2281 Redding Road Fairfield, CT 06824
Listing Courtesy of: SMART MLS / Coldwell Banker Realty / Cindy Raney

  2281 Redding Road Fairfield, CT 06824

Coming Soon (1 Days)
$4,995,000
5
BED
5
BATH
3,651
SQFT

Description

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 saltwater pool and spa, sport court, vegetable gardens, wildflower meadow with carved walking trails, orchard of apple, cherry, and peach trees, and a cider press-all with a private path leading to the Patterson Club. Whether for weekends or a lifetime, this estate elevates every season and every gathering-minutes from town, yet a world apart.

MLS #:
24127092
Taxes
$35,970(2025)
Lot Size
5.03 acres
Type
Single-Family Home
Year Built
1941
Style
Colonial
County
Greater Bridgeport Planning Region
Community
Greenfield Hill

Listed By

Cindy Raney, Coldwell Banker Realty
Source
SMART MLS
Last checked Sep 19 2025 at 10:55 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 4
  • Half Bathroom: 1
Interior Features
  • Auto Garage Door Opener
  • Security System
  • Open Floor Plan
  • Humidifier
  • Audio System
Kitchen
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer
  • Gas Range
  • Wine Chiller
  • Convection Oven
Lot Information
  • Some Wetlands
  • Level Lot
  • Fence - Full
  • Professionally Landscaped
Property Features
  • Foundation: Concrete
  • Foundation: Stone
Heating and Cooling
  • Hot Air
  • Central Air
  • Zoned
Basement Information
  • Partially Finished
  • Storage
  • Concrete Floor
  • Sump Pump
  • Garage Access
  • Full
Pool Information
  • Heated
  • In Ground Pool
  • Spa
  • Pool House
Exterior Features
  • Wood
  • Stone
  • Roof: Wood Shingle
Utility Information
  • Sewer: Septic
  • Fuel: Propane, Natural Gas
  • Energy: Thermopane Windows, Generator, Programmable Thermostat
School Information
  • Elementary School: Burr
  • Middle School: Tomlinson
  • High School: Fairfield Warde
Garage
  • Attached Garage
  • Detached Garage
Living Area
  • 3,651 sqft
Location
   
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