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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
For Sale
24 Costa Lane Redding, CT 06896
BD / BA / 8.24 SQ.FT. $615,000
$615,000
24 Costa Lane,
Redding CT 06896
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For Sale
219 Redding Road Redding, CT 06896
3 BD / 1 | 1 BA / 1,234 SQ.FT. $499,000
$499,000
219 Redding Road,
Redding CT 06896
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For Sale
176 Picketts Ridge Road Redding, CT 06896
BD / BA / 2.16 SQ.FT. $279,000
$279,000
176 Picketts Ridge Road,
Redding CT 06896
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For Sale
26 Chalburn Road Redding, CT 06896
3 BD / 2 BA / 3,004 SQ.FT. $20,000
$20,000
26 Chalburn Road,
Redding CT 06896
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For Sale
26 Chalburn Road Redding, CT 06896
3 BD / 2 BA / 3,004 SQ.FT. $14,500
$14,500
26 Chalburn Road,
Redding CT 06896
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For Sale
26 Chalburn Road Redding, CT 06896
3 BD / 2 BA / 3,004 SQ.FT. $13,000
$13,000
26 Chalburn Road,
Redding CT 06896
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For Sale
26 Olmstead Road Redding, CT 06896
4 BD / 4 BA / 3,080 SQ.FT. $6,000
$6,000
26 Olmstead Road,
Redding CT 06896
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For Sale
32 Deer Hill Road Redding, CT 06896
4 BD / 2 | 1 BA / 1,482 SQ.FT. $4,500
$4,500
32 Deer Hill Road,
Redding CT 06896
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For Sale
1 Long Wall Road Redding, CT 06896
2 BD / 1 BA / 1,000 SQ.FT. $2,750
$2,750
1 Long Wall Road,
Redding CT 06896
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For Sale
96 #B Portland Avenue Redding, CT 06896
2 BD / 1 BA / 923 SQ.FT. $2,400
$2,400
96 #B Portland Avenue,
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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