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Welcome to 387 Medley Street, truly a one-of-a-kind home in Watersound Origins. This 5 bedroom home offers a unique opportunity to own the feel of a private estate within the highly sought after first-phase neighborhood of Watersound Origins. Nestled within the verdant old growth and winding shady paths of the Winter Garden district, this gem is a garden paradise on the park. Surrounded on three sides by nature and poised at the peak of the stately Crescent Park with its moss hewn oaks and expanse of manicured lawn, 387 Medley has a grand feel. Situated along a quiet stretch of Medley street at its widest enclave, there is a generous sense of space and ample parking for guests. The backyard, with room for a large pool, is beautifully landscaped and framed by nature. Views of the lake and native woodlands give an uninterrupted sense of privacy. This two story charmer, the only one of it's kind in the community, has a traditional feel: hardwood floors throughout, custom molding, elegant staircase, 22-ft ceilings, gas fire place, detached 2-car garage, and gentle porches framed by white columns create a lovely backdrop for family life. A truly unique medley of grandeur, nature, and privacy, with all the benefits that the beautiful Watersound Origins community has to offer. Available for your consideration at summers end for a short time only.
#1006228

Inlet Beach

387 Medley Street

5 Beds

3 Baths

2,794 Sq.Ft.

$1,495,000

MLS#: 1006228

*Just 90 steps from private beach access* this charming beach cottage offers a wonderful opportunity to own in Shipwatch, an intimate gated community off Old 98. With a private heated pool, separate carriage house, and the Gulf just steps away, this inviting coastal getaway is all about enjoying the relaxed lifestyle that makes the Emerald Coast so special. Warm and welcoming, the home offers comfortable living spaces designed for gathering with family and friends. The easy flow between indoor and outdoor spaces makes entertaining effortless, while the private courtyard pool provides a peaceful setting for relaxing after a day at the beach. A separate carriage house offers additional accommodations, giving family and guests their own space to unwind. *Being sold fully furnished, including a six-passenger golf cart* this beach cottage offers the convenience of a turnkey coastal getaway. Known to vacationers as ''Palm Oasis'', the home accommodates up to 14 guests and has an established rental history, making it equally appealing as a personal beach retreat or an income-producing vacation property. Rental history is available upon request. One of the property's greatest advantages is its setting where gated privacy and private beach access create a more relaxed beach experience. With the sugar-white sand and emerald waters of the Gulf just a short stroll away, spending the day at the beach couldn't be easier. The private pool is also being refinished.
#1014590

Miramar Beach

93 Shipwatch Lane

3 Beds

3 Baths

1,958 Sq.Ft.

$1,495,000

MLS#: 1014590

Open house
This beautifully modified Duxbury plan by Romair Homes offers thoughtful upgrades throughout and a custom elevation that gives the home a unique presence and sets it apart from others in the neighborhood. Located in the Stillwater neighborhood of Watersound Origins, the home offers 4 bedrooms and 4.5 baths, with shiplap throughout the main living area creating a warm, refined coastal feel. At the heart of the home is an enlarged, custom-designed kitchen featuring upgraded Café appliances, two dishwashers, an undercounter beverage refrigerator, quartz countertops, an impressive 14-by-4-foot island with waterfall edges and a striking backsplash extending to the ceiling. A pantry running the length of the kitchen adds extensive storage, while upgraded lighting and plumbing fixtures add style throughout. Expansive sliding glass doors open to the screened back porch, creating a beautiful connection to the outdoor living area. The backyard features a built-in gas fire pit and offers room for a future pool and hot tub. A detached two-car garage equipped with Wi-Fi-controlled storage lifts connects directly to the home by a covered breezeway, providing convenient access in any weather along with valuable overhead storage. Additional modifications include an upgraded laundry room with expanded cabinetry and dedicated hanging space, along with a redesigned primary bathroom featuring additional cabinetry. Other improvements include an enlarged coat closet that houses the home's networking and internet equipment, telescoping pull-down attic stairs and subflooring throughout the expansive attic, creating walkable storage from the front to the back of the home. Beautifully maintained and uniquely customized, this distinctive home offers an exceptional combination of elevated design, everyday comfort and the sought after Watersound Origins lifestyle.
#1014267

Inlet Beach

147 Sawbuck Drive

4 Beds

4 Baths

2,724 Sq.Ft.

