285 Twisted Pine Trail

5,875 Sq. Ft.
$2,877 / Sq. Ft.
5,875
Sq. Ft.
$2,877
per Sq. Ft.

Description

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...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 Agents

  1. Spears Group

    Spears Group

    Listing Agent

    Compass

    spearsgroup@compass.com

    P: (850)-710-2114

  2. John D'Amico

    John D'Amico

    Alternative Listing Agent

    Compass

    john.damico@compass.com

    P: (850)-974-1234

Property Details for 285 Twisted Pine Trail

Waterfront Features
Coastal Dune Lakes
View
Gulf, Lake
Zoning
Resid Single Family
Architectural Style
Contemporary
Subdivision Name
FOUR MILE VILLAGE
Waterfront YN
Yes
LISTING UPDATED: 04/20/2026 11:02 AM

Property Details for 285 Twisted Pine Trail

StatusActive
MLS #1001041
Days on Market1
Taxes$102,373 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Detached Single Family
Year Built2017
Lot Size2.57 AC / 111,949 SF
CountyWalton County
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Building Information for 285 Twisted Pine Trail

Stories3Year Built2017Building Size-Lot Size2.57 AC / 111,949 SF

Payment Calculator

$93,631 per month

30 year fixed, 6.46% Interest

Principal and Interest

$85,100

Property Taxes

$8,531

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 285 Twisted Pine Trail

Summary
Location and General Information
  • Community Features: Beach, Dock, Fishing, Gated Community, Pets Allowed, Waterfront
  • 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.
  • Road Frontage Type: Private Road
  • MLS Area Minor: 1502 - Miramar Beach S. of 98 w/exception of Sandestin Resort
  • MLS Area Major: 15 - Miramar/Sandestin Resort
  • Latitude: 30.370777
  • Longitude: -86.31595
  • Location Tax and Legal:Sub Area: 1502 - Miramar Beach S. of 98 w/exception of Sandestin Resort
  • Location Tax and Legal:Elementary School: Van R Butler
  • Location Tax and Legal:Middle School: Emerald Coast
  • Location Tax and Legal:High School: South Walton
  • Location Tax and Legal:Legal Description: COM SW COR SE1/4 OF NE1/4, N 01 DEG 04 MIN E 548.33 FT, S 86 DEG 35 MIN E 35 FT, N 85 DEG 35 MIN E 381.13 FT FOR POB, S 74 DEG 46 MIN 55 SEC E 252.50 FT, N 00 DEG 32 MIN 40 SEC E 583 FT TO COFFEEN LAKE, SW/LY ALONG WATER 239 FT, S 03 DEG 25 MIN W 435.67 FT TO POB. OR 1896-225 OR 2950-1677 OR 2967-3393 OR 3197-1954
  • Project Facilities: Beach, Dock2, Fishing, Gated Community, Pets Allowed2, Waterfront
  • Garage: true
Taxes and HOA
  • Tax Legal Description: COM SW COR SE1/4 OF NE1/4, N 01 DEG 04 MIN E 548.33 FT, S 86 DEG 35 MIN E 35 FT, N 85 DEG 35 MIN E 381.13 FT FOR POB, S 74 DEG 46 MIN 55 SEC E 252.50 FT, N 00 DEG 32 MIN 40 SEC E 583 FT TO COFFEEN LAKE, SW/LY ALONG WATER 239 FT, S 03 DEG 25 MIN W 435.67 FT TO POB. OR 1896-225 OR 2950-1677 OR 2967-3393 OR 3197-1954
  • Parcel Number: 35-2S-21-42000-034-0000
  • Association Fee: $0
  • Tax Annual Amount: $102,373
  • Listing Info Tax Legal:Last Taxes: $102,373
  • Listing Info Tax Legal:Last Tax Year: 2025.0
School Information
  • Elementary School: Van R Butler
  • Middle Or Junior School: Emerald Coast
  • High School: South Walton
Parking
  • Carport YN: Yes
  • Attached Garage YN: No
  • Parking Features: Garage, Carport Detached
  • Carport Spaces: 2.0
  • Garage Spaces: 3.0
  • General Property Info:Carport Spaces: 2.0
  • Parking Features: Carport Detached, Garage3
Property
Lot Information
  • Building Area Source: County PA Records
  • Lot Size Dimensions: Irregular
  • Lot Size Acres: 2.57
  • Lot Size Area: 2.57
  • Lot Size Units: Acres
  • Property Condition: Construction Complete
  • Lot Features: Covenants, Restrictions, Within 1/2 Mile to Water
  • Building Area Total: 5875.0
  • Lot Size Square Feet: 111949.2
  • General Property Info:SqFt Source: County PA Records
  • Waterfront: Coastal Dune Lakes
  • Waterview: Coastal Dune Lakes2, Gulf2
  • LotParcel Access: Controlled Access, Paved Road, Private Road
  • Lot Features: Covenants, Restrictions, Within 12 Mile to Water
Property and Assessments
  • Road Surface Type: Paved
  • Tax Year: 2025.0
  • Floor Plans Count: 0.0
  • Property Type: Residential
  • Year Built: 2017.0
  • Property Sub Type: Detached Single Family
  • New Construction YN: No
  • General Property Info:Sub-Type: Detached Single Family
  • General Property Info:Design: Contemporary
  • Listing Info Tax Legal:Homestead: true
  • Construction Status: Construction Complete
  • Occupancy Status: Occupied
Utilities
  • Sewer: Public Sewer
  • Utilities: Electric, Gas - Natural, Phone, Public Water, TV Cable, Underground
  • Electric: True
  • Utilities: Electric, Gas - Natural, Phone2, Public Sewer, Public Water, TV Cable, Underground
  • Energy: AC - 2 or More
Interior and Exterior Features
Exterior Features
  • Stories: 3.0
  • Pool Features: Pool - In-Ground, Pool Type
  • General Property Info:Pool: Yes
  • General Property Info:Pool Type: Private
  • Exterior: Pool - In-Ground
Interior Features
  • Room Type: Family Room, Master Bedroom, Bedroom, Full Bathroom, Foyer, Other
  • Rooms Total: 12.0
  • Bathrooms Total Integer: 8.0
  • Bathrooms Total Decimal: 7.5
  • Bathrooms Total Notational: 7.1
  • Bedrooms Total: 6.0
  • Bathrooms Full: 7.0
  • Bathrooms Half: 1.0
  • Interior: Furnished - All
Room Information
Room 1
  • Room Type: Family Room
  • Room Level: First
  • Room Length: 40.0
  • Room Width: 22.0
  • Room Dimensions: 40 x 22
Room 2
  • Room Type: Master Bedroom
  • Room Level: Second
  • Room Length: 19.0
  • Room Width: 12.0
  • Room Dimensions: 19 x 12
Room 3
  • Room Type: Bedroom
  • Room Level: Second
  • Room Length: 13.0
  • Room Width: 14.0
  • Room Dimensions: 13 x 14
Room 4
  • Room Type: Full Bathroom
  • Room Level: First
  • Room Length: 11.0
  • Room Width: 10.0
  • Room Dimensions: 11 x 10
Room 5
  • Room Type: Bedroom
  • Room Level: First
  • Room Length: 13.0
  • Room Width: 14.0
  • Room Dimensions: 13 x 14
Room 6
  • Room Type: Full Bathroom
  • Room Level: First
  • Room Length: 11.0
  • Room Width: 10.0
  • Room Dimensions: 11 x 10
Room 7
  • Room Type: Bedroom
  • Room Level: Third
  • Room Length: 17.0
  • Room Dimensions: 17 x 10
Room 8
  • Room Type: Bedroom
  • Room Level: Third
  • Room Length: 16.0
  • Room Width: 12.0
  • Room Dimensions: 16 x 12
Room 9
  • Room Type: Foyer
  • Room Level: First
  • Room Length: 14.0
  • Room Width: 6.0
  • Room Dimensions: 14 x 6
Room 10
  • Room Type: Other
  • Room Level: Third
  • Room Length: 11.0
  • Room Width: 5.0
  • Room Description: Roof top terrace
  • Room Dimensions: 11 x 5
Room 11
  • Room Type: Other
  • Room Level: Second
  • Room Length: 24.0
  • Room Width: 17.0
  • Room Description: Carriage house
  • Room Dimensions: 24 x 17
Room 12
  • Room Type: Other
  • Room Level: First
  • Room Length: 24.0
  • Room Width: 17.0
  • Room Description: Man cave in carriage house
  • Room Dimensions: 24 x 17
Multi Family
Multi Family Information
  • Furnished: Furnished - All
Rental
Rent Information
  • General Property Info:Immediate Occupancy: true
  • Listing Info Tax Legal:Is Subject Leased: false

