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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
149 Old Redding Road Redding, CT 06896
3 BD / 3 | 1 BA / 2,754 SQ.FT. SOLD: $990,000
149 Old Redding Road,
Redding CT 06896
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Sold
86 Seventy Acre Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,328 SQ.FT. SOLD: $985,000
86 Seventy Acre Road,
Redding CT 06896
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Sold
23 Mountainview Drive Redding, CT 06896
4 BD / 2 | 1 BA / 3,033 SQ.FT. SOLD: $980,000
23 Mountainview Drive,
Redding CT 06896
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Sold
45 Great Pasture Road Redding, CT 06896
4 BD / 3 BA / 3,982 SQ.FT. SOLD: $975,000
45 Great Pasture Road,
Redding CT 06896
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Sold
145 Mountain Road Redding, CT 06896
4 BD / 3 | 2 BA / 3,284 SQ.FT. SOLD: $975,000
145 Mountain Road,
Redding CT 06896
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Sold
Undisclosed Redding, CT 06896
4 BD / 3 | 1 BA / 2,819 SQ.FT. SOLD: $970,000
Undisclosed,
Redding CT 06896
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Sold
380 Black Rock Turnpike Redding, CT 06896
4 BD / 3 | 1 BA / 4,924 SQ.FT. SOLD: $955,000
380 Black Rock Turnpike,
Redding CT 06896
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Sold
90 Old Stagecoach Road Redding, CT 06896
4 BD / 2 | 1 BA / 3,080 SQ.FT. SOLD: $955,000
90 Old Stagecoach Road,
Redding CT 06896
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Sold
33 Great Pasture Road Redding, CT 06896
4 BD / 3 BA / 2,278 SQ.FT. SOLD: $955,000
33 Great Pasture Road,
Redding CT 06896
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Sold
86 Fire Hill Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,329 SQ.FT. SOLD: $950,000
86 Fire Hill Road,
Redding CT 06896
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Sold
74 Seventy Acre Road Redding, CT 06896
3 BD / 2 | 1 BA / 2,455 SQ.FT. SOLD: $950,000
74 Seventy Acre Road,
Redding CT 06896
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Sold
22 Peaceable Street Redding, CT 06896
3 BD / 2 | 1 BA / 2,488 SQ.FT. SOLD: $950,000
22 Peaceable Street,
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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