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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
152 Redding Road Redding, CT 06896
3 BD / 2 BA / 1,848 SQ.FT. SOLD: $570,000
152 Redding Road,
Redding CT 06896
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Sold
28 Great Meadow Road Redding, CT 06896
3 BD / 3 BA / 2,219 SQ.FT. SOLD: $570,000
28 Great Meadow 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
175 Gallows Hill Road Redding, CT 06896
2 BD / 1 | 1 BA / 2,606 SQ.FT. SOLD: $555,999
175 Gallows Hill Road,
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
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
74 Old Redding Road Redding, CT 06896
3 BD / 2 | 1 BA / 2,540 SQ.FT. SOLD: $537,000
74 Old Redding Road,
Redding CT 06896
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Sold
6 Silversmith Lane Redding, CT 06896
3 BD / 2 BA / 1,152 SQ.FT. SOLD: $530,000
6 Silversmith Lane,
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
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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Min. Price
Max. Price
Beds
Baths
For Sale
61 Marchant Road Redding, CT 06896
4 BD / 3 | 1 BA / 4,146 SQ.FT. $1,565,000
Open House: Sep 21, 2025, 1:00 PM - 3:00 PM
$1,565,000
61 Marchant Road,
Redding CT 06896
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For Sale
16 Black Rock Turnpike Redding, CT 06896
4 BD / 3 | 2 BA / 4,140 SQ.FT. $1,300,000
Open House: Sep 21, 2025, 1:00 PM - 3:00 PM
$1,300,000
16 Black Rock Turnpike,
Redding CT 06896
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For Sale
28 Sunnyview Drive Redding, CT 06896
4 BD / 2 | 1 BA / 4,182 SQ.FT. $1,299,000
Open House: Sep 21, 2025, 1:00 PM - 3:00 PM
$1,299,000
28 Sunnyview Drive,
Redding CT 06896
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For Sale
86 Pocahontas Road Redding, CT 06896
5 BD / 3 BA / 2,200 SQ.FT. $789,000
Open House: Sep 20, 2025, 12:00 PM - 2:00 PM
$789,000
86 Pocahontas Road,
Redding CT 06896
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For Sale
22 Lonetown Road Redding, CT 06896
5 BD / 3 BA / 2,458 SQ.FT. $769,000
Open House: Sep 21, 2025, 1:00 PM - 3:00 PM
$769,000
22 Lonetown Road,
Redding CT 06896
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For Sale
66 Portland Avenue Redding, CT 06896
4 BD / 2 BA / 1,964 SQ.FT. $549,000
Open House: Sep 21, 2025, 1:00 PM - 3:00 PM
$549,000
66 Portland Avenue,
Redding CT 06896
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