspired concrete home in the heart of Seagrove. This 4 bedroom home is located just off 30A in Gulf Shore Manor that boasts deeded beach access and use. The moment you pass through the portico, the home unfolds into a sanctuary designed for seamless indoor-outdoor living. The central hub is anchored by natural light filled great room, where 18-foot cathedral ceilings are accented by local cypress beams. Three sets of oversized doors disappear to invite the coastal breeze inside. This beach home was created to enjoy a fluid connection to the private courtyard and heated saltwater pool. 

The chef's kitchen is fully equipped with dual dishwashers, double sinks, a new gas range, and a large island that serves as the natural gathering spot. The primary suite, located on the main level, feels like a boutique resort wing. It features expansive dual walk-in closets, a spa-like shower with double heads, and direct pool access, allowing you to wake up to views of the water feature every morning. A second bedroom is located on main floor with easy access to the outdoor living area. 

The private oasis includes a tranquil water feature and a tucked-away summer kitchen--complete with a grill, refrigerator, and sink--perfect for poolside dining. Upstairs, a large screened porch overlooking a view of the pool sanctuary, providing a peaceful escape for morning coffee or evening cocktails. With two additional oversized bedrooms featuring built-in bunks, the home is thoughtfully scaled to accommodate guests with ease.

Located on a low-density street with a 15 foot buffer on one side, this property offers a sense of seclusion while being moments from the energy of Seaside (1.3 mile to the west) and WaterColor (less than 2 miles). Owners and guests enjoy over 1,400 feet of deeded beach access at the end of the street, making it easy to transition from the pool to the emerald waters of the Gulf. Offered fully furnished and including a street-legal LSV, this turnkey property is an exceptional opportunity for full time residence,  a second home, high-performing investment with established bookings already in place. Also within a short distance is regional beach access with seasonal lifeguards, ramp to the beach, restrooms and plenty of parking. Other walkable neighborhood beach access include Dothan, San Juan, Montigo and Pelayo offering plenty of options to enjoy the white sandy beaches of 30A.  Rental projections over $150k!
#1006582

Santa Rosa Beach

75 Barcelona Avenue

4 Beds

3 Baths

2,922 Sq.Ft.

$2,100,000

MLS#: 1006582

Looking for the perfect premier custom-designed luxury 30A beach retreat?  Welcome to 270 Cypress Drive, this home is located in the highly sought-after gated community of Cypress Dunes.
This exceptional three-story residence offers 5 bedrooms, 5.5 bathrooms, a private elevator, and a spacious 2-car garage. Ideally situated just steps from the community's resort-style pool and fitness center, this designer-inspired home was thoughtfully crafted for comfortable family living and effortless entertainment.
The first floor features a spacious guest suite and a private en suite bathroom with an oversize shower.  Also on this floor, is a charming bunk room, with its own bathroom. The first floor has a TV room and wet bar with an ice maker.  This home has a large 2-car garage with ample storage space and an addition washer/dryer hookup.
The second floor is home to the luxurious master suite, complete with a spa-inspired bathroom featuring a soaking tub, custom tile work, designer cabinetry, and an oversized walk-in closet with custom built-ins. Two additional guest suites, each with private access to a bathroom, along with an oversized laundry room featuring floor-to-ceiling cabinetry and abundant storage, complete this level.
The third floor showcases the heart of the home--a spectacular open-concept living, dining, and kitchen area designed to bring family and friends together. The spacious living room offers abundant seating and natural light, while the dining area comfortably accommodates large gatherings and celebrations. The gourmet kitchen is equipped with top-of-the-line appliances, custom cabinetry, and generous workspace for preparing meals and entertaining. Across from the kitchen, you'll find an inviting bonus living area complete with a wet bar and additional lounge space, creating the perfect setting for hosting guests or relaxing after a day at the beach.
Step outside onto the comfortable balcony and enjoy views of the Gulf while taking in the coastal breeze.
This exceptional high-end designer home is being offered furnished, complete with custom window coverings.
This is a rare opportunity to own a premier luxury home on the west end of 30A, offering upscale finishes, and an unbeatable location.
Residents of Cypress Dunes enjoy an impressive collection of resort-style amenities, including two pools--one featuring an infinity edge overlooking Topsail Hill Preserve and the Gulf. A hot tub is located adjacent to the main pool, while the second pool offers a tranquil water feature creating a peaceful atmosphere. Additional amenities include tennis and pickleball courts, a fitness center, an elegant clubhouse, a fireplace lounge, a green space and scenic boardwalks winding through the community's beautiful 100-year-old cypress ponds.
Best of all, Cypress Dunes is located less than one mile from the sugar-white sand beaches and emerald-green waters that make the Emerald Coast one of the most desirable destinations in the country.
Schedule your private showing today and experience the luxury, beauty, and lifestyle that 270 Cypress Drive has to offer.
#1006748

