$2,995,000
5 Beds
5 Baths
4,394 sqft (on 0.27 acres)
85 Trailhead Dr, Watersound, FL 32461
Est. Mortgage $18,321/mo*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 2020
0.27 acre lot
$682/sqft
2 Car Garage
Local Information
- Map ViewExplore the area around 85 Trailhead Dr.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
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.
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.
Last check for updates: about 14 hours ago
Listing courtesy of Dahler & Co.
Scenic Sotheby's International Realty
Source: ECAOR, MLS#999707
Also Listed on ECAOR.
Home Details for 85 Trailhead Dr
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Interior Details Number of Rooms: 10Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Bathroom, Kitchen, Living Room, Pantry, Separate ApartmentWet Bar |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 4Number of Bathrooms (half): 2 |
Dimensions and Layout Living Area: 4394 Square Feet |
Appliances & Utilities Appliances: Cooktop, Dishwasher, Disposal, Freezer, Microwave, Range Hood, Tankless Water HeaterDishwasherDisposalLaundry: Washer/Dryer HookupMicrowave |
Heating & Cooling Heating: Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas |
Fireplace & Spa Fireplace: EPA Qualified Fireplace, GasHas a Fireplace |
Windows, Doors, Floors & Walls Flooring: HardwoodCommon Walls: No Common Walls |
Levels, Entrance, & Accessibility Stories: 2Floors: Hardwood |
View No View |
Security Security: Security System, Smoke Detector(s) |
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Exterior Home Features Roof: ShinglePatio / Porch: Covered, Porch, ScreenedExterior: Private Yard, Outdoor Shower, Sprinkler System, Outdoor KitchenFoundation: SlabSprinkler System |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 8Parking: Garage Door Opener |
Pool Pool: In GroundPool |
Frontage Not on Waterfront |
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Days on Market: 171 |
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Year Built Year Built: 2020 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Florida Cottage |
Building Construction Materials: Frame, Siding CmntFbrHrdBrdNot a New ConstructionNot Attached Property |
Property Information Condition: Construction CompleteParcel Number: 243S18161000000020 |
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Price List Price: $2,995,000Price Per Sqft: $682 |
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MLS Status: Active |
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Direction & Address City: WatersoundCommunity: WATERSOUND ORIGINS |
School Information Elementary School: Dune LakesJr High / Middle School: Emerald CoastHigh School: South Walton |
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Listing Agent Listing ID: 999707 |
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Building Area Building Area: 4394 Square Feet |
Community rooms Fitness Center |
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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 |
Other Playground |
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HOA Fee Includes: ManagementHas an HOA |
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Lot Area: 0.27 acres |
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Mls Number: 999707Attribution Contact: dahlerandco@scenicsir.com |
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BBQ Pit/GrillCommunity RoomDockFishingGolfShort Term Rental - Not AllowedPavillion/GazeboPicnic AreaPlaygroundPoolTennis Court(s)Whirlpool |
Around this home
What Locals Say about Inlet Beach
At least 28 Trulia users voted on each feature.
