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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
107 Simpaug Turnpike Redding, CT 06896
4 BD / 3 BA / 2,860 SQ.FT. SOLD: $675,000
107 Simpaug Turnpike,
Redding CT 06896
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Sold
15 Limekiln Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,312 SQ.FT. SOLD: $670,000
15 Limekiln Road,
Redding CT 06896
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Sold
81 Picketts Ridge Road Redding, CT 06896
4 BD / 3 BA / 1,917 SQ.FT. SOLD: $650,000
81 Picketts Ridge Road,
Redding CT 06896
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Sold
477 Newtown Turnpike Redding, CT 06896
2 BD / 2 BA / 1,618 SQ.FT. SOLD: $650,000
477 Newtown Turnpike,
Redding CT 06896
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Sold
18 Great Meadow Road Redding, CT 06896
3 BD / 2 BA / 2,009 SQ.FT. SOLD: $650,000
18 Great Meadow Road,
Redding CT 06896
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Sold
436 Black Rock Turnpike Redding, CT 06896
3 BD / 2 BA / 1,968 SQ.FT. SOLD: $639,000
436 Black Rock Turnpike,
Redding CT 06896
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Sold
78 Black Rock Turnpike Redding, CT 06896
2 BD / 2 BA / 1,688 SQ.FT. SOLD: $635,000
78 Black Rock Turnpike,
Redding CT 06896
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Sold
649 Redding Road Redding, CT 06896
3 BD / 2 BA / 1,808 SQ.FT. SOLD: $635,000
649 Redding Road,
Redding CT 06896
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Sold
10 Shady Lane Redding, CT 06896
5 BD / 3 BA / 1,508 SQ.FT. SOLD: $630,000
10 Shady Lane,
Redding CT 06896
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Sold
15 Old Mailcoach Road Redding, CT 06896
2 BD / 2 BA / 1,481 SQ.FT. SOLD: $610,000
15 Old Mailcoach Road,
Redding CT 06896
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Sold
6 Lenora Lane Redding, CT 06896
3 BD / 2 BA / 1,969 SQ.FT. SOLD: $610,000
6 Lenora Lane,
Redding CT 06896
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Sold
30 Pine Mountain Road Redding, CT 06896
3 BD / 1 | 1 BA / 1,597 SQ.FT. SOLD: $601,000
30 Pine Mountain Road,
Redding CT 06896
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Min. Price
Max. Price
Beds
Baths
For Sale
3 Long Wall Road Redding, CT 06896
3 BD / 2 BA / 1,092 SQ.FT. $629,000
Open House: Oct 31, 2026, 12:00 PM - 2:00 PM
$629,000
3 Long Wall Road,
Redding CT 06896
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For Sale
123 Cross Highway Redding, CT 06896
4 BD / 3 | 1 BA / 3,525 SQ.FT. $995,000
Open House: Nov 1, 2026, 12:00 PM - 2:00 PM
$995,000
123 Cross Highway,
Redding CT 06896
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For Sale
268 Umpawaug Road Redding, CT 06896
4 BD / 2 | 2 BA / 3,922 SQ.FT. $675,000
Open House: Nov 1, 2026, 1:00 PM - 3:00 PM
$675,000
268 Umpawaug Road,
Redding CT 06896
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