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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.
Listed by Cindy Raney (203) 625-1820 with Coldwell Banker Realty (203) 227-8424
Estimate only. Contact a lender for accurate figures.
Cindy Raney · (203) 625-1820
Coldwell Banker Realty · (203) 227-8424
MLS# 24171406 · Data provided by SmartMLS. Information deemed reliable but not guaranteed. Listing updated Apr 30, 2026 5:07 PM UTC
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3808 Redding Road, Fairfield CT, 06824
$2,595,000 • Active
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