50 Judges Hollow Road
Fairfield, Connecticut 06824
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,360
- Acres
- 3.56
- Year Built
- 1961
- Neighborhood
- Greenfield Hill
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Nestled among 3.56 acres of beautiful woodlands this classic four-bedroom Dutch Colonial offers and inviting blend of timeless character and comfortable living. Enjoy peaceful living while remaining convenient to all that Fairfield has to offer. Hardwood floors throughout the home, welcoming foyer, large living room with a warm fireplace and sliding doors leading to an amazing screened in porch surrounded by nature, the perfect place for that morning coffee. Updated kitchen, spacious dining room with doors leading out to a private patio, office, and half bath complete the main level. Upstairs you will find 4 bedrooms, two bathrooms and a large bonus room. The lower level has a finished rec. room and plenty of storage. Do not miss the two-story barn. Perfect for the "animal enthusiast" or extra space for creativity or hobbies. Second story could be finished into a home office or just a cool place to hang out. Must see to appreciate.
Key Facts
- City/Town
- Fairfield
- Neighborhood
- Greenfield Hill
- Property / Style
- Single Family · Colonial
- Year Built
- 1961
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,360 sq ft
- Lot Size
- 3.56 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $15,966 / Annually
Market Snapshot
The Fairfield Market
Single Family · trailing 12 months
Active Listings
112
78 under contract
Median List Price
$1.20M
112 active listings
Median Closed Price
$1.15M
578 sales
Median Days on Market
38
112 active listings
Median $ / Sq Ft
$510
112 active listings
Sale-to-List Ratio
102.5%
578 sales
How this home compares
List Price
$1.48M
vs $1.20M median
22.9% above median
Price / Sq Ft
$625
vs $510 median
22.5% above median
Days on Market
0 days
vs 38 days median
38 days fresher than median
Based on 112 active and 578 closed sales (trailing 12 mo) of single family in Fairfield. Source: SmartMLS · As of October 22, 2026.
Location
50 Judges Hollow Road, Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 22, 2026per month
- Principal & Interest$8,106
- Property Taxes$1,331
- Insurance$492
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Fairfield
- Neighborhood
- Greenfield Hill
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1961
- New Construction
- No/Resale
- Living Area
- 2,360 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Oven/RangeMicrowaveRange HoodRefrigeratorDishwasherDisposalWasherDryer
- Basement
- FullGarage AccessPartially Finished
- In-Law Apartment
- No
- Interior Features
- Auto Garage Door OpenerSecurity System
- Additional Rooms
- Foyer
Exterior & Lot
- Lot Size
- 3.56 acres
- Zoning
- AAA
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Beach Rights
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Wood
- Color
- Gray
- Roof
- Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-ScreenedPorchBarnGuttersLightingPatio
- Lot Description
- Lightly WoodedBorders Open SpaceSloping Lot
Listing & Financials
- Property Taxes
- $15,966 / Annually
- Days on Market
- 0
- MLS #
- 24215458
- MLS Status
- Active
Similar Properties
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Co-Listed By
Michele Perkins
William Pitt Sotheby's Int'l
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/22/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 10/22/2026 at 5:15 PM UTC.