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44 Chapin Road

New Milford, Connecticut 06776

PENDING$549,900
Beds
4
Baths
2 | 1
SqFt
2,284
Acres
1.38
Year Built
1988
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

About This Home

You'll feel right at home in this warm and welcoming four bedroom, 2 1/2 bath Colonial, majestically set on a beautiful, nicely landscaped property. The entry way leads you to a spacious kitchen, with granite counters, and stainless steel appliances. There is a large dining area, with sliders leading out to a nice deck, great for cook outs, overlooking a beautiful level and private backyard, providing great play space. The living and dining rooms are both generous in size, and have great windows to let the sun shine in. The large family room is the perfect place for cozy family game nights, and to entertain friends. Vaulted ceilings give it such a spacious look, accented with beams, and the brick fireplace is ready to warm the space right up! There is also a nice size mud room, with a laundry area, and convenient half bath. Four generous bedrooms await you on the upper level, all with ceiling fans, and good sized closets. The primary bedroom has an adjoining bath, and there is an additional full hall bath on this level. This home has been nicely updated, and meticulously maintained. Driveway with huge parking area was replaced in 2021. The town green, great local restaurants, shops, and entertainment are just minutes away, as well as swimming, fishing, and picnicking at the beautiful Candlewood Town Park. Truly a wonderful place to make your new home.

Key Facts

City/Town
New Milford
Neighborhood
Chestnut Land
Property / Style
Single Family · Colonial
Year Built
1988
Days on Market
32 days
Beds
4
Baths
2 full · 1 half
Living Area
2,284 sq ft
Lot Size
1.38 acres
Garage / Parking
2 garage
Property Taxes
$6,787 / Annually

Market Snapshot

The New Milford Market

Single Family · trailing 12 months

Median Days on Market

39

56 active listings

Median $ / Sq Ft

$290

56 active listings

Sale-to-List Ratio

100.0%

246 sales

How this home compares

List Price

$549,900

vs $609,450 median

9.8% below median

Price / Sq Ft

$241

vs $290 median

16.9% below median

Days on Market

32 days

vs 39 days median

7 days fresher than median

Based on 56 active and 246 closed sales (trailing 12 mo) of single family in New Milford. Source: SmartMLS · As of July 28, 2026.

Location

44 Chapin Road, New Milford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,553

per month

  • Principal & Interest$2,804
  • Property Taxes$566
  • Insurance$183
  • HOA$0

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

Location

City/Town
New Milford
Neighborhood
Chestnut Land
County
Litchfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1988
New Construction
No/Resale
Living Area
2,284 sq ft

Schools

Elementary
Per Board of Ed
High
New Milford

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Ceiling Fans
Fireplaces
1
Laundry
Main Level
Laundry Location
Main Level
Appliances
Electric RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullUnfinishedStorageGarage AccessInterior AccessFull With Hatchway
In-Law Apartment
No
Accessibility
Chair Lift

Exterior & Lot

Lot Size
1.38 acres
Zoning
R60
Garage / Parking
2 garage spacesUnder House Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Vinyl Siding
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
ShedDeck
Lot Description
Level Lot

Listing & Financials

Property Taxes
$6,787 / Annually
Days on Market
32
MLS #
24186603
MLS Status
Under Contract

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Beverly Discala

(203) 241-9380

William Raveis Real Estate

(203) 794-9494

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 6:15 AM UTC.