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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
58 Long Ridge Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,431 SQ.FT. SOLD: $830,000
58 Long Ridge Road,
Redding CT 06896
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Sold
98 A Black Rock Turnpike Redding, CT 06896
4 BD / 3 | 1 BA / 4,544 SQ.FT. SOLD: $830,000
98 A Black Rock Turnpike,
Redding CT 06896
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Sold
50 Mountain Road Redding, CT 06896
4 BD / 3 | 1 BA / 2,837 SQ.FT. SOLD: $815,000
50 Mountain Road,
Redding CT 06896
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Sold
29 Meeker Hill Road Redding, CT 06896
4 BD / 2 | 1 BA / 1,886 SQ.FT. SOLD: $812,500
29 Meeker Hill Road,
Redding CT 06896
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Sold
35 Deer Spring Road Redding, CT 06896
4 BD / 3 | 1 BA / 2,912 SQ.FT. SOLD: $810,000
35 Deer Spring Road,
Redding CT 06896
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Sold
429 Rock House Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,576 SQ.FT. SOLD: $800,000
429 Rock House Road,
Redding CT 06896
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Sold
148 Old Redding Road Redding, CT 06896
4 BD / 2 | 1 BA / 3,092 SQ.FT. SOLD: $800,000
148 Old Redding Road,
Redding CT 06896
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Sold
1 Long Wall Road Redding, CT 06896
5 BD / 3 BA / 5,176 SQ.FT. SOLD: $800,000
1 Long Wall Road,
Redding CT 06896
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Sold
24 Newtown Turnpike Redding, CT 06896
2 BD / 2 | 1 BA / 2,920 SQ.FT. SOLD: $800,000
24 Newtown Turnpike,
Redding CT 06896
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Sold
471 Newtown Turnpike Redding, CT 06896
3 BD / 2 | 1 BA / 1,774 SQ.FT. SOLD: $799,000
471 Newtown Turnpike,
Redding CT 06896
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Sold
14 Parsons Lane Redding, CT 06896
3 BD / 2 | 1 BA / 2,909 SQ.FT. SOLD: $798,000
14 Parsons Lane,
Redding CT 06896
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18 Ledgewood Road Redding, CT 06896
4 BD / 3 BA / 2,900 SQ.FT. SOLD: $797,500
18 Ledgewood 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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