108 Squire Hill Road

New Milford, CT
$ 1,399,000 Beds 3 Baths 3 Sq 4,099
Monthly Estimate* How much can I afford?

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. Plus a fabulously restored barn offering studio, car and workshop space. Serenely set on 1.88 acres dotted with ancient maples, old stone walls and open lawns. Old world style and craft blended with the modern comfort and design makes this the perfect country retreat. Location is everything and from here its a short walk to Nostrand hiking trail, a 7-minute drive to New Preston's antique shops, wine bar and cafe, the Northville food market, 8 minutes to Lake Waramaug, and 12 minutes to both New Milford or Kent.

Single Family

  • Price
  • $ 1,399,000
  • City
  • New Milford
  • Bedrooms
  • 3
  • Full Bathrooms
  • 3
  • County
  • Litchfield
  • Half Bathrooms
  • 0
  • Area
  • Lot Size
  • 1.88 Acres
  • Zip
  • 06776
  • Sqr Footage
  • 4,099
  • Year Built
  • 1806
  • Taxes
  • $ 13070
  • Style
  • MLS#
  • 24203561
Listed By: Chris Garrity 860-488-5859 with Bain Real Estate. - (860) 927-4646
Data Source: Smart MLS

Features

General

Zoning R80
Neighborhood Merryall
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 1.88
Directions Use GPS- Corner of Squire Hill and Cherniske Roads
High School New Milford
City New Milford
Elementary School Per Board of Ed
Sq Ft Total 4099
DOM 18
Year Built 1806
Style Antique
Year Built Source Public Records

Interior Features

Cooling System Central Air
Total Rooms 10
Basement Description Full,Unfinished,Storage,Hatchway Access,Interior Access,Concrete Floor

Exterior Features

Water Source Private Well
Lot Description Corner Lot,Lightly Wooded,Level Lot,Professionally Landscaped
Color White

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Torrington, CT office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Per Board of Ed Elementary School
Middle School Unknown Middle School
High School New Milford High School

Price History

9/1/2026 Listed $1,399,000

Property vs Zip Code Average in 06776

Price
AVG $830K
$1.4M
Taxes
AVG $901,893
$13,070
Year Built
AVG 1970
1806

108 Squire Hill Road New Milford, CT is a Single Family Home for sale at $1399000 with 4099 sqft and a lot size of 1.88 Acres Acre(s). 108 Squire Hill Road New Milford has 3 bedrooms, 3 baths and was built in 1806. The property's zip code is 06776 which is in New Milford, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site 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.