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$1,500,000 - 557 Forest Retreat Rd, Hendersonville

4
Bedrooms
Baths
5,963
SQ. Feet
12.06
Acres

Welcome to Sill Country—an extraordinary Hendersonville estate where history, privacy, and possibility converge. Originally constructed in 1832 as a log cabin, this one-of-a-kind property spans 12 secluded acres and has been expanded over time into a nearly 6,000 sq ft retreat that marries timeless craftsmanship with thoughtful modern touches. The original hand-hewn poplar logs remain exposed throughout the home, offering a rare and authentic connection to 19th-century Tennessee history. The main residence features new appliances and a new roof, preserving its historic charm while supporting comfortable, everyday living. Beyond the main home, you'll find over 4,000 additional square feet of living space—including a 3-bedroom guest house with new carpet and appliances, a pool house, and two barn apartments with a workshop—ideal for multigenerational living, extended guests, or income-producing use. The expansive rec room, currently styled with a vintage general store façade, offers incredible flexibility with full kitchen, large walk-in closet and full bath with large shower—it could serve as a second living area, creative studio, or attached apartment. Whether you’re envisioning a boutique bed and breakfast, an intimate wedding venue, or a private family compound with room to expand, Sill Country offers a rare opportunity to create something lasting. Sill Country isn’t just a home—it’s a legacy. 1% lender credit with use of preferred lender. See media for floorplans and features. DON'T MISS the attached video!!

Essential Information

  • MLS® #:
    2906572
  • Price:
    $1,500,000
  • Bedrooms:
    4
  • Bathrooms:
    4.50
  • Full Baths:
    4
  • Half Baths:
    1
  • Square Footage:
    5,963
  • Acres:
    12.06
  • Year Built:
    1832
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Style:
    Log
  • Status:
    Active

Community Information

  • Address:
    557 Forest Retreat Rd
  • Subdivision:
    none
  • City:
    Hendersonville
  • County:
    Sumner County, TN
  • State:
    TN
  • Zip Code:
    37075

Amenities

  • Utilities:
    Water Available
  • Parking Spaces:
    3
  • Garages:
    Detached
  • Has Pool:
    Yes
  • Pool:
    In Ground

Interior

  • Interior Features:
    Extra Closets, High Ceilings, In-Law Floorplan, Open Floorplan, Pantry, Storage, Walk-In Closet(s)
  • Appliances:
    Electric Oven, Electric Range
  • Heating:
    Central, Propane
  • Cooling:
    Central Air
  • Fireplace:
    Yes
  • # of Fireplaces:
    3
  • # of Stories:
    2

Exterior

  • Exterior Features:
    Balcony, Carriage/Guest House
  • Lot Description:
    Cleared, Level, Private, Wooded
  • Construction:
    Log, Other

School Information

  • Elementary:
    Dr. William Burrus Elementary at Drakes Creek
  • Middle:
    Knox Doss Middle School at Drakes Creek
  • High:
    Beech Sr High School

Additional Information

  • Date Listed:
    June 14th, 2025
  • Days on Market:
    10

Listing Details

  • Listing Office:
    Bernie Gallerani Real Estate

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Listing information last updated on June 24th, 2025 at 1:09pm CDT.