See other homes in:
Primary listing photo
Listing photo 2
Listing photo 3
Listing photo 4
Listing photo 5

85 Trailhead Dr, Watersound, FL, 32461

5beds
6baths
4,394sqft
$2,995,000
$682price/sqft
$18,059/moest. monthly cost
$722,360/yrincome needed

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.

Getting Around

5
WalkingCar-Dependent
0
TransitVery Limited Transit
48
BikeSomewhat Bikeable

Schools

10/10
Bay Elementary SchoolGrades K-55.1 mi
8/10
8/10
South Walton High SchoolGrades 9-1211.7 mi

Construction

Condition

  • Property condition: Construction Complete
  • Year built: 2020

Materials

  • Foundation: Slab
  • Roof: Shingle
  • Construction materials: Frame,Siding CmntFbrHrdBrd

Type & Style

  • Home type: SingleFamily
  • Architectural style: Florida Cottage
  • Property subType: Single Family Residence

Interior

Appliances

  • Appliances included: Cooktop,Dishwasher,Disposal,Freezer,Microwave,Range Hood,Tankless Water Heater
  • Laundry features: Washer/Dryer Hookup

Bathroom

  • Level: First
  • Area: 28.62
  • Dimensions: 5.4 x 5.3

Bedroom

  • Level: First
  • Area: 209.76
  • Dimensions: 13.11 x 16

Bedroom

  • Level: Second
  • Area: 180.7
  • Dimensions: 13.9 x 13

Bedroom

  • Level: Second
  • Area: 191.406
  • Dimensions: 13.11 x 14.6

Bedrooms & Bathrooms

  • Bedrooms: 5
  • Bathrooms: 6
  • Full bathrooms: 4
  • 1/2 bathrooms: 2

Features

  • Beamed Ceilings,Crown Molding,Vaulted Ceiling(s),Kitchen Island,Newly Painted,Owner's Closet,Wet Bar
  • Flooring: Hardwood
  • Fireplace features: EPA Qualified Fireplace,Gas
  • Fireplace: Yes
  • Common walls with other units/homes: No Common Walls

Heating & Cooling

  • Heating features: Natural Gas
  • Cooling features: Central Air

Interior Area

  • Total structure area: 4,394
  • Total interior livable area: 4,394 sqft

Kitchen

  • Level: First
  • Area: 220
  • Dimensions: 11 x 20

Living Room

  • Level: First
  • Area: 522
  • Dimensions: 26.1 x 20

Master Bathroom

  • Level: Second
  • Area: 115.44
  • Dimensions: 7.4 x 15.6

Master Bedroom

  • Level: Second
  • Area: 263.2
  • Dimensions: 18.8 x 14

Other

  • Level: Second
  • Area: 494.1
  • Dimensions: 27 x 18.3

Pantry

  • Level: First
  • Area: 99.64
  • Dimensions: 9.4 x 10.6

Property

Details

  • Parcel number: 243S18161000000020
  • Zoning description: Resid Single Family

Features

  • Stories: 2
  • Pool features: In Ground
  • Patio & porch: Covered,Porch,Screened
  • Exterior features: Private Yard,Outdoor Shower,Sprinkler System,Outdoor Kitchen

Lot

  • Lot size: 0.27 Acres
  • Lot size dimensions: 99 x 120 x 66 x 152

Parking

  • Total spaces: 8
  • Parking features: Garage Door Opener
  • Has garage: Yes
  • Attached garage spaces: 2
  • Covered spaces: 2

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Hurricane
    HurricaneVery High
  • Lightning
    LightningVery High
  • Tornado
    TornadoRelatively High
  • Coastal Flooding
    Coastal FloodingModerate
  • Cold Wave
    Cold WaveModerate
  • Heat Wave
    Heat WaveModerate
  • Inland Flooding
    Inland FloodingModerate
  • Tsunami
    TsunamiInsufficient Data

How This Home’s Risks Compare

Hurricane
Lightning
Tornado
Coastal Flooding
Cold Wave
Heat Wave
Inland Flooding
Tsunami

FEMA Declared Disasters in Walton County and Florida

Coastal Storm
Flood
Hurricane
Severe Storm
Straight Line Winds
Tornado
Tropical Depression
Tropical Storm

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $15,144$181,728
Home Insurance *$313$3,756
Property Taxes $2,160$25,920
Electricity $442$5,306
Total$18,059$216,708
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$619,165/yr
40% on housing$541,770/yr
45% on housing$481,573/yr

Florida FAIR Plan Programs

Citizens Property Insurance Corporation [Florida]

Covered
WildfireWildfire
HailHail
WindWind
Visit Website →
Current Policies
Residential: 1,321,953Commercial: 13,564
Total Premiums$4.60B
Total Exposure$385.82B

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 16.1%
16.1%
0%30.0%
Electricity Growth Rate10-year average: 2.2%
2.2%
0%15.0%
Property Taxes Growth Rate2-year average: 8.0%
8.0%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$682This listing

vs Other Active Listings

Avg $/sqft

ZIP 32461$728
Walton County$483

vs Homes Sold Last Month

Median $/sqft

ZIP 32461$589
Walton County$400

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-04-03Listed for sale$2,995,000
2023-04-03Sold$3,000,000
2020-08-17Sold$1,495,000
2020-06-26Pending sale$1,549,000
2020-06-26Price change$1,549,000
2020-04-24Listed for sale$1,599,000
2019-05-16Sold$200,000

For Sale by Agent

AgentDahler & Co.
BrokerageScenic Sotheby's International Realty

Similar Homes