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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
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
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 #18 Redding, CT 06896
1 BD / 1 BA / 969 SQ.FT. SOLD: $368,000
56 Portland Avenue #18,
Redding CT 06896
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Sold
457 Black Rock Turnpike Redding, CT 06896
2 BD / 1 BA / 1,370 SQ.FT. SOLD: $340,000
457 Black Rock Turnpike,
Redding CT 06896
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Sold
30 Highland Avenue Redding, CT 06896
1 BD / 0 BA / 1,627 SQ.FT. SOLD: $335,000
30 Highland Avenue,
Redding CT 06896
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Sold
176 Picketts Ridge Road Redding, CT 06896
BD / BA / 2.16 SQ.FT. SOLD: $279,000
176 Picketts Ridge Road,
Redding CT 06896
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Sold
31 Long Ridge Road Redding, CT 06896
2 BD / 1 BA / 1,036 SQ.FT. SOLD: $150,000
31 Long Ridge Road,
Redding CT 06896
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Min. Price
Max. Price
Beds
Baths
For Sale
2 Longwood Drive Redding, CT 06896
4 BD / 4 | 1 BA / 6,259 SQ.FT. $1,745,000
Open House: Jul 12, 2026, 12:00 PM - 2:00 PM
$1,745,000
2 Longwood Drive,
Redding CT 06896
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For Sale
28 Goodridge Road Redding, CT 06896
5 BD / 4 BA / 4,728 SQ.FT. $1,500,000
Open House: Jul 12, 2026, 1:00 PM - 3:00 PM
$1,500,000
28 Goodridge Road,
Redding CT 06896
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For Sale
18 Church Street Redding, CT 06896
3 BD / 2 | 1 BA / 2,935 SQ.FT. $1,275,000
Open House: Jul 12, 2026, 1:00 PM - 3:00 PM
$1,275,000
18 Church Street,
Redding CT 06896
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For Sale
149 Old Redding Road Redding, CT 06896
3 BD / 3 | 1 BA / 2,754 SQ.FT. $1,075,000
Open House: Jul 12, 2026, 1:00 PM - 3:00 PM
$1,075,000
149 Old Redding Road,
Redding CT 06896
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For Sale
123A Peaceable Street Redding, CT 06896
4 BD / 2 | 2 BA / 3,594 SQ.FT. $899,000
Open House: Jul 12, 2026, 1:00 PM - 3:00 PM
$899,000
123A Peaceable Street,
Redding CT 06896
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For Sale
11 Long Meadow Lane Redding, CT 06896
4 BD / 5 | 1 BA / 5,935 SQ.FT. $1,245,000
Open House: Jul 14, 2026, 10:00 AM - 12:00 PM
$1,245,000
11 Long Meadow Lane,
Redding CT 06896
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