Skip main navigation
For sale
  • $5,245,000

    57 Indian Trail Road, New Milford, CT 06776

    4beds
    6,236sqft
    : 
    Loading
    Get pre-qualified
    Single Family Residence
    Built in 1755
    72 Acres Lot
    $-- Zestimate®
    $841/sqft
    $-- HOA

    What's special

    Pool pavilionCharming guest bungalowLibrary with back-to-back fireplacesRestored barnAttached two-car garageDramatic chandelierElegant powder room
    "Hollow Farm" - An Expansive Historic Estate Reimagined for Modern Country Living Nestled in its own private valley, this 72-acre estate includes a Main House, thoughtfully updated and expanded in 2005; a charming Guest Bungalow; screened Gazebo perched over a pond; Pool Pavilion; Stables with caretaker's apartment; and a restored Barn. Comprised of multiple parcels, offering maximum privacy. The circa-1755 Main House features a dramatic great room with stone fireplace, adjoining chef's kitchen, and formal dining room. Additional main-level spaces include both a sitting room and a library with back-to-back fireplaces, plus a guest suite with full bath and sitting room. Upstairs, the primary suite offers a lofted sitting area with fireplace, as well as private deck, while two guest bedrooms share a hall bath. The lower level includes a wine cellar with cobbled floor and a gym. Outside, multi-level terraces showcase exceptional stonework, a fire pit, grilling area, pool, and spa. Two ponds and the sparkling Merryall Brook enhance the 18 acres of open land. Extensive landscaping compliments the natural beauty of the forested hills. As with the Main House, every outbuilding and outdoor space has been meticulously maintained. Although it feels a world away, this remarkable property is only 15 minutes from Kent, New Preston, and Washington. With its historic character, modern updates and expansive private setting Hollow Farm offers a rare opportunity for refined country living Enter the Main House through a sunlit foyer and stair hall. Exposed beams throughout the main level reflect the home's early historic, while radiant heat provides modern comfort. The great room is anchored by a dramatic stone fireplace and accented by a dramatic chandelier. The chef's kitchen features a commercial range, oversized island, and two custom farmhouse sinks. In the formal dining room, views of the property are mirrored in a hand-painted mural. A sitting room and library, part of the original 18th-century structure, retain their back-to-back working fireplaces. A main-level guest suite includes a bedroom and an adjoining office, playroom, or additional bedroom. A pantry, wet bar, mudroom, laundry room, elegant powder room, and attached two-car garage complete the floor. Upstairs, the primary suite includes a lofted sitting room with a fireplace and built-in bookshelves. A window-seat gallery leads to two garret-style guest bedrooms and a small sitting room or office. On the lower level, the climate-controlled wine cellar features an antique iron tracery door, a 19th-century stone sink, and other period details. Beyond the Main House, a guest bungalow includes a wood-burning fireplace. The restored barn has been adapted for vehicle storage and collecting, with a lift, while offering flexibility for other hobbies or interests. The five-stall stable and surrounding pastures were designed for equestrian use and currently house llamas, goats, chickens, ducks, and a miniature horse. Merryall Brook flows through the property for hundreds of yards. Professional landscaping includes a fruit orchard, cutting gardens, perennial and shade gardens, and a fenced vegetable garden. The estate is commemorated on a custom barrel head in the wine cellar and has its own beer tap in the pool pavilion. A generator supports multiple buildings, and invisible dog fencing extends across acres of the property. Just 15 minutes from Kent, New Preston, and Washington, Hollow Farm offers exceptional privacy while remaining close to shopping and amenities. Ready for its next steward, this remarkable estate combines historic character, thoughtful updates, and extraordinary natural beauty.
    8 days
    |
    982
    |
    65
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Elyse Harney Morris (860)318-5126,

    Elyse Harney Real Estate 860-435-0120,

    Anne Peck 912-771-9109,

    Elyse Harney Real Estate

    Source: Smart MLS,MLS#: 24176398MLS Logo

    Loading...

