277 Chestnut Land Road
New Milford, Connecticut 06776
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 2,836
- Acres
- 1.88
- Year Built
- 1977
- Neighborhood
- Northville
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
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.
Key Facts
- City/Town
- New Milford
- Neighborhood
- Northville
- Property / Style
- Single Family · Colonial
- Year Built
- 1977
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 3 full · 1 half
- Living Area
- 2,836 sq ft
- Lot Size
- 1.88 acres
- Garage / Parking
- 2 garage · 6 total
- Property Taxes
- $7,148 / Annually
Market Snapshot
The New Milford Market
Single Family · trailing 12 months
Active Listings
58
54 under contract
Median List Price
$592,450
58 active listings
Median Closed Price
$526,000
254 sales
Median Days on Market
39
58 active listings
Median $ / Sq Ft
$286
58 active listings
Sale-to-List Ratio
100.0%
254 sales
How this home compares
List Price
$639,900
vs $592,450 median
8.0% above median
Price / Sq Ft
$226
vs $286 median
21.0% below median
Days on Market
0 days
vs 39 days median
39 days fresher than median
Based on 58 active and 254 closed sales (trailing 12 mo) of single family in New Milford. Source: SmartMLS · As of August 31, 2026.
Location
277 Chestnut Land Road, New Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$3,290
- Property Taxes$596
- Insurance$213
- 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
- 1977
- New Construction
- No/Resale
- Living Area
- 2,836 sq ft
- Below Grade
- 500 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
- Lower Level
- Laundry Location
- Basement
- Appliances
- Electric CooktopMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullHeatedStorageFully FinishedInterior AccessLiveable SpaceFull With Walk-Out
- In-Law Apartment
- PossibleSeparate Entry
Exterior & Lot
- Lot Size
- 1.88 acres
- Zoning
- R60
- Garage / Parking
- 2 garage spaces6 total parking spacesAttached GaragePavedDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- Above Ground Pool
- Construction
- Vinyl Siding
- Color
- Blue
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- PorchDeckGarden AreaPatio
- Lot Description
- Lightly WoodedTreedLevel Lot
Listing & Financials
- Property Taxes
- $7,148 / Annually
- Days on Market
- 0
- MLS #
- 24203311
- MLS Status
- Active
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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 8/31/2026. 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 8/31/2026 at 10:01 PM UTC.