Property History for 285 Twisted Pine Trail

DateEvent & SourcePriceAppreciation
Apr 20, 2026

Listed (Active)

ECAR #1001041

$16,900,000—
May 12, 2021

Sold (Public Record)

Public Record #1460404299

$11,750,000

+26.7% / yr

May 11, 2021

Sold

ECAR #861634

$11,750,000—
DateEvent & SourcePrice
04/20/2026

Listed (Active)

ECAR #1001041

$16,900,000
05/12/2021

Sold (Public Record)

Public Record #1460404299

$11,750,000

+26.7% / yr

05/11/2021

Sold

ECAR #861634

$11,750,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 285 Twisted Pine Trail

Taxable ValueLand$3,058,300Additions$10,286,154Total$13,344,454
Home Facts
Beds6Total Finished SqFt5,875 SqFtAbove Grade Finished SqFt5,875 SqFtStories3Lot Size111,949 SqFtStyleSingle Family ResidenceYear Built2017ZoningLKDUNECountyWALTONAPN35-2S-21-42000-034-0000Fireplace TypeHas Fireplace

Schools near 285 Twisted Pine Trail

This home is within Walton.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Charter - 5 to 12
Rating
School
Distance
Van R. Butler Elementary School
PublicK to 5

Emerald Coast Middle School
Public6 to 8

South Walton High School
Public9 to 12

Seaside Neighborhood School
Charter5 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

285 Twisted Pine Trail is a single family home for sale in Santa Rosa Beach, FL 32459. This property was listed for sale on April 20, 2026 by Compass, it's currently listed at $16,900,000. It has been on the market for a total of 1 days and was last sold on May 12, 2021. This listing's school district is Walton. Nearby schools include Van R. Butler Elementary School, Emerald Coast Middle School and South Walton High School. 285 Twisted Pine Trail is a 6-bed, 8-bath, 5,875 sqft single family home built in 2017.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the Emerald Coast Association of REALTORS, Central Panhandle Association of REALTORS, Pensacola Association of REALTORS and Capital Area Technology & REALTOR Services. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Information deemed reliable but not guaranteed. Copyright© 2026 Emerald Coast Association of REALTORS, Central Panhandle Association of REALTORS, Pensacola Association of REALTORS and Capital Area Technology & REALTOR Services. All Rights Reserved.