85 Trailhead Drive, Watersound, FL 32461
Local realty services provided by:CENTURY 21 Wimco Realty, Inc.
85 Trailhead Drive,Watersound, FL 32461
$2,995,000
- 5 Beds
- 6 Baths
- 4,394 sq. ft.
- Single family
- Active
Listed by: dahler & co.
Office: scenic sotheby's international realty
MLS#:999707
Source:FL_ECAR
Price summary
- Price:$2,995,000
- Price per sq. ft.:$681.61
About this home
Where luxury meets effortless coastal living, this 4,394-square-foot custom Watersound Origins residence unfolds with quiet confidence — every detail thoughtfully considered, every space inviting you to slow down and stay awhile. From the moment you arrive, the wraparound porch sets the tone, offering a warm, welcoming introduction that feels both refined and relaxed.
Inside, natural light pours through expansive windows, illuminating soaring ceilings and a seamless, open-concept design. The kitchen anchors the home as both a gathering place and a showpiece, outfitted with premium appliances, custom cabinetry, and a generously sized butler’s pantry that keeps everything effortlessly within reach while maintaining a clean, elevated aesthetic.
The main level offers a well-appointed guest suite, creating a private and comfortable space for visitors, while the rest of the home unfolds with an easy, intuitive flow designed for both everyday living and entertaining. Just beyond the doors, the backyard transforms into a private retreat. Fully fenced and backing to a serene wooded setting, the outdoor space feels tucked away and protected.
A saltwater pool anchors the outdoor experience, complemented by a summer kitchen and a covered lounge with a fireplace — evenings linger and gatherings unfold with ease. Upstairs, the primary suite serves as a true retreat, with mornings beginning softly and evenings winding down in a spa-inspired bath and expansive custom closet. Additional guest rooms, a charming balcony, and a detached carriage house offer flexibility for hosting, working, or simply creating space to spread out.
Set within Watersound Origins, this home is part of a community that balances natural beauty with thoughtful design, offering access to golf, dining, and the nearby beaches of Scenic Highway 30A. It’s a place where the pace feels just right, and where everyday living carries a sense of ease, intention, and understated luxury....
Contact an agent
Home facts
- Year built:2020
- Subdivision & Development:WATERSOUND ORIGINS
- Listing ID #:999707
- Added:120 day(s) ago
- Updated:August 02, 2026 at 02:55 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:6
- Full bathrooms:4
- Half bathrooms:2
- Rooms Total:10
- Kitchen Description:Cooktop, Dishwasher, Disposal, Freezer, Ice Machine, Microwave, Range Hood, Refrigerator/Icemaker, Stove/Oven Gas, Wine Refrigerator
- Living area:4,394 sq. ft.
Heating and cooling
- Central air:Yes
Structure and exterior
- Year built:2020
- Building area:4,394 sq. ft.
- Lot area:0.27 Acres
- Architectural Style:Florida Cottage
- Exterior Features:Fenced Area, Shower, Sprinkler System, Summer Kitchen
Schools
- High school:South Walton
- Middle school:Emerald Coast
- Elementary school:Dune Lakes
Utilities
- Water:Community Water
Finances and disclosures
- Price:$2,995,000
- Price per sq. ft.:$681.61
- Tax amount:$23,312 (2025)
Features and amenities
- Appliances:Cooktop, Dishwasher, Disposal, Microwave, Range Hood, Refrigerator w/Ice Maker, Stove/Oven Gas, Wine Refrigerator
- Amenities:Kitchen Island, Wet Bar
Parking
- Garage:Yes
- Garage spaces:2
New listings near 85 Trailhead Drive
- New
$3,541,650Active5 beds 7 baths4,775 sq. ft.278 Pollard Cove East #Lot 122, Watersound, FL 32461
MLS# 1008981Listed by: WATERSOUND REAL ESTATE - New
$5,240,000Active6 beds 6 baths5,600 sq. ft.56 S Southern Cross Lane, Watersound, FL 32461
MLS# 1008964Listed by: SCENIC SOTHEBY'S INTERNATIONAL REALTY
$732,350Pending3 beds 3 baths1,960 sq. ft.68 Bunting Lane #Lot 75, Watersound, FL 32461
MLS# 1005887Listed by: WATERSOUND REAL ESTATE
$1,570,640Pending4 beds 5 baths2,880 sq. ft.170 Hutton Cove #Lot 62, Watersound, FL 32461
MLS# 1005890Listed by: WATERSOUND REAL ESTATE- New
$1,600,000Active0.41 AcresLot 35 Windsong Drive, Watersound, FL 32461
MLS# 1008519Listed by: SCENIC SOTHEBY'S INTERNATIONAL REALTY - New
$1,150,000Active4 beds 3 baths2,335 sq. ft.246 Trailhead Drive, Watersound, FL 32461
MLS# 1008420Listed by: SCENIC SOTHEBY'S INTERNATIONAL REALTY - New
$899,000Active4 beds 3 baths2,086 sq. ft.21 Jack Knife Drive, Watersound, FL 32461
MLS# 1008427Listed by: SCENIC SOTHEBY'S INTERNATIONAL REALTY - New
$3,450,000Active5 beds 7 baths3,760 sq. ft.44 Tidepool Lane, Watersound, FL 32461
MLS# 1008412Listed by: SCENIC SOTHEBY'S INTERNATIONAL REALTY - New
$3,895,000Active4 beds 5 baths4,997 sq. ft.165 Needle Cast Lane, Watersound, FL 32461
MLS# 1008260Listed by: SCENIC SOTHEBY'S INTERNATIONAL REALTY - New
$664,900Active2 beds 2 baths1,690 sq. ft.131 Green Heron Street #Lot 65, Watersound, FL 32461
MLS# 1008240Listed by: WATERSOUND REAL ESTATE