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$1,399,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 4,099 Sq. Ft.
  • 2 Car Garage
  • Updated 1 day ago
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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.

Full Property Details for 108 Squire Hill Rd

General

  • Price: $1,399,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24203561
  • Updated: 9/1/2026
  • Added to Site: 2 day(s) ago

Interior

  • Number of Rooms: 10
  • Interior Features: Cable - Available, Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 4
  • Appliances: Gas Range, Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Electric Dryer, Wine Chiller

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - 9 ft+ Ceilings, Bedroom Suite, Full Bath, Walk-In Closet, Tile Floor, Wide Board Floor, Upper
  • Bedroom 1: Bedroom - 9 ft+ Ceilings, Hardwood Floor, Wide Board Floor, Upper
  • Bedroom 2: Bedroom - 9 ft+ Ceilings, Wide Board Floor, Upper

Other Rooms

  • Great Room: Great Room - Vaulted Ceiling, Beams, Wet Bar, Entertainment Center, Hardwood Floor, Wide Board Floor, Upper
  • Family Room: Family Room - 9 ft+ Ceilings, Beams, Book Shelves, Built-Ins, Fireplace, Wide Board Floor, Main
  • Kitchen: Kitchen - Beams, Breakfast Bar, Built-Ins, Granite Counters, Fireplace, Island, Main
  • Dining Room: Dining Room - 9 ft+ Ceilings, Beams, Fireplace, French Doors, Patio/Terrace, Wide Board Floor, Main
  • Laundry: Main Level

Exterior

  • Exterior Features: Terrace, Barn, Garden Area, Lighting, Stone Wall, French Doors, Patio
  • Color: White

Parking

  • Garage Spaces: 2
  • Total Spaces: 6
  • Parking: Barn, Driveway, Unpaved

Location

  • County: Litchfield
  • Neighborhood: Merryall
  • Driving Directions: Use GPS- Corner of Squire Hill and Cherniske Roads

School Information

  • Elementary School: Per Board of Ed
  • High School: New Milford

Community

  • Community Name: Merryall

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Hydro Air, Zoned, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic, 50 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Antique
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full, Unfinished, Storage, Hatchway Access, Interior Access, Concrete Floor
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 4,099
  • Above Ground: 4,099 Sq. Ft.
  • Year Built: 1806

Lot Features

  • Lot Size (Acres): 1.88
  • Driveway/Sidewalk: Private, Gravel
  • Zoning: R80
  • Lot Description: Corner Lot, Lightly Wooded, Level Lot, Professionally Landscaped

Financial Considerations

  • Assessment Amount: $422,160
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1876195

Listed by Bain Real Estate, Chris Garrity

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Listing agent

— 108 Squire Hill Rd —

  • Chris Garrity

    Bain Real Estate

Agent Contact: (860) 488-5859 Office Contact: (860) 927-4646

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Price & Sales History for 108 Squire Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/01/2026
Listed
$1,399,000
288.61%
MLS
11/17/2020
Sold
$360,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 108 Squire Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$20,430
63%
$422,160
—
2023
$12,568
3%
$422,160
—
2023
$12,234
11%
$422,160
9%
2022
$11,008
1%
$388,280
—
2021
$10,860
9%
$388,280
11%
2020
$10,002
—
$348,740
—
2019
$10,009
2%
$348,740
—
2018
$9,824
3%
$348,740
—
2017
$9,503
2%
$348,740
—
2016
$9,336
11%
$348,740
11%
2015
$8,379
2%
$313,250
—
2014
$8,238
2%
$313,250
—
2013
$8,098
—
$313,250
—
2011
$8,098
—
$313,250
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Bain Real Estate, Chris Garrity

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108 Squire Hill Road, New Milford, CT 06776 (MLS# 24203561) is a Single Family property with 3 bedrooms and 3 full bathrooms. 108 Squire Hill Road is currently listed for $1,399,000 and was received on September 01, 2026. Want to learn more about 108 Squire Hill Road? Do you have questions about finding other Single Family real estate for sale in New Milford? You can browse all New Milford real estate or contact a Coldwell Banker agent to request more information.

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