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
19 Woods Way Redding, CT 06896
3 BD / 3 | 1 BA / 2,044 SQ.FT. SOLD: $910,000
19 Woods Way,
Redding CT 06896
Explore
Sold
81 Pinetree Road Redding, CT 06896
4 BD / 3 BA / 2,436 SQ.FT. SOLD: $905,000
81 Pinetree Road,
Redding CT 06896
Explore
Sold
28 Winding Brook Lane Redding, CT 06896
4 BD / 3 | 1 BA / 3,454 SQ.FT. SOLD: $900,000
28 Winding Brook Lane,
Redding CT 06896
Explore
Sold
33 Topledge Road Redding, CT 06896
3 BD / 3 BA / 2,788 SQ.FT. SOLD: $900,000
33 Topledge Road,
Redding CT 06896
Explore
Sold
19 Marchant Road Redding, CT 06896
3 BD / 3 BA / 3,514 SQ.FT. SOLD: $900,000
19 Marchant Road,
Redding CT 06896
Explore
Sold
76 Farview Farm Road Redding, CT 06896
4 BD / 2 | 1 BA / 3,270 SQ.FT. SOLD: $900,000
76 Farview Farm Road,
Redding CT 06896
Explore
Sold
6 Middlebrook Pond Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,484 SQ.FT. SOLD: $900,000
6 Middlebrook Pond Road,
Redding CT 06896
Explore
Sold
59 Sidecut Road Redding, CT 06896
4 BD / 2 | 1 BA / 3,438 SQ.FT. SOLD: $900,000
59 Sidecut Road,
Redding CT 06896
Explore
Sold
14 Chapman Place Redding, CT 06896
5 BD / 3 | 1 BA / 2,933 SQ.FT. SOLD: $899,900
14 Chapman Place,
Redding CT 06896
Explore
Sold
12 Woods Way #12 Redding, CT 06896
3 BD / 3 | 1 BA / 2,925 SQ.FT. SOLD: $899,000
12 Woods Way #12,
Redding CT 06896
Explore
Sold
76 Pocahontas Road Redding, CT 06896
4 BD / 2 | 1 BA / 3,260 SQ.FT. SOLD: $885,000
76 Pocahontas Road,
Redding CT 06896
Explore
Sold
12 Winding Brook Lane Redding, CT 06896
4 BD / 3 BA / 3,019 SQ.FT. SOLD: $884,000
12 Winding Brook Lane,
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