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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
For Sale
172 Umpawaug Road Redding, CT 06896
5 BD / 4 | 1 BA / 6,099 SQ.FT. $10,500
$10,500
172 Umpawaug Road,
Redding CT 06896
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For Sale
63 Turney Road Redding, CT 06896
7 BD / 6 | 1 BA / 9,420 SQ.FT. $8,600,000
$8,600,000
63 Turney Road,
Redding CT 06896
Explore
For Sale
229 Umpawaug Road Redding, CT 06896
6 BD / 9 | 2 BA / 7,528 SQ.FT. $7,495,000
$7,495,000
229 Umpawaug Road,
Redding CT 06896
Explore
For Sale
34 Fox Run Road Redding, CT 06896
5 BD / 4 | 2 BA / 7,833 SQ.FT. $1,550,000
$1,550,000
34 Fox Run Road,
Redding CT 06896
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For Sale
41 Deer Hill Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,912 SQ.FT. $1,199,000
Open House: Jan 10, 2026, 1:00 PM - 3:00 PM
$1,199,000
41 Deer Hill Road,
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 11, 2026, 1:00 PM - 3:00 PM
$979,000
299 Redding Road,
Redding CT 06896
Explore
For Sale
22 Ledgewood Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,578 SQ.FT. $979,000
$979,000
22 Ledgewood Road,
Redding CT 06896
Explore
For Sale
41 Sullivan Drive Redding, CT 06896
5 BD / 4 | 1 BA / 4,801 SQ.FT. $875,900
$875,900
41 Sullivan Drive,
Redding CT 06896
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For Sale
22 Lonetown Road Redding, CT 06896
5 BD / 3 BA / 2,458 SQ.FT. $769,000
$769,000
22 Lonetown Road,
Redding CT 06896
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For Sale
24 Costa Lane Redding, CT 06896
BD / BA / 8.24 SQ.FT. $615,000
$615,000
24 Costa Lane,
Redding CT 06896
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For Sale
145 Limekiln Road Redding, CT 06896
BD / BA / 9.31 SQ.FT. $599,000
$599,000
145 Limekiln Road,
Redding CT 06896
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For Sale
219 Redding Road Redding, CT 06896
3 BD / 1 | 1 BA / 1,234 SQ.FT. $554,000
$554,000
219 Redding Road,
Redding CT 06896
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Min. Price
Max. Price
Beds
Baths
For Sale
41 Deer Hill Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,912 SQ.FT. $1,199,000
Open House: Jan 10, 2026, 1:00 PM - 3:00 PM
$1,199,000
41 Deer Hill Road,
Redding CT 06896
Explore
For Sale
299 Redding Road Redding, CT 06896
4 BD / 3 | 1 BA / 4,234 SQ.FT. $979,000
Open House: Jan 11, 2026, 1:00 PM - 3:00 PM
$979,000
299 Redding Road,
Redding CT 06896
Explore
For Sale
7 Peaceable Street Redding, CT 06896
2 BD / 1 | 1 BA / 900 SQ.FT. $480,000
Open House: Jan 10, 2026, 12:00 PM - 2:00 PM
$480,000
7 Peaceable Street,
Redding CT 06896
Explore
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Overview - Last 30 days

Median Price - Last 6 Months
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

4
Beds
4 | 1
Baths
4,620
SqFt
 
 
#24122569 | House
 
4
Beds
3 | 1
Baths
4,146
SqFt
 
 
#24122520 | House
 
4
Beds
3 | 2
Baths
4,140
SqFt
 
 
#24097511 | House
 

New Listings - Last 30 DaysView all active listings

7
Beds
6 | 1
Baths
9,420
SqFt
 
 
#24144503 | House
 
4
Beds
3 | 1
Baths
3,912
SqFt
Open House: Jan 10, 2026, 1:00 PM - 3:00 PM
 
#24139797 | House
 
4
Beds
3 | 1
Baths
4,234
SqFt
Open House: Jan 11, 2026, 1:00 PM - 3:00 PM
 
#24146605 | House
 
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.
SmartMLS (CTMLS-GFC) data last updated at January 8, 2026, 11:13 PM ET
Sold Listings - Last 30 Days
New Listings - Last 30 Days
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