2281 Redding Road

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

For Sale

Lot Size

5.03 Acres

MLS ID

24127092

Property Type

Residential

Year Built

1941

Are you interested?

Schedule a Tour

Cindy Raney

(203) 625-1820 cindy@cindyraney.com

Features & Amenities

Total Area

4,191 Sq.Ft.

Architecture Styles

Colonial

Water Frontage

Beach Access

Garage Spaces

4.0

Water Source

Public

Pool

Heated, Outdoor Pool, In Ground

Roof

Wood

Lot Features

Level

Parking

Garage Door Opener, Attached

Heat Type

Natural Gas, Propane, Forced Air

Air Conditioning

Central Air, Zoned

Other Interior Features

Sound System, Entrance Foyer, Open Floorplan

Sewer

Septic Tank

Substructure

Stone, Concrete Perimeter

Security Features

Security System

Other Exterior Features

Garden, Tennis Court(s)

Elementary School

Burr

Middle School

Tomlinson

High School

Fairfield Warde

Sales Price

$4,995,000

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

2281 Redding Road

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2281 Redding Road

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(203) 625-1820

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