85 Trailhead Drive, Watersound, FL 32461
Local realty services provided by:CENTURY 21 Ryan Realty
85 Trailhead Drive,Watersound, FL 32461
$2,995,000
- 5 Beds
- 6 Baths
- 4,394 sq. ft.
- Single family
- Active
Listed by: dahler & co.dahlerandco@scenicsir.com
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 residence unfolds with a quiet confidence, where every detail has been thoughtfully considered and every space invites 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 becomes the centerpiece, complemented by a summer kitchen and a covered lounge with a fireplace, where evenings linger a little longer and gatherings come together with ease. Upstairs, the primary suite is designed as a true escape, where mornings begin softly and evenings wind 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, the home is part of a community that balances natural beauty with thoughtful design, offering access to golf, dining, and the nearby beaches of 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
- Listing ID #:999707
- Added:1 day(s) ago
- Updated:April 04, 2026 at 07:52 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
$3,446,650Active5 beds 7 baths4,775 sq. ft.332 Pollard Cove East #Lot 118, Watersound, FL 32461
MLS# 999787Listed by: WATERSOUND REAL ESTATE - Open Sun, 11am to 2pmNew
$4,950,000Active5 beds 6 baths5,501 sq. ft.172 Norman Court, Watersound, FL 32461
MLS# 999582Listed by: SCENIC SOTHEBY'S INTERNATIONAL REALTY - New
$689,000Active3 beds 2 baths1,708 sq. ft.189 Windrow Way, Watersound, FL 32461
MLS# 999402Listed by: SCENIC SOTHEBY'S INTERNATIONAL REALTY - New
$1,599,000Active0.19 AcresLot 7 Shore Bridge Circle, Watersound, FL 32461
MLS# 999376Listed by: SCENIC SOTHEBY'S INTERNATIONAL REALTY
$1,825,000Pending4 beds 4 baths2,947 sq. ft.21 Rosecourt Street, Watersound, FL 32461
MLS# 999146Listed by: CORCORAN REVERIE SRB- New
$545,995Active2 beds 2 baths1,410 sq. ft.339-B Suwannee Drive #Unit 70B, Watersound, FL 32461
MLS# 999139Listed by: WATERSOUND REAL ESTATE - New
$1,268,975Active4 beds 4 baths2,624 sq. ft.425 Lafayette Road, Watersound, FL 32461
MLS# 999067Listed by: COMPASS - Open Sat, 10am to 12pmNew
$1,100,000Active3 beds 2 baths1,960 sq. ft.246 Naturewalk Boulevard, Watersound, FL 32461
MLS# 787403Listed by: SCENIC SOTHEBY'S INTERNATIONAL REALTY - Open Sat, 11am to 1pmNew
$1,100,000Active3 beds 2 baths1,960 sq. ft.246 Naturewalk Boulevard, Watersound, FL 32461
MLS# 998921Listed by: SCENIC SOTHEBY'S INTERNATIONAL REALTY