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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
181 Picketts Ridge Road Redding, CT 06896
4 BD / 3 BA / 2,420 SQ.FT. SOLD: $775,000
181 Picketts Ridge Road,
Redding CT 06896
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Sold
131 Simpaug Turnpike Redding, CT 06896
4 BD / 3 BA / 2,113 SQ.FT. SOLD: $775,000
131 Simpaug Turnpike,
Redding CT 06896
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Sold
45 Wayside Lane Redding, CT 06896
4 BD / 2 | 1 BA / 2,958 SQ.FT. SOLD: $767,000
45 Wayside Lane,
Redding CT 06896
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Sold
343 Redding Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,688 SQ.FT. SOLD: $755,000
343 Redding Road,
Redding CT 06896
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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
27 Apple Lane Redding, CT 06896
3 BD / 1 | 1 BA / 2,265 SQ.FT. SOLD: $750,000
27 Apple Lane,
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
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
5 South Lane Redding, CT 06896
3 BD / 2 BA / 2,065 SQ.FT. SOLD: $740,000
5 South Lane,
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
159 Cross Highway Redding, CT 06896
3 BD / 2 BA / 1,671 SQ.FT. SOLD: $730,000
159 Cross Highway,
Redding CT 06896
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Min. Price
Max. Price
Beds
Baths
For Sale
299 Redding Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,876 SQ.FT. $879,000
Open House: Sep 12, 2026, 12:00 PM - 1:30 PM
$879,000
299 Redding Road,
Redding CT 06896
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For Sale
28 Goodridge Road Redding, CT 06896
5 BD / 4 BA / 4,728 SQ.FT. $1,325,000
Open House: Sep 12, 2026, 12:00 PM - 2:00 PM
$1,325,000
28 Goodridge Road,
Redding CT 06896
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For Sale
31 Granite Ridge Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,842 SQ.FT. $760,000
Open House: Sep 12, 2026, 2:00 PM - 4:00 PM
$760,000
31 Granite Ridge Road,
Redding CT 06896
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For Sale
15 Fire Hill Lane Redding, CT 06896
4 BD / 2 | 1 BA / 3,170 SQ.FT. $900,000
Open House: Sep 13, 2026, 12:00 PM - 2:00 PM
$900,000
15 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. $399,900
Open House: Sep 13, 2026, 12:00 PM - 2:00 PM
$399,900
56 Portland Avenue #3,
Redding CT 06896
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For Sale
451 Newtown Turnpike Redding, CT 06896
6 BD / 3 BA / 3,164 SQ.FT. $849,500
Open House: Sep 13, 2026, 1:00 PM - 3:00 PM
$849,500
451 Newtown Turnpike,
Redding CT 06896
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