This rare private inholding offers a hilltop property defined by raw beauty and seclusion. The 1930s rustic hunting cabin sits on 1.6 wooded acres at the end of a private drive, surrounded by the 186-acre Brett Woods Conservation Area. The property provides a perfect balance of mature trees, rolling hills, and 18th-century stone walls-all located just eight minutes from Main Street Westport. With trails leading directly from the back door to a secluded pond and hiking paths, it serves as an ideal weekend retreat and a convenient alternative to the Vermont or Connecticut River Valley. Located only 70 minutes from Grand Central via the Westport train station, this home offers easy access to both the Connecticut coastline and deep woods.
Single-familyProperty Type
1932Year Built
1.6 acresLot Size
$815Price/Sq.Ft.
Listed by Lisa Hartmann• William Pitt Sotheby's Int'l
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 98° expected this year, 15 days in 30 years
6/10 Wind Factor
27% chance of strong winds in next 30 years
4/10 Air Factor
5 unhealthy days expected this year, 7 days in 30 years
Provided by First Street
Historical weather
Fairfield, CT • 06824
Average low and high temperatures (°F)
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38
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52
34
61
43
68
52
80
62
84
68
81
62
76
59
66
48
55
38
40
27
Jan
Feb
Mar
Apr
May
Jun
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Aug
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Sun exposure
95/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 9% for direct sun exposure in Fairfield. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.2 hrs
5.9 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 11 Judges Hollow Rd
$886,712
$38K under list price of $925K
Nearby comparable homes
The Redfin Estimate uses 5 recent nearby sales, priced between $750K to $1.7M.