57 Indian Trail Road, New Milford, Connecticut

$4,850,000

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4

Beds

5

Baths

6,236

Square feet

72.00

Acres

About 57 Indian Trail Road

"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

Features of 57 Indian Trail Road

MLS® # 24176398
Price $4,850,000
Bedrooms 4
Bathrooms 5.00
Full Baths 3
Half Baths 2
Square Footage 6,236
Acres 72.00
Type Single Family For Sale
Style Antique
Status Active

Community Information

Address 57 Indian Trail Road
Area Lower Merryall
City New Milford
County Litchfield
State Connecticut
Zip Code 06776

Amenities

Parking Barn, Attached Garage
# of Garages 4
Is Waterfront Yes
Waterfront Pond, Brook, Walk to Water
Has Pool Yes
Pool Gunite, Heated, Pool House, Spa, Salt Water, In Ground Pool

Interior

Interior Features Audio System, Cable - Pre-wired, Security System
Appliances Gas Range, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer
Heating Hot Air, Radiant, Oil, Propane
Cooling Central Air
Fireplace Yes
# of Fireplaces 3
Has Basement Yes
Basement Crawl Space, Partial

Exterior

Exterior Clapboard
Exterior Features Terrace, Barn, Cabana, Guest House, Hot Tub, Fruit Trees, Gazebo, Deck, Stable
Lot Description Secluded, Some Wetlands, Lightly Wooded, Treed, Professionally Landscaped, Rolling
Roof Wood Shingle
Foundation Concrete, Stone

School Information

Elementary Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed June 4th, 2026
Days on Market 95
Zoning R40
RE / Bank Owned No

Listing Details

OfficeElyse Harney Real Estate

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Listing information last updated on September 9th, 2026 at 10:41pm EDT.