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.
Listed by Cindy Raney
·
Coldwell Banker Realty
·
(203) 625-1820
Last updated April 30, 2026
·
Source: SmartMLS #24171406
Listing Facts
TypeSingle-family
NeighborhoodFairfield
Bedrooms4
Bathrooms5
Days on Prevu3
Taxes$30,960/year
Size5,376 sqft
Price per sqft$483
Location
Mortgage Calculator
Listing History
04/29/2026
Listed by Coldwell Banker Realty
$2,595,000
Property Details for 3808 Redding Road
Exterior
Construction
New Construction: No/Resale
Roof: Asphalt Shingle
Year Built: 1769
Year Built Details: Public Records
Architectural Style: Colonial
Construction Materials: Frame
Exterior Features: Shed, Fruit Trees, Barn, Garden Area, Guest House
Features
Waterfront Features: Beach Rights
Measurements
Lot Features: Some Wetlands, Treed, Farm Land
Lot Size Acres: 16.76
Financial
Taxes
Parcel Number: 129845
Tax Annual Amount: $30,960.00
Tax Year: 25
Interior
Features
Appliances: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
How many bedrooms and bathrooms does this single-family home have?
There are 4 bedrooms and 5 bathrooms in this single-family home at 3808 Redding Road.
What schools are nearby to 3808 Redding Road?
Nearby schools include the Burr Elementary School, Tomlinson Middle School, and Fairfield Warde High School.
Does this single-family home have parking?
Yes, there are 2 parking spaces available for 3808 Redding Road.
What are the annual taxes for 3808 Redding Road?
Annual taxes for this single-family home are estimated at $30,960.
How does 3808 Redding Road compare to other single-family homes in Fairfield?
This single-family home is listed 66% above the average price for single-family homes in Fairfield and has been on the market for 55 less days than the typical home in this area.
What is the square footage on this single-family home?
According to the MLS, this listing is 5,376 sqft.
3808 Redding Road is a 4-bedroom, 5-bath single-family home for sale in Fairfield CT 06824. Available on Prevu for 3 days at $2,595,000. This property features 5,376 square feet of living space, located in Fairfield. The median listing price for single-family homes in this area is $1,100,000. Nearby schools include Burr Elementary School, Tomlinson Middle School, and Fairfield Warde High School. View other single-family home listings in Fairfield County.
The data relating to real estate for sale on this website appears in part through the
SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property
listing data between licensed real estate brokerage firms, and is provided by SMARTMLS
through a licensing agreement. Listing information is from various brokers who participate
in the SMARTMLS IDX program and not all listings may be visible on the site. The property
information being provided on or through the website is for the personal, non-commercial
use of consumers and such information may not be used for any purpose other than to identify
prospective properties consumers may be interested in purchasing. Some properties which appear
for sale on the website may no longer be available because they are for instance, under
contract, sold or are no longer being offered for sale. Property information displayed is
deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.