3808 Redding Rd Fairfield, CT, 06824

single family home
$ 2,595,000 For Sale Active Apr 29, 2026
  • 4 beds
  • 5 baths
  • 5,376 sq ft
  • 16.76 acres
  • 1769 year built
  • 2 cars garage

About the Home

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.

Rooms & Interior

4 bedrooms beds
4 full + 1 half baths
5,376 square feet sq ft

Room Details

  • Living Room (Main Level) Wood Stove, Hardwood Floor
  • Media Room (Upper Level) Built-Ins, Entertainment Center, Wall/Wall Carpet
  • Full Bath (Main Level) Stone Floor
  • Bedroom (Upper Level) Hardwood Floor
  • Jack & Jill Bath (Upper Level) Tile Floor
  • Den (Main Level) Beams, Fireplace, Hardwood Floor
  • Office (Main Level) Built-Ins, Fireplace
  • Dining Room (Main Level) Fireplace, Hardwood Floor
  • Half Bath (Main Level)
  • Primary Br Suite (Upper Level) Balcony/Deck, Bedroom Suite, Full Bath, Walk-In Closet, Wall/Wall Carpet
  • Bedroom (Upper Level) Bedroom Suite, Full Bath, Hardwood Floor
  • Eat In Kitchen (Main Level) Beams, Dining Area, Island, Hardwood Floor
  • Bedroom (Upper Level) Hardwood Floor
  • Rec/Play Room (Upper Level) On 3rd Floor
  • Living Room (Main Level) Wood Stove, Hardwood Floor
  • Media Room (Upper Level) Built-Ins, Entertainment Center, Wall/Wall Carpet
  • Full Bath (Main Level) Stone Floor
  • Bedroom (Upper Level) Hardwood Floor
  • Jack & Jill Bath (Upper Level) Tile Floor
  • Den (Main Level) Beams, Fireplace, Hardwood Floor
  • Office (Main Level) Built-Ins, Fireplace
  • Dining Room (Main Level) Fireplace, Hardwood Floor
  • Half Bath (Main Level)
  • Primary Br Suite (Upper Level) Balcony/Deck, Bedroom Suite, Full Bath, Walk-In Closet, Wall/Wall Carpet
  • Bedroom (Upper Level) Bedroom Suite, Full Bath, Hardwood Floor
  • Eat In Kitchen (Main Level) Beams, Dining Area, Island, Hardwood Floor
  • Bedroom (Upper Level) Hardwood Floor
  • Rec/Play Room (Upper Level) On 3rd Floor
  • Other Rooms Bonus room, Laundry room

Home Features

Heating

  • Fireplaces: 3
  • Heating: hot air, wood/coal stove
  • Heat fuel type: natural gas

Cooling

  • Central air

Appliances

  • Gas range
  • Microwave
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer

Home Automation

  • Built in audio

Attic

  • Unfinished
  • Walk-up

Basement

  • Full
  • Unfinished
  • Storage
  • Interior access

Laundry

  • Main level

Exterior Features

  • Shed
  • Fruit trees
  • Barn
  • Garden area
  • Guest house

Property Details

Parking

  • Garage spaces: 2
  • Attached garage

Waterfront

  • Beach rights

Lot Details

  • Lot surface: 16.76 acres
  • Some wetlands
  • Treed
  • Farm land
  • Flood zone: Yes

Utilities

  • Water: public water in street
  • Sewage: septic

Near-by Amenities

  • Golf course
  • Playground/tot lot
  • Public transportation
  • Stables/riding
  • Tennis courts

Construction Details

Style
colonial

Construction year
1769

Exterior Siding
shingle, wood

Foundation
concrete

Roof
asphalt shingle


Area & Town

This home is located in Greenfield Hills neighborhood, in the town of Fairfield.

Finance & Listing Info

Status Active
Listing date April 29, 2026
List price $ 2,595,000
Current price $ 2,595,000
Tax amount $ 30,960
Tax year july 2025-june 2026
MLS ID #24171406
List Agent Cindy Raney
List Office Coldwell Banker Realty

3808 Redding Road Home Photos

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