Spectacular Mountaintop Retreat with 270 degree views of CT, NY, and MA that are unrivaled in Litchfield County. Sited on 124+/- acres down a long driveway with gated entry. This property offers complete privacy with an extensive trail system, mature woodlands, flat playing fields, treehouse, vineyards, and an expansive lawn perfect for viewing the nightly SUNSETS. Truly exquisite landscaping with meticulously kept cutting, vegetable and berry gardens. Pool, pergola, outdoor dining pavilion, tennis. The interior features an open kitchen/family room area as well as a breakfast room with circular windows out to the view. There is also formal dining with bar and formal living room. Two main floor guest rooms could be combined to form main level master if needed. Large naturally cooled wine room where you can store the wine made with your own vineyards! If you are looking for a country estate with privacy and western views just 1 hour 45 minutes from NYC, this property should not be missed.
Single-familyProperty Type
1989Year Built
125 acresLot Size
$512Est. Price/Sq.Ft.
2 car garageParking
Listed by Stacey Matthews• William Raveis Real Estate
Bought with Pels Matthews• William Raveis Real Estate
Bought with Stacey Matthews• William Raveis Real Estate
Source:Smart MLS #170134485
Redfin Estimate
$4,396,503
$1.3M since sold in May 2019$708K since September
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 195.7% higher than the average sale price ($1.49M) of 6 comparable homes.
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Earn from this home
Sell
$2,033,059
Est. take-home
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Market trends in 06785, CT
Last updated September 2026
Sale-to-list price
102.4%
+0.2% MoM
Median sale price
$1.0M
$175K MoM
Avg. days on market
53d
14 days MoM
Recently sold homes
4
1 MoM
Provided by Redfin
Sale history for 109 Mountain Rd
Date
Event
Price
Smart MLS #170134485
May 31, 2019
Sold
$3,100,000
$361/sq ft
May 23, 2019
Listing Removed
—
Apr 11, 2019
Contingent
—
Oct 22, 2018
Listed
$3,950,000
$460/sq ft
Smart MLS #99099917
Jul 28, 2016
Listing Removed
—
Apr 15, 2015
Listed
$4,800,000
$559/sq ft
Smart MLS #98082517
Sep 11, 2001
Listing Removed
—
Sep 15, 2000
Listed
$2,600,000
$303/sq ft
Smart MLS #96018776
May 20, 1996
Listed
$995,000
$116/sq ft
Smart MLS #95081653
Jan 12, 1996
Listing Removed
—
Jan 12, 1995
Listed
$1,450,000
$169/sq ft
Smart MLS #95068818
Jan 3, 1995
Listing Removed
—
Jul 3, 1994
Listed
$1,800,000
$210/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$35,246 (+1.0%)
$485,800 + $1,393,000
$1,878,800
2022
$34,889
$485,800 + $1,393,000
$1,878,800
2021
$34,889 (+0.4%)
$485,800 + $1,393,000
$1,878,800
2020
$34,739 (+4.3%)
$485,800 + $1,380,900
$1,866,700
2019
$33,319 (+10.6%)
$409,500 + $1,380,900
$1,790,400
2018
$30,115
$506,300 + $1,111,900
$1,618,200
2017
$30,115 (+1.5%)
$506,300 + $1,111,900
$1,618,200
2016
$29,662 (+7.9%)
$506,300 + $1,111,900
$1,618,200
2014
$27,481
$506,300 + $1,107,400
$1,613,700
Tax history for 109 Mountain Rd
Year
Property tax
Land + Additions
Assessment*
2023
$35,246 (+1.0%)
$485,800 + $1,393,000
$1,878,800
2022
$34,889
$485,800 + $1,393,000
$1,878,800
2021
$34,889 (+0.4%)
$485,800 + $1,393,000
$1,878,800
2020
$34,739 (+4.3%)
$485,800 + $1,380,900
$1,866,700
2019
$33,319 (+10.6%)
$409,500 + $1,380,900
$1,790,400
2018
$30,115
$506,300 + $1,111,900
$1,618,200
2017
$30,115 (+1.5%)
$506,300 + $1,111,900
$1,618,200
2016
$29,662 (+7.9%)
$506,300 + $1,111,900
$1,618,200
2014
$27,481
$506,300 + $1,107,400
$1,613,700
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Permits
Beds
7
Baths
5
Stories
2
Lot width
—
Lot depth
—
Lot size
99.8 Acres
Year renovated
—
Sq. Ft.
6,942
Year built
1989
Style
Single Family Residential
County
Litchfield County
APN
1942782
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Feb 1, 2024.
Jun 25, 2026 • Final
Residential zoning permit application
Perform functional and cosmetic renovations to the interior and exterior of an existing single-family home.
Remodel
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.