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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
15 Packer Brook Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,735 SQ.FT. SOLD: $791,000
15 Packer Brook Road,
Redding CT 06896
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Sold
32 Blueberry Hill Road Redding, CT 06896
4 BD / 3 | 1 BA / 4,230 SQ.FT. SOLD: $790,300
32 Blueberry Hill Road,
Redding CT 06896
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Sold
22 Woods Way #22 Redding, CT 06896
3 BD / 2 | 1 BA / 2,022 SQ.FT. SOLD: $790,000
22 Woods Way #22,
Redding CT 06896
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Sold
21 Stepney Road Redding, CT 06896
4 BD / 3 BA / 2,585 SQ.FT. SOLD: $785,000
21 Stepney Road,
Redding CT 06896
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Sold
63 High Ridge Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,602 SQ.FT. SOLD: $782,900
63 High Ridge Road,
Redding CT 06896
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Sold
7 Sidecut Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,421 SQ.FT. SOLD: $781,000
7 Sidecut Road,
Redding CT 06896
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Sold
731 North Park Avenue Redding, CT 06896
4 BD / 3 | 1 BA / 3,306 SQ.FT. SOLD: $779,000
731 North Park Avenue,
Redding CT 06896
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Sold
181 Picketts Ridge Road Redding, CT 06896
4 BD / 3 BA / 2,420 SQ.FT. SOLD: $775,000
181 Picketts Ridge Road,
Redding CT 06896
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Sold
131 Simpaug Turnpike Redding, CT 06896
4 BD / 3 BA / 2,113 SQ.FT. SOLD: $775,000
131 Simpaug Turnpike,
Redding CT 06896
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Sold
45 Wayside Lane Redding, CT 06896
4 BD / 2 | 1 BA / 2,958 SQ.FT. SOLD: $767,000
45 Wayside Lane,
Redding CT 06896
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Sold
55 Old Stagecoach Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,034 SQ.FT. SOLD: $765,000
55 Old Stagecoach Road,
Redding CT 06896
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Sold
343 Redding Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,688 SQ.FT. SOLD: $755,000
343 Redding Road,
Redding CT 06896
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Min. Price
Max. Price
Beds
Baths
For Sale
22 Ledgewood Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,578 SQ.FT. $979,000
Open House: Nov 29, 2025, 12:00 PM - 2:00 PM
$979,000
22 Ledgewood Road,
Redding CT 06896
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