2281 Redding Road

$4,700,000

2281 Redding Road, Fairfield, Connecticut 06824

Bedrooms

5
Bathrooms

5
Sq.Ft.

3,651

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.

Overview

Property Status

Sold

Date Sold

February 9, 2026

Lot Size

5.03 Acres

MLS ID

24127092

Property Type

Other

Year Built

1941

Are you interested?

Schedule a Tour

or

Cindy Raney

(203) 625-1820 [email protected]

Features & Amenities

Architecture Styles

Colonial

Water Frontage

Beach Rights, Water Community

Garage Spaces

4.0

Water Source

Public Water Connected

Pool

Heated, Pool House, Spa, In Ground Pool

Roof

Wood Shingle

Lot Features

Fence - Full, Some Wetlands, Level Lot, Professionally Landscaped

Parking

Attached Garage, Detached Garage

Heat Type

Hot Air

Air Conditioning

Central Air, Zoned

Laundry Room

Upper Level

Appliances

Gas Range, Convection Oven, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller

Other Interior Features

Audio System, Auto Garage Door Opener, Humidifier, Open Floor Plan, Security System

Sewer

Septic

Substructure

Concrete, Stone

Other Exterior Features

Barn, Lighting, French Doors, Patio, Tennis Court, Fruit Trees, Garden Area, Stone Wall, Underground Sprinkler

Elementary School

Burr

Middle School

Tomlinson

High School

Fairfield Warde

Sales Price

$4,700,000

Real Estate Tax

$35,970/yr

Zoning

AAA

Downloads

Disclosures__2281_Redding_5uP7s.pdf

Download
Inclusions_Exclusions_2281_Redding_94DAP.pdf

Download
Concrete_Advisory__2281_Redding_Ai1vQ.pdf

Download
Lead_Paint__2281_Redding_Aa1CJ.pdf

Download
Poolhouse Floor Plan.pdf

Download
Shed Floor Plan.pdf

Download
Barn Floor Plan.pdf

Download
Garage Floor Plan.pdf

Download
Main House Floor Plan.pdf

Download

Schedule a Tour

We would love to help you see this beautiful home! As a full-service brokerage, we can help you tour. Please submit an offer, and answer questions about the buying process.

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for your interest in 2281 Redding Road, Fairfield, Connecticut 06824

2281 Redding Road

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