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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
28 Wayside Lane Redding, CT 06896
4 BD / 3 BA / 3,020 SQ.FT. SOLD: $1,150,000
28 Wayside Lane,
Redding CT 06896
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Sold
94 Hopewell Woods Road Redding, CT 06896
5 BD / 4 | 1 BA / 4,687 SQ.FT. SOLD: $1,150,000
94 Hopewell Woods Road,
Redding CT 06896
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Sold
44 High Ridge Road Redding, CT 06896
4 BD / 2 | 1 BA / 3,519 SQ.FT. SOLD: $1,127,000
44 High Ridge Road,
Redding CT 06896
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Sold
127 Limekiln Road Redding, CT 06896
5 BD / 3 | 1 BA / 2,204 SQ.FT. SOLD: $1,125,000
127 Limekiln Road,
Redding CT 06896
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41 Deer Hill Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,912 SQ.FT. SOLD: $1,125,000
41 Deer Hill Road,
Redding CT 06896
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Sold
201 Umpawaug Road Redding, CT 06896
4 BD / 3 | 1 BA / 2,942 SQ.FT. SOLD: $1,117,000
201 Umpawaug Road,
Redding CT 06896
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Sold
99 Old Stagecoach Road Redding, CT 06896
4 BD / 3 | 2 BA / 4,309 SQ.FT. SOLD: $1,101,500
99 Old Stagecoach Road,
Redding CT 06896
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51 Old Mailcoach Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,188 SQ.FT. SOLD: $1,100,000
51 Old Mailcoach Road,
Redding CT 06896
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Sold
18 Goodsell Hill Road Redding, CT 06896
3 BD / 3 BA / 2,669 SQ.FT. SOLD: $1,094,000
18 Goodsell Hill Road,
Redding CT 06896
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Sold
16 Black Rock Turnpike Redding, CT 06896
4 BD / 3 | 2 BA / 4,140 SQ.FT. SOLD: $1,080,000
16 Black Rock Turnpike,
Redding CT 06896
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Sold
19 Pheasant Ridge Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,203 SQ.FT. SOLD: $1,075,000
19 Pheasant Ridge Road,
Redding CT 06896
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58 Deacon Abbott Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,585 SQ.FT. SOLD: $1,075,000
58 Deacon Abbott Road,
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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