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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
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51 Farview Farm Road Redding, CT 06896
5 BD / 3 | 1 BA / 3,778 SQ.FT. SOLD: $1,050,000
51 Farview Farm Road,
Redding CT 06896
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Sold
9 Brick School Drive Redding, CT 06896
4 BD / 3 BA / 3,284 SQ.FT. SOLD: $865,000
9 Brick School Drive,
Redding CT 06896
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Sold
241 Black Rock Turnpike Redding, CT 06896
6 BD / 7 | 4 BA / 17,548 SQ.FT. SOLD: $4,000,000
241 Black Rock Turnpike,
Redding CT 06896
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Sold
240 Umpawaug Road Redding, CT 06896
6 BD / 5 | 1 BA / 3,264 SQ.FT. SOLD: $3,975,000
240 Umpawaug Road,
Redding CT 06896
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Sold
4 Longwood Drive Redding, CT 06896
7 BD / 5 | 2 BA / 10,197 SQ.FT. SOLD: $2,600,000
4 Longwood Drive,
Redding CT 06896
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Sold
1 Chestnut Woods Road Redding, CT 06896
3 BD / 3 BA / 2,783 SQ.FT. SOLD: $2,500,000
1 Chestnut Woods Road,
Redding CT 06896
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22 Limekiln Road Redding, CT 06896
4 BD / 4 | 1 BA / 4,500 SQ.FT. SOLD: $2,200,000
22 Limekiln Road,
Redding CT 06896
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Sold
60 Topstone Road Redding, CT 06896
3 BD / 2 | 2 BA / 2,483 SQ.FT. SOLD: $2,200,000
60 Topstone Road,
Redding CT 06896
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2 Meadows Edge Redding, CT 06896
4 BD / 3 | 2 BA / 5,768 SQ.FT. SOLD: $2,009,000
2 Meadows Edge,
Redding CT 06896
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207 Poverty Hollow Road Redding, CT 06896
7 BD / 6 | 1 BA / 5,969 SQ.FT. SOLD: $1,900,000
207 Poverty Hollow Road,
Redding CT 06896
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17 Fire Hill Lane Redding, CT 06896
5 BD / 5 | 1 BA / 6,193 SQ.FT. SOLD: $1,850,000
17 Fire Hill Lane,
Redding CT 06896
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7 Long Meadow Lane Redding, CT 06896
4 BD / 3 | 2 BA / 6,069 SQ.FT. SOLD: $1,837,500
7 Long Meadow Lane,
Redding CT 06896
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Min. Price
Max. Price
Beds
Baths
For Sale
299 Redding Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,876 SQ.FT. $879,000
Open House: Sep 12, 2026, 12:00 PM - 1:30 PM
$879,000
299 Redding Road,
Redding CT 06896
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For Sale
28 Goodridge Road Redding, CT 06896
5 BD / 4 BA / 4,728 SQ.FT. $1,325,000
Open House: Sep 12, 2026, 12:00 PM - 2:00 PM
$1,325,000
28 Goodridge Road,
Redding CT 06896
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For Sale
31 Granite Ridge Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,842 SQ.FT. $760,000
Open House: Sep 12, 2026, 2:00 PM - 4:00 PM
$760,000
31 Granite Ridge Road,
Redding CT 06896
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For Sale
15 Fire Hill Lane Redding, CT 06896
4 BD / 2 | 1 BA / 3,170 SQ.FT. $900,000
Open House: Sep 13, 2026, 12:00 PM - 2:00 PM
$900,000
15 Fire Hill Lane,
Redding CT 06896
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For Sale
56 Portland Avenue #3 Redding, CT 06896
1 BD / 1 | 1 BA / 1,224 SQ.FT. $399,900
Open House: Sep 13, 2026, 12:00 PM - 2:00 PM
$399,900
56 Portland Avenue #3,
Redding CT 06896
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