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$1,475,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,360 Sq. Ft.
  • 2 Car Garage
  • Updated 1 day ago

Next open house:

Open House: 2:00 PM - 4:00 PM

Sunday 10/25 2:00 PM - 4:00 PM

50 Judges Hollow Road,Fairfield, CT 06824

50 Judges Hollow RoadFairfieldCT06824

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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.

Full Property Details for 50 Judges Hollow Rd

General

  • Price: $1,475,000
  • Taxes: (July 2026-June 2027)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24215458
  • Updated: 10/22/2026
  • Added to Site: 3 day(s) ago

Interior

  • Number of Rooms: 9
  • Rooms/Areas: Foyer
  • Interior Features: Auto Garage Door Opener, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Disposal, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Full Bath, Walk-In Closet, Hardwood Floor, 19 x 13, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, 13 x 10, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, 13 x 9, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, 16 x 10, Upper

Other Rooms

  • Living Room: Living Room - Bay/Bow Window, Built-Ins, Fireplace, Sliders, Hardwood Floor, 23 x 21, Main
  • Kitchen: Kitchen - Quartz Counters, Double-Sink, Hardwood Floor, Main
  • Dining Room: Dining Room - Hardwood Floor, 17 x 11, Main
  • Office: Office - Hardwood Floor, 11 x 10, Main
  • Game room: Yes
  • Game Room: Rec/Play Room, 21 x 12, Lower
  • Rec Room: 21 x 12, Lower
  • Laundry: Main Level
  • Other Room 1: Other - Built-Ins, Hardwood Floor, 23 x 12, Upper

Exterior

  • Exterior Features: Porch-Screened, Porch, Barn, Gutters, Lighting, Patio
  • Color: Gray

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Neighborhood: Greenfield Hill
  • Driving Directions: GPS Friendly

School Information

  • Elementary School: Per Board of Ed
  • Intermediate School: Per Board of Ed
  • High School: Per Board of Ed

Community

  • Community Name: Greenfield Hill

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Wood
  • Basement Desc.: Full, Garage Access, Partially Finished
  • Roof: Shingle
  • Attic: Yes
  • Square Feet: 2,360
  • Above Ground: 2,360 Sq. Ft.
  • Year Built: 1961

Lot Features

  • Lot Size (Acres): 3.56
  • Zoning: AAA
  • Lot Description: Lightly Wooded, Borders Open Space, Sloping Lot

Water Features

  • Water Front Desc.: Beach Rights

Financial Considerations

  • Assessment Amount: $832,020
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Exclusions: Per inclusion/exclusion form
  • Property ID: 132897

Listed by William Pitt Sotheby's Int'l, Sandy Petrino and William Pitt Sotheby's Int'l, Michele Perkins

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Listing agents

— 50 Judges Hollow Rd —

  • Sandy Petrino

    William Pitt Sotheby's Int'l

  • Michele Perkins

    William Pitt Sotheby's Int'l

Agent Contact: (203) 520-1541 Office Contact: (203) 227-1246

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 50 Judges Hollow Rd

School District:Fairfield School District
NameGradesDistance
Burr Elementary School
1960 Burr Street, Fairfield, CT 06824
PK-52.3 mi
Tomlinson Middle School
200 Unquowa Road, Fairfield, CT 06824
6-85.9 mi
Fairfield Warde High School
755 Melville Avenue, Fairfield, CT 06825
9-125.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 50 Judges Hollow Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/21/2026
Listed
$1,475,000
48.24%
MLS
8/03/2023
Sold
$995,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 50 Judges Hollow Rd

Year
Property Taxes
Change
Tax Assessment
Change
2026
$15,966
2%
$832,020
50%
2025
$15,710
2%
$553,350
—
2023
$15,438
4%
$553,350
3%
2023
$14,820
1%
$538,720
—
2022
$14,675
1%
$538,720
—
2021
$14,535
1%
$538,720
—
2020
$14,406
—
$537,740
—
2019
$14,406
2%
$537,740
—
2018
$14,175
2%
$537,740
—
2017
$13,884
1%
$537,740
—
2016
$13,685
-4%
$537,740
-6%
2015
$14,257
2%
$575,120
—
2014
$14,033
2%
$575,120
—
2011
$13,763
—
$575,120
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by William Pitt Sotheby's Int'l, Sandy Petrino and William Pitt Sotheby's Int'l, Michele Perkins

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50 Judges Hollow Road, Fairfield, CT 06824 (MLS# 24215458) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 50 Judges Hollow Road is currently listed for $1,475,000 and was received on October 21, 2026. Want to learn more about 50 Judges Hollow Road? Do you have questions about finding other Single Family real estate for sale in Fairfield? You can browse all Fairfield real estate or contact a Coldwell Banker agent to request more information.

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