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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
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
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
10 Long Ridge Road Redding, CT 06896
3 BD / 1 | 1 BA / 1,435 SQ.FT. SOLD: $450,000
10 Long Ridge 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
183 Old Redding Road Redding, CT 06896
1 BD / 1 BA / 896 SQ.FT. SOLD: $401,000
183 Old Redding Road,
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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Sold
56 Portland Avenue #7 Redding, CT 06896
1 BD / 1 | 1 BA / 1,243 SQ.FT. SOLD: $385,000
56 Portland Avenue #7,
Redding CT 06896
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Sold
77 Picketts Ridge Road Redding, CT 06896
1 BD / 1 BA / 1,080 SQ.FT. SOLD: $380,000
77 Picketts Ridge Road,
Redding CT 06896
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Sold
56 Portland Avenue #17 Redding, CT 06896
1 BD / 1 | 1 BA / 1,306 SQ.FT. SOLD: $375,000
56 Portland Avenue #17,
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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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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