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
3 Fox Run Road Redding, CT 06896
3 BD / 2 BA / 1,761 SQ.FT. SOLD: $700,000
3 Fox Run Road,
Redding CT 06896
Explore
Sold
292 Black Rock Turnpike Redding, CT 06896
4 BD / 2 | 1 BA / 2,160 SQ.FT. SOLD: $700,000
292 Black Rock Turnpike,
Redding CT 06896
Explore
Sold
52 Topledge Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,990 SQ.FT. SOLD: $686,800
52 Topledge Road,
Redding CT 06896
Explore
Sold
53 Black Rock Turnpike Redding, CT 06896
3 BD / 2 | 1 BA / 2,869 SQ.FT. SOLD: $683,750
53 Black Rock Turnpike,
Redding CT 06896
Explore
Sold
237 Umpawaug Road Redding, CT 06896
BD / BA / 4.88 SQ.FT. SOLD: $682,500
237 Umpawaug Road,
Redding CT 06896
Explore
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
Explore
Sold
2 Woods Way #2 Redding, CT 06896
3 BD / 2 | 1 BA / 2,988 SQ.FT. SOLD: $680,000
2 Woods Way #2,
Redding CT 06896
Explore
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
Explore
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
Explore
Sold
107 Simpaug Turnpike Redding, CT 06896
4 BD / 3 BA / 2,860 SQ.FT. SOLD: $675,000
107 Simpaug Turnpike,
Redding CT 06896
Explore
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
Explore
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
Explore
Min. Price
Max. Price
Beds
Baths
For Sale
7 Long Meadow Lane Redding, CT 06896
4 BD / 3 | 2 BA / 5,385 SQ.FT. $1,837,500
Open House: Mar 22, 2026, 1:00 PM - 3:00 PM
$1,837,500
7 Long Meadow Lane,
Redding CT 06896
Explore
For Sale
98 Hopewell Woods Road Redding, CT 06896
4 BD / 2 | 1 BA / 3,713 SQ.FT. $1,275,000
Open House: Mar 21, 2026, 1:00 PM - 3:00 PM
$1,275,000
98 Hopewell Woods Road,
Redding CT 06896
Explore
For Sale
30 Highland Avenue Redding, CT 06896
3 BD / 2 | 2 BA / 2,299 SQ.FT. $899,000
Open House: Mar 21, 2026, 1:00 PM - 3:00 PM
$899,000
30 Highland Avenue,
Redding CT 06896
Explore
For Sale
5 South Lane Redding, CT 06896
3 BD / 2 BA / 2,065 SQ.FT. $630,000
Open House: Mar 21, 2026, 1:00 PM - 3:00 PM
$630,000
5 South Lane,
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