142 Second Hill Road

New Milford, CT
$ 819,500 Beds 3 Baths 3.5 Sq 2,866
Monthly Estimate* How much can I afford?

This quintessential Connecticut home with over $240K improvements is nestled on a picturesque very private 2-acre lot bordering the scenic 150- acre Second Hill Reservoir and preserve. This beautifully updated Cape featuring handsome stonework warming both the exterior and interior offers the perfect blend of privacy, nature, and convenience. With 3 bedrooms, 3.5 baths, this home features a flexible floor plan ideal for full-time living or a weekend retreat. The spacious living room with 10-foot ceilings showcases hardwood floors and a stunning stone fireplace, while the bright sunroom invites year-round enjoyment of the surrounding landscape. Two main-level bedrooms offer private full baths, including a primary suite with direct access to the sunroom. Upstairs, an additional bedroom and full bath provide excellent guest accommodation and peaceful hillside views. The partially finished walk-out lower level offers abundant space for recreation, hobbies, or a home office. An oversized detached two-car garage and level backyard complete the package. Located just minutes from New Milford's charming town green, shopping, dining, and hospital, this property is a rare opportunity to enjoy country living with modern convenience. Walking trails, kayaking, fishing, and the beauty of the reservoir are right outside your French doors.

Single Family

  • Price
  • $ 819,500
  • City
  • New Milford
  • Bedrooms
  • 3
  • Full Bathrooms
  • 3
  • County
  • Litchfield
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 2 Acres
  • Zip
  • 06776
  • Sqr Footage
  • 2,866
  • Year Built
  • 1948
  • Taxes
  • $ 7706
  • Style
  • MLS#
  • 24194207
Listed By: Ken Freundt 203-731-0003 with Coldwell Banker Realty. - (860) 354-4111
Data Source: Smart MLS

Features

General

Zoning R80
Neighborhood Second Hill
County Litchfield
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 2
Directions Rt 202 toward Elm Street EXT then bear right onto Second Hill Rd. Proceed approx. 1.5 miles. 142 Second Hill Rd will be on the right-hand side, just before the Second Hill Reservoir
High School Per Board of Ed
City New Milford
Elementary School Per Board of Ed
Sq Ft Total 2866
DOM 27
Year Built 1948
Style Cape Cod
Year Built Source Public Records
Energy Features Extra Insulation,Fireplace Insert,Ridge Vents,Storm Windows,Thermopane Windows

Interior Features

Cooling System Central Air
Total Rooms 7
Basement Description Crawl Space,Full

Exterior Features

Water Source Private Well
Lot Description Level Lot,Sloping Lot,Professionally Landscaped

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

7/25/2026 Listed $829,500
8/26/2026 1% - $819,500

Property vs Zip Code Average in 06776

Price
AVG $830K
$820K
Year Built
AVG 1968
1948

142 Second Hill Road New Milford, CT is a Single Family Home for sale at $819500 with 2866 sqft and a lot size of 2 Acres Acre(s). 142 Second Hill Road New Milford has 3 bedrooms, 3 baths and was built in 1948. 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.