277 Chestnut Land Road

New Milford, CT
$ 639,900 Beds 4 Baths 3.5 Sq 2,836
Monthly Estimate* How much can I afford?

Welcome to 277 Chestnut Land Road, where space, privacy and flexibility come together on nearly two beautiful acres. This New Milford Colonial offers a first floor primary suite with its own private entrance, bright and comfortable living spaces, a fireplace and a fantastic all season bonus room perfect for relaxing or entertaining year round. Upstairs you will find three generously sized bedrooms and two full bathrooms. The finished basement adds even more usable space with a dedicated home office, while the unfinished addition offers incredible potential for an in law suite, game room, family room, gym, studio or whatever fits your needs. Outside, enjoy nearly two level acres with mature trees, established landscaping, plenty of room to garden, play or entertain, plus an above ground pool that can be relocated closer to the home for a more connected backyard setup. Just minutes from New Milford town center, Candlewood Lake, shopping, restaurants and parks, this home offers the kind of space and versatility that is getting harder to find.

Single Family

  • Price
  • $ 639,900
  • City
  • New Milford
  • Bedrooms
  • 4
  • Full Bathrooms
  • 3
  • County
  • Litchfield
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 1.88 Acres
  • Zip
  • 06776
  • Sqr Footage
  • 2,836
  • Year Built
  • 1977
  • Taxes
  • $ 7148
  • Style
  • MLS#
  • 24203311
Listed By: Leigh Ann Lengyel 203-984-5880 with RE/MAX Heritage. - (203) 254-7555
Data Source: Smart MLS

Features

General

Zoning R60
Neighborhood Northville
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 1.88
Directions Park Lane Rd to CT-109 E/Chestnut Land Rd
High School New Milford
City New Milford
Elementary School Northville
Sq Ft Total 2836
Year Built 1977
Style Colonial
Year Built Source Public Records
Pool Description Above Ground Pool

Interior Features

Cooling System None
Total Rooms 9
Basement Description Full,Heated,Storage,Fully Finished,Interior Access,Liveable Space,Full With Walk-Out

Exterior Features

Water Source Private Well
Lot Description Lightly Wooded,Treed,Level Lot
Color Blue

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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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

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 Northville Elementary School
Middle School Unknown Middle School
High School New Milford High School

Price History

8/31/2026 Listed $639,900

Property vs Zip Code Average in 06776

Price
AVG $830K
$640K
Year Built
AVG 1970
1977

277 Chestnut Land Road New Milford, CT is a Single Family Home for sale at $639900 with 2836 sqft and a lot size of 1.88 Acres Acre(s). 277 Chestnut Land Road New Milford has 4 bedrooms, 3 baths and was built in 1977. 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.