44 Chapin Road
New Milford, Connecticut 06776
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,284
- Acres
- 1.38
- Year Built
- 1988
- Neighborhood
- Chestnut Land
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
56
56 under contract
Median List Price
$609,450
56 active listings
Median Closed Price
$525,000
246 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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.