Median Price - Last 6 Months
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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.
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Sold
21 Long Wall Road Redding, CT 06896
4 BD / 3 | 2 BA / 5,598 SQ.FT.
SOLD: $1,399,000
21 Long Wall Road,
Redding CT 06896
Redding CT 06896
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Sold
4 Long Wall Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,596 SQ.FT.
SOLD: $1,395,000
4 Long Wall Road,
Redding CT 06896
Redding CT 06896
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Sold
99 Cross Highway Redding, CT 06896
6 BD / 5 | 1 BA / 4,825 SQ.FT.
SOLD: $1,390,000
99 Cross Highway,
Redding CT 06896
Redding CT 06896
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Sold
710 Redding Road Redding, CT 06896
4 BD / 2 | 3 BA / 4,320 SQ.FT.
SOLD: $1,387,500
710 Redding Road,
Redding CT 06896
Redding CT 06896
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Sold
35 Sunnyview Drive Redding, CT 06896
4 BD / 4 | 1 BA / 4,149 SQ.FT.
SOLD: $1,375,000
35 Sunnyview Drive,
Redding CT 06896
Redding CT 06896
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Sold
87 Sherman Turnpike Redding, CT 06896
4 BD / 3 | 1 BA / 5,417 SQ.FT.
SOLD: $1,350,000
87 Sherman Turnpike,
Redding CT 06896
Redding CT 06896
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Sold
46 Blueberry Hill Road Redding, CT 06896
4 BD / 3 | 1 BA / 4,638 SQ.FT.
SOLD: $1,350,000
46 Blueberry Hill Road,
Redding CT 06896
Redding CT 06896
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Sold
4 Hemlock Trail Redding, CT 06896
4 BD / 4 BA / 4,603 SQ.FT.
SOLD: $1,350,000
4 Hemlock Trail,
Redding CT 06896
Redding CT 06896
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Sold
14 Lonetown Road Redding, CT 06896
3 BD / 3 | 2 BA / 4,040 SQ.FT.
SOLD: $1,325,000
14 Lonetown Road,
Redding CT 06896
Redding CT 06896
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Sold
168 Sunset Hill Road Redding, CT 06896
4 BD / 3 | 1 BA / 4,078 SQ.FT.
SOLD: $1,323,000
168 Sunset Hill Road,
Redding CT 06896
Redding CT 06896
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Sold
62 High Ridge Road Redding, CT 06896
5 BD / 5 | 1 BA / 5,858 SQ.FT.
SOLD: $1,300,000
62 High Ridge Road,
Redding CT 06896
Redding CT 06896
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Sold
47 Chestnut Woods Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,788 SQ.FT.
SOLD: $1,295,000
47 Chestnut Woods Road,
Redding CT 06896
Redding CT 06896
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For Sale
299 Redding Road Redding, CT 06896
4 BD / 3 | 1 BA / 4,234 SQ.FT.
$979,000
Open House: Jan 31, 2026, 12:00 PM - 2:00 PM
$979,000
299 Redding Road,
Redding CT 06896
Redding CT 06896
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Overview - Last 30 days
Median Price
Sold $802,500
New $732,000
Active $539,000
Sale-to-List Price
Median Days on Site
Active 51
Inventory
Sold 6
New 8
Active 21
Sale-to-List Price - Last 6 Months
Median Days on Site - Last 6 Months
Listing Inventory - Last 6 months
Sold Listings - Last 30 DaysView all sold listings
New Listings - Last 30 DaysView all active listings
IDX information is provided by SmartMLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 the SmartMLS All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
SmartMLS (CTMLS-GFC) data last updated at January 29, 2026, 11:13 PM ET
Sold Listings - Last 30 Days
New Listings - Last 30 Days