Santa Rosa Beach

270 Cypress Drive

5 Beds

5 Baths

3,701 Sq.Ft.

$2,100,000

MLS#: 1006748

Rare 75.62+/- acre Opportunity in Gulf Breeze!
Combining three parcels into one extraordinary offering just off Hwy 98. Rolling, partially wooded terrain with convenient road frontage—make it your private estate ground, mini‑development site, or preserved sanctuary. Electric runs nearby; buyer to verify utilities. A rare opportunity for land this large in one of Santa Rosa County's most desirable coastal communities.
#981490

Gulf Breeze

6200 Blk E Bay Boulevard

None Beds

None Baths

75.62 acres

$2,100,000

MLS#: 981490

Entered for comp purposes.
Nestled on 158 acres along the emerald waters and serene white sand beaches of Northwest Florida's Gulf Coast, Alys Beach is a New Urban community created with the highest standards for beauty, sustainability, and quality of life. White masonry homes are inspired by the harmonious architecture of Bermuda and Antigua, Guatemala. Courtyards meld indoor and outdoor spaces. Parks and trails preserve the wonder of a unique coastal habitat.
#792946

Alys Beach

AC2 Sea Castle Alley

None Beds

None Baths

0.05 acres

$2,100,000

MLS#: 792946

Emerging from the sugar white sands and idyllic turquoise hued waters of Panama City Beach resides the exclusive newly released Gulf front community of Hadley's Beach. 

Reigning on over four acres, the low density community encompasses a total of sixteen Gulf front homesites and ten first tier homesites. Homesite 10 boasts 50' of Gulf frontage taking full advantage of the views stretching down the coastline and the famed Emerald Coast sunsets which provide a new palate of mesmerizing hues to admire each and every night. Architectural harmony is established and promoted through the carefully curated covenants and restrictions coupled with the inception of the community architectural review board. Notable community infrastructure includes underground utilities, community lighting, and sidewalks throughout.

Coined as one of the top two beaches in all of America, St Andrews State Park abuts to Thomas Drive and offers over 1,200 acres of forests, sand dunes covered with sea oats, fresh and saltwater marshes, a lagoon swimming area, fishing jetties, hiking trails, and nearly two miles of beach.

The community of Hadley's Beach is geographically poised near all of the world class dining and entertainment venues the Emerald Coast has to offer including Thomas Drive, Pier Park, and Scenic Highway 30A. The prime location, masterfully designed site plan, and impressive rental potential create a compelling opportunity to investors and full-time residents alike. Inquire today to learn more and start envisioning the coastal lifestyle you deserve.
#911617

