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.
For sale
$16,900,000
285 Twisted Pine Trl, Santa Rosa Beach, FL 32459
6beds
5,875sqft
Single Family Residence
Built in 2017
2.57 Acres Lot
$-- Zestimate®
$2,877/sqft
$-- HOA
What's special
Striking double-sided fireplaceOpen-air decksCovered porchesWine cellarSoaring vaulted ceilingsWet barGolf cart garage
- 161 days
- 1,555
- 78
Zillow last checked:
Listing updated:
Listed by:
Spears Group 850-710-2114,
Compass,
John J D'Amico 850-974-1234,
Compass
Source: ECAOR,MLS#: 1001041
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 8
- Full bathrooms: 7
- 1/2 bathrooms: 1
Primary bedroom
- Level: Second
- Area: 228 Square Feet
- Dimensions: 19 x 12
Bedroom
- Level: Second
- Area: 182 Square Feet
- Dimensions: 13 x 14
Bedroom
- Level: First
- Area: 182 Square Feet
- Dimensions: 13 x 14
Bedroom
- Level: Third
- Area: 170 Square Feet
- Dimensions: 17 x 10
Bedroom
- Level: Third
- Area: 192 Square Feet
- Dimensions: 16 x 12
Bathroom
- Level: First
- Area: 110 Square Feet
- Dimensions: 11 x 10
Bathroom
- Level: First
- Area: 110 Square Feet
- Dimensions: 11 x 10
Family room
- Level: First
- Area: 880 Square Feet
- Dimensions: 40 x 22
Foyer
- Level: First
- Area: 84 Square Feet
- Dimensions: 14 x 6
Other
- Description: Roof top terrace
- Level: Third
- Area: 55 Square Feet
- Dimensions: 11 x 5
Other
- Description: Carriage house
- Level: Second
- Area: 408 Square Feet
- Dimensions: 24 x 17
Other
- Description: Man cave in carriage house
- Level: First
- Area: 408 Square Feet
- Dimensions: 24 x 17
Heating
- Natural Gas
Features
- Furnished: Yes
- Common walls with other units/homes: No Common Walls
Interior area
- Total structure area: 5,875
- Total interior livable area: 5,875 sqft
Property
Parking
- Total spaces: 5
- Parking features: Detached Carport, Garage
- Garage spaces: 3
- Carport spaces: 2
- Covered spaces: 5
Features
- Stories: 3
- Pool features: In Ground
- Has view: Yes
- View description: Gulf, Lake
- Has water view: Yes
- Water view: Gulf,Lake
- Waterfront features: Coastal Dune Lakes
Lot
- Size: 2.57 Acres
- Features: Covenants, Restrictions, Within 1/2 Mile to Water
Details
- Parcel number: 352S21420000340000
- Zoning description: Resid Single Family
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Condition
- Construction Complete
- New construction: No
- Year built: 2017
Utilities & green energy
- Water: Public
Community & HOA
Community
- Features: Beach, Dock, Fishing, Gated, Waterfront
- Subdivision: FOUR MILE VILLAGE
Location
- Region: Santa Rosa Beach
Financial & listing details
- Price per square foot: $2,877/sqft
- Tax assessed value: $13,344,454
- Annual tax amount: $102,373
- Date on market: 4/20/2026
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 4/20/2026 | Listed for sale | $16,900,000+19.6%$2,877/sqft |
Source: | ||
| 4/25/2024 | Listing removed | $14,125,000+20.2%$2,404/sqft |
Source: | ||
| 5/11/2021 | Sold | $11,750,000-16.8%$2,000/sqft |
Source: | ||
| 3/29/2021 | Pending sale | $14,125,000$2,404/sqft |
Source: | ||
| 12/31/2020 | Listed for sale | $14,125,000+528.5%$2,404/sqft |
Source: Beach Properties of Florida #861634 Report a problem | ||
| 5/20/2014 | Sold | $2,247,500-9.9%$383/sqft |
Source: Public Record Report a problem | ||
| 2/5/2014 | Price change | $2,495,000-12.5%$425/sqft |
Source: The Premier Property Group, LLC #594548 Report a problem | ||
| 8/6/2013 | Price change | $2,850,000-10.9%$485/sqft |
Source: The Premier Property Group, LLC #594548 Report a problem | ||
| 4/9/2013 | Listed for sale | $3,200,000$545/sqft |
Source: The Premier Property Group, LLC #594548 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $102,373 +1.8% | $11,368,477 +2.9% |
| 2024 | $100,567 +3.6% | $11,048,083 +3% |
| 2023 | $97,115 -0.2% | $10,726,294 +2.2% |
| 2022 | $97,308 +171.7% | $10,500,036 +180.9% |
| 2021 | $35,814 -1.7% | $3,737,593 +1.4% |
| 2020 | $36,423 +2.9% | $3,685,989 +2.3% |
| 2019 | $35,412 | $3,603,117 +1.9% |
| 2018 | $35,412 +1.5% | $3,535,934 +73.1% |
| 2017 | $34,885 +75.5% | $2,042,585 -8.3% |
| 2016 | $19,877 -9.4% | $2,228,604 +0.7% |
| 2015 | $21,930 -0.9% | $2,213,112 +70.1% |
| 2014 | $22,121 | $1,300,881 -0.1% |
| 2013 | -- | $1,302,789 +684.1% |
| 2012 | -- | $166,158 +3% |
| 2011 | -- | $161,318 +1.5% |
| 2010 | -- | $158,934 +2.7% |
| 2009 | -- | $154,758 +0.1% |
| 2008 | -- | $154,603 +3% |
| 2007 | -- | $150,100 +5.6% |
| 2005 | -- | $142,174 +3% |
| 2004 | -- | $138,033 +1.9% |
| 2003 | -- | $135,459 +2.4% |
| 2002 | -- | $132,284 +1.6% |
| 2001 | -- | $130,201 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 32459
Nearby schools
Schools provided by the listing agent
- Elementary: Van R Butler
- 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.





