85 Trailhead Dr Watersound, FL 32461
Rosemary Beach NeighborhoodEstimated payment $18,388/month
Total Views
103,466
5
Beds
6
Baths
4,394
Sq Ft
$682
Price per Sq Ft
Highlights
- Community Boat Dock
- Golf Course Community
- In Ground Pool
- Dune Lakes Elementary School Rated A-
- Fitness Center
- Fishing
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.
Listing Agent
Scenic Sotheby's International Realty Brokerage Email: dahlerandco@scenicsir.com Listed on: 04/03/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $23,312
Year Built
- Built in 2020
Lot Details
- 11,761 Sq Ft Lot
- Lot Dimensions are 99 x 120 x 66 x 152
- Sprinkler System
- Private Yard
Parking
- 2 Car Attached Garage
- Garage Door Opener
Home Design
- Florida Architecture
- Newly Painted Property
- Slab Foundation
- Frame Construction
- Cement Board or Planked
Interior Spaces
- 4,394 Sq Ft Home
- 2-Story Property
- Wet Bar
- Crown Molding
- Beamed Ceilings
- Vaulted Ceiling
- EPA Qualified Fireplace
- Gas Fireplace
- Living Room
- Screened Porch
- Wood Flooring
- Washer and Dryer Hookup
Kitchen
- Butlers Pantry
- Cooktop with Range Hood
- Microwave
- Freezer
- Dishwasher
- Kitchen Island
- Disposal
Bedrooms and Bathrooms
- 5 Bedrooms
- Primary Bedroom Suite
Home Security
- Home Security System
- Fire and Smoke Detector
Pool
- In Ground Pool
- Outdoor Shower
Outdoor Features
- Covered Deck
- Outdoor Kitchen
Additional Homes
- Separate Apartment
Schools
- Dune Lakes Elementary School
- Emerald Coast Middle School
- South Walton High School
Utilities
- Central Air
- Heating System Uses Natural Gas
- Tankless Water Heater
Listing and Financial Details
- Assessor Parcel Number 24-3S-18-16100-000-0020
Community Details
Overview
- Property has a Home Owners Association
- Association fees include management
- Watersound Origins Subdivision
Amenities
- Community Barbecue Grill
- Picnic Area
- Community Pavilion
- Meeting Room
Recreation
- Community Boat Dock
- Golf Course Community
- Tennis Courts
- Community Playground
- Fitness Center
- Exercise Course
- Community Pool
- Community Whirlpool Spa
- Fishing
Matterport 3D Tour
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $4,683 | $83,420 | $12,500 | $70,920 |
| 2024 | $4,478 | $77,000 | $8,170 | $68,830 |
| 2023 | $4,280 | $77,740 | $8,250 | $69,490 |
| 2022 | $2,673 | $77,740 | $8,250 | $69,490 |
| 2021 | $2,754 | $51,420 | $8,720 | $42,700 |
| 2020 | $2,514 | $47,580 | $6,580 | $41,000 |
| 2019 | $2,498 | $47,580 | $6,580 | $41,000 |
| 2018 | $1,974 | $38,440 | $0 | $0 |
| 2017 | $1,804 | $38,440 | $6,620 | $31,820 |
| 2016 | $2,322 | $40,600 | $7,320 | $33,280 |
| 2015 | $2,269 | $40,580 | $7,320 | $33,260 |
| 2014 | $2,026 | $0 | $0 | $0 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 04/03/2026 04/03/26 | For Sale | $2,995,000 | -- | $682 / Sq Ft |
Source: Emerald Coast Association of REALTORS®
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $21,000 | -- | |
| Warranty Deed | $1,495,000 | Attorney | |
| Warranty Deed | $200,000 | Shoreline Title Llc |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $1,196,000 | New Conventional | |
| Previous Owner | $1,004,800 | Construction |
Source: Public Records
About the Listing Agent
Brad Dahler has been vacationing on the Emerald Coast since he was a child and moved to the area in 2017. He attended Missouri State University in Springfield, Missouri, and went into sales before earning his real estate license and turning his attention toward buyers and sellers in WaterColor and along Scenic Highway 30A.
His belief in a hands-on approach with clients and a heavy investment in marketing helped propel him to a sales volume of more than $100 million in 2021. At his prior
Dahler &'s Other Listings
Source: Emerald Coast Association of REALTORS®
MLS Number: 999707
APN: 24-3S-18-16100-000-0020
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
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.
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