About 11 Judges Hollow Road
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.
Features of 11 Judges Hollow Road
| MLS® # | 24176507 |
|---|---|
| Price | $925,000 |
| Bedrooms | 2 |
| Bathrooms | 2.00 |
| Full Baths | 2 |
| Square Footage | 1,135 |
| Acres | 1.60 |
| Type | Single Family For Sale |
| Style | Ranch |
| Status | Active |
Community Information
| Address | 11 Judges Hollow Road |
|---|---|
| Area | Greenfield Hill |
| City | Fairfield |
| County | Fairfield |
| State | Connecticut |
| Zip Code | 06824 |
Amenities
| Is Waterfront | No |
|---|---|
| Waterfront | Beach Rights |
| Has Pool | Yes |
| Pool | In Ground Pool |
Interior
| Interior Features | Open Floor Plan |
|---|---|
| Appliances | None |
| Heating | Wall Unit, Other |
| Cooling | Wall Unit |
| Fireplace | No |
| Has Basement | Yes |
| Basement | Partial, Unfinished, Walk-out |
Exterior
| Exterior | Shingle |
|---|---|
| Exterior Features | Shed, Porch |
| Lot Description | Treed, Sloping Lot |
| Roof | Asphalt Shingle |
| Foundation | Concrete |
School Information
| Elementary | Burr |
|---|---|
| Middle | Tomlinson |
| High | Fairfield Warde |
Additional Information
| Date Listed | May 20th, 2026 |
|---|---|
| Days on Market | 111 |
| Zoning | AAA |
| RE / Bank Owned | No |
Listing Details
| Office | William Pitt Sotheby's Int'l |
|---|