# 285 Twisted Pine Trail, Santa Rosa Beach, FL 32459 > **TL;DR:** 6bd/8ba single family, $16,900,000 ($2877/sqft), built 2017, 5,875 sqft. > Pool, Waterfront, View, 3-car garage. Est. $93,030/mo. Listed 194 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $16,900,000 | | Price/sqft | $2877 | | Bedrooms | 6 | | Bathrooms | 7 full, 1 half | | Square Feet | 5,875 | | Year Built | 2017 | | Lot Size | 111,949 sqft (2.57 acres) | | Stories | 3 | | Garage | 3-car | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 194 | ## Why This Home Stands Out - **Pool** - Pool listed; type not specified - **Waterfront** - Waterfront location listed - **Views** - Lake - **Large Garage** - 3-car garage ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $85,456 | | Estimated Insurance | $4,929 | | HOA | $2,645 | | **Total** | **$93,030** | ## Nearby Schools - **Elementary:** Van R Butler - **Middle:** Emerald Coast - **High:** South Walton ## Key Amenities - Pool - Waterfront - View - 3-car garage ## Property Highlights - Built in 2017 - 2.57 acre lot - 3 stories - Private pool - Waterfront ## Description ### Agent 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 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. ## Location - **Address:** 285 Twisted Pine Trail, Santa Rosa Beach, FL 32459 - **County:** Walton - **Neighborhood:** FOUR MILE VILLAGE - **Coordinates:** 30.370777, -86.31595 - **Google Maps:** https://www.google.com/maps?q=30.370777,-86.31595 ## Listing Agent - **Name:** Spears Group - **Brokerage:** Compass Florida, LLC - **Broker Phone:** (305) 851-2820 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/285-Twisted-Pine-Trl_Santa-Rosa-Beach_FL_32459_M58134-56162?f=listhub&s=ECARMLSFL&m=1001041&c=propsimple) ## Photos ![285 Twisted Pine Trail - Photo 1](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f455638177r.jpg) ![285 Twisted Pine Trail - Photo 2](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f3688189996r.jpg) ![285 Twisted Pine Trail - Photo 3](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f4275475754r.jpg) ![285 Twisted Pine Trail - Photo 4](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f3337339461r.jpg) ![285 Twisted Pine Trail - Photo 5](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f466710714r.jpg) ![285 Twisted Pine Trail - Photo 6](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f903348365r.jpg) ![285 Twisted Pine Trail - Photo 7](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f2460264547r.jpg) ![285 Twisted Pine Trail - Photo 8](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f1835452287r.jpg) ![285 Twisted Pine Trail - Photo 9](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f3574152275r.jpg) ![285 Twisted Pine Trail - Photo 10](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f1721720724r.jpg) ![285 Twisted Pine Trail - Photo 11](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f1864469797r.jpg) ![285 Twisted Pine Trail - Photo 12](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f1313848129r.jpg) ![285 Twisted Pine Trail - Photo 13](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f2460095595r.jpg) ![285 Twisted Pine Trail - Photo 14](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f2301913772r.jpg) ![285 Twisted Pine Trail - Photo 15](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f2354567397r.jpg) ![285 Twisted Pine Trail - Photo 16](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f2192520726r.jpg) ![285 Twisted Pine Trail - Photo 17](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f1067349699r.jpg) ![285 Twisted Pine Trail - Photo 18](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f3672429409r.jpg) ![285 Twisted Pine Trail - Photo 19](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f2578592563r.jpg) ![285 Twisted Pine Trail - Photo 20](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f3502239187r.jpg) ![285 Twisted Pine Trail - Photo 21](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f2389708880r.jpg) ![285 Twisted Pine Trail - Photo 22](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f145798099r.jpg) ![285 Twisted Pine Trail - Photo 23](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f992856553r.jpg) ![285 Twisted Pine Trail - Photo 24](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f3533410817r.jpg) ![285 Twisted Pine Trail - Photo 25](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f256775268r.jpg) ![285 Twisted Pine Trail - Photo 26](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f3229974714r.jpg) ![285 Twisted Pine Trail - Photo 27](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f864143922r.jpg) ![285 Twisted Pine Trail - Photo 28](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f1852518538r.jpg) ![285 Twisted Pine Trail - Photo 29](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f701566573r.jpg) ![285 Twisted Pine Trail - Photo 30](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f3063635873r.jpg) ![285 Twisted Pine Trail - Photo 31](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f3947459589r.jpg) ![285 Twisted Pine Trail - Photo 32](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f3936508889r.jpg) ![285 Twisted Pine Trail - Photo 33](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f3801728857r.jpg) ![285 Twisted Pine Trail - Photo 34](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f3732709087r.jpg) ![285 Twisted Pine Trail - Photo 35](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f1611091665r.jpg) ![285 Twisted Pine Trail - Photo 36](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f1201253886r.jpg) ![285 Twisted Pine Trail - Photo 37](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f1026830590r.jpg) ![285 Twisted Pine Trail - Photo 38](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f4196232795r.jpg) ![285 Twisted Pine Trail - Photo 39](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f2937516679r.jpg) ![285 Twisted Pine Trail - Photo 40](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f455638177r.jpg) ![285 Twisted Pine Trail - Photo 41](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f1256154624r.jpg) ![285 Twisted Pine Trail - Photo 42](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f3100300157r.jpg) ![285 Twisted Pine Trail - Photo 43](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f7677744r.jpg) ![285 Twisted Pine Trail - Photo 44](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f2226569125r.jpg) ![285 Twisted Pine Trail - Photo 45](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f171712778r.jpg) ![285 Twisted Pine Trail - Photo 46](http://lh.rdcpix.com/9b0ffb2c3108d21472a3f945779a7cffl-f3644344258r.jpg) --- **MLS#:** 1001041 | **Updated:** 2026-10-29 **Source:** listhub *Copyright © 2026 Emerald Coast Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://staging.propertysimple.ai/listing/285-twisted-pine-trail-santa-rosa-beach-fl-32459-0e3037ec42674a6c8dbd8886a0f10cc0) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/285-twisted-pine-trail-santa-rosa-beach-fl-32459-0e3037ec42674a6c8dbd8886a0f10cc0#listing", "url": "https://staging.propertysimple.ai/listing/285-twisted-pine-trail-santa-rosa-beach-fl-32459-0e3037ec42674a6c8dbd8886a0f10cc0", "name": "285 Twisted Pine Trail, Santa Rosa Beach, FL 32459", "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 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. 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