Main Content

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
17 Dan Beard Lane Redding, CT 06896
4 BD / 4 | 2 BA / 5,509 SQ.FT. SOLD: $1,495,000
17 Dan Beard Lane,
Redding CT 06896
Explore
Sold
15 Dayton Road Redding, CT 06896
3 BD / 3 | 1 BA / 4,943 SQ.FT. SOLD: $1,475,000
15 Dayton Road,
Redding CT 06896
Explore
Sold
23 Sanfordtown Road Redding, CT 06896
4 BD / 4 | 1 BA / 3,446 SQ.FT. SOLD: $1,475,000
23 Sanfordtown Road,
Redding CT 06896
Explore
Sold
313 Umpawaug Road Redding, CT 06896
4 BD / 3 BA / 2,944 SQ.FT. SOLD: $1,450,000
313 Umpawaug Road,
Redding CT 06896
Explore
Sold
8 Windy Hill Road Redding, CT 06896
4 BD / 2 | 2 BA / 3,907 SQ.FT. SOLD: $1,400,000
8 Windy Hill Road,
Redding CT 06896
Explore
Sold
9 Beck Road Redding, CT 06896
5 BD / 4 | 1 BA / 5,748 SQ.FT. SOLD: $1,400,000
9 Beck Road,
Redding CT 06896
Explore
Sold
12 Rob Rider Road Redding, CT 06896
5 BD / 4 | 1 BA / 4,143 SQ.FT. SOLD: $1,399,000
12 Rob Rider Road,
Redding CT 06896
Explore
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
Explore
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
Explore
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
Explore
Sold
56 Cross Highway Redding, CT 06896
4 BD / 4 BA / 3,501 SQ.FT. SOLD: $1,375,000
56 Cross Highway,
Redding CT 06896
Explore
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
Explore
Min. Price
Max. Price
Beds
Baths
For Sale
3 Long Wall Road Redding, CT 06896
3 BD / 2 BA / 1,092 SQ.FT. $629,000
Open House: Oct 31, 2026, 12:00 PM - 2:00 PM
$629,000
3 Long Wall Road,
Redding CT 06896
Explore
For Sale
123 Cross Highway Redding, CT 06896
4 BD / 3 | 1 BA / 3,525 SQ.FT. $995,000
Open House: Nov 1, 2026, 12:00 PM - 2:00 PM
$995,000
123 Cross Highway,
Redding CT 06896
Explore
For Sale
268 Umpawaug Road Redding, CT 06896
4 BD / 2 | 2 BA / 3,922 SQ.FT. $675,000
Open House: Nov 1, 2026, 1:00 PM - 3:00 PM
$675,000
268 Umpawaug Road,
Redding CT 06896
Explore

This content is currently unavailable. Please check back later or contact the site's support team for more information.
Sold Listings - Last 30 Days
New Listings - Last 30 Days
Skip to content