REQUEST A TOUR If you would like to see this home without being there in person, select the "Virtual Tour" option and your agent will contact you to discuss available opportunities.

In-PersonVirtual Tour

Taylor Shurtleff

taylorshurtleffhomes@gmail.com +1(860) 966-1834

$ 2,595,000

Est. payment | -/mo

4 Beds

5 Baths

5,376 SqFt

Save

$ 2,595,000

Est. payment | -/mo

Save

4 Beds

5 Baths

5,376 SqFt

Open House

Sun Apr 19, 1:00pm - 3:00pm

Key Details

Property Type Single Family Home

Listing Status Active

Purchase Type For Sale

Square Footage 5,376 sqft

Price per Sqft $482

MLS Listing ID 24160945

Style Colonial

Bedrooms 4

Full Baths 4

Half Baths 1

Year Built 1769

Annual Tax Amount $30,960

Lot Size 16.760 Acres

Property 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 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.

Location

State CT

County Fairfield

Zoning AAA

Rooms

Basement Full, Unfinished, Storage, Interior Access

Interior

Heating Hot Air, Wood/Coal Stove

Cooling Central Air

Fireplaces Number 3

Exterior

Exterior Feature Shed, Fruit Trees, Barn, Garden Area, Guest House

Parking Features Attached Garage

Garage Spaces 2.0

Waterfront Description Beach Rights

Roof Type Asphalt Shingle

Building

Lot Description Some Wetlands, Treed, Farm Land

Foundation Concrete

Sewer Septic

Water Public Water In Street

Schools

Elementary Schools Burr

Middle Schools Tomlinson

High Schools Fairfield Warde

Listed by Cindy Raney • Coldwell Banker Realty

GET MORE INFORMATION

Taylor Shurtleff

+1(860) 966-1834

taylorshurtleffhomes@gmail.com

3808 Redding Road Fairfield, CT 06824

Taylor Shurtleff

Open House

Key Details

Location

Rooms

Interior

Exterior

Building

Schools

GET MORE INFORMATION

Go tour this home

3808 Redding Road