285 Twisted Pine Trail Santa Rosa Beach, FL 32459
Estimated payment $101,419/month
Highlights
- Lake Front
- Beach
- Fishing
- Community Boat Dock
- In Ground Pool
- Gulf View
About This Home
Tucked within the private, gated sanctuary of Four Mile Village, 285 Twisted Pine Trail presents an extraordinary opportunity to experience coastal living at its most serene and refined. Set on nearly three acres and bordered by the unspoiled beauty of Topsail Hill Preserve State Park, this remarkable estate offers a rare sense of privacy, where native wildlife and natural landscapes take center stage. From the moment you arrive, the canopy-lined drive evokes a sense of 'Old Florida,' a peaceful retreat far removed from the pace of everyday life. One of the property's most exceptional features is its dual frontage, capturing both coastal dune lake and gulf views. Coastal dune lakes are among the rarest natural phenomena in the world, found in only a handful of locations globally... and this home enjoys sweeping vistas of Fuller Lake to the north and the gulf to the south.
Thoughtfully designed by Geoff Chick, the home blends timeless architecture with exceptional craftsmanship. Inside, curated details abound, from handcrafted lighting imported from Murano, Italy, to rich, rough-hewn cypress flooring that grounds the space in warmth and character. The expansive open-concept living and dining area is anchored by soaring vaulted ceilings, exposed beams, and a striking double-sided fireplace, all framed by walls of glass that capture panoramic water views.
The gourmet kitchen is both functional and elegant, featuring an oversized quartzite island, a full suite of Thermador appliances, and additional support spaces including a butler's kitchen, wet bar, and wine cellar, perfect for effortless entertaining. Retractable European doors seamlessly connect the indoors to multiple outdoor living areas, where covered porches, open-air decks, and an infinity-edge pool and spa create a resort-style setting overlooking the dunes and emerald waters beyond.
Each bedroom suite is designed as a private retreat, offering either lake or gulf views and uniquely crafted en-suite baths with custom tilework. The primary suite is a standout, complete with its own fireplace, private balcony, and a spa-inspired bath where both the soaking tub and shower overlook the gulf. Additional features include a third-level bunk room with a morning bar and a private elevator servicing all levels of the home.
A detached carriage house enhances the property with a first-level game room, wet bar, and golf cart garage, while the upper level provides a bright guest space with built-in bunks, a full bath, and sweeping views. Nearly 300 feet of lake frontage and a private dock further elevate the outdoor experience, offering direct access to one of the area's rare coastal dune lakes.
As part of Four Mile Village, residents enjoy access to over 230 acres of preserved coastal woodlands, a 40-acre dune lake, and more than 2,000 feet of private Gulf shoreline. Rich in both natural beauty and history, this one-of-a-kind property captures the essence of Northwest Florida's most treasured coastline, where luxury and untouched landscape exist in perfect harmony.
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $102,373
Year Built
- Built in 2017
Lot Details
- 2.57 Acre Lot
- Lake Front
- Property fronts a private road
Parking
- 3 Car Attached Garage
- 2 Detached Carport Spaces
Property Views
- Gulf
- Lake
Home Design
- Contemporary Architecture
Interior Spaces
- 5,875 Sq Ft Home
- 3-Story Property
- Furnished
- Vaulted Ceiling
- Fireplace
- Entrance Foyer
- Family Room
Bedrooms and Bathrooms
- 6 Bedrooms
- Primary Bedroom Suite
- Soaking Tub
Pool
- In Ground Pool
Schools
- Van R Butler Elementary School
- Emerald Coast Middle School
- South Walton High School
Utilities
- Multiple cooling system units
- Underground Utilities
- Phone Available
- Cable TV Available
Listing and Financial Details
- Assessor Parcel Number 35-2S-21-42000-034-0000
Community Details
Overview
- Four Mile Village Subdivision
- The community has rules related to covenants
Recreation
- Community Boat Dock
- Beach
- Fishing
Security
- Gated Community
Map
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 | $102,373 | $11,368,477 | ||
| 2024 | $97,115 | $11,048,083 | ||
| 2023 | $97,115 | $10,726,294 | $0 | $0 |
| 2022 | $97,308 | $10,500,036 | $3,065,799 | $7,434,237 |
| 2021 | $35,814 | $3,737,593 | $0 | $0 |
| 2020 | $36,423 | $4,003,817 | $2,453,267 | $1,550,550 |
| 2019 | $35,412 | $3,603,117 | $0 | $0 |
| 2018 | $34,885 | $3,535,934 | $0 | $0 |
| 2017 | $19,877 | $2,042,585 | $0 | $0 |
| 2016 | $21,930 | $2,228,604 | $0 | $0 |
| 2015 | $22,121 | $2,213,112 | $0 | $0 |
| 2014 | $13,411 | $1,300,881 | $0 | $0 |
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 | Prior Sale |
|---|---|---|---|---|---|
| 04/20/2026 04/20/26 | For Sale | $16,900,000 | +43.8% | $2,877 / Sq Ft | |
| 05/11/2021 05/11/21 | Sold | $11,750,000 | 0.0% | $2,005 / Sq Ft | View Prior Sale |
| 04/10/2021 04/10/21 | Pending | -- | -- | -- | |
| 12/31/2020 12/31/20 | For Sale | $11,750,000 | -- | $2,005 / Sq Ft |
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 | $11,750,000 | Attorney | |
| Warranty Deed | -- | Attorney | |
| Warranty Deed | $2,247,500 | Customers First Title Co |
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 |
|---|---|---|---|
| Open | $8,625,000 | New Conventional | |
| Previous Owner | $2,000,000 | Construction |
Source: Emerald Coast Association of REALTORS®
MLS Number: 1001041
APN: 35-2S-21-42000-034-0000
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