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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
16 Cricklewood Road Redding, CT 06896
5 BD / 3 | 2 BA / 5,307 SQ.FT. SOLD: $1,280,000
16 Cricklewood Road,
Redding CT 06896
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961 North Park Avenue Extension Redding, CT 06896
5 BD / 3 | 1 BA / 3,916 SQ.FT. SOLD: $1,277,500
961 North Park Avenue Extension,
Redding CT 06896
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Sold
12 Old Redding Road Redding, CT 06896
4 BD / 3 | 1 BA / 2,336 SQ.FT. SOLD: $1,275,000
12 Old Redding Road,
Redding CT 06896
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Sold
98 Hopewell Woods Road Redding, CT 06896
4 BD / 2 | 1 BA / 3,773 SQ.FT. SOLD: $1,250,000
98 Hopewell Woods Road,
Redding CT 06896
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158 Old Redding Road Redding, CT 06896
4 BD / 4 | 1 BA / 3,200 SQ.FT. SOLD: $1,248,000
158 Old Redding Road,
Redding CT 06896
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14 Guardhouse Drive Redding, CT 06896
4 BD / 2 | 2 BA / 4,020 SQ.FT. SOLD: $1,245,000
14 Guardhouse Drive,
Redding CT 06896
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Sold
44 Umpawaug Road Redding, CT 06896
4 BD / 3 | 2 BA / 3,268 SQ.FT. SOLD: $1,230,000
44 Umpawaug Road,
Redding CT 06896
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28 Limekiln Road Redding, CT 06896
4 BD / 3 | 2 BA / 4,200 SQ.FT. SOLD: $1,225,000
28 Limekiln Road,
Redding CT 06896
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Sold
14 Lonetown Road Redding, CT 06896
3 BD / 3 | 2 BA / 4,040 SQ.FT. SOLD: $1,215,000
14 Lonetown Road,
Redding CT 06896
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Sold
83 Limekiln Road Redding, CT 06896
3 BD / 4 BA / 3,284 SQ.FT. SOLD: $1,201,000
83 Limekiln Road,
Redding CT 06896
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24 Pine Mountain Road Redding, CT 06896
4 BD / 4 BA / 4,482 SQ.FT. SOLD: $1,200,000
24 Pine Mountain Road,
Redding CT 06896
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6 Windy Hill Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,045 SQ.FT. SOLD: $1,199,000
6 Windy Hill Road,
Redding CT 06896
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Min. Price
Max. Price
Beds
Baths
For Sale
22 Ledgewood Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,578 SQ.FT. $979,000
Open House: Nov 29, 2025, 12:00 PM - 2:00 PM
$979,000
22 Ledgewood Road,
Redding CT 06896
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