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264 Chestnut Land Road

New Milford, Connecticut 06776

ACTIVE - NEW$539,000
Beds
5
Baths
2 | 2
SqFt
2,496
Acres
1.00
Year Built
1973
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

About This Home

Proudly offered by its original owner, this spacious 5-bedroom, 3.5-bath home is nestled in the peaceful countryside of New Milford, offering the perfect blend of comfort, privacy, and convenience. Set on a beautifully manicured property with mature trees and gardens, this home provides a wonderful setting for everyday living, entertaining, and making lasting memories. Step inside to discover hardwood floors throughout the main living areas, a large living room with built-ins, and a spacious kitchen featuring granite countertops that flows seamlessly into the inviting family room. Complete with its own built-ins and a cozy fireplace, the family room is the perfect place to gather on chilly fall evenings. The main-level laundry adds everyday convenience. A recently updated in-law suite offers exceptional flexibility, featuring a walk-in shower and a beautiful bay window overlooking the gardens. Whether you need space for extended family, a private home office, a gym, or a dedicated kids' suite, this versatile space can adapt to your needs. Outside, enjoy the peaceful surroundings from the screened-in porch overlooking the level, spacious, and well-manicured backyard-a wonderful spot to relax while the kids play. Mature trees provide privacy, while established gardens add to the property's charm. With plenty of room to play, garden, entertain, and unwind, this outdoor space is ready to be enjoyed.

Key Facts

City/Town
New Milford
Neighborhood
Northville
Property / Style
Single Family · Colonial
Year Built
1973
Days on Market
0 days
Beds
5
Baths
2 full · 2 half
Living Area
2,496 sq ft
Lot Size
1.00 acres
Garage / Parking
2 garage
Property Taxes
$6,285 / Annually

Market Snapshot

The New Milford Market

Single Family · trailing 12 months

Median Days on Market

36

80 active listings

Median $ / Sq Ft

$270

80 active listings

Sale-to-List Ratio

100.0%

264 sales

How this home compares

List Price

$539,000

vs $639,450 median

15.7% below median

Price / Sq Ft

$216

vs $270 median

20.0% below median

Days on Market

0 days

vs 36 days median

36 days fresher than median

Based on 80 active and 264 closed sales (trailing 12 mo) of single family in New Milford. Source: SmartMLS · As of October 1, 2026.

Location

264 Chestnut Land Road, New Milford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,581

per month

  • Principal & Interest$2,877
  • Property Taxes$524
  • Insurance$180
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
New Milford
Neighborhood
Northville
County
Litchfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1973
New Construction
No/Resale
Living Area
2,496 sq ft

Schools

Elementary
Northville
Middle
Sarah Noble Intermediate Schoo
High
New Milford

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
None
Fireplaces
1
Laundry
Main Level
Appliances
MicrowaveRefrigeratorDishwasherWasherElectric Dryer
Basement
FullUnfinishedInterior AccessWalk-outConcrete Floor
In-Law Apartment
YesFirst Floor

Exterior & Lot

Lot Size
1.00 acres
Zoning
R40
Garage / Parking
2 garage spacesUnder House Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Clapboard
Color
brown
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
GuttersCovered Deck
Lot Description
Lightly WoodedLevel LotProfessionally Landscaped

Listing & Financials

Property Taxes
$6,285 / Annually
Days on Market
0
MLS #
24210285
MLS Status
Active

Similar Properties

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Listed By

Chris York

(860) 946-9063

Coldwell Banker Realty

(860) 354-4111

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/1/2026. This information 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 or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 10/1/2026 at 5:05 PM UTC.