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2281 Redding Road, Fairfield, CT 06824

Local realty services provided by:CENTURY 21 Classic Homes
2281 Redding Road,Fairfield, CT 06824
$4,995,000
  • 5 Beds
  • 5 Baths
  • 4,191 sq. ft.
  • Single family
  • Pending
Listed by: cindy raney(203) 257-8320
Office: coldwell banker realty
MLS#:24127092
Source:CT

Price summary

  • Price:$4,995,000
  • Price per sq. ft.:$1,191.84

About this home

CENTURY 21 Fine Homes & Estates
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

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Home facts

  • Year built:1941
  • Listing ID #:24127092
  • Added:133 day(s) ago
  • Updated:January 19, 2026 at 01:39 AM

Rooms and interior

  • Bedrooms:5
  • Total bathrooms:5
  • Full bathrooms:4
  • Half bathrooms:1
  • Living area:4,191 sq. ft.

Heating and cooling

  • Cooling:Central Air, Zoned
  • Heating:Hot Air

Structure and exterior

  • Roof:Wood Shingle
  • Year built:1941
  • Building area:4,191 sq. ft.
  • Lot area:5.03 Acres

Schools

  • High school:Fairfield Warde
  • Middle school:Tomlinson
  • Elementary school:Burr

Utilities

  • Water:Public Water Connected

Finances and disclosures

  • Price:$4,995,000
  • Price per sq. ft.:$1,191.84
  • Tax amount:$35,970 (July 2025-June 2026)
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