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
For sale
$2,595,000
3808 Redding Road, Fairfield, CT 06824
4beds
5,376sqft
Est.:
Single Family Residence
Built in 1769
16.76 Acres Lot
$-- Zestimate®
$483/sqft
$-- HOA
What's special
- 23 days |
- 5,902 |
- 317 |
Zillow last checked:
Listing updated:
Listed by:
Cindy Raney & Team,
Cindy Raney (203)257-8320,
Coldwell Banker Realty 203-227-8424
Source: Smart MLS,MLS#: 24160945
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Bonus Room, Laundry
Primary bedroom
- Features: Balcony/Deck, Bedroom Suite, Full Bath, Walk-In Closet(s), Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Bedroom Suite, Full Bath, Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bathroom
- Level: Main
Bathroom
- Features: Stone Floor
- Level: Main
Bathroom
- Features: Tile Floor
- Level: Upper
Den
- Features: Beamed Ceilings, Fireplace, Hardwood Floor
- Level: Main
Dining room
- Features: Fireplace, Hardwood Floor
- Level: Main
Kitchen
- Features: Beamed Ceilings, Dining Area, Kitchen Island, Hardwood Floor
- Level: Main
Living room
- Features: Wood Stove, Hardwood Floor
- Level: Main
Media room
- Features: Built-in Features, Entertainment Center, Wall/Wall Carpet
- Level: Upper
Office
- Features: Built-in Features, Fireplace
- Level: Main
Rec play room
- Level: Third,Upper
Heating
- Forced Air, Wood/Coal Stove, Natural Gas
Cooling
- Central Air
Appliances
- Included: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Tankless Water Heater
- Laundry: Main Level
Features
- In-Law Floorplan, Sound System
- Basement: Full,Unfinished,Storage Space,Interior Entry
- Attic: Walk-up
- Number of fireplaces: 3
Interior area
- Total structure area: 5,376
- Total interior livable area: 5,376 sqft
- Finished area above ground: 5,376
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Features
- Exterior features: Fruit Trees, Garden
- Waterfront features: Beach Access
Lot
- Size: 16.76 Acres
- Features: Wetlands, Wooded, Farm, In Flood Zone
Details
- Additional structures: Shed(s), Barn(s), Guest House
- Parcel number: 129845
- Zoning: AAA
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Shingle Siding, Wood Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1769
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Community & HOA
Community
- Features: Golf, Playground, Near Public Transport, Stables/Riding, Tennis Court(s)
- Subdivision: Greenfield Hill
HOA
- Has HOA: No
Location
- Region: Fairfield
Financial & listing details
- Price per square foot: $483/sqft
- Tax assessed value: $1,090,510
- Annual tax amount: $30,960
- Date on market: 3/21/2026
- Exclusions: see inclusions/excusions
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/26/2026 | Listed for sale | $2,595,000+62.3%$483/sqft |
Source:  Smart MLS #24160945 Report a problem | ||
| 9/20/2018 | Sold | $1,599,000$297/sqft |
Source: Smart MLS #170058708 Report a problem | ||
| 4/28/2018 | Listing removed | $1,599,000$297/sqft |
Source: William Raveis Real Estate #170058708 Report a problem | ||
| 3/7/2018 | Listed for sale | $1,599,000$297/sqft |
Source: William Raveis Real Estate #170058708 Report a problem | ||
| 10/11/2017 | Listing removed | $1,599,000$297/sqft |
Source: William Raveis Real Estate #99183145 Report a problem | ||
| 7/25/2017 | Price change | $1,599,000-3.6%$297/sqft |
Source: William Raveis Real Estate #99183145 Report a problem | ||
| 4/27/2017 | Listed for sale | $1,659,000+44.3%$309/sqft |
Source: William Raveis Real Estate #99183145 Report a problem | ||
| 10/1/2007 | Sold | $1,150,000+475%$214/sqft |
Source: Smart MLS #98343084 Report a problem | ||
| 8/21/1992 | Sold | $200,000$37/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $30,960 +1.8% | $1,090,510 |
| 2024 | $30,425 +1.4% | $1,090,510 |
| 2023 | $30,000 +1% | $1,090,510 |
| 2022 | $29,705 +1% | $1,090,510 |
| 2021 | $29,422 +0.8% | $1,090,510 +0.1% |
| 2020 | $29,185 +0.8% | $1,089,410 +0.8% |
| 2019 | $28,964 +76.5% | $1,081,150 +73.6% |
| 2018 | $16,414 +2.1% | $622,680 |
| 2017 | $16,078 +3.7% | $622,680 -0.4% |
| 2015 | $15,503 +1.6% | $625,370 |
| 2014 | $15,259 +2% | $625,370 |
| 2013 | $14,965 +6.5% | $625,370 |
| 2011 | $14,052 -4.2% | $625,370 -17.8% |
| 2010 | $14,668 -30.2% | $761,170 -31.6% |
| 2009 | $21,022 +5.2% | $1,112,300 +3.5% |
| 2008 | $19,975 +7.8% | $1,075,060 +1% |
| 2007 | $18,527 +0.1% | $1,064,140 -4.2% |
| 2006 | $18,512 -24% | $1,110,480 +13% |
| 2005 | $24,368 +6% | $982,590 |
| 2004 | $22,993 +8.8% | $982,590 |
| 2003 | $21,126 +57.4% | $982,590 +113.8% |
| 2001 | $13,421 +85.3% | $459,620 |
| 2000 | $7,244 -41% | $459,620 |
| 1999 | $12,272 | $459,620 |
Find assessor info on the county website
Monthly payment
Est. payment
$17,037/mo
Principal & interest
$13382
Property taxes
$3655
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Climate risks
Neighborhood: 06824
Getting around
3 / 100
Car-DependentNearby schools
GreatSchools rating
- 8/10Burr Elementary SchoolGrades: K-5Distance: 1.8 mi
- 7/10Tomlinson Middle SchoolGrades: 6-8Distance: 5.5 mi
- 9/10Fairfield Warde High SchoolGrades: 9-12Distance: 4.6 mi
Schools provided by the listing agent
- Elementary: Burr
- Middle: Tomlinson
- High: Fairfield Warde
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Fairfield County
- Fairfield
- 06824
- 3808 Redding Road
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