110 Chestnut Land Road
New Milford, Connecticut 06776
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 5,328
- Acres
- 13.45
- Year Built
- 1900
- 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
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
Active Listings
77
49 under contract
Median List Price
$635,000
77 active listings
Median Closed Price
$528,000
256 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per 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.
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.