Homes for sale - 2281 Redding Road, Fairfield, CT 06824

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Sheena Ruggirello

sheena.ruggirellos@gmail.com +1(860) 222-4734

$4,995,000

Est. payment - /mo

5 Beds

5 Baths

4,191 SqFt

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Key Details

Property Type Single Family Home

Listing Status Under Contract

Purchase Type For Sale

Square Footage 4,191 sqft

Price per Sqft $1,191

MLS Listing ID 24127092

Style Colonial

Bedrooms 5

Full Baths 4

Half Baths 1

Year Built 1941

Annual Tax Amount $35,970

Lot Size 5.030 Acres

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.

Location

State CT

County Fairfield

Zoning AAA

Rooms

Basement Full, Sump Pump, Storage, Garage Access, Partially Finished, Concrete Floor

Interior

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

Heating Hot Air

Cooling Central Air, Zoned

Fireplaces Number 4

Exterior

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

Parking Features Attached Garage, Detached Garage

Garage Spaces 4.0

Pool Heated, Pool House, Spa, In Ground Pool

Waterfront Description Beach Rights,Water Community

Roof Type Wood Shingle

Building

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

Foundation Concrete, Stone

Sewer Septic

Water Public Water Connected

Schools

Elementary Schools Burr

Middle Schools Tomlinson

High Schools Fairfield Warde

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Listed by Cindy Raney • Coldwell Banker Realty

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Sheena Ruggirello

+1(860) 222-4734

Agent | License ID: CN234452

Agent License ID: CN234452

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2281 Redding Road Fairfield, CT 06824

Sheena Ruggirello

Key Details

Location

Rooms

Interior

Exterior

Building

Schools

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