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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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28 Sunnyview Drive Redding, CT 06896
4 BD / 2 | 1 BA / 4,182 SQ.FT. SOLD: $1,150,000
28 Sunnyview Drive,
Redding CT 06896
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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
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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Sold
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
17 Long Wall Road Redding, CT 06896
4 BD / 4 | 1 BA / 5,000 SQ.FT. SOLD: $1,100,000
17 Long Wall Road,
Redding CT 06896
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Sold
68 Goodridge Road Redding, CT 06896
5 BD / 4 | 1 BA / 6,519 SQ.FT. SOLD: $1,100,000
68 Goodridge Road,
Redding CT 06896
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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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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
7 Long Meadow Lane Redding, CT 06896
4 BD / 3 | 2 BA / 5,385 SQ.FT. $1,837,500
Open House: Mar 22, 2026, 1:00 PM - 3:00 PM
$1,837,500
7 Long Meadow Lane,
Redding CT 06896
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For Sale
98 Hopewell Woods Road Redding, CT 06896
4 BD / 2 | 1 BA / 3,713 SQ.FT. $1,275,000
Open House: Mar 21, 2026, 1:00 PM - 3:00 PM
$1,275,000
98 Hopewell Woods Road,
Redding CT 06896
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For Sale
30 Highland Avenue Redding, CT 06896
3 BD / 2 | 2 BA / 2,299 SQ.FT. $899,000
Open House: Mar 21, 2026, 1:00 PM - 3:00 PM
$899,000
30 Highland Avenue,
Redding CT 06896
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For Sale
5 South Lane Redding, CT 06896
3 BD / 2 BA / 2,065 SQ.FT. $630,000
Open House: Mar 21, 2026, 1:00 PM - 3:00 PM
$630,000
5 South Lane,
Redding CT 06896
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