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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
Undisclosed Redding, CT 06896
5 BD / 3 BA / 2,639 SQ.FT. SOLD: $599,000
Undisclosed,
Redding CT 06896
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Sold
13 Bayberry Lane Redding, CT 06896
4 BD / 1 | 1 BA / 2,294 SQ.FT. SOLD: $595,000
13 Bayberry Lane,
Redding CT 06896
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Sold
9 Apple Lane Redding, CT 06896
3 BD / 2 BA / 1,952 SQ.FT. SOLD: $579,350
9 Apple Lane,
Redding CT 06896
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Sold
6 Old Mailcoach Road Redding, CT 06896
2 BD / 1 | 1 BA / 842 SQ.FT. SOLD: $575,000
6 Old Mailcoach Road,
Redding CT 06896
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Sold
374 Newtown Turnpike Redding, CT 06896
3 BD / 2 | 1 BA / 1,888 SQ.FT. SOLD: $565,000
374 Newtown Turnpike,
Redding CT 06896
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Sold
87 Picketts Ridge Road Redding, CT 06896
2 BD / 2 BA / 1,284 SQ.FT. SOLD: $549,999
87 Picketts Ridge Road,
Redding CT 06896
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Sold
64 Portland Avenue Redding, CT 06896
2 BD / 2 BA / 1,952 SQ.FT. SOLD: $549,000
64 Portland Avenue,
Redding CT 06896
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Sold
22 Ledgeway Road Redding, CT 06896
2 BD / 2 BA / 1,542 SQ.FT. SOLD: $540,000
22 Ledgeway Road,
Redding CT 06896
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Sold
40 Peaceable Street Redding, CT 06896
3 BD / 2 | 1 BA / 2,392 SQ.FT. SOLD: $525,000
40 Peaceable Street,
Redding CT 06896
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Sold
34 Dorethy Road Redding, CT 06896
3 BD / 2 | 1 BA / 2,500 SQ.FT. SOLD: $500,000
34 Dorethy Road,
Redding CT 06896
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Sold
71 Picketts Ridge Road Redding, CT 06896
2 BD / 1 BA / 930 SQ.FT. SOLD: $495,000
71 Picketts Ridge Road,
Redding CT 06896
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Sold
376 Newtown Turnpike Redding, CT 06896
2 BD / 1 BA / 1,512 SQ.FT. SOLD: $472,000
376 Newtown Turnpike,
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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