Panama City Beach

5931 Gulf Drive

None Beds

None Baths

0.26 acres

$2,100,000

MLS#: 911617

**ENTERED FOR COMP PURPOSES ONLY**
#797068

Panama City Beach

11101 Panama City Beach Parkway

None Beds

None Baths

4.79 acres

$2,100,000

MLS#: 797068

Welcome to 27 Siasconset Lane, the epitome of luxury living in the highly sought-after community of Prominence on the south side of 30A in Inlet Beach. Upgrades abound in this never rented and elegantly decorated coastal chic, four bedroom, 4.5 bath + bunk/bonus room beach house retreat. Welcome to 27 Siasconset Lane, the epitome of luxury living, in the highly sought-after community of Prominence, located on the south side of 30A. Upgrades abound in this immaculate, never rented and elegantly decorated coastal chic 4 bedroom, 4.5 bath + bunk/bonus room beach house retreat. Ideally situated on a uniquely private, fenced lot, this fully furnished home is pristine and thoughtfully curated with high-end furnishings from Beau Interiors with upgraded lights throughout. This home is a perfect turnkey investment for immediate short term vacation rental income, a second home, or a primary residence. Boasting 10 ft ceilings, plantation shutters throughout, remodeled powder room, shiplap accents, glass shower enclosures in all baths, well-appointed chef's kitchen and 2726 sf of perfectly crafted and planned living space, this is an ideal beach retreat for multi-generations. The open concept living/dining area has ample seating and is perfect for entertaining family and friends year-round. With two primary en-suites, one on first and one on the second floor, two additional bedrooms and a bunk/bonus room, this home has more than enough room to comfortably sleep 10+. There is an abundance of outdoor porches including two oversized front covered porches and an expanded screened back porch that overlooks a private, fenced-in yard with custom paver patio and fire pit truly extending indoor/outdoor living. All outdoor spaces are furnished with durable Polywood furniture. The paver driveway has been expanded to allow room for three cars and a golf cart. A fully enclosed extra-large outdoor shower/storage area provides space for bikes and surf-boards/beach toys. This home is located just a short stroll from the private gated access to the members only Watersound Beach Club. Prominence is a bustling beach community adjacent to Watersound Beach and the popular entertainment complex "The Big Chill" on 30A (formerly known as the Hub). Amenities include two resort-style community pools, green space, and a fitness center. This home is conveniently located minutes to world-class beaches, dining, shopping and entertainment and minutes to the charming hamlets of Rosemary, Seacrest, Alys, Seaside and Seagrove Beach. If you've been waiting for the perfect beach home in a ideal location, this is it!
#933397

Inlet Beach

27 Siasconset Lane

4 Beds

4 Baths

2,726 Sq.Ft.

$2,100,000

MLS#: 933397

Beautiful water views from nearly every room of this 4 bed/4.5 bath, 4175sf, custom built waterfront home.  Located on a private cul-de-sac on over 1 acre, complete with a gunite saltwater pool, a covered outdoor kitchen and a 124' dock with a covered boat lift.
#968242

Fort Walton Beach

1071 Tree Point Drive

4 Beds

4 Baths

4,175 Sq.Ft.

$2,100,000

MLS#: 968242

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#871964

Santa Rosa Beach

828 Western Lake Drive

4 Beds

4 Baths

2,700 Sq.Ft.

$2,100,000

MLS#: 871964

PANORAMIC GULF VIEWS!!

Nestled on Topsail Hill State Park and Preserve, this 4-bedroom, 4-bathroom home offers breathtaking, unobstructed Gulf views from its 2nd and 3rd-floor balconies. Situated at one of the highest elevations in Cypress Dunes--40 feet above sea level--this property combines natural beauty with luxurious coastal living.

As you approach, you'll notice the freshly painted exterior, setting the stage for the home's charm. The 1st floor features two spacious bedrooms, each with its own en-suite bathroom, opening onto a covered porch and large paver patio--perfect for family gatherings. This outdoor space backs directly onto Topsail Hill State Park, offering a serene backdrop of wildlife and native flora. A 2-car garage, extra paved parking, and additional storage complete this level.

