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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
49 Picketts Ridge Road Redding, CT 06896
3 BD / 1 | 1 BA / 1,840 SQ.FT. SOLD: $593,500
49 Picketts Ridge Road,
Redding CT 06896
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Sold
118 70 Acre Road Redding, CT 06896
2 BD / 2 BA / 1,569 SQ.FT. SOLD: $585,000
118 70 Acre Road,
Redding CT 06896
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Sold
6 Old Mailcoach Road Redding, CT 06896
2 BD / 1 | 1 BA / 842 SQ.FT. SOLD: $575,000
6 Old Mailcoach Road,
Redding CT 06896
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Sold
374 Newtown Turnpike Redding, CT 06896
3 BD / 2 | 1 BA / 1,888 SQ.FT. SOLD: $565,000
374 Newtown Turnpike,
Redding CT 06896
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Sold
220 Black Rock Turnpike Redding, CT 06896
4 BD / 1 | 1 BA / 2,276 SQ.FT. SOLD: $565,000
220 Black Rock Turnpike,
Redding CT 06896
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Sold
87 Picketts Ridge Road Redding, CT 06896
2 BD / 2 BA / 1,284 SQ.FT. SOLD: $549,999
87 Picketts Ridge Road,
Redding CT 06896
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Sold
64 Portland Avenue Redding, CT 06896
2 BD / 2 BA / 1,952 SQ.FT. SOLD: $549,000
64 Portland Avenue,
Redding CT 06896
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Sold
22 Ledgeway Road Redding, CT 06896
2 BD / 2 BA / 1,542 SQ.FT. SOLD: $540,000
22 Ledgeway Road,
Redding CT 06896
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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
34 Dorethy Road Redding, CT 06896
3 BD / 2 | 1 BA / 2,500 SQ.FT. SOLD: $500,000
34 Dorethy Road,
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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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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