Eight minutes from downtown Westport, escape to 11 Judges Hollow-a 1930's rustic hunting cabin on 1.6 private wooded acres at the end of a long secluded driveway. A one of a kind private in holding completely surrounded by the 180 acre Brett Woods Conservation Area, this rare property offers ultimate privacy with protected open space as your permanent neighbor. Judges Hollow is nestled within Fairfield's prestigious Greenfield Hill area, known for its historic charm and upscale residential character. This tree-lined pastoral neighborhood features homes accompanied by multiple outbuildings set on generous lots, offering privacy and tranquility while remaining conveniently connected to downtown Fairfield, Westport and area amenities.
For sale
$950,000
11 Judges Hollow Road, Fairfield, CT 06824
2beds
1,135sqft
Est.:
Single Family Residence
Built in 1932
1.6 Acres Lot
$930,000 Zestimate®
$837/sqft
$-- HOA
What's special
Generous lotsTree-lined pastoral neighborhoodLong secluded driveway
- 62 days |
- 2,204 |
- 54 |
Zillow last checked: 8 hours ago
Listing updated: December 05, 2025 at 09:15am
Listed by:
Lisa Hartmann (203)858-9126,
William Pitt Sotheby's Int'l 203-227-1246
Source: Smart MLS,MLS#: 24141884
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Level: Main
Bedroom
- Level: Main
Heating
- Wall Unit, Other
Cooling
- Wall Unit(s)
Appliances
- Included: None, Water Heater
Features
- Open Floorplan
- Basement: Partial,Unfinished,Walk-Out Access
- Attic: None
- Number of fireplaces: 1
Interior area
- Total structure area: 1,135
- Total interior livable area: 1,135 sqft
- Finished area above ground: 1,135
Property
Parking
- Parking features: None
Features
- Patio & porch: Porch
- Has private pool: Yes
- Pool features: In Ground
- Waterfront features: Beach Access
Lot
- Size: 1.6 Acres
- Features: Wooded, Sloped
Details
- Additional structures: Shed(s)
- Parcel number: 132905
- Zoning: AAA
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch,Cottage
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1932
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Features: Golf, Public Rec Facilities
- Subdivision: Greenfield Hill
HOA
- Has HOA: No
Location
- Region: Fairfield
Financial & listing details
- Price per square foot: $837/sqft
- Tax assessed value: $233,660
- Annual tax amount: $6,634
- Date on market: 11/28/2025
Estimated market value
$930,000
$884,000 - $977,000
$4,651/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 11/28/2025 | Listed for sale | $950,000+35.9%$837/sqft |
Source: | ||
| 11/22/2009 | Listing removed | $699,000$616/sqft |
Source: NCI #98391406 Report a problem | ||
| 11/8/2009 | Listed for sale | $699,000+10.4%$616/sqft |
Source: NCI #98391406 Report a problem | ||
| 11/14/2005 | Sold | $633,000$558/sqft |
Source: | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,634 +1.8% | $233,660 |
| 2024 | $6,519 +1.4% | $233,660 |
| 2023 | $6,428 +1% | $233,660 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$5,355/mo
Principal & interest
$3684
Property taxes
$1338
Home insurance
$333
Climate risks
Neighborhood: 06824
Nearby schools
GreatSchools rating
- 8/10Burr Elementary SchoolGrades: K-5Distance: 2.2 mi
- 7/10Tomlinson Middle SchoolGrades: 6-8Distance: 5.7 mi
- 9/10Fairfield Warde High SchoolGrades: 9-12Distance: 5 mi
Schools provided by the listing agent
- Elementary: Burr
- Middle: Tomlinson
- High: Fairfield Warde
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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