3808 Redding Rd

Fairfield, CT 06824

$2,595,000
Price
4
Beds
5,376 Sq. Ft.
$483 / Sq. Ft.
5,376
Sq. Ft.
$483
per Sq. Ft.
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Coming Soon
Coming Soon

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...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.
  1. Listed by Cindy Raney • Coldwell Banker Realty
    P: (203)-257-8320 C: (203)-257-8320 cindy@cindyraney.com

Property Details for 3808 Redding Road

Basement Description
Full, Unfinished, Storage, Interior Access
Direct Waterfront
No
Expected Active Date
03-26-2026
Garages Number
2
Neighborhood
Greenfield Hill
Style
Colonial
Garage Parking Info
Attached Garage
Swimming Pool
No
LISTING UPDATED: 03/21/2026 05:47 PM

Property Details for 3808 Redding Road

StatusComing Soon
MLS #24160945
Days on Market-
Taxes$30,960 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1769
Lot Size16.76 AC / 730,065 SF
CountyFairfield County
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Location

Listing Courtesy of Coldwell Banker Realty, Cindy Raney
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Building Information for 3808 Redding Road

Stories-Year Built1769Building Size-Lot Size16.76 AC / 730,065 SF

Payment Calculator

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$15,174 per month

30 year fixed, 6.11% Interest

Principal and Interest

$12,594

Property Taxes

$2,580

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 3808 Redding Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Redding Road North of Merritt Parkway
  • Elementary School: Burr
  • Flood Zone: Yes
  • High School: Fairfield Warde
  • Latitude: 41.209622
  • Longitude: -73.317773
  • Middle Jr High School: Tomlinson
  • Neighborhood Amenities: Golf Course, Playground/Tot Lot, Public Transportation, Stables/Riding, Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $30,960
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Fruit Trees, Barn, Garden Area, Guest House
  • Waterfront Description: Beach Rights
Interior Features
  • Appliances Included: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Unfinished, Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Air, Wood/Coal Stove
  • Attic YN: Yes
  • Fireplaces Total: 3
  • Home Automation: Built In Audio
  • Laundry Room Info: Main Level
  • Rooms Additional: Bonus Room, Laundry Room
  • Rooms Total: 14
Room 1
  • Room Entry Order: 1
  • Room Features: Beams,Dining Area,Island,Hardwood Floor
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 2
  • Room Entry Order: 10
  • Room Features: Bedroom Suite,Full Bath,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 11
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 4
  • Room Entry Order: 12
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 5
  • Listing Key: 4D6566B53915FCADE0631A01100AC079
  • Room Entry Order: 13
  • Room Features: Tile Floor
  • Room Level: Upper
  • Room Type: Jack & Jill Bath
Room 6
  • Room Entry Order: 14
  • Room Features: On 3rd Floor
  • Room Level: Upper
  • Room Type: Rec/Play Room
Room 7
  • Room Entry Order: 2
  • Room Features: Wood Stove,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 8
  • Room Entry Order: 3
  • Room Features: Beams,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Den
Room 9
  • Listing Key: 4D6566B53915FCADE0631A01100AC079
  • Room Entry Order: 4
  • Room Features: Built-Ins,Fireplace
  • Room Level: Main
  • Room Type: Office
Room 10
  • Room Entry Order: 5
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 11
  • Room Entry Order: 6
  • Room Level: Main
  • Room Type: Half Bath
Room 12
  • Room Entry Order: 7
  • Room Features: Built-Ins,Entertainment Center,Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Media Room
Room 13
  • Room Entry Order: 8
  • Room Features: Stone Floor
  • Room Level: Main
  • Room Type: Full Bath
Room 14
  • Room Entry Order: 9
  • Room Features: Balcony/Deck,Bedroom Suite,Full Bath,Walk-In Closet,Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Primary BR Suite
Property
Property and Assessments
  • Construction Description: Frame
  • Elevation Certificate: No
  • Exclusions: see inclusions/excusions
  • Exterior Siding: Shingle, Wood
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1769
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Detached
  • In Law Apartment: Yes
  • Sq Ft Description: 4318 SF + 520 SF addition (CO in progress) in main house + 538 SF carriage/guest house
  • Sq Ft Est Heated Below Grade: 0
  • Living Area SQFT Per Public Records: 0
Lot Information
  • Lot Description: Some Wetlands, Treed, Farm Land
  • Parcel Number: 129845
  • Sq Ft Est Heated Above Grade: 5376.0
  • Sq Ft Total: 5376.0
  • Zoning: AAA
Utilities
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Tankless Hotwater
  • Sewage System: Septic
  • Water Source: Public Water In Street
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 3808 Redding Road

DateEvent & SourcePriceAppreciation
Sep 11, 2018

Closed (Public Record)

Public Record #632119051

$1,599,000

+3.1% / yr

Oct 2, 2007

Closed (Public Record)

Public Record #228220524

$1,150,000—
Oct 2, 2007

Closed (Public Record)

Public Record #327037139

$1—
Oct 2, 2007

Closed (Public Record)

Public Record #327037138

$1

-55.4% / yr

Aug 21, 1992

Closed (Public Record)

Public Record #90969789

$200,000—
DateEvent & SourcePrice
09/11/2018

Closed (Public Record)

Public Record #632119051

$1,599,000

+3.1% / yr

10/02/2007

Closed (Public Record)

Public Record #228220524

$1,150,000
10/02/2007

Closed (Public Record)

Public Record #327037139

$1
10/02/2007

Closed (Public Record)

Public Record #327037138

$1

-55.4% / yr

08/21/1992

Closed (Public Record)

Public Record #90969789

$200,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 3808 Redding Road

Taxable ValueLand$709,290Additions$381,220Total$1,090,510
Tax Record2024$30,960 ($2,580 / month)
Home Facts
Beds0Lot Size730,066 SqFtStyleMiscellaneous ResidentialZoningAAACountyFAIRFIELDAPNFFLD M:163 B:2Fireplace TypeHas Fireplace

Schools near 3808 Redding Road

This home is within Fairfield School District.
Rating
School
Type
Grades
Distance
Burr Elementary School
Public - K to 5
Tomlinson Middle School
Public - 6 to 8
Fairfield Warde High School
Public - 9 to 12
Rating
School
Distance
Burr Elementary School
PublicK to 5

Tomlinson Middle School
Public6 to 8

Fairfield Warde High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 3808 Redding Road, Fairfield, CT 06824

3808 Redding Road is a single family home Coming Soon in Fairfield, CT 06824. This property is currently priced at $2,595,000. This listing's school district is Fairfield School District. Nearby schools include Burr Elementary School, Tomlinson Middle School and Fairfield Warde High School. 3808 Redding Road is a 4-bed, 5-bath, 5,376 sqft single family home built in 1769.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Coldwell Banker Realty, Cindy Raney

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.