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$2,000,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 5,376 Sq. Ft.
  • 2 Car Garage
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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.

Full Property Details for 3808 Redding Rd

General

  • Sold For: $2,000,000
  • Taxes: (July 2026-June 2027)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24171406
  • Added to Site: 195 day(s) ago

Interior

  • Number of Rooms: 14
  • Rooms/Areas: Bonus Room, Laundry Room
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Appliances: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Full Bath: Stone Floor, Main
  • Partial Bath: Main

Bedrooms

  • Total Bedrooms: 4
  • Primary Suite: Balcony/Deck, Bedroom Suite, Full Bath, Walk-In Close, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, Upper
  • Bedroom 2: Bedroom - Bedroom Suite, Full Bath, Hardwood Floor, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - Wood Stove, Hardwood Floor, Main
  • Eat In Kitchen: Eat-In Kitchen - Beams, Dining Area, Island, Hardwood Floor, Main
  • Dining Room: Dining Room - Fireplace, Hardwood Floor, Main
  • Office: Office - Built-Ins, Fireplace, Main
  • Den: Den - Beams, Fireplace, Hardwood Floor, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - On 3rd Floor, Upper
  • Rec Room: On 3rd Floor, Upper
  • Theater/Media: Media Room - Built-Ins, Entertainment Center, Wall/Wall Carpet, Upper
  • Laundry: Main Level
  • In-Law/Au Pair Suite: Yes

Exterior

  • Exterior Features: Shed, Fruit Trees, Barn, Garden Area, Guest House

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Neighborhood: Greenfield Hill
  • Driving Directions: Redding Road North of Merritt Parkway

School Information

  • Elementary School: Burr
  • Middle School: Tomlinson
  • High School: Fairfield Warde

Community

  • Community Name: Greenfield Hill

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Wood/Coal Stove, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Tankless Hotwater

Utilities

  • Sewer: Septic
  • Water: Public Water In Street

Structural Information

  • Architectural Style: Colonial
  • Description/Design: Horse Property
  • Construction Status: No/Resale
  • Exterior Const.: Shingle, Wood
  • Basement Desc.: Full, Unfinished, Storage, Interior Access
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 5,376
  • Above Ground: 5,376 Sq. Ft.
  • Year Built: 1769

Lot Features

  • Lot Size (Acres): 16.76
  • Zoning: AAA
  • Lot Description: Some Wetlands, Treed, Farm Land

Horse Property

  • Horse Property: Yes

Water Features

  • Water Front Desc.: Beach Rights

Financial Considerations

  • Assessment Amount: $1,475,421
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Exclusions: see inclusions/excusions
  • Flood Zone: Yes
  • Property ID: 129845

Meet the listing agent

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— 3808 Redding Rd —

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 3808 Redding Rd

School District:Fairfield School District
NameGradesDistance
Burr Elementary School
1960 Burr Street, Fairfield, CT 06824
PK-51.8 mi
Tomlinson Middle School
200 Unquowa Road, Fairfield, CT 06824
6-85.5 mi
Fairfield Warde High School
755 Melville Avenue, Fairfield, CT 06825
9-124.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 3808 Redding Rd

Date
Details
Price
Change
Source
10/02/2026
Sold
$2,000,000
-12.09%
MLS
7/09/2026
Price Reduced
$2,275,000
-7.14%
MLS
5/13/2026
Price Reduced
$2,450,000
-5.59%
MLS
4/29/2026
Listed
$2,595,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

3808 Redding Road, Fairfield, CT 06824 (MLS# 24171406) is a Single Family property that was sold at $2,000,000 on October 02, 2026. This property was listed by Cindy Raney & Team from our Westport Office.Want to learn more about 3808 Redding Road? Do you have questions about finding other Single Family real estate for sale in Fairfield? You can browse all Fairfield real estate or contact a Coldwell Banker agent to request more information.