108 Squire Hill Road New Milford, CT $ 1,399,000
108 Squire Hill Road
$ 1,399,000
Recently Listed
Share Save

108 Squire Hill Road

New Milford, CT, 06776
$ 1,399,000
Bedrooms3 Baths3.0 Sq 4,099

Monthly Estimate*

$ 8,833

108 Squire Hill Road, New Milford, CT 06776 - Image 1
108 Squire Hill Road, New Milford, CT 06776 - Image 2
108 Squire Hill Road, New Milford, CT 06776 - Image 3
108 Squire Hill Road, New Milford, CT 06776 - Image 4
108 Squire Hill Road, New Milford, CT 06776 - Image 5
108 Squire Hill Road, New Milford, CT 06776 - Image 6
108 Squire Hill Road, New Milford, CT 06776 - Image 7
108 Squire Hill Road, New Milford, CT 06776 - Image 8
108 Squire Hill Road, New Milford, CT 06776 - Image 9
108 Squire Hill Road, New Milford, CT 06776 - Image 10
108 Squire Hill Road, New Milford, CT 06776 - Image 11
108 Squire Hill Road, New Milford, CT 06776 - Image 12
108 Squire Hill Road, New Milford, CT 06776 - Image 13
108 Squire Hill Road, New Milford, CT 06776 - Image 14
108 Squire Hill Road, New Milford, CT 06776 - Image 15
108 Squire Hill Road, New Milford, CT 06776 - Image 16
108 Squire Hill Road, New Milford, CT 06776 - Image 17
108 Squire Hill Road, New Milford, CT 06776 - Image 18
108 Squire Hill Road, New Milford, CT 06776 - Image 19
108 Squire Hill Road, New Milford, CT 06776 - Image 20
108 Squire Hill Road, New Milford, CT 06776 - Image 21
108 Squire Hill Road, New Milford, CT 06776 - Image 22
108 Squire Hill Road, New Milford, CT 06776 - Image 23
108 Squire Hill Road, New Milford, CT 06776 - Image 24
108 Squire Hill Road, New Milford, CT 06776 - Image 25
108 Squire Hill Road, New Milford, CT 06776 - Image 26
108 Squire Hill Road, New Milford, CT 06776 - Image 27
108 Squire Hill Road, New Milford, CT 06776 - Image 28
108 Squire Hill Road, New Milford, CT 06776 - Image 29
108 Squire Hill Road, New Milford, CT 06776 - Image 30
108 Squire Hill Road, New Milford, CT 06776 - Image 31
108 Squire Hill Road, New Milford, CT 06776 - Image 32
108 Squire Hill Road, New Milford, CT 06776 - Image 33
108 Squire Hill Road, New Milford, CT 06776 - Image 34
108 Squire Hill Road, New Milford, CT 06776 - Image 35
108 Squire Hill Road, New Milford, CT 06776 - Image 36
108 Squire Hill Road, New Milford, CT 06776 - Image 37
108 Squire Hill Road, New Milford, CT 06776 - Image 38
108 Squire Hill Road, New Milford, CT 06776 - Image 39
108 Squire Hill Road, New Milford, CT 06776 - Image 40

Single Family Home for sale in New Milford, CT

for $1,399,000 with 3 bedrooms and 3 full baths. This 4,099 square foot home was built in 1806 on a lot size of 1.88.

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.

See more

Single Family Active

Price

$ 1,399,000

Bedrooms

3

Full Bath

3

Property Type

Single Family

Taxes

$ 13,070

Style

Lot Size

1.88

Year Built

1806

Town/City

New Milford

MLS | Web ID

24203561

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 0
Year Built 1806
Style Antique
Year Built Source Public Records
See more
Interior
Cooling System Central Air
Total Rooms 10
Basement Description Full Unfinished Storage Hatchway Access Interior Access Concrete Floor
See more
Exterior
Water Source Private Well
Lot Description Corner Lot Lightly Wooded Level Lot Professionally Landscaped
See more
* Excluded Features
List By
Chris Garrity

Listing Agent

Bain Real Estate

Broker

CHRIS@BAINREALESTATE.COM

Email

Affordability Calculator

$9,923
Per Month
89%
11%
0%
Monthly Principal & Interest
$8,833
Monthly Property Taxes
$1,089
Monthly Home Insurance
--
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.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
2060291 Elementary School
4705602 Middle School
New Milford High School High School
Pricing History
DatePricePrice ChangeDescription
9/1/2026$1,399,000 Listed Price

Map


See all

108 Squire Hill Road, New Milford, CT, 06776 is a Single Family Home for sale at $1,399,000 with 4,099 sqft and a lot size of 1.88. 108 Squire Hill Road has 3 bedrooms, 3.0 baths, and was built in 1806. The property's zip code is 06776 which is in New Milford, CT