85 Trailhead Drive, Watersound, FL 32461
WATERSOUND ORIGINS · Walton County
Key Facts
Description
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.
Property Information
Property Type
Residential
Sub-Type
Single Family Residence
Style
Florida Cottage
Year Built
2020
Living Area
4,394 sq ft
Lot Size
0.27 acres
Lot Dimensions
99 x 120 x 66 x 152
Garage Spaces
2
Parking Spaces
6
Zoning
Resid Single Family
Days on Market
38
MLS® Listing#
999707
Property Features
Interior
Exterior
Appliances
Cooling
Heating
Flooring
Fireplace
Pool
Parking
Patio
Construction
Foundation
Roof
Security
Community
Utilities
Rooms
- 9.4 x 10.6First
- 27 x 18.3Second
- 5.4 x 5.3First
- Bedroom13.9 x 13Second
- Bedroom13.11 x 16First
- Bedroom13.11 x 14.6Second
- Kitchen11 x 20First
- Living Room26.1 x 20First
- Master Bathroom7.4 x 15.6Second
- Master Bedroom18.8 x 14Second
Schools
- Elementary:
- Dune Lakes
- Middle:
- Emerald Coast
- High:
- South Walton
Financial Details
HOA
Yes
Annual Taxes
$23,312
Tax year 2025
Assessed Value
$680
Parcel Number
24-3S-18-16100-000-0020
Directions
From Sandestin, head east on Hwy 98 approximately 19 miles. Watersound Origins is located along the north side of Hwy 98. Head north into the community, turn right onto Pathways Drive and then a left on Trailhead, its the second house on the left.
Affordability Calculator
$599,000
Estimated monthly payment
$15,941/mo
Principal $2,396,000 · Est. interest $3,342,633 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in Watersound, FL
- $1,000,000
- Median Listing Price
- 105
- Median Days on Market
- 2,613
- Median Sq Ft
- $593
- Median Price / Sq Ft
- 58
- Active Listings
- This home’s price is 200% above the area median.
- Its price per sq ft is 15% above the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in Watersound, FL.
Location
Getting Around
Points of Interest in Watersound, FL
Showing the Watersound area map.
Nearby Schools
Ohana Institute
School · 1.2 mi away
Dune Lakes Elementary School
Elementary · 5.2 mi away
Emerald Coast Middle School
Secondary · 7.6 mi away
Seaside Neighborhood School
Elementary · 7.9 mi away
The Preschool at Point Washington
School · 8.0 mi away
Bay Elementary School
Elementary · 8.1 mi away
South Walton Montessori Academy
Elementary · 8.1 mi away
PCB Academy
School · 8.8 mi away
West Bay Elementary School
Elementary · 9.0 mi away
Surfside Middle School
Secondary · 11.3 mi away
South Walton High School
Secondary · 11.6 mi away
Hutchison Beach Elementary School
Elementary · 12.4 mi away
Surfside Kids Academy
School · 12.8 mi away
Arnold Pre K
Secondary · 13.2 mi away
JR Arnold High School
Secondary · 13.4 mi away
Breakfast Point Academy
School · 13.7 mi away
The Tree House Episcopal Montessori School
Elementary · 14.1 mi away
Primary Prep School
Elementary · 14.6 mi away
St Bernadette Early Childhood Development Center
School · 14.9 mi away
Emerald Coast Middle School
School · 15.7 mi away
Commute Calculator
Nearby Homes
Similar Homes Nearby
Similar Home Values
Comparable nearby listings and their asking prices.
| Address | Price | Beds | Baths | Sq Ft |
|---|---|---|---|---|
| 105 Rosecourt Street, Watersound, FL | $2,099,000 | 4 | 4 | 2,904 |
| 30 N Shingle Lane, Watersound, FL | $2,750,000 | 4 | 4 | 2,430 |
| 579 Pollard Cove East Lot 115, Watersound, FL | $2,900,000 | 6 | 8 | 4,326 |
| 35 Shore Bridge Circle, Watersound, FL | $3,025,000 | 4 | 5 | 2,816 |
| 467 Pollard Cove East Lot 106, Watersound, FL | $3,150,000 | 6 | 8 | 4,326 |
| 332 Pollard Cove East Lot 118, Watersound, FL | $3,446,650 | 5 | 7 | 4,775 |
Moving Cost Estimate
EXIT Agents in Watersound
Listing Courtesy: Scenic Sotheby's International Realty - dahlerandco@scenicsir.com