Moving upstairs, the 2nd floor greets you with a light-filled great room that includes a chef's kitchen, oversized custom Maple cabinetry, a grand island, and a dining area ideal for family meals. The living room opens onto an expansive covered balcony, complete with a BBQ grill, Green Egg, and a built-in bar-height table for outdoor dining under the stars. This floor also includes a bunk room, a TV room, a full bathroom with a shower, and a versatile office or craft room with built-in cabinetry. Additional conveniences include a pantry, a large wine refrigerator, and a well-appointed laundry room with ample storage and a folding table.

The 3rd floor Master suite is a private retreat. This oversized bedroom features custom built-ins, a cozy seating area, and access to a newly built balcony perfect for stargazing. The spa-like Master bathroom boasts a soaking tub, separate shower, double vanity, and a spacious walk-in closet for all your beachwear.

Additional features include a whole-house Briggs & Stratton generator, a Sentricon termite monitoring system, and an automatic sprinkler system for the mature landscaped yard.

Cypress Dunes, a gated community bordering Topsail Hill State Park, provides residents with unparalleled access to nature and exceptional amenities, including:

Two pools, one with a stunning Gulf view
A clubhouse with a chef's kitchen and large TV
Tennis and pickleball courts
An exercise room
An outdoor fireplace and green space for children and pets
Stroll through the community's walking trails and boardwalks, winding over century-old ponds, and discover the unique coastal wildlife that makes Cypress Dunes so special.

Mostly furnished and designed for relaxation and entertainment, this home offers the perfect blend of charm, convenience, and a serene coastal lifestyle. Whether you're looking for a family retreat or a tranquil escape by the beach, this property delivers it all.
#963229

Santa Rosa Beach

279 Cypress Drive

4 Beds

4 Baths

3,184 Sq.Ft.

$2,100,000

MLS#: 963229

Masterly updated, waterfront estate on the deep, boating waters of Destin's renowned Holiday Isle. Designed for authentic coastal living, this 6,294 sq. ft. home claims an additional 6,000 sq. ft. of outdoor hardscapes right on the canal. Its exceptionally large dock features two boat slips, one with a boatlift, and dockage along the seawall, accommodating three vessels up to 52 ft in length. Inside and out, this home boasts stately proportions and room for a crowd. The private, heated 30 x 25 ft pool is one of the largest on Holiday Isle. Inside, the updated, transitionally designed interiors feature renovated baths, a double-height great room, an ultra-luxurious chef's kitchen, private guest quarters, and elevator. Warm-toned, neutral palettes emphasize the vivid views of the canal and Gulf. The kitchen is designed for both form and function. Custom woodwork, hardwood floors, and granite countertops bring a traditional elegance to this space, while top-quality appliances, an intuitive layout, and a pass-through breakfast bar are designed for some serious entertaining. Appliances include a separate gas and electric cooktop; Viking refrigerator, Viking gas stovetop, Jennaire convertible gas grill, and Kitchenaide electric stove top with range hood. The main master suite is glamorous and spacious. A bay window sitting area with fireplace and private balcony offer peaceful views of the canal. A renovated en suite with dressing area, soaking tub, and walk-in shower is evocative of a relaxing spa. This home also features a junior master suite with separate sitting area on the second story. A bonus room on the first floor provides sleeping quarters, an entertainment area, and a full bath with whirlpool tub accessible from the pool. A 2-door and a 1-door garage collectively accommodate four cars. Home improvements include select new appliances, refinished hardwoods, four renovated baths, new lighting design, new hot water heater, remodeled laundry room, new HVAC units, and much more. The pool was resurfaced in 2014 and includes a 10-year warranty. Located between the Harbor and Gulf of Mexico, the 3-mile peninsula of Holiday Isle is characterized by its pristine beaches, friendly sidewalks, and ever-changing Harbor views.
#799071

Destin

512 Osceola Drive

6 Beds

5 Baths

6,294 Sq.Ft.

$2,100,000

MLS#: 799071

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* Listings identified with the FMLS IDX logo come from FMLS and are held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request. © 2024. First Multiple Listing Service, Inc.
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