$1,495,000

MLS#: 1014267

BUILD YOUR OWN HOMESTEAD PARADISE ON 16.37 ACRES!!! Price includes newly constructed bridge. The Reserve is an exclusive estate-lot community offering rare privacy, natural beauty, and refined living. With only 42 homesites across 723± acres, each ranging from 3 to 80 acres, The Reserve provides space to create a true legacy property. Enjoy no build-out time frame, plus the guidance of The Reserve's Architectural Review Code and Team. The Reserve offers the acreage you need to bring your dreams to reality. Whether you dream of a large garden, barn, horses, pool oasis, or expansive outdoor living, there is room to bring your vision to life. This gated neighborhood features underground utilities, natural gas, and fiber internet, along with private roads and beautifully maintained intern
#990238

Freeport

Lot 18 Reserve At Hammock Bay

None Beds

None Baths

16.37 acres

$1,495,000

MLS#: 990238

Rare opportunity to own approximately 3.06 acres in Freeport along County Highway 83A W. This vacant residential parcel offers ample space and flexibility for a future homesite in an established area near Choctawhatchee Bay. Conveniently located with access to Freeport amenities, Highway 20 and the surrounding bay communities. Buyer to verify all dimensions, zoning, utilities, building requirements and development feasibility.
#1009394

Freeport

4440 W County Hwy 83A

None Beds

None Baths

3.06 acres

$1,495,000

MLS#: 1009394

Gulf front two-bedroom condo; Fully renovated, fully furnished, fully onboarded and fully booked. This two-bedroom, two-bathroom condo went live on the rental market May 20, 2026 and is projected to exceed $60,000 in gross rental actuals in just over 7 months on the market as a new listing with no previous reviews. We have included the actual rental information and 2027 projection in the photos. In addition to being gulf front, this unit is located on the extremely desirable portion of 30A East adjacent to Alys Beach and Rosemary Beach. This particular location boasts some of highest occupancy and average daily rates on all of 30A. The next owner will get a long list of both tangible and intangible assets with this purchase. Tangible assets include a fully renovated and aesthetically planned and furnished asset from start to finish. Hard wood floors, light fixtures, shiplap, new counters, kitchen cabinets to the ceiling, renovated bathrooms, custom bunks, fully stocked linens and rental essentials, fans, décor and much more. The intangible assets list is equally impressive. The unique advantages of buying a fully renovated and operational asset is both time and money. The investor will be buying the completed product including all time to execute a renovation. This investor will be able to roll a much larger portion of the final product into a loan instead of tackling a cash-heavy renovation project. Another huge benefit here is the potential for a much larger bonus depreciation tax deduction with a renovated asset. Less cash out of pocket, bigger tax deduction. A buyer has the ability to receive rental revenue before the first mortgage payment goes out. These photos and description are not ai generated, all information to be verified by buyer.
#1012279

Inlet Beach

8682 E County Road 30A 102

2 Beds

2 Baths

1,056 Sq.Ft.

$1,495,000

MLS#: 1012279

Fantastic vacant commercial parcel located in South Walton County of Miramar Beach, Florida! Measuring approximately ±132' of Highway 98 frontage and ±1.3 acres, this prime site is centrally located between Destin and Sandestin Golf & Beach Resort, capturing significant visibility from traffic counts of approximately ±50,000 vehicles daily. Future Land Use/Zoning Classification: Residential Preservation. A wetlands assessment & ALTA survey is available. Please inquire for further details.
#959150

Miramar Beach

1.3 Acres Emerald Coast Parkway

None Beds

None Baths

N/A

$1,495,000

MLS#: 959150

Very nice dry 2.2-acre parcel located in historic Point Washington zoned Traditional Neighborhood Development. Has final development order approved by Walton County for a 14 townhome Development.It backs up to Eden State Park and has frontage on Hwy 395 and Gilmore Road. There is a public launch just a short distance on Tucker Bayou that leads to the bay. While you enjoy the quite serenity Point Washington offers you are still close enough to 30A to enjoy the beautiful beach and all other amenities that it offers.
#995042

Santa Rosa Beach

10 N Co Hwy 395

None Beds

None Baths

2.2 acres

$1,495,000

MLS#: 995042

Welcome to C302 on 30A in the gated Villas of Seagrove Beach with Gulf Views and coveted deeded beach access. The original owners are offering this immaculately furnished residence, which was recently renovated throughout at only $681 price per square foot. This home boasts 4 bedrooms and 3 full bathrooms of which 3 are en-suite. Professionally painted in a soothing color palette, renovations include 8'' wide oak plank flooring, tiled bathrooms and spacious laundry room. Shiplap walls accentuate the fireplace, foyer and hallway. The kitchen boasts white shaker cabinetry, quartz counter tops, stainless steel appliances, customized pantry and a large island with counter height seating. full-length lap lane and outdoor restrooms. Live and play in the heart of Seagrove Beach convenient to shopping, dining and entertainment at the coastal towns of Seaside, Watercolor, Alys Beach and Rosemary Beach.
#893687

Santa Rosa Beach

4341 E County Highway 30A UNIT C302

4 Beds

3 Baths

2,196 Sq.Ft.

