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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
40 Peaceable Street Redding, CT 06896
3 BD / 2 | 1 BA / 2,392 SQ.FT. SOLD: $525,000
40 Peaceable Street,
Redding CT 06896
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Sold
68 Portland Avenue Redding, CT 06896
3 BD / 2 BA / 1,572 SQ.FT. SOLD: $505,000
68 Portland Avenue,
Redding CT 06896
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Sold
30 Apple Lane Redding, CT 06896
2 BD / 1 | 1 BA / 1,540 SQ.FT. SOLD: $475,000
30 Apple Lane,
Redding CT 06896
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Sold
376 Newtown Turnpike Redding, CT 06896
2 BD / 1 BA / 1,512 SQ.FT. SOLD: $472,000
376 Newtown Turnpike,
Redding CT 06896
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Sold
14 West Redding Road Redding, CT 06896
2 BD / 1 BA / 1,020 SQ.FT. SOLD: $471,500
14 West Redding Road,
Redding CT 06896
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Sold
7 Peaceable Street Redding, CT 06896
2 BD / 1 | 1 BA / 900 SQ.FT. SOLD: $460,000
7 Peaceable Street,
Redding CT 06896
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Sold
66 Portland Avenue Redding, CT 06896
BD / BA / 2 SQ.FT. SOLD: $460,000
66 Portland Avenue,
Redding CT 06896
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Sold
18 Great Meadow Road Redding, CT 06896
3 BD / 2 BA / 1,224 SQ.FT. SOLD: $450,000
18 Great Meadow Road,
Redding CT 06896
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Sold
66 Great Pasture Road Redding, CT 06896
4 BD / 2 BA / 2,253 SQ.FT. SOLD: $421,000
66 Great Pasture Road,
Redding CT 06896
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Sold
380 Newtown Turnpike Redding, CT 06896
2 BD / 1 BA / 1,064 SQ.FT. SOLD: $418,000
380 Newtown Turnpike,
Redding CT 06896
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Sold
280 Newtown Turnpike Redding, CT 06896
2 BD / 1 BA / 1,035 SQ.FT. SOLD: $408,000
280 Newtown Turnpike,
Redding CT 06896
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Sold
56 Portland Avenue #9 Redding, CT 06896
1 BD / 2 BA / 1,712 SQ.FT. SOLD: $396,000
56 Portland Avenue #9,
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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