89 % Say it's dog friendly
79 % Say it's walkable to restaurants
79 % Say parking is easy
79 % Say people would walk alone at night
77 % Say yards are well-kept
77 % Say car is needed
74 % Say there are sidewalks
73 % Say it's quiet
66 % Say kids play outside
53 % Say they plan to stay for at least 5 years
53 % Say there's holiday spirit
49 % Say there are community events
45 % Say streets are well-lit
43 % Say there's wildlife
39 % Say neighbors are friendly
30 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
Market trends in Inlet Beach
Last updated August 2026
Avg. sale price
$1.61M
$40KMoM
Sale-to-List Price
95.7%
0.1%MoM
Price per sq ft
$714
$117MoM
Available listings
433
21MoM
Home Value
Trulia Estimate
$2.82MSince last month
Increased$12K (+0.4%)Since last year
Decreased$161K (-5.4%)Since last sale
Decreased$181K (-6%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +90% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $2.82M |
| August 2026 | $2.81M |
| July 2026 | $2.82M |
| June 2026 | $2.82M |
| May 2026 | $2.83M |
| April 2026 | $2.86M |
| March 2026 | $3.08M |
| February 2026 | $3.04M |
| January 2026 | $2.94M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.07 | Single-Family Home | $3,650,000 | 06/10/26 | 5 | 5.5 | 4,454 | |
0.17 | Single-Family Home | $1,850,000 | 03/30/26 | 5 | 5 | 3,702 | |
0.25 | Single-Family Home | $3,530,000 | 10/15/25 | 5 | 6 | 4,660 | |
0.13 | Single-Family Home | $1,750,000 | 06/05/26 | 4 | 5 | 3,252 | |
0.39 | Single-Family Home | $2,300,000 | 04/03/26 | 5 | 4.5 | 4,192 | |
0.21 | Single-Family Home | $1,650,000 | 03/30/26 | 5 | 4 | 3,732 | |
0.34 | Single-Family Home | $2,700,000 | 08/03/26 | 5 | 5.5 | 3,432 | |
0.44 | Single-Family Home | $2,265,000 | 04/13/26 | 4 | 4.5 | 3,827 | |
0.39 | Single-Family Home | $2,010,000 | 12/18/25 | 5 | 5.5 | 3,898 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.03 | $1,889,700 | 4 | 4.5 | 2,649 | Off Market | |
0.05 | $1,425,000 | 3 | 3.5 | 2,549 | Recently Sold | |
0.06 | - | - | - | - | Off Market | |
0.08 | $999,000 | 4 | 3 | 2,527 | For Sale | |
0.03 | $2,144,800 | 5 | 5 | 3,928 | Off Market | |
0.07 | $3,650,000 | 5 | 5.5 | 4,454 | Recently Sold | |
0.06 | - | - | - | - | Off Market | |
0.12 | $2,408,300 | 4 | 4.5 | 3,525 | Off Market | |
0.13 | $1,750,000 | 4 | 5 | 3,252 | Recently Sold | |
0.15 | $835,000 | 3 | 3 | 1,944 | Recently Sold | |
0.16 | $1,150,000 | 4 | 3 | 2,335 | For Sale |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Apr 3, 2026 Source: ECAOR #999707 | Listed For Sale | $2,995,000 |
Apr 3, 2023 Source: N/A | Sold | $3,000,000 |
Aug 17, 2020 Source: N/A | Sold | $1,495,000 |
Jun 26, 2020 Source: Agent Provided | Pending | $1,549,000 |
Jun 26, 2020 Source: Agent Provided | PriceChange | $1,549,000 Price decreased by 3% |
Apr 24, 2020 Source: Agent Provided | Listed For Sale | $1,599,000 |
May 16, 2019 Source: N/A | Sold | $200,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $23,788 | $2,632,654 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Dahler & Co., Scenic Sotheby's International Realty
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Member number: 28189
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Frequently asked questions about 85 Trailhead Dr
- What is the estimated monthly payment for 85 Trailhead Dr?Based on a $2,995,000 list price with 20% down at today's rates, the estimated monthly payment for 85 Trailhead Dr in Watersound, FL is approximately $18,616 (about $16,220 principal & interest, $2,321 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- How does the list price for 85 Trailhead Dr compare to homes in Watersound?85 Trailhead Dr in Watersound, FL is listed at $2,995,000, about 85% above the $1.61M median sale price in Watersound.
- What do residents say about Watersound?Residents describe Watersound, FL as dog-friendly, walkable to restaurants, and easy to park in. See homes for sale in Watersound, FL.
- What are the closest schools to 85 Trailhead Dr?The closest schools to 85 Trailhead Dr in Watersound, FL are Dune Lakes Elementary School (rated 10/10), Emerald Coast Middle School (rated 8/10), South Walton High School (rated 8/10).
- Does 85 Trailhead Dr have air conditioning?Yes, 85 Trailhead Dr in Watersound, FL has air conditioning.
- Does 85 Trailhead Dr have a pool?Yes, 85 Trailhead Dr in Watersound, FL has a pool.
85 Trailhead Dr, Watersound, FL 32461 is a 5 bedroom, 6 bathroom, 4,394 sqft single-family home built in 2020. This property is currently available for sale and was listed by ECAOR on Apr 3, 2026. The MLS # for this home is MLS# 999707.