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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
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14 Lonetown Road Redding, CT 06896
3 BD / 3 | 2 BA / 4,040 SQ.FT. SOLD: $1,325,000
14 Lonetown Road,
Redding CT 06896
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168 Sunset Hill Road Redding, CT 06896
4 BD / 3 | 1 BA / 4,078 SQ.FT. SOLD: $1,323,000
168 Sunset Hill Road,
Redding CT 06896
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10 Chapman Place Redding, CT 06896
4 BD / 3 | 2 BA / 4,414 SQ.FT. SOLD: $1,310,000
10 Chapman Place,
Redding CT 06896
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62 High Ridge Road Redding, CT 06896
5 BD / 5 | 1 BA / 5,858 SQ.FT. SOLD: $1,300,000
62 High Ridge Road,
Redding CT 06896
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47 Chestnut Woods Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,788 SQ.FT. SOLD: $1,295,000
47 Chestnut Woods Road,
Redding CT 06896
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16 Cricklewood Road Redding, CT 06896
5 BD / 3 | 2 BA / 5,307 SQ.FT. SOLD: $1,280,000
16 Cricklewood Road,
Redding CT 06896
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961 North Park Avenue Extension Redding, CT 06896
5 BD / 3 | 1 BA / 3,916 SQ.FT. SOLD: $1,277,500
961 North Park Avenue Extension,
Redding CT 06896
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12 Old Redding Road Redding, CT 06896
4 BD / 3 | 1 BA / 2,336 SQ.FT. SOLD: $1,275,000
12 Old Redding Road,
Redding CT 06896
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7 Jeremiah Sanford Road Redding, CT 06896
4 BD / 2 | 1 BA / 3,747 SQ.FT. SOLD: $1,250,000
7 Jeremiah Sanford Road,
Redding CT 06896
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98 Hopewell Woods Road Redding, CT 06896
4 BD / 2 | 1 BA / 3,713 SQ.FT. SOLD: $1,250,000
98 Hopewell Woods Road,
Redding CT 06896
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98 Hopewell Woods Road Redding, CT 06896
4 BD / 2 | 1 BA / 3,773 SQ.FT. SOLD: $1,250,000
98 Hopewell Woods Road,
Redding CT 06896
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158 Old Redding Road Redding, CT 06896
4 BD / 4 | 1 BA / 3,200 SQ.FT. SOLD: $1,248,000
158 Old Redding 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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