Real Estate Agent in Connecticut and Western Massachusetts

3808 Redding Road
Fairfield, Connecticut

Single Family For Sale

4

Bedrooms

4 (full) / 1 (half)

Bathrooms

5,376

Sq Ft

$ 2,595,000

Price

3808 Redding Road
Fairfield, Connecticut

Fairfield, Connecticut

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.

Listing Courtesy of Coldwell Banker Realty

Meet Our Team

Our team consists of dedicated real estate professionals passionate about helping our clients achieve their goals. Every client receives personalized attention, expert guidance, and unparalleled service. Meet our team:

Alison Malkin
Alison Malkin

Broker/Owner

860-214-8008

Email
Alison Malkin
Nicole Malkin James

Broker/Owner

843-614-7222

Email
Alison Malkin
Luis Torres

Associate Broker

860-383-5211

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Alison Malkin
Debra Pliego

Realtor®

860-919-7376

Email
Alison Malkin
Madison Wells

Realtor®

860-538-7567

Email
Alison Malkin
Lori Sierpinski

Realtor®

860-222-4692

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Alison Malkin
Jim Murkette

Realtor®

860-539-5009

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Alison Malkin
Leah Pliego

Realtor®

860-681-7373

Email

Acres : 16.76
Appliances Included : Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Attic : Unfinished, Walk-up
Basement : Full, Unfinished, Storage, Interior Access
Full Baths : 4
Half Baths : 1
Baths Total : 5
Beds Total : 4
City : Fairfield
Cooling : Central Air
County : Fairfield
Elementary School : Burr
Fireplaces : 3
Flood Zone : 1
Foundation : Concrete
Garage Parking : Attached Garage
Garage Slots : 2
Description : Some Wetlands, Treed, Farm Land
Middle School : Tomlinson
Amenities : Golf Course, Playground/Tot Lot, Public Transportation, Stables/Riding, Tennis Courts
Neighborhood : Greenfield Hill
Parcel : 129845
Postal Code : 06824
Roof : Asphalt Shingle
Additional Room Information : Bonus Room, Laundry Room
Sewage System : Septic
SgFt Description : 4318 SF + 520 SF addition (CO in progress) in main house + 538 SF carriage/guest house
Total SqFt : 5376
Tax Year : July 2025-June 2026
Total Rooms : 14
Watersource : Public Water In Street
weeb : RPR, IDX Sites, Realtor.com

Phone

860-384-7624

Address

20 Hopmeadow St, Unit 821, Weatogue, CT 06089


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