142 Stilson Hill Road

New Milford, CT
$ 1,245,000 Beds 2 Baths 3 Sq 3,144 Virtual Tour
Monthly Estimate* How much can I afford?

Set on an extraordinary 12.81-acre parcel, this one-of-a-kind estate offers a rare blend of privacy, luxury, and architectural distinction. Fully renovated from top to bottom, the home showcases exceptional craftsmanship with high-end, custom finishes and a design unlike anything you've seen before. Step inside to the main level where soaring ceilings, exposed beams, and walls of glass fill the great room with natural light, anchored by a striking fireplace. The stunning custom kitchen is both functional and beautiful, seamlessly connecting to the dining area-perfect for everyday living or entertaining. A unique lofted office space overlooks the main living area, adding character and versatility. The main level also features a thoughtfully designed full bathroom complete with a built-in sauna for a spa-like experience. The lower level offers a private retreat with a spectacular primary suite featuring a luxurious full bath, walk-in shower, and custom closet. A second bedroom includes charming built-in bunk beds, while the mudroom/laundry room is equipped with custom built-ins and a convenient bench. Step outside and enjoy resort-style living with direct access to an in-ground pool and spa, as well as an expansive deck ideal for entertaining or relaxing while taking in breathtaking long-distance views. The property continues to impress with a private tennis court, a detached four-car garage with loft space above, and a second barn structure offering an additional two-car garage and loft. A gated entrance ensures privacy, while the expansive acreage provides so much opportunity. Also a potential for subdivision. A truly exceptional offering-this is a one-of-a-kind property that must be experienced to be fully appreciated.

Single Family

  • Price
  • $ 1,245,000
  • City
  • New Milford
  • Bedrooms
  • 2
  • Full Bathrooms
  • 3
  • County
  • Litchfield
  • Half Bathrooms
  • 0
  • Area
  • Lot Size
  • 12.81 Acres
  • Zip
  • 06776
  • Sqr Footage
  • 3,144
  • Year Built
  • 1986
  • Taxes
  • $ 18222
  • Style
  • MLS#
  • 24167772
Listed By: Cory Neumann 203-947-5803 with Houlihan Lawrence. - (203) 746-6565
Data Source: Smart MLS

Features

General

Zoning R60/R8
Neighborhood Stilson Heights
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 12.81
Directions Sherman Rd to Old Stilson Hill Rd to Stilson Hill Rd, #142 on right.
High School New Milford
City New Milford
Elementary School Per Board of Ed
Sq Ft Total 3144
DOM 104
Year Built 1986
Style Contemporary,Modern
Year Built Source Public Records
Pool Description Spa,Vinyl,In Ground Pool

Interior Features

Cooling System Central Air
Total Rooms 4
Basement Description Full,Heated,Fully Finished,Walk-out

Exterior Features

Water Source Private Well
Lot Description Level Lot,Sloping Lot
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 New Milford High School

Price History

4/16/2026 Listed $1,295,000
7/29/2026 4% - $1,245,000

Property vs Zip Code Average in 06776

Price
AVG $830K
$1.25M
Taxes
AVG $901,893
$18,222
Year Built
AVG 1970
1986

142 Stilson Hill Road New Milford, CT is a Single Family Home for sale at $1245000 with 3144 sqft and a lot size of 12.81 Acres Acre(s). 142 Stilson Hill Road New Milford has 2 bedrooms, 3 baths and was built in 1986. 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.