$2,595,000

3808 Redding Road, Fairfield, CT 06824

  • 4 beds |
  • 5 baths |
  • 5,376 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in ——
  • Property Lot Size Icon16.76acre lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $483/sqft
  • Property List Date Icon Listed 6 days ago

Property Description

3808 Redding Road is the kind of property that feels discovered rather than found. A place where time has softened the edges, and the landscape tells its own story. Dating to 1769 and set on nearly eighteen acres of open fields and mature trees, this is one of Fairfield's earliest homes, thoughtfully rebuilt in 2008 to preserve its character with modern ease. Inside, the home unfolds with warmth and authenticity. Original beams and centuries-old wood floors ground each space, while natural light moves through refreshed interiors. At the center is a rare three-fireplace hearth - not just an architectural feature, but where the home gathers and winter evenings settle in. Four bedrooms and four and a half baths offer comfort and retreat, with a private balcony off the primary overlooking the property. Outdoors, the experience is equally compelling. Open land gives way to orchard rows planted with heirloom apple varieties, woodland edges, and a landscape long suited to small-scale farming. A historic barn, carriage house, and chicken coop continue the story, offering flexibility for guests, creative pursuits, or a return to its agricultural roots. It's a setting defined not only by its history, but by the space it provides - for gardens, horses, or simply privacy. Close to town yet entirely its own world, 3808 Redding Road is more than a home. It's a place to gather, slow down, and settle into something everlasting.

Listing Status:
Active
Date Added:
March 21, 2026
Data Last Updated:
March 27, 2026 at 4:50PM
Listing Office:
Coldwell Banker Realty : (203) 227-8424
Listing Agent:
Cindy Raney : (203) 625-1820
MLS ID:
24160945
  • Rooms: Bonus RoomLaundry Room
  • Appliances: Gas RangeMicrowaveRefrigeratorDishwasherWasherDryer
  • Laundry: Main Level
  • Basement: FullUnfinishedStorageInterior Access
  • A/C: Central Air
  • Heating: Hot AirWood/Coal StoveNatural Gas
  • Fireplace: Fireplaces: 3
  • General: ShedFruit TreesBarnGarden AreaGuest House
  • Style: Colonial
  • Roofing: Asphalt Shingle
  • County: Fairfield
  • Zoning: AAA129845
  • Restrictions: Easements
  • Water: Public Water In Street
  • Sewer: Septic
  • Exclusions: see inclusions/excusions

This listing courtesy of Cindy Raney , Coldwell Banker Realty

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

B

Burr Elementary School

1960 Burr St, Fairfield, CT, 06824

Grades KG-5

1.81 miles away

T

Tomlinson Middle School

200 Unquowa Rd, Fairfield, CT, 06824

Grades 6-8

5.52 miles away

F

Fairfield Warde High School

755 Melville Ave, Fairfield, CT, 06825

Grades 9-12

4.68 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.

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