57 Indian Trail Road

New Milford, CT
$ 4,850,000 Beds 4 Baths 4 Sq 6,236
Monthly Estimate* How much can I afford?

"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.

Single Family

  • Price
  • $ 4,850,000
  • City
  • New Milford
  • Bedrooms
  • 4
  • Full Bathrooms
  • 3
  • County
  • Litchfield
  • Half Bathrooms
  • 2
  • Area
  • Lot Size
  • 72 Acres
  • Zip
  • 06776
  • Sqr Footage
  • 6,236
  • Year Built
  • 1755
  • Taxes
  • $ 43321
  • Style
  • MLS#
  • 24176398
Listed By: Elyse Harney Morris 860-318-5126 with Elyse Harney Real Estate. - (860) 435-0120
Data Source: Smart MLS

Features

General

Zoning R40
Neighborhood Lower Merryall
County Litchfield
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 72
Directions GPS friendly
High School Per Board of Ed
City New Milford
Elementary School Per Board of Ed
Sq Ft Total 6236
DOM 95
Year Built 1755
Style Antique
Year Built Source Public Records
Pool Description Gunite,Heated,Pool House,Spa,Salt Water,In Ground Pool

Interior Features

Cooling System Central Air
Total Rooms 12
Basement Description Crawl Space,Partial

Exterior Features

Water Source Private Well
Lot Description Secluded,Some Wetlands,Lightly Wooded,Treed,Professionally Landscaped,Rolling
Color white

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Per Board of Ed Elementary School
Middle School Unknown Middle School
High School Per Board of Ed High School

Price History

6/4/2026 Listed $5,245,000
9/1/2026 8% - $4,850,000

Property vs Zip Code Average in 06776

Price
AVG $830K
$4.85M
Taxes
AVG $893,972
$43,321
Year Built
AVG 1968
1755

57 Indian Trail Road New Milford, CT is a Single Family Home for sale at $4850000 with 6236 sqft and a lot size of 72 Acres Acre(s). 57 Indian Trail Road New Milford has 4 bedrooms, 3 baths and was built in 1755. The property's zip code is 06776 which is in New Milford, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site 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.