1. Connecticut
2. Fairfield
3. 2281 Redding Road

2281 Redding Road, Fairfield, CT 06824

• 5 beds |
• 5 baths |
• 4,191 sqft

Property 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.

Listing Status:

Active

Date Added:

September 18, 2025 at 07:33PM

Listing Office:

Coldwell Banker Realty : (203) 227-8424

Listing Agent:

Cindy Raney : (203) 257-8320

MLS ID:

24127092

Interior

• General: Audio SystemAuto Garage Door OpenerHumidifierOpen Floor PlanSecurity System
• Rooms: FoyerGreenhouseMusic RoomWorkshop
• Appliances: Gas RangeConvection OvenRefrigeratorDishwasherWasherDryerWine Chiller
• Laundry: Upper Level
• Basement: FullSump PumpStorageGarage AccessPartially FinishedConcrete Floor
• A/C: Central AirZoned
• Heating: Hot AirNatural GasPropane
• Fireplace: Fireplaces: 4

Exterior

• General: BarnLightingFrench DoorsPatioTennis CourtFruit TreesGarden AreaStone WallUnderground Sprinkler
• Style: Colonial
• Pool: HeatedPool HouseSpaIn Ground Pool

Construction

• Roofing: Wood Shingle

Location

• County: Fairfield

Lot

• Zoning: AAA133066

Utilities

• Water: Public Water Connected
• Sewer: Septic

Financial

• Exclusions: Please see attached inclusions/exclusions addendum

This listing courtesy of Cindy Raney, Coldwell Banker Realty