2281 Redding Road

Fairfield, CT 06824 Directions
$4,995,000
  • 5Bed
  • 4/1Baths
  • 4,191Sqft
  • 5.03Acres
  • 1941Built
  • BurrElementary

Property Highlights

  • Jr. High School: Tomlinson
  • High School: Fairfield Warde
  • Neighborhood: Greenfield Hill
  • Price/Sqft: $1,192
  • Days on Market: 75
  • MLS: 24127092

Property Highlights

  • Jr. High School: Tomlinson
  • High School: Fairfield Warde
  • Neighborhood: Greenfield Hill
  • Price/Sqft: $1,192
  • Days on Market: 75
  • MLS: 24127092

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...

Property Highlights

  • Jr. High School: Tomlinson
  • High School: Fairfield Warde
  • Neighborhood: Greenfield Hill
  • Price/Sqft: $1,192
  • Days on Market: 75
  • MLS: 24127092

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.

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.

Read MoreRead Less
  • Additional Information
    • Attic Description: Pull-Down Stairs
    • Average Days On Market: 37
    • Basement Description: Full, Sump Pump, Storage, Garage Access, Partially Finished, Concrete Floor
    • Days On Market: 75
    • Elementary School: Burr
    • Exclusions: Please see attached inclusions/exclusions addendum
    • Garage: Attached Garage, Detached Garage
    • Garage Count: 4
    • Has Pool?: Yes
    • High School: Fairfield Warde
    • Is Occupied?: Owner
    • Junior High School: Tomlinson
    • Living Area SqFt: 4,191
    • Neighborhood: Greenfield Hill
    • Property Tax: $35,970
    • Sewer: Septic
    • Style: Colonial
    • Tax Amount: $35,970
    • Tax Year: July 2025-June 2026
    • Type: Single Family For Sale
    • Year Built: 1941
    • Year Built Details: Public Records
    • Zoning: AAA
  • Amenities
    • Health Club
    • Library
    • Paddle Tennis
    • Private School(s)
    • Stables/Riding
    • Tennis Courts
    • Audio System
    • Auto Garage Door Opener
    • Humidifier
    • Open Floor Plan
    • Security System
  • Interior/Exterior Features
    • Air Conditioning: Central Air, Zoned
    • Appliances Included: Gas Range, Convection Oven, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
    • Attic: Yes
    • Beds: 5
    • Cooling: Central Air, Zoned
    • Exterior Features: Barn,Lighting,French Doors,Patio,Tennis Court,Fruit Trees,Garden Area,Stone Wall,Underground Sprinkler
    • Exterior Siding: Stone, Wood
    • Fireplaces: 4
    • Full Baths: 4
    • Furnace Type: Natural Gas, Propane
    • Half Baths: 1
    • Heat: Natural Gas, Propane
    • Heat Fuel: Natural Gas, Propane
    • Hot Water: Natural Gas, 65 Gallon Tank
    • Laundry Room: Upper Level
    • Pool Description: Heated, Pool House, Spa, In Ground Pool
    • Roof: Wood Shingle
    • Rooms: 9
William Pitt / Julia B. Fee Sotheby's International Realty

Fairfield-Southport Brokerage

132 Old Post Road
Southport, CT 06890

Listing Courtesy of Cindy Raney of Coldwell Banker Realty.

Click to view full screen