Recently Listed Open House 3/29 1pm - 3pm
3808 Redding Road
Fairfield, CT, 06824 $ 2,595,000
Bedrooms4 Baths4.1 Sq 5,376 Monthly Estimate*
$ 15,978
for $2,595,000 with 4 bedrooms and 4 full baths, 1 half bath. This 5,376 square foot home was built in 1769 on a lot size of 16.76.
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. Barn sold as is
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Open House
3/29/2026 1:00 PM - 3:00 PM
3808 Redding Road Fairfield, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralZoning AAA
Neighborhood Greenfield Hill
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 16.76
Directions Redding Road North of Merritt Parkway
High School Fairfield Warde
City Fairfield
Elementary School Burr
Sq Ft Total 5376
DOM 2
Year Built 1769
Exclusions see inclusions/excusions
Style Colonial
Year Built Source Public Records
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InteriorCooling System Central Air
Total Rooms 14
Basement Description Full Unfinished Storage Interior Access
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ExteriorWater Source Public Water In Street
Lot Description Some Wetlands Treed Farm Land
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* Excluded FeaturesList ByColdwell Banker RealtyBroker
cindy@cindyraney.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $15,978
- Monthly Property Taxes
- $2,580
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Fairfield, CT
Average List Price $1,946,194
Percent of Sale Price 25%
About Fairfield, CT 60,257 Population
5% Since 2002
$ 123,531 Median Income
41.47 Median Age
37% Households with Children
Trends Information provided by ATTOM Data Solutions.
3042648 Elementary School
1968319 Middle School
Fairfield Warde High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 3/21/2026 | $2,595,000 | | Listed Price |