$1,495,000

MLS#: 893687

Fantastic Penthouse unit with opulent contemporary decor. This is a renovated Martinique floor plan featuring 2 En Suite bedrooms. The living room has an open spacious feel to the kitchen & dining room. The unit has 2 expansive balconies with 1 facing the Harbor & the other facing Destin's East Pass. EPT II is a Non-rental building with amazing views of the Gulf/Pass, & Harbor.. Other features are assigned covered parking and storage room. Project amenities include a gated/secured entrance, a pool, marina, community room, sauna/steam room, & the beach. Buyer should verify all pertinent details related to this property, such as room dimensions, dues or any information that may affect their decision to purchase.
#863384

Destin

110 Gulf Shore Drive UNIT 724

2 Beds

2 Baths

2,420 Sq.Ft.

$1,495,000

MLS#: 863384

In the spirit of the original Watercolor Community, our perfectly located home on 65 Buttercup Street boasts quite possibly the most charming interiors in the neighborhood. Our bungalow-style retreat is a chic and updated getaway located in The Park District. It's all about location in Watercolor and Buttercup Street is coveted so move fast to grab it before someone else does. The spacious living area is filled with a multitude of windows, filling the home with natural sunlight. Fabulous antiques and accessories make this one of the most interesting and appealing homes in the community. Step into this bungalow and find yourself among vintage decor imported from various collections to create a beach ambiance. The home has been well-appointe with new and antique pieces; plush sofas and chairs allowing for comfort and relaxation. The coastal living dining area opens to the kitchen for easy entertaining. The open gourmet kitchen allows for the ultimate in entertaining and gathering among family and friends. Enjoy a glass of wine or a delicious meal utilizing a fully stocked kitchen. Sink into bedrooms featuring sprawling beds, luxe linens, and ultra-plush mattresses. Sleeping areas include a master with a king-sized bed, a 2nd room with a king bed and a 3rd with a queen bed. The master features plush bedding and in the bath a claw-foot tub, separate shower, as well as his and hers vanity and sinks. The 4th bedroom, perfect for kids or teens, is on the second level with two queen beds, a queen sleeper sofa, comfy sitting area and full bathroom.
#811046

Santa Rosa Beach

65 Buttercup Street

4 Beds

4 Baths

2,241 Sq.Ft.

$1,495,000

MLS#: 811046

Tucked within the guard-gated, gulf-front community of Caribe and set on one of the highest elevations in Miramar Beach, this timeless coastal retreat is ideally positioned between the Gulf and the community pool--placing the best of the Emerald Coast just moments from your door. From the moment you arrive, the home begins to tell its story. A shuttered front porch offers a private, shaded escape--perfect for relaxed dinners or slow mornings with coffee. Beyond, four additional porches unfold, each one extending the living spaces outward and inviting in Gulf breezes and soft coastal light. With five airy porches in total, the home is designed for seamless indoor-outdoor living and effortless entertaining. Inside, classic architectural details set the tone. Soaring 12-foot ceilings anchor the main living and dining areas, while solid 8-foot raised panel doors, custom millwork, and a vaulted primary suite ceiling create a refined, "Garden District" feel. The layout offers both comfort and flexibility, with two bedrooms on the main level and a private primary suite spanning the entire second floor--a true retreat above it all. Finishes include hardwood flooring, granite countertops in the kitchen, and marble surfaces in the primary bath. Rare exterior storage is highlighted by a lattice drive-under pergola. Caribe is a low-density, thoughtfully planned guard-gated community known for its winding paths, lush landscaping, and rare stretch of 500 feet of private neighborhood beach--an uncrowded expanse of sugar-white sand and emerald Gulf waters that feels worlds away. With two community pools, tennis courts, and quiet beaches - there's only one Caribe. Originally designed by Christ & Associates, the visionaries behind Caribe, the home artfully blends a taste of New Orleans with a sense of the Caribbean--capturing a style that is both classic and enduring. Five porches. One unforgettable sunset. And a home that lives as beautifully as it was designed.
#999574

Miramar Beach

190 Rue Caribe

3 Beds

4 Baths

2,975 Sq.Ft.

