Skip main navigation
For sale
  • $16,900,000

    285 Twisted Pine Trl, Santa Rosa Beach, FL 32459

    6beds
    5,875sqft
    : 
    Loading
    Get pre-qualified
    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
    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.
    68 days
    |
    2,880
    |
    151
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Spears Group 850-710-2114,

    Compass,

    John J D'Amico 850-974-1234,

    Compass

    Source: ECAOR,MLS#: 1001041MLS Logo

    Loading...

      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: $11,226,294
      • 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

        DateEventPrice
        4/20/2026Listed for sale$16,900,000+19.6%$2,877/sqft
        Source: ECAOR #1001041 Report a problem
        4/25/2024Listing removed$14,125,000+20.2%$2,404/sqft
        Source: ECAOR #861634 Report a problem
        5/11/2021Sold$11,750,000-16.8%$2,000/sqft
        Source: ECAOR #861634 Report a problem
        3/29/2021Pending sale$14,125,000$2,404/sqft
        Source: ECAOR #861634 Report a problem
        12/31/2020Listed for sale$14,125,000+528.5%$2,404/sqft
        Source: Beach Properties of Florida #861634 Report a problem
        5/20/2014Sold$2,247,500-9.9%$383/sqft
        Source: Public Record Report a problem
        2/5/2014Price change$2,495,000-12.5%$425/sqft
        Source: The Premier Property Group, LLC #594548 Report a problem
        8/6/2013Price change$2,850,000-10.9%$485/sqft
        Source: The Premier Property Group, LLC #594548 Report a problem
        4/9/2013Listed for sale$3,200,000$545/sqft
        Source: The Premier Property Group, LLC #594548 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        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

          Explore the cost of this home by adjusting the details. Changes won't be saved.
          All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
          HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
          Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
          See how much you could borrow to make a competitive offer.

          Climate risks

          Neighborhood: 32459

          Getting around

          1 / 100
          Car-Dependent
          25 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          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.

          A local agent can set up tours, give advice and negotiate with sellers.

          A local lender can help you make sure your offer is ready when you are.

          Browse local experts

          Similar homes

          Skip to the end of the carouselSkip to the beginning of the carousel