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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
78 Black Rock Turnpike Redding, CT 06896
2 BD / 2 BA / 1,688 SQ.FT. $625,000
$625,000
78 Black Rock Turnpike,
Redding CT 06896
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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
19 Olmstead Road Redding, CT 06896
2 BD / 2 BA / 1,125 SQ.FT. $549,000
$549,000
19 Olmstead Road,
Redding CT 06896
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For Sale
65 Umpawaug Road Redding, CT 06896
BD / BA / 8.89 SQ.FT. $499,000
$499,000
65 Umpawaug Road,
Redding CT 06896
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For Sale
56 Portland Avenue #3 Redding, CT 06896
1 BD / 1 | 1 BA / 1,224 SQ.FT. $419,900
Open House: Aug 30, 2026, 12:00 PM - 2:00 PM
$419,900
56 Portland Avenue #3,
Redding CT 06896
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For Sale
162 Lonetown Road Redding, CT 06896
BD / BA / 3.69 SQ.FT. $305,000
$305,000
162 Lonetown Road,
Redding CT 06896
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For Sale
14 West Woodland Drive Redding, CT 06896
BD / BA / 1 SQ.FT. $65,000
$65,000
14 West Woodland Drive,
Redding CT 06896
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For Sale
142 Seventy Acre Road Redding, CT 06896
4 BD / 4 | 1 BA / 3,350 SQ.FT. $15,000
$15,000
142 Seventy Acre 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
3 Sidecut Road #B Redding, CT 06896
2 BD / 1 BA / 1,100 SQ.FT. $3,300
$3,300
3 Sidecut Road #B,
Redding CT 06896
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For Sale
73 Simpaug Turnpike Redding, CT 06896
3 BD / 1 BA / 802 SQ.FT. $3,150
$3,150
73 Simpaug Turnpike,
Redding CT 06896
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Min. Price
Max. Price
Beds
Baths
For Sale
11 Fire Hill Lane Redding, CT 06896
4 BD / 2 | 1 BA / 2,467 SQ.FT. $850,000
Open House: Aug 22, 2026, 12:00 PM - 2:00 PM
$850,000
11 Fire Hill Lane,
Redding CT 06896
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For Sale
56 Portland Avenue #3 Redding, CT 06896
1 BD / 1 | 1 BA / 1,224 SQ.FT. $419,900
Open House: Aug 30, 2026, 12:00 PM - 2:00 PM
$419,900
56 Portland Avenue #3,
Redding CT 06896
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