$1,495,000

MLS#: 999574

Welcome to your ideal coastal retreat on Seacrest Drive! This beautifully updated single-story 5-bedroom, 4-bathroom home has just received a fresh refresh with updated furniture and décor, making it truly turnkey for its next owners. A new heated pool added in 2021 offers year-round enjoyment and a perfect place to unwind. Situated on a generous 0.24-acre lot, the property provides ample parking and a large backyard featuring low-maintenance turf that stays green and pristine throughout the year. It's the perfect setting for relaxing by the pool, hosting gatherings, or soaking up the Florida sunshine. Beach access is located directly south of Seacrest Drive, giving you unbeatable convenience for easy, effortless days on the sand. The home is also being sold with a golf cart, making beach trips and neighborhood cruising even easier. With no HOA and a prime location near everything 30A offers, this home blends comfort, freedom, and coastal charm. Whether you're seeking a strong investment property, a second home, or a full-time residence, this refreshed and ready home truly checks every box.
#990407

Seacrest

389 Seacrest Drive

5 Beds

4 Baths

2,076 Sq.Ft.

$1,495,000

MLS#: 990407

239 Sand Oaks Circle is a thoughtfully designed coastal retreat located behind the gates of Seanest Village in the heart of Seagrove Beach. Positioned prominently facing 30A, yet privately tucked behind a canopy of mature foliage and scrub oak trees, this residence offers the rare balance of convenience and a sense of privacy and calm. Seanest owners and guests enjoy private deeded beach access directly across the street, making Gulf days effortless and exclusive. Designed by architect Eric Watson, the home showcases a blend of Dutch West Indies and Mediterranean architecture often associated with Alys Beach and Rosemary Beach. Built with predominantly concrete block construction, the residence offers excellent efficiency and long-term durability. At just under 2,300 square feet, and spanning across three levels, the layout is both functional and inviting, with two ensuite guest bedrooms privately located on the first floor and a bright open-concept living area on the main level. The main living level features 10-foot ceilings and ample windows that frame peaceful treetop views and fill the space with natural light. The kitchen is anchored by a timeless custom island and breakfast bar with beveled wood detailing, complemented by Carrara marble countertops and custom cabinetry, all seamlessly connected to the dining and living area. A vaulted ceiling crafted with pine detailing adds warmth and architectural character, while natural heart pine floors run throughout, reinforcing the home's classic coastal aesthetic. The third floor is dedicated to the primary suite, with vaulted ceilings, a spa-like bath with soaking tub and walk-in shower, a spacious walk-in closet, and a private balcony with Gulf views. Outdoor living includes a private low maintenance yard with fire pit area, multiple balconies to take in coastal breezes and the vibrance of 30A, and an enclosed courtyard shaded by mature trees for a cool and secluded space ideal for relaxing or entertaining. Additional features include a 3-stop elevator and a two-car garage with Tesla charging station. Ideally located a near Seaside and the shops and dining at Greenway Station, Seanest Village is uniquely positioned between Point Washington State Forest and Highway 30A, offering a natural buffer of privacy while keeping the best of 30A close at hand.
#995994

Santa Rosa Beach

239 Sand Oaks Circle

3 Beds

3 Baths

2,292 Sq.Ft.

$1,495,000

MLS#: 995994

Prime commercial retail storefront on Scenic 30A in Santa Rosa Beach, Florida! This prime end-cap commercial space projects a strong presence on Scenic 30A in Santa Rosa Beach, Florida, and captures high visibility from the synergistic peripheral uses that include the mixed-use, entertainment development known as Gulf Place, and flanked by Shunk Gulley Oyster Bar & Papa Surf Burger Bar; all located directly across from the expansive and popular public beachfront park known as Ed Walline Regional Beach Access (located at 4447 County Hwy-30A W, Santa Rosa Beach, FL 32459). Abacos offers dedicated parking spaces for patrons, and the site has exceptional access from Highway 98 via County Road 393 and Scenic 30A. Please inquire for further details. Showings require a minimum of 48 hours... of advanced notice. Please do not approach tenants or their employees.
#991246

Santa Rosa Beach

4368 W County Highway 30A 101

None Beds

None Baths

N/A

$1,495,000

MLS#: 991246

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