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2281 Redding Road, 
Fairfield, CT 06824

$4,995,000


5

Beds


5

Baths


4,191

Sq Ft


Single Family

Coming Soon

Listed by

Cindy Raney

Last updated:

September 18, 2025, 09:39 PM

MLS#

24127092

Source:

CT

Company Logo

About This Home

2281 Redding Road

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.

Home Facts

Single Family

5 Baths

5 Bedrooms

Built in 1941

Price Summary

4,995,000

$1,191 per Sq. Ft.

MLS #:

24127092

Last Updated:

September 18, 2025, 09:39 PM

Added:

2 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

5

Full Bathrooms:

4

Interior

Living Area:

4,191 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

4,191 Sq. Ft.

Year Built:

1941


Lot

Lot Size (Sq. Ft):

219,106


Finances & Disclosures

Finances

Price:

$4,995,000

Price per Sq. Ft:

$1,191 per Sq. Ft.

2281 Redding Road
Source:CT
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