$16,900,000

285 Twisted Pine Trail Santa Rosa Beach, FL 32459

Estimated payment $101,419/month

Total Views 10,333
6 Beds
7.5 Baths
5,875 Sq Ft
$2,877 Price per Sq Ft

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.

Listing Agent

Spears Group

Compass Listed on: 04/20/2026

Compass

Co-Listing Agent

John D'Amico

Compass License #3076398

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

Home Details

Home Type

Single Family

Est. Annual Taxes

$102,373

Year Built

Built in 2017

Lot Details

2.57 Acres

Parking

3

Listing Details

  • Property Sub Type: Detached Single Family
  • Prop. Type: Residential
  • Lot Size Acres: 2.57
  • Lot Size: Irregular
  • Road Frontage Type: Private Road
  • Road Surface Type: Paved
  • Co List Office Mls Id: ECF1
  • Co List Office Phone: 850-296-9769
  • Subdivision Name: FOUR MILE VILLAGE
  • Directions: Hwy 98 just east of Tops'l Resort...across and Sandestin...On the south side of highway. Gate Code Required...Drive south toward beach...left on Twisted Pine Trail. Home is the last on the left.
  • Architectural Style: Contemporary
  • Carport Y N: Yes
  • New Construction: No
  • Building Stories: 3
  • Year Built: 2017
  • Remarks Misc:Remarks: 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...
  • Utilities Electric: Yes
  • Utilities:Public Sewer: Yes
  • Utilities:Public Water: Yes
  • Waterview:Gulf2: Yes
  • Rooms:Foyer: Yes
  • Energy:AC - 2 or More: Yes
  • Utilities:Gas - Natural: Yes
  • Utilities:Underground: Yes
  • Rooms:Family Room: Yes
  • Waterfront:Coastal Dune Lakes: Yes
  • Special Features: None
  • Stories: 3

Interior Features

  • Furnished: Furnished - All
  • Full Bathrooms: 7
  • Half Bathrooms: 1
  • Total Bedrooms: 6
  • Interior:Furnished - All: Yes

Exterior Features

  • Lot Features: Covenants, Restrictions, Within 1/2 Mile to Water
  • Pool Features: Pool - In-Ground, Pool Type
  • View: Gulf, Lake
  • Waterfront Features: Coastal Dune Lakes
  • Waterfront: Yes
  • Property Condition: Construction Complete
  • Lot Features:Within 12 Mile to Water: Yes
  • Construction Status:Construction Complete: Yes
  • Lot Features:Covenants: Yes
  • Lot Features:Restrictions: Yes
  • Exterior:Pool - In-Ground: Yes

Garage/Parking

  • Attached Garage: No
  • Carport Spaces: 2.0
  • Garage Spaces: 3.0
  • Parking Features: Garage, Carport Detached
  • General Property Info:Garage2: Yes
  • Parking Features:Garage3: Yes
  • Parking Features:Carport Detached: Yes

Utilities

  • Sewer: Public Sewer
  • Utilities: Electric, Gas - Natural, Phone, Public Water, TV Cable, Underground
  • Utility: Yes

Condo/Co-op/Association

  • Community Features: Beach, Dock, Fishing, Gated Community, Pets Allowed, Waterfront

Schools

  • Elementary School: Van R Butler
  • High School: South Walton
  • Middle Or Junior School: Emerald Coast

Lot Info

  • Lot Size Sq Ft: 111949.2
  • Parcel #: 35-2S-21-42000-034-0000
  • Zoning: Resid Single Family

Tax Info

  • Tax Annual Amount: 102373.44
  • Tax Year: 2025

Map

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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
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 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
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 $11,750,000 Attorney
Warranty Deed -- Attorney
Warranty Deed $2,247,500 Customers First Title Co
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
Open $8,625,000 New Conventional
Previous Owner $2,000,000 Construction
Source: Public Records

Source: Emerald Coast Association of REALTORS®

MLS Number: 1001041

Emerald Coast Association of REALTORS®

APN: 35-2S-21-42000-034-0000

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