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.
For sale
$2,995,000
85 Trailhead Dr, Watersound, FL 32461
5beds
4,394sqft
Est.:
Single Family Residence
Built in 2020
0.27 Acres Lot
$-- Zestimate®
$682/sqft
$-- HOA
What's special
Wraparound porchWell-appointed guest suiteSummer kitchenExpansive custom closetCustom cabinetryPremium appliancesDetached carriage house
- 9 days |
- 717 |
- 47 |
Likely to sell faster than
Zillow last checked: 7 hours ago
Listing updated: April 06, 2026 at 08:28am
Listed by:
Dahler & Co. dahlerandco@scenicsir.com,
Scenic Sotheby's International Realty
Source: ECAOR,MLS#: 999707
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
Primary bedroom
- Level: Second
- Area: 263.2 Square Feet
- Dimensions: 18.8 x 14
Bedroom
- Level: First
- Area: 209.76 Square Feet
- Dimensions: 13.11 x 16
Bedroom
- Level: Second
- Area: 180.7 Square Feet
- Dimensions: 13.9 x 13
Bedroom
- Level: Second
- Area: 191.41 Square Feet
- Dimensions: 13.11 x 14.6
Primary bathroom
- Level: Second
- Area: 115.44 Square Feet
- Dimensions: 7.4 x 15.6
Bathroom
- Level: First
- Area: 28.62 Square Feet
- Dimensions: 5.4 x 5.3
Kitchen
- Level: First
- Area: 220 Square Feet
- Dimensions: 11 x 20
Living room
- Level: First
- Area: 522 Square Feet
- Dimensions: 26.1 x 20
Pantry
- Level: First
- Area: 99.64 Square Feet
- Dimensions: 9.4 x 10.6
Other
- Level: Second
- Area: 494.1 Square Feet
- Dimensions: 27 x 18.3
Heating
- Natural Gas
Cooling
- Central Air
Appliances
- Included: Cooktop, Dishwasher, Disposal, Freezer, Microwave, Range Hood, Tankless Water Heater
- Laundry: Washer/Dryer Hookup
Features
- Beamed Ceilings, Crown Molding, Vaulted Ceiling(s), Kitchen Island, Newly Painted, Owner's Closet, Wet Bar
- Flooring: Hardwood
- Has fireplace: Yes
- Fireplace features: EPA Qualified Fireplace, Gas
- Common walls with other units/homes: No Common Walls
Interior area
- Total structure area: 4,394
- Total interior livable area: 4,394 sqft
Property
Parking
- Total spaces: 6
- Parking features: Garage Door Opener
- Attached garage spaces: 2
Features
- Stories: 2
- Patio & porch: Covered, Porch, Screened
- Exterior features: Private Yard, Outdoor Shower, Sprinkler System, Outdoor Kitchen
- Pool features: In Ground
Lot
- Size: 0.27 Acres
- Dimensions: 99 x 120 x 66 x 152
Details
- Parcel number: 243S18161000000020
- Zoning description: Resid Single Family
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Florida Cottage
- Property subtype: Single Family Residence
Materials
- Frame, Siding CmntFbrHrdBrd
- Foundation: Slab
- Roof: Shingle
Condition
- Construction Complete
- New construction: No
- Year built: 2020
Community & HOA
Community
- Features: BBQ Pit/Grill, Community Room, Dock, Fitness Center, Fishing, Golf, Short Term Rental - Not Allowed, Pavillion/Gazebo, Picnic Area, Playground, Pool, Tennis Court(s), Whirlpool
- Security: Security System, Smoke Detector(s)
- Subdivision: WATERSOUND ORIGINS
HOA
- Services included: Management
Location
- Region: Watersound
Financial & listing details
- Price per square foot: $682/sqft
- Tax assessed value: $2,540,409
- Annual tax amount: $23,312
- Date on market: 4/3/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 4/3/2026 | Listed for sale | $2,995,000-0.2%$682/sqft |
Source:  ECAOR #999707 Report a problem | ||
| 4/3/2023 | Sold | $3,000,000+100.7%$683/sqft |
Source: Public Record Report a problem | ||
| 8/17/2020 | Sold | $1,495,000-3.5%$340/sqft |
Source: Public Record Report a problem | ||
| 6/26/2020 | Pending sale | $1,549,000$353/sqft |
Source: Beach Properties of Florida #837223 Report a problem | ||
| 6/26/2020 | Price change | $1,549,000-3.1%$353/sqft |
Source: Beach Properties of Florida #837223 Report a problem | ||
| 4/24/2020 | Listed for sale | $1,599,000+699.5%$364/sqft |
Source: Berkshire Hathaway Home Services Beach Properties of Florida #837223 Report a problem | ||
| 5/16/2019 | Sold | $200,000$46/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $23,205 +90.5% | $2,540,409 +84.2% |
| 2023 | $12,182 +1.1% | $1,379,006 +3% |
| 2022 | $12,054 -1.3% | $1,338,841 +3% |
| 2021 | $12,218 +729.5% | $1,299,846 +780.9% |
| 2020 | $1,473 +15.1% | $147,552 +27.8% |
| 2019 | $1,279 | $115,433 +10% |
| 2018 | $1,279 | $104,939 |
Find assessor info on the county website
Monthly payment
Est. payment
$17,377/mo
Principal & interest
$15056
Property taxes
$2321
More affordability tools
Climate risks
Neighborhood: 32461
Nearby schools
GreatSchools rating
- 10/10Bay Elementary SchoolGrades: K-5Distance: 5.1 mi
- 8/10Emerald Coast Middle SchoolGrades: 6-8Distance: 7.4 mi
- 8/10South Walton High SchoolGrades: 9-12Distance: 11.7 mi
Schools provided by the listing agent
- Elementary: Dune Lakes
- Middle: Emerald Coast
- High: South Walton
Source: ECAOR. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 32461
- Florida
- Walton County
- Inlet Beach
- 32461
- 85 Trailhead Dr
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