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 5
      • Full bathrooms: 3
      • 1/2 bathrooms: 2
      Rooms
      • Room types: Exercise Room, Wine Cellar, Workshop
      Primary bedroom
      • Features: Balcony/Deck, Bedroom Suite, Fireplace, Full Bath, Interior Balcony, Walk-In Closet(s)
      • Level: Upper
      Bedroom
      • Features: Full Bath
      • Level: Main
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Dining room
      • Level: Main
      Family room
      • Features: Fireplace
      • Level: Main
      Great room
      • Features: Vaulted Ceiling(s), Beamed Ceilings, Dining Area, Fireplace, Hardwood Floor
      • Level: Main
      Kitchen
      • Features: Beamed Ceilings, Kitchen Island, Pantry, Hardwood Floor
      • Level: Main
      Library
      • Features: Fireplace
      • Level: Main
      Office
      • Level: Upper
      Rec play room
      • Level: Main
      Heating
      • Forced Air, Radiant, Oil, Propane
      Cooling
      • Central Air
      Appliances
      • Included: Gas Range, Oven, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
      • Laundry: Main Level, Mud Room
      Features
      • Sound System, Wired for Data, Entrance Foyer, Smart Thermostat
      • Basement: Crawl Space,Partial
      • Attic: None
      • Number of fireplaces: 3
      Interior area
      • Total structure area: 6,236
      • Total interior livable area: 6,236 sqft
      • Finished area above ground: 5,828
      • Finished area below ground: 408

      Property

      Parking
      • Total spaces: 4
      • Parking features: Barn, Attached
      • Attached garage spaces: 4
      Features
      • Patio & porch: Terrace, Deck
      • Exterior features: Fruit Trees
      • Has private pool: Yes
      • Pool features: Gunite, Heated, Pool/Spa Combo, Salt Water, In Ground
      • Spa features: Heated
      • On waterfront: Yes
      • Waterfront features: Waterfront, Pond, Brook, Walk to Water
      Lot
      • Size: 72 Acres
      • Features: Secluded, Wetlands, Few Trees, Wooded, Landscaped, Rolling Slope
      Details
      • Additional structures: Barn(s), Cabana, Guest House, Gazebo, Stable(s), Pool House
      • Parcel number: 1870237
      • Zoning: R40
      • Horses can be raised: Yes

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Antique
      • Property subtype: Single Family Residence
      Materials
      • Clapboard
      • Foundation: Concrete Perimeter, Stone
      • Roof: Wood
      Condition
      • New construction: No
      • Year built: 1755

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well

      Community & HOA

      Community
      • Features: Health Club, Lake, Library, Medical Facilities, Park, Private School(s)
      • Security: Security System
      • Subdivision: Lower Merryall
      HOA
      • Has HOA: No
      Location
      • Region: New Milford

      Financial & listing details

      • Price per square foot: $841/sqft
      • Tax assessed value: $850,210
      • Annual tax amount: $26,323
      • Date on market: 6/4/2026
      Get pre-qualifiedBe ready to make an offer.
      Connect with an agentGet info on this home, tour, and more.
      Calculate monthly paymentSee if you can afford this home.

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/4/2026Listed for sale$5,245,000-15.4%$841/sqft
        Source: Smart MLS #24176398 Report a problem
        12/27/2025Listing removed$6,200,000$994/sqft
        Source: Smart MLS #24108804 Report a problem
        7/3/2025Listed for sale$6,200,000+588.9%$994/sqft
        Source: Smart MLS #24108804 Report a problem
        4/23/1998Sold$900,000$144/sqft
        Source: Smart MLS #97028928 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$39,089 +54.4%$1,281,600 +50.7%
        2024$25,311 +2.7%$850,210
        2023$24,639 +2.2%$850,210
        2022$24,103 +1.4%$850,210
        2021$23,780 +14.1%$850,210 +17%
        2020$20,846 -0.1%$726,860
        2019$20,861 +1.9%$726,860
        2018$20,476 +3.4%$726,860
        2017$19,807 +1.8%$726,860
        2016$19,458 +21.6%$726,860 +21.5%
        2015$16,006 $598,350

        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: 06776

          Getting around

          0 / 100
          Car-Dependent

          Nearby schools

          GreatSchools rating

          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