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110 Chestnut Land Road

New Milford, Connecticut 06776

ACTIVE - NEW$1,950,000
Beds
4
Baths
3 | 1
SqFt
5,328
Acres
13.45
Year Built
1900
Matt Caiola

Matt Caiola

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WaterfrontGuest House4-Car Garage3 Fireplaces

About This Home

A refined country estate in the heart of the Litchfield Hills, where architectural sophistication meets extraordinary privacy. Set on 13+ acres & embraced by 54 acres of protected land, this exceptional 5,328-square-foot modern farmhouse is just minutes from Washington Depot. Thoughtfully reconceived, expanded & rebuilt from the ground up, the interiors are now effortlessly elegant & spacious. The open-concept kitchen, dining, & living area was designed for both intimate gatherings and grand entertaining. The exceptional kitchen features bespoke cabinetry, quartz countertops, an expansive island, Sub-Zero refrigeration and 48" range. An idyllic main-level primary suite offers a generous walk-in closet, beautifully appointed bath, access to a stone terrace and ideally positioned for privacy. There are 3 add'l bedrooms & 3 full and 1 1/2 baths, a family room, and an impressive great room. Radiant propane heat, central air, Energy Star construction, and a generator ensure modern comfort. The grounds are equally compelling, with mature landscaping, historic stone walls, a tranquil pond, barn with stable, & detached garage with guest quarters above. Beyond the property lies everything that defines the Litchfield Hills lifestyle - hiking, boating, fishing, swimming, wineries, skiing, farm stands, fine dining, antiques, & charming village shops. Property consists of 3 parcels. Private, sophisticated and crafted for those who appreciate beauty, space, and the art of country living.

Key Facts

City/Town
New Milford
Neighborhood
Chestnut Land
Property / Style
Single Family · Farm House,Modern
Year Built
1900
Days on Market
0 days
Beds
4
Baths
3 full · 1 half
Living Area
5,328 sq ft
Lot Size
13.45 acres
Garage / Parking
4 garage
Property Taxes
$22,964 / Annually

Market Snapshot

The New Milford Market

Single Family · trailing 12 months

Median Days on Market

28

77 active listings

Median $ / Sq Ft

$279

77 active listings

Sale-to-List Ratio

100.0%

256 sales

How this home compares

List Price

$1.95M

vs $635,000 median

3.1× the median

Price / Sq Ft

$366

vs $279 median

31.2% above median

Days on Market

0 days

vs 28 days median

28 days fresher than median

Based on 77 active and 256 closed sales (trailing 12 mo) of single family in New Milford. Source: SmartMLS · As of September 18, 2026.

Location

110 Chestnut Land Road, New Milford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$12,890

per month

  • Principal & Interest$10,326
  • Property Taxes$1,914
  • Insurance$650
  • 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
Farm House,Modern
Year Built
1900
New Construction
No/Resale
Living Area
5,328 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Radiant
Heat Fuel
Propane
Cooling
Central Air
Fireplaces
3
Laundry
Main Level
Laundry Location
Off Mudroom
Appliances
Gas RangeMicrowaveRange HoodRefrigeratorSubzeroDishwasherWasherDryerWine Chiller
Basement
None
In-Law Apartment
YesDetachedOver Garage
Interior Features
Auto Garage Door OpenerCable - AvailableOpen Floor Plan
Additional Rooms
FoyerMud Room

Exterior & Lot

Lot Size
13.45 acres
Zoning
R40
Garage / Parking
4 garage spacesAttached Garage
Waterfront
Direct waterfront
Waterfront Details
PondWalk to Water
Water Source
Private Well
Sewer
Septic
Construction
Hardie Board
Color
White
Roof
Metal
Foundation
Concrete
Exterior Features
Fruit TreesBarnGuest HouseStableStone WallFrench DoorsPatio
Lot Description
SecludedBorders Open SpaceLevel LotProfessionally Landscaped

Listing & Financials

Property Taxes
$22,964 / Annually
Days on Market
0
MLS #
24207696
MLS Status
Active

Similar Properties

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

Listed By

Maria Taylor

(203) 578-0397

Klemm Real Estate Inc

(860) 868-7313

Co-Listed By

Claudine McHugh

Klemm Real Estate Inc

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/18/2026. 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 9/18/2026 at 11:20 PM UTC.