85 Trailhead Drive, Watersound

$2,995,000

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5 Beds
6 Baths
4,394 Sqft
.27 Acre
2 Garages

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.

Essential Information

Status
Active
MLS® #
999707
Price
$2,995,000
Days On Website
72
Bedrooms
5
Bathrooms
6.00
Full Baths
4
Half Baths
2
Square Footage
4,394
Acres
0.27
Year Built
2020
Type
Residential
Sub-Type
Detached Single Family
Style
Florida Cottage

Community Information

Address
85 Trailhead Drive
Area
30A East
SubArea
1805 - N of Hwy 98
Subdivision
WATERSOUND ORIGINS
City
Watersound
County
Walton
State
FL
Zip Code
32461

Amenities

Parking
Garage Door Opener
# of Garages
2
Has Pool
Yes
Pool
In Ground

Utilities

Community Water, Electric, Gas - Natural, Gas - Propane

Interior

Heating
Gas - Natural
Cooling
Central Air
Fireplace
Yes
# of Stories
2

Interior Features

Beamed Ceilings, Crown Molding, Vaulted Ceiling(s), Kitchen Island, Newly Painted, Owner's Closet, Washer/Dryer Hookup, Wet Bar

Appliances

Cooktop, Dishwasher, Disposal, Freezer, Microwave, Range Hood, Tankless Water Heater

Fireplaces

EPA Qualified Fireplace, Fireplace Gas

Exterior

Roof
Shingle
Construction
Frame, Siding CmntFbrHrdBrd
Foundation
Slab

Exterior Features

Private Yard, Outdoor Shower, Sprinkler System, Outdoor Kitchen

School Information

Elementary
Dune Lakes
Middle
Emerald Coast
High
South Walton

Additional Information

Days on Website
72
Zoning
Resid Single Family

Listing Details

Contact Info
dahlerandco@scenicsir.com

Office

Scenic Sotheby's International Realty

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All listings are provided courtesy of the Emerald Coast Association of Realtors, Copyright2026, All rights reserved.

Listing information last updated on June 14th, 2026 at 2:07am CDT.