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85 Trailhead Drive
85 Trailhead Drive
85 Trailhead Drive
85 Trailhead Drive
85 Trailhead Drive
85 Trailhead Drive
85 Trailhead Drive
85 Trailhead Drive
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For Sale

85 Trailhead Drive

85 Trailhead Drive, Watersound, FL 32461

$2,995,000
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.

5
beds

6
baths

4,394 Sq.Ft. LIVING AREA

0.27 Acres lot

Features & Amenities

Interior

  • total bedrooms5
  • Total bathrooms6
  • full bathrooms4
  • half bathrooms2
  • APPLIANCES Auto Garage Door Opn, Cooktop, Dishwasher, Disposal, Freezer, Ice Machine, Microwave, Range Hood, Refrigerator W/Ice Mk, Security System, Smoke Detector, Stove/Oven Gas, Wine Refrigerator, Water Heater - Tnkls
  • other interior Features Ceiling Beamed, Ceiling Crwn Molding, Ceiling Vaulted, Kitchen Island, Newly Painted, Owners Closet, Washer/Dryer Hookup, Wet Bar

Area & Lot

  • Status For Sale
  • Living Area4,394 Sq.Ft.
  • Total Area4,394 Sq.Ft.
  • Lot Area0.27 Acres
  • MLS® ID999707
  • TypeResidential
  • YEAR BUILT2020
  • NeighborhoodWatersound Origins
  • Architecture StylesFlorida Cottage
  • Elementary SchoolDune Lakes
  • Middle SchoolEmerald Coast
  • High SchoolSouth Walton

Exterior

  • STORIES2
  • Garage Space2.0
  • utilitiesCommunity Water, Electric, Gas - Natural, Gas - Propane
  • PoolPool - In-Ground, Pool Type
  • AIR CONDITIONINGCentral Air
  • other exterior FeaturesFenced Back Yard, Shower, Sprinkler System, Summer Kitchen

Financial

  • Sales Price$2,995,000
  • Real Estate Tax $23,312/yr
  • Zoning Resid Single Family
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Schedule a Showing

We would love to show you our beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.

Thank you for your interest in 85 Trailhead Drive, Watersound, FL 32461. We are reviewing your request and will be in touch shortly!

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Watersound Origins

Tucked just north of Scenic Highway 30A, Watersound Origins blends natural beauty with an elevated neighborhood experience—featuring preserved green space, modern amenities, and a curated collection of shops, cafés, and dining at its entrance.

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Work with them for luxe, coastal real estate service in the 30A region. Their blend of coastal living expertise, architectural elegance, and personal care ensures your buying or selling journey is upscale, seamless, and truly yours.

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