21 Walker Brook Drive
New Milford, Connecticut 06776
- Beds
- 5
- Baths
- 3 | 1
- SqFt
- 2,682
- Acres
- 2.47
- Year Built
- 1991
- Neighborhood
- Chestnut Land
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to 21 Walker Brook Drive, an extraordinary retreat on 2.47 private, tranquil acres in New Milford, CT-the gateway to scenic Litchfield County, just two hours from Manhattan and moments from Washington Depot. Bordered by picturesque farmland, this property offers rural tranquility with exceptional convenience, near hiking at Steep Rock and Hidden Valley, and dining/shopping in New Milford, New Preston, and Washington. Step outside to an ultra-secluded, fully fenced backyard oasis featuring a sparkling, above-ground pool. Returning inside, the main level offers a spacious, primary en-suite bedroom with large windows and glass doors opening to a private deck. The bright sunroom off the kitchen is perfect for relaxing. The beautiful kitchen boasts custom wood cabinetry, a refrigerator and freezer encased in matching wood, a six-burner cooktop, and double wall ovens perfect for entertaining. With the adjacent TV room and a formal dining room, the home flows effortlessly for gatherings. Upstairs, find a second en-suite bedroom, three additional bedrooms, laundry, and a full bath for all to find respite and relaxation. The fully finished lower level is an entertainment hub with an impressive home theater featuring a featuring a large movie screen, reclining terraced leather seating and recessed lighting. There is also a private exercise room with padded flooring. Classic charm meets modern living in this tranquil escape.
Key Facts
- City/Town
- New Milford
- Neighborhood
- Chestnut Land
- Property / Style
- Single Family · Colonial
- Year Built
- 1991
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 3 full · 1 half
- Living Area
- 2,682 sq ft
- Lot Size
- 2.47 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $8,884 / Annually
- HOA Fee
- $100 / Monthly
Market Snapshot
The New Milford Market
Single Family · trailing 12 months
Active Listings
60
56 under contract
Median List Price
$609,500
60 active listings
Median Closed Price
$526,000
252 sales
Median Days on Market
35
60 active listings
Median $ / Sq Ft
$287
60 active listings
Sale-to-List Ratio
100.0%
252 sales
How this home compares
List Price
$769,000
vs $609,500 median
26.2% above median
Price / Sq Ft
$287
vs $287 median
In line with median
Days on Market
0 days
vs 35 days median
35 days fresher than median
Based on 60 active and 252 closed sales (trailing 12 mo) of single family in New Milford. Source: SmartMLS · As of September 3, 2026.
Location
21 Walker Brook Drive, New Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$3,953
- Property Taxes$740
- Insurance$256
- HOA$100
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
- 1991
- New Construction
- No/Resale
- Living Area
- 2,682 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Heat PumpSplit System
- Fireplaces
- 1
- Laundry
- Upper Level
- Laundry Location
- Upstairs bedroom
- Appliances
- Gas CooktopWall OvenMicrowaveRange HoodSubzeroIcemakerDishwasherWasherDryer
- Basement
- FullHeatedFully FinishedCooledInterior AccessLiveable SpaceFull With Hatchway
- In-Law Apartment
- No
- Interior Features
- Audio SystemAuto Garage Door OpenerCable - Pre-wired
- Additional Rooms
- Exercise Room
Exterior & Lot
- Lot Size
- 2.47 acres
- Zoning
- R60
- Garage / Parking
- 2 garage spaces4 total parking spacesAttached GaragePavedOff Street ParkingDrivewayPrivatePavedAsphalt
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Pool
- Safety FenceVinylAbove Ground Pool
- Construction
- Clapboard
- Color
- Gray
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Underground UtilitiesShedDeckGuttersGarden AreaStone WallFrench DoorsPatio
- Lot Description
- Fence - FullSecludedIn SubdivisionOn Cul-De-SacClearedRolling
HOA / Association
- Fee
- $100 / Monthly
Listing & Financials
- Property Taxes
- $8,884 / Annually
- Days on Market
- 0
- MLS #
- 24202023
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
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Co-Listed By
Charles Sclafani
William Pitt Sotheby's Int'l
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/3/2026. 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 9/3/2026 at 3:02 PM UTC.