57 Indian Trail Rd

6,236 Sq. Ft.
$841 / Sq. Ft.
6,236
Sq. Ft.
$841
per Sq. Ft.

Description

"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,..."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
  1. Listed by Elyse Harney Morris • Elyse Harney Real Estate
    P: (860)-318-5126 C: (860)-318-5126 elyse@harneyre.com
  2. Listed by Anne L Peck • Elyse Harney Real Estate
    P: (860)-435-0120 C: (912)-771-9109 apeck@harneyre.com

Property Details for 57 Indian Trail Road

Basement Description
Crawl Space, Partial
Direct Waterfront
Yes
Garages Number
4
Neighborhood
Lower Merryall
Style
Antique
Garage Parking Info
Barn, Attached Garage
Swimming Pool
Yes
LISTING UPDATED: 06/09/2026 06:30 AM

Property Details for 57 Indian Trail Road

StatusActive
MLS #24176398
Days on Market11
Taxes$26,323 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1755
Lot Size72.00 AC / 3,136,320 SF
CountyLitchfield County

Location

Listing Courtesy of Elyse Harney Real Estate, Elyse Harney Morris; Elyse Harney Real Estate, Anne L Peck
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Building Information for 57 Indian Trail Road

Stories-Year Built1755Building Size-Lot Size72.00 AC / 3,136,320 SF

Payment Calculator

$28,330 per month

30 year fixed, 6.36% Interest

Principal and Interest

$26,136

Property Taxes

$2,194

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 57 Indian Trail Road

Summary
Property and Location
  • Acres Source: Approximate
  • Directions: GPS friendly
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 41.651307
  • Longitude: -73.443643
  • Neighborhood Amenities: Health Club, Lake, Library, Medical Facilities, Park, Private School(s)
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $26,323
Interior and Exterior Features
Exterior Features
  • Exterior Features: Terrace, Barn, Cabana, Guest House, Hot Tub, Fruit Trees, Gazebo, Deck, Stable
  • Pool Description: Gunite, Heated, Pool House, Spa, Salt Water, In Ground Pool
  • Waterfront Description: Pond, Brook, Walk to Water
Interior Features
  • Appliances Included: Gas Range, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer
  • Cooling System: Central Air
  • Heat Type: Hot Air, Radiant
  • Attic YN: No
  • Fireplaces Total: 3
  • Home Automation: Lighting, Security System, Thermostat(s)
  • Interior Features: Audio System, Cable - Pre-wired, Security System
  • Laundry Room Info: Main Level
  • Laundry Room Location: Ground floor
  • Rooms Additional: Exercise Room, Foyer, Mud Room, Wine Cellar, Workshop
  • Rooms Total: 12
Room 1
  • Room Entry Order: 1
  • Room Features: Beams,Island,Pantry,Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 2
  • Room Entry Order: 10
  • Room Level: Upper
  • Room Type: Office
Room 3
  • Room Entry Order: 11
  • Room Level: Main
  • Room Type: Rec/Play Room
Room 4
  • Room Entry Order: 2
  • Room Features: Vaulted Ceiling,Beams,Dining Area,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Great Room
Room 5
  • Listing Key: 5219895BFE7E91F6E0631A01100AC05D
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Formal Dining Room
Room 6
  • Room Entry Order: 4
  • Room Features: Fireplace
  • Room Level: Main
  • Room Type: Family Room
Room 7
  • Room Entry Order: 5
  • Room Features: Fireplace
  • Room Level: Main
  • Room Type: Library
Room 8
  • Room Entry Order: 6
  • Room Features: Balcony/Deck,Bedroom Suite,Fireplace,Full Bath,Interior Balcony,Walk-In Closet
  • Room Level: Upper
  • Room Type: Primary BR Suite
Room 9
  • Listing Key: 5219895BFE7E91F6E0631A01100AC05D
  • Room Entry Order: 7
  • Room Features: Full Bath
  • Room Level: Main
  • Room Type: Bedroom
Room 10
  • Room Entry Order: 8
  • Room Level: Upper
  • Room Type: Bedroom
Room 11
  • Room Entry Order: 9
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: white
  • Construction Description: Frame
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete, Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Property Info: Horse Property
  • Roof: Wood Shingle
  • Year Built: 1755
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: Finished square footage
  • Sq Ft Est Heated Below Grade: 408
  • Living Area SQFT Per Public Records: 0
Lot Information
  • Lot Description: Secluded, Some Wetlands, Lightly Wooded, Treed, Professionally Landscaped, Rolling
  • Parcel Number: 1870237
  • Sq Ft Est Heated Above Grade: 5828.0
  • Sq Ft Total: 6236.0
  • Zoning: R40
Utilities
  • Heat Fuel Type: Oil, Propane
  • Hot Water Description: Domestic
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Public Records for 57 Indian Trail Road

Taxable ValueLand$76,900Additions$1,204,700Total$1,281,600
Tax Record2024$39,089 ($3,257 / month)
Home Facts
Beds0Lot Size1,684,901 SqFtStyleMiscellaneous ResidentialZoningR40CountyWESTERN CONNECTICUTAPNNMIL M:77 L:12-1

Schools near 57 Indian Trail Road

This home is within New Milford School District.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 3 to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Northville Elementary School
PublicPK to 2

Sarah Noble Intermediate School
Public3 to 5

Schaghticoke Middle School
Public6 to 8

New Milford High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

57 Indian Trail Road is a single family home for sale in New Milford, CT 06776. This property was listed for sale on June 4, 2026 by Elyse Harney Real Estate, it's currently listed at $5,245,000. This listing's school district is New Milford School District. Nearby schools include Northville Elementary School, Sarah Noble Intermediate School and Schaghticoke Middle School. 57 Indian Trail Road is a 4-bed, 5-bath, 6,236 sqft single family home built in 1755.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Elyse Harney Real Estate, Elyse Harney Morris; Elyse Harney Real Estate, Anne L Peck

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.