11 Judges Hollow Road, Fairfield, CT 06824
Single Family For Sale
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About This Home
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.
Listed by Lisa Hartmann (203) 858-9126 with William Pitt Sotheby's Int'l (203) 227-1246
Listing Snapshot
| Price | $925,000 | Days on Our Site | 27 days |
| Property Tax | $6,634/yr | Style | Ranch |
| Year Built | 1932 | Total Sq Ft | 1,135 |
| Lot Size | 1.6 acres | HOA Fees | N/A |
| Bedrooms | 2 | Full Bathrooms | 2 |
| Total Rooms | 4 | Half Baths | 0 |
Key Features
- Open Floor Plan
- None
- Shed
- Porch
- In Ground Pool
- Golf Course
- Public Rec Facilities
Structure & Parking
Systems & Utilities
Schools
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Listing History
| Date | Event | Price |
|---|---|---|
| May 19, 2026 | Listed | $925,000 |
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Listing Agent
Lisa Hartmann · (203) 858-9126
William Pitt Sotheby's Int'l · (203) 227-1246
MLS# 24176507 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jun 12, 2026 9:04 PM UTC
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11 Judges Hollow Road, Fairfield CT, 06824
$925,000 • Active
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