2281 Redding Road, Fairfield, CT 06824

Local realty services provided by:Better Homes and Gardens Real Estate Shore & Country Properties
2281 Redding Road,Fairfield, CT 06824
$4,995,000
  • 5 Beds
  • 5 Baths
  • 4,191 sq. ft.
  • Single family
  • Active
Listed by:cindy raney
Office:coldwell banker realty
MLS#:24127092
Source:CT

Price summary

  • Price:$4,995,000
  • Price per sq. ft.:$1,191.84

About this home

Feels like Litchfield. Lives like Fairfield. Tucked behind a private gate in Greenfield Hill, this estate offers what few properties can: sweeping space, true privacy, and serene beauty-just 60 miles from Manhattan. A long stone drive leads to the 1941 main residence, reimagined with timeless craftsmanship. Sunlight floods rooms finished with reclaimed wood beams and wide-plank floors. The chef's kitchen opens to elegant dining and living areas, with French doors to a bluestone terrace designed for candlelit dinners under the stars. A first-floor guest suite with a full bath provides flexibility and privacy, while upstairs, four additional bedrooms-including a serene primary suite-offer refined comfort and room to breathe. Beyond the home, the grounds unfold like a private resort. A two-story pool house features a full kitchen, bath, and playful loft. A climate-controlled barn houses a Trackman 4 golf simulator, sauna, and space for training or unwinding. Outdoors, discover a

Contact an agent

contact an agent

Yes, I would like more information from BHGRE®. Please use and/or share my information with an BHGRE affiliated agent to contact me about my real estate needs. By clicking Send message, I agree an BHGRE affiliated agent may contact me by phone or text message including by automated means about real estate services, and that I can access real estate services without providing my phone number. I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1941
  • Listing ID #:24127092
  • Added:10 day(s) ago
  • Updated:September 29, 2025 at 03:01 PM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:5
  • Full bathrooms:4
  • Half bathrooms:1
  • Living area:4,191 sq. ft.

Heating and cooling

  • Cooling:Central Air, Zoned
  • Heating:Hot Air

Structure and exterior

  • Roof:Wood Shingle
  • Year built:1941
  • Building area:4,191 sq. ft.
  • Lot area:5.03 Acres

Schools

  • High school:Fairfield Warde
  • Middle school:Tomlinson
  • Elementary school:Burr

Utilities

  • Water:Public Water Connected

Finances and disclosures

  • Price:$4,995,000
  • Price per sq. ft.:$1,191.84
  • Tax amount:$35,970 (July 2025-June 2026)
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2025 SmartMLS, Inc.

New listings near 2281 Redding Road