108 Squire Hill Road
New Milford, Connecticut 06776
- Beds
- 3
- Baths
- 3
- SqFt
- 4,099
- Acres
- 1.88
- Year Built
- 1806
- Neighborhood
- Merryall
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Stunningly renovated 1806 federal colonial estate house in Upper Merryall graciously sited on 1.88 acres of level land. Classic New England Antique exuding elegance, craftsmanship and prominence. Basement to attic restoration in 2020 restored the original wide plank chestnut floors, exposed hand-hewn chestnut beams, 9' ceilings, 6 fireplaces and classic trim back to their 220 year glory. Restoration preserved the antiquity and also allowed for new touches: a modern country kitchen with top appliances; central AC; pampering bathrooms; wine cooler and other of today's amenities. The slate floored sunroom with oversized windows offers both sunlight and views. The formal dining room with exposed beams and fireplace has French doors to the stone terrace. There are two living room parlors both boasting fireplaces and new lighting. The status of the family that built this home is apparent as the exquisite trim work is carried throughout the residence also details each of the three large bedrooms on the second level. There is a whimsical game room with a wet bar at the back of the second floor that conveniently has back stairs to the kitchen. All three full bathrooms are sumptuous with the primary bath situated off the dressing room. More details that one can count here with built in bookshelves, wine cave, huge fire pit, antique windows, locks and hinges.
Key Facts
- City/Town
- New Milford
- Neighborhood
- Merryall
- Property / Style
- Single Family · Antique
- Year Built
- 1806
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 3 full
- Living Area
- 4,099 sq ft
- Lot Size
- 1.88 acres
- Garage / Parking
- 2 garage · 6 total
- Property Taxes
- $13,070 / Annually
Market Snapshot
The New Milford Market
Single Family · trailing 12 months
Active Listings
58
57 under contract
Median List Price
$611,500
58 active listings
Median Closed Price
$526,000
254 sales
Median Days on Market
40
58 active listings
Median $ / Sq Ft
$288
58 active listings
Sale-to-List Ratio
100.0%
254 sales
How this home compares
List Price
$1.40M
vs $611,500 median
2.3× the median
Price / Sq Ft
$341
vs $288 median
18.4% above median
Days on Market
0 days
vs 40 days median
40 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 September 1, 2026.
Location
108 Squire Hill Road, New Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 27, 2026per month
- Principal & Interest$7,192
- Property Taxes$1,089
- Insurance$466
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Milford
- Neighborhood
- Merryall
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Antique
- Year Built
- 1806
- New Construction
- No/Resale
- Living Area
- 4,099 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- New Milford
Interior
- Heating
- Hot AirHydro AirZoned
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 4
- Laundry
- Main Level
- Laundry Location
- Main level laundry room
- Appliances
- Gas RangeOven/RangeMicrowaveRange HoodRefrigeratorDishwasherWasherElectric DryerWine Chiller
- Basement
- FullUnfinishedStorageHatchway AccessInterior AccessConcrete Floor
- In-Law Apartment
- No
- Interior Features
- Cable - AvailableOpen Floor Plan
Exterior & Lot
- Lot Size
- 1.88 acres
- Zoning
- R80
- Garage / Parking
- 2 garage spaces6 total parking spacesBarnDrivewayUnpavedPrivateGravel
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Clapboard
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- TerraceBarnGarden AreaLightingStone WallFrench DoorsPatio
- Lot Description
- Corner LotLightly WoodedLevel LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $13,070 / Annually
- Days on Market
- 0
- MLS #
- 24203561
- 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 9/1/2026. 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 9/1/2026 at 6:15 PM UTC.