2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
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2281 Redding Road
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2281 Redding Road
2281 Redding Road
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2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
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2281 Redding Road
2281 Redding Road
2281 Redding Road
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2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
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2281 Redding Road
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2281 Redding Road
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2281 Redding Road
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2281 Redding Road
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2281 Redding Road
2281 Redding Road
2281 Redding Road
2281 Redding Road
For Sale

2281 Redding Road

2281 Redding Road, Fairfield, CT 06824

$4,995,000
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.

5
beds

5
baths

4,191 Sq.Ft. LIVING AREA

5.03 Acres lot

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Schedule a Showing

We would love to show you our beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.

Schedule a Showing

We would love to show you our beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.

Thank you for your interest in 2281 Redding Road, Fairfield, CT 06824. We are reviewing your request and will be in touch shortly!
Cindy Raney

Cindy Raney

Features & Amenities

Interior

  • total bedrooms5
  • Total bathrooms5
  • full bathrooms4
  • half bathroom1
  • APPLIANCES Dishwasher, Dryer, Gas Range, Refrigerator, Washer, Gas Water Heater, Humidifier, Convection Oven, Wine Cooler
  • other interior Features Sound System, Entrance Foyer, Open Floorplan

Area & Lot

  • Status For Sale
  • Living Area4,191 Sq.Ft.
  • Total Area4,191 Sq.Ft.
  • Lot Area5.03 Acres
  • MLS® ID24127092
  • TypeResidential
  • YEAR BUILT1941
  • Architecture StylesColonial
  • Water FrontageBeach Access
  • Elementary SchoolBurr
  • Middle SchoolTomlinson
  • High SchoolFairfield Warde

Exterior

  • Garage Space4.0
  • water SourcePublic
  • PoolHeated, Outdoor Pool, In Ground
  • roofWood
  • lot featuresLevel
  • parkingGarage Door Opener, Attached
  • HEAT TYPENatural Gas, Propane, Forced Air
  • AIR CONDITIONINGCentral Air, Zoned
  • sewerSeptic Tank
  • SubstructureStone, Concrete Perimeter
  • security FeaturesSecurity System
  • other exterior FeaturesGarden, Tennis Court(s)

Financial

  • Sales Price$4,995,000
  • Real Estate Tax $35,970/yr
  • Zoning AAA

Work With Us

Cindy Raney & Team is the elite, boutique real estate team in Fairfield County. They are extremely well versed in the industry, having sold over half a billion dollars in luxury real estate. Cindy’s team is particularly focused on the client experience, helping them throughout the home buying or selling process to ensure that their experience with the team is exceptional.

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