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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
For Sale
33 Old Stagecoach Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,341 SQ.FT. $1,150,000
$1,150,000
33 Old Stagecoach Road,
Redding CT 06896
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For Sale
123 Cross Highway Redding, CT 06896
4 BD / 3 | 1 BA / 3,525 SQ.FT. $1,100,000
$1,100,000
123 Cross Highway,
Redding CT 06896
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For Sale
16 Shady Lane Redding, CT 06896
4 BD / 3 BA / 4,316 SQ.FT. $1,099,000
$1,099,000
16 Shady Lane,
Redding CT 06896
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For Sale
380 Black Rock Turnpike Redding, CT 06896
4 BD / 3 | 1 BA / 4,924 SQ.FT. $999,500
$999,500
380 Black Rock Turnpike,
Redding CT 06896
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For Sale
Undisclosed Redding, CT 06896
4 BD / 3 | 1 BA / 2,819 SQ.FT. $995,000
$995,000
Undisclosed,
Redding CT 06896
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For Sale
26&30 Goodsell Hill Road Redding, CT 06896
BD / BA / 7.57 SQ.FT. $975,000
$975,000
26&30 Goodsell Hill Road,
Redding CT 06896
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For Sale
28 Winding Brook Lane Redding, CT 06896
4 BD / 3 | 1 BA / 3,454 SQ.FT. $910,000
$910,000
28 Winding Brook Lane,
Redding CT 06896
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For Sale
67 Umpawaug Road Redding, CT 06896
BD / BA / 15.27 SQ.FT. $900,000
$900,000
67 Umpawaug Road,
Redding CT 06896
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For Sale
123A Peaceable Street Redding, CT 06896
4 BD / 2 | 2 BA / 3,594 SQ.FT. $899,000
$899,000
123A Peaceable Street,
Redding CT 06896
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For Sale
11 Fire Hill Lane Redding, CT 06896
4 BD / 2 | 1 BA / 2,467 SQ.FT. $850,000
Open House: Aug 22, 2026, 12:00 PM - 2:00 PM
$850,000
11 Fire Hill Lane,
Redding CT 06896
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For Sale
6 Great Pond Lane Redding, CT 06896
3 BD / 1 BA / 1,616 SQ.FT. $799,000
$799,000
6 Great Pond Lane,
Redding CT 06896
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For Sale
268 Umpawaug Road Redding, CT 06896
4 BD / 2 | 2 BA / 3,922 SQ.FT. $749,000
$749,000
268 Umpawaug Road,
Redding CT 06896
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Min. Price
Max. Price
Beds
Baths
For Sale
11 Fire Hill Lane Redding, CT 06896
4 BD / 2 | 1 BA / 2,467 SQ.FT. $850,000
Open House: Aug 22, 2026, 12:00 PM - 2:00 PM
$850,000
11 Fire Hill Lane,
Redding CT 06896
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For Sale
56 Portland Avenue #3 Redding, CT 06896
1 BD / 1 | 1 BA / 1,224 SQ.FT. $419,900
Open House: Aug 30, 2026, 12:00 PM - 2:00 PM
$419,900
56 Portland Avenue #3,
Redding CT 06896
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