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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
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
27 Old Hattertown Road Redding, CT 06896
6 BD / 7 | 1 BA / 9,587 SQ.FT. SOLD: $3,800,000
27 Old Hattertown Road,
Redding CT 06896
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Sold
45 Sidecut Road Redding, CT 06896
4 BD / 2 | 1 BA / 5,160 SQ.FT. SOLD: $2,900,000
45 Sidecut 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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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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Sold
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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Sold
Undisclosed Redding, CT 06896
4 BD / 3 | 1 BA / 4,001 SQ.FT. SOLD: $2,075,000
Undisclosed,
Redding CT 06896
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Sold
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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Sold
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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Sold
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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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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