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285 Twisted Pine Trail
Santa Rosa Beach, FL 32459

$16,900,000 - Status: Active
Bed Icon Beds: 6
Bath Icon Baths: 7 full 1 partial
Sq Feet Icon SQFT (H&C): 5,875
MLS Icon MLS# 1001041

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.

Property Features

MLS#: 1001041
Zip: 32459
Subdivision: Four Mile Village
Development: 15 - Miramar-sandestin Resort
Property Type: Residential - Single Family
Days on Site: 1
Garage: 3
Home Style: Contemporary
Lot Size: 2.57 acres
Stories: 3.0
Taxes: $102,373
Year Built: 2017
SQFT (H&C): 5,875

Feature Descriptions

Carport Spaces: 2
Community Features: Beach, Dock, Fishing, Gated Community, Pets Allowed, Waterfront
Financing Terms: Other
Lot Description: Covenants, Restrictions, Within 1/2 Mile to Water
Lot Dimensions: Irregular
Parcel Number: 35-2S-21-42000-034-0000
Parking: Garage, Carport Detached
Pool Features: Pool - In-Ground, Pool Type
Property Condition: Construction Complete
Road Frontage: Private Road
Road Surface: Paved
Rooms Total: 12
Sewer: Public Sewer
Special View Info: Gulf, Lake
Sub Type: Detached Single Family
Utilities: Electric, Gas - Natural, Phone, Public Water, TV Cable, Underground
Waterfront: Coastal Dune Lakes

Local Schools

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

285 Twisted Pine Trail | MLS# 1001041

This single family home located at 285 Twisted Pine Trail, Santa Rosa Beach, FL 32459 is currently listed for sale with an asking price of $16,900,000. This property was built in 2017 and has 6 bedrooms and 7 full and 1 partial baths with 5875 sq. ft. Twisted Pine Trail is located in the FOUR MILE VILLAGE subdivision. Search FOUR MILE VILLAGE real estate on bmatthews.beachybeach.com today.

Listed By / Shown By

Listed By

Agency Name: Compass

Shown By

Agent Name: Brittany "Britt" Matthews
Agent Phone: (732) 539-6720
Agency Title: Beachy Beach Real Estate

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this site was last updated 04/21/2026. The listing information on this page last changed on 04/21/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 04/21/2026 4:18:31 AM EST) or Emerald Coast MLS (last updated Tue 04/21/2026 12:05:22 AM EST) or Central Panhandle Association of Realtors (last updated Tue 04/21/2026 1:17:16 AM EST). Real estate listings held by brokerage firms other than Beachy Beach Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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