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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
59 Sidecut Road Redding, CT 06896
4 BD / 2 | 1 BA / 3,438 SQ.FT. SOLD: $900,000
59 Sidecut Road,
Redding CT 06896
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Sold
58 Pocahontas Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,732 SQ.FT. SOLD: $900,000
58 Pocahontas Road,
Redding CT 06896
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Sold
79 Farview Farm Road Redding, CT 06896
5 BD / 6 | 3 BA / 8,016 SQ.FT. SOLD: $900,000
79 Farview Farm Road,
Redding CT 06896
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Sold
14 Chapman Place Redding, CT 06896
5 BD / 3 | 1 BA / 2,933 SQ.FT. SOLD: $899,900
14 Chapman Place,
Redding CT 06896
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Sold
12 Woods Way #12 Redding, CT 06896
3 BD / 3 | 1 BA / 2,925 SQ.FT. SOLD: $899,000
12 Woods Way #12,
Redding CT 06896
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Sold
51 High Ridge Road Redding, CT 06896
4 BD / 2 | 1 BA / 3,255 SQ.FT. SOLD: $899,000
51 High Ridge Road,
Redding CT 06896
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Sold
663 Redding Road Redding, CT 06896
5 BD / 4 BA / 3,432 SQ.FT. SOLD: $895,000
663 Redding Road,
Redding CT 06896
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Sold
12 Winding Brook Lane Redding, CT 06896
4 BD / 3 BA / 3,019 SQ.FT. SOLD: $884,000
12 Winding Brook Lane,
Redding CT 06896
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Sold
8 Archers Lane Redding, CT 06896
4 BD / 2 | 1 BA / 2,200 SQ.FT. SOLD: $880,000
8 Archers Lane,
Redding CT 06896
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Sold
15 Chapman Place Redding, CT 06896
5 BD / 2 | 1 BA / 3,632 SQ.FT. SOLD: $880,000
15 Chapman Place,
Redding CT 06896
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Sold
45 Picketts Ridge Road Redding, CT 06896
5 BD / 2 | 1 BA / 3,103 SQ.FT. SOLD: $877,500
45 Picketts Ridge Road,
Redding CT 06896
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Sold
49 Lamppost Drive Redding, CT 06896
4 BD / 3 BA / 2,900 SQ.FT. SOLD: $875,000
49 Lamppost Drive,
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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