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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
237 Umpawaug Road Redding, CT 06896
BD / BA / 4.88 SQ.FT. SOLD: $682,500
237 Umpawaug Road,
Redding CT 06896
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Sold
11 John Applegate Road Redding, CT 06896
4 BD / 3 | 2 BA / 4,373 SQ.FT. SOLD: $680,000
11 John Applegate Road,
Redding CT 06896
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Sold
27 West Woodland Drive Redding, CT 06896
4 BD / 2 | 1 BA / 2,070 SQ.FT. SOLD: $675,000
27 West Woodland Drive,
Redding CT 06896
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Sold
21 White Birch Road Redding, CT 06896
3 BD / 2 BA / 1,364 SQ.FT. SOLD: $675,000
21 White Birch Road,
Redding CT 06896
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Sold
107 Simpaug Turnpike Redding, CT 06896
4 BD / 3 BA / 2,860 SQ.FT. SOLD: $675,000
107 Simpaug Turnpike,
Redding CT 06896
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Sold
80 Old Stagecoach Road Redding, CT 06896
3 BD / 2 BA / 1,664 SQ.FT. SOLD: $675,000
80 Old Stagecoach Road,
Redding CT 06896
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Sold
12 mine hill Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,343 SQ.FT. SOLD: $675,000
12 mine hill Road,
Redding CT 06896
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Sold
15 Limekiln Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,312 SQ.FT. SOLD: $670,000
15 Limekiln Road,
Redding CT 06896
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Sold
66 Great Pasture Road Redding, CT 06896
4 BD / 2 BA / 2,253 SQ.FT. SOLD: $656,650
66 Great Pasture Road,
Redding CT 06896
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Sold
81 Picketts Ridge Road Redding, CT 06896
4 BD / 3 BA / 1,917 SQ.FT. SOLD: $650,000
81 Picketts Ridge Road,
Redding CT 06896
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Sold
477 Newtown Turnpike Redding, CT 06896
2 BD / 2 BA / 1,618 SQ.FT. SOLD: $650,000
477 Newtown Turnpike,
Redding CT 06896
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Sold
18 Great Meadow Road Redding, CT 06896
3 BD / 2 BA / 2,009 SQ.FT. SOLD: $650,000
18 Great Meadow Road,
Redding CT 06896
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Min. Price
Max. Price
Beds
Baths
For Sale
110 Sport Hill Road Redding, CT 06896
5 BD / 5 | 1 BA / 5,308 SQ.FT. $1,695,000
Open House: May 28, 2026, 10:00 AM - 2:00 PM
$1,695,000
110 Sport Hill Road,
Redding CT 06896
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For Sale
37 Lamppost Drive Redding, CT 06896
4 BD / 2 | 1 BA / 2,602 SQ.FT. $799,000
Open House: May 28, 2026, 4:00 PM - 6:00 PM
$799,000
37 Lamppost Drive,
Redding CT 06896
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