3808 Redding Road, Fairfield, Connecticut

$2,275,000

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4

Beds

5

Baths

5,376

Square feet

16.76

Acres

About 3808 Redding Road

3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original beams and centuries-old floors remain at the core, while refreshed interiors and natural light bring a sense of clarity and renewal throughout. A rare three-fireplace hearth anchors the main living spaces, creating a natural center point for gathering. Four bedrooms and four and a half baths offer both comfort and flexibility, including a primary suite with a private balcony overlooking the property as it comes alive in the spring. The land is expansive, yet entirely manageable. Nearly eighteen acres unfold into open fields, budding orchards, and wooded edges - offering the option to embrace the full scale of the property or maintain a more modest footprint. Whether for gardening, recreation, or quiet enjoyment, the setting adapts easily. A historic barn, carriage house, and chicken coop add character and versatility. Privately set yet just minutes from town, this is a property that delivers both space and convenience. 3808 Redding Road offers a sense of history, a renewed perspective, and the flexibility to live as you choose.

Features of 3808 Redding Road

MLS® # 24171406
Price $2,275,000
Bedrooms 4
Bathrooms 5.00
Full Baths 4
Half Baths 1
Square Footage 5,376
Acres 16.76
Type Single Family For Sale
Style Colonial
Status Under Contract - Continue to Show

Community Information

Address 3808 Redding Road
Area Greenfield Hill
City Fairfield
County Fairfield
State Connecticut
Zip Code 06824

Amenities

Parking Attached Garage
# of Garages 2
Is Waterfront No
Waterfront Beach Rights
Has Pool No

Interior

Appliances Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Heating Hot Air, Wood/Coal Stove, Natural Gas
Cooling Central Air
Fireplace Yes
# of Fireplaces 3
Has Basement Yes
Basement Full, Unfinished, Storage, Interior Access

Exterior

Exterior Shingle, Wood
Exterior Features Shed, Fruit Trees, Barn, Garden Area, Guest House
Lot Description Some Wetlands, Treed, Farm Land
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Burr
Middle Tomlinson
High Fairfield Warde

Additional Information

Date Listed April 30th, 2026
Days on Market 121
Zoning AAA
RE / Bank Owned No

Listing Details

OfficeColdwell Banker Realty

Listing Map

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