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Tucked away in the scenic hills of Fairfield County, Redding, Connecticut is a dream destination for families and homebuyers seeking space, serenity, and strong community roots. Known for its top-rated schools, preserved natural beauty, and low-key luxury, Redding offers a peaceful lifestyle just a short drive from major employment hubs like Stamford and New York City.

Buyers are drawn to Redding’s diverse real estate—from charming Colonials and classic New England farmhouses to spacious custom homes on large wooded lots. It’s a town where kids can play in the yard, neighbors know each other by name, and nature is always just steps away.

With abundant hiking trails, nature preserves, and family-friendly amenities, Redding is the perfect place to plant roots and grow. Whether you're searching for your forever home or investing in a quiet weekend retreat, explore homes for sale in Redding and experience why families are falling in love with this timeless Connecticut town.

Min. Price
Max. Price
Beds
Baths
Sold
343 Redding Road Redding, CT 06896
BD / BA / 2 SQ.FT. SOLD: $755,000
343 Redding Road,
Redding CT 06896
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Sold
96 Gallows Hill Road Redding, CT 06896
5 BD / 3 BA / 3,211 SQ.FT. SOLD: $750,000
96 Gallows Hill Road,
Redding CT 06896
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Sold
79 Cross Highway Redding, CT 06896
5 BD / 3 BA / 3,780 SQ.FT. SOLD: $750,000
79 Cross Highway,
Redding CT 06896
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Sold
67 Deer Hill Road Redding, CT 06896
3 BD / 2 | 1 BA / 3,442 SQ.FT. SOLD: $750,000
67 Deer Hill Road,
Redding CT 06896
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Sold
16 Howes Lane Redding, CT 06896
3 BD / 2 | 1 BA / 2,622 SQ.FT. SOLD: $745,000
16 Howes Lane,
Redding CT 06896
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Sold
3 Bartram Drive Redding, CT 06896
4 BD / 2 | 1 BA / 2,820 SQ.FT. SOLD: $740,000
3 Bartram Drive,
Redding CT 06896
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Sold
20 Winding Brook Lane Redding, CT 06896
5 BD / 3 BA / 2,606 SQ.FT. SOLD: $739,000
20 Winding Brook Lane,
Redding CT 06896
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Sold
51 Deacon Abbott Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,884 SQ.FT. SOLD: $731,000
51 Deacon Abbott Road,
Redding CT 06896
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Sold
3 Apple Lane Redding, CT 06896
3 BD / 2 BA / 1,769 SQ.FT. SOLD: $730,000
3 Apple Lane,
Redding CT 06896
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Sold
6 Great Pond Lane Redding, CT 06896
3 BD / 1 BA / 1,616 SQ.FT. SOLD: $730,000
6 Great Pond Lane,
Redding CT 06896
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Sold
85 Portland Avenue Redding, CT 06896
BD / BA / 2 SQ.FT. SOLD: $730,000
85 Portland Avenue,
Redding CT 06896
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Sold
144 Seventy Acre Road Redding, CT 06896
4 BD / 2 | 1 BA / 3,005 SQ.FT. SOLD: $728,000
144 Seventy Acre Road,
Redding CT 06896
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Min. Price
Max. Price
Beds
Baths
For Sale
22 Ledgewood Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,578 SQ.FT. $979,000
Open House: Nov 29, 2025, 12:00 PM - 2:00 PM
$979,000
22 Ledgewood Road,
Redding CT 06896
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