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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
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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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
49 Picketts Ridge Road Redding, CT 06896
3 BD / 1 | 1 BA / 1,840 SQ.FT. SOLD: $593,500
49 Picketts Ridge Road,
Redding CT 06896
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Sold
118 70 Acre Road Redding, CT 06896
2 BD / 2 BA / 1,569 SQ.FT. SOLD: $585,000
118 70 Acre Road,
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
152 Redding Road Redding, CT 06896
3 BD / 2 BA / 1,848 SQ.FT. SOLD: $570,000
152 Redding 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
220 Black Rock Turnpike Redding, CT 06896
4 BD / 1 | 1 BA / 2,276 SQ.FT. SOLD: $565,000
220 Black Rock 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
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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Min. Price
Max. Price
Beds
Baths
For Sale
7 Long Meadow Lane Redding, CT 06896
4 BD / 3 | 2 BA / 5,385 SQ.FT. $1,837,500
Open House: Mar 22, 2026, 1:00 PM - 3:00 PM
$1,837,500
7 Long Meadow Lane,
Redding CT 06896
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For Sale
98 Hopewell Woods Road Redding, CT 06896
4 BD / 2 | 1 BA / 3,713 SQ.FT. $1,275,000
Open House: Mar 21, 2026, 1:00 PM - 3:00 PM
$1,275,000
98 Hopewell Woods Road,
Redding CT 06896
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For Sale
30 Highland Avenue Redding, CT 06896
3 BD / 2 | 2 BA / 2,299 SQ.FT. $899,000
Open House: Mar 21, 2026, 1:00 PM - 3:00 PM
$899,000
30 Highland Avenue,
Redding CT 06896
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For Sale
5 South Lane Redding, CT 06896
3 BD / 2 BA / 2,065 SQ.FT. $630,000
Open House: Mar 21, 2026, 1:00 PM - 3:00 PM
$630,000
5 South Lane,
Redding CT 06896
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