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
For Sale
70 Dayton Road Redding, CT 06896
4 BD / 2 BA / 1,632 SQ.FT. $634,000
Open House: Jun 21, 2026, 2:00 PM - 4:00 PM
$634,000
70 Dayton Road,
Redding CT 06896
Explore
For Sale
24 Costa Lane Redding, CT 06896
BD / BA / 8.24 SQ.FT. $615,000
$615,000
24 Costa Lane,
Redding CT 06896
Explore
For Sale
57 Olmstead Road Redding, CT 06896
3 BD / 2 BA / 842 SQ.FT. $499,000
$499,000
57 Olmstead Road,
Redding CT 06896
Explore
For Sale
65 Umpawaug Road Redding, CT 06896
BD / BA / 8.89 SQ.FT. $499,000
$499,000
65 Umpawaug Road,
Redding CT 06896
Explore
For Sale
219 Redding Road Redding, CT 06896
3 BD / 1 | 1 BA / 1,234 SQ.FT. $499,000
$499,000
219 Redding Road,
Redding CT 06896
Explore
For Sale
37 Highland Avenue Redding, CT 06896
2 BD / 1 BA / 1,044 SQ.FT. $399,000
$399,000
37 Highland Avenue,
Redding CT 06896
Explore
For Sale
162 Lonetown Road Redding, CT 06896
BD / BA / 3.69 SQ.FT. $305,000
$305,000
162 Lonetown Road,
Redding CT 06896
Explore
For Sale
142 Seventy Acre Road Redding, CT 06896
4 BD / 4 | 1 BA / 3,350 SQ.FT. $20,000
$20,000
142 Seventy Acre Road,
Redding CT 06896
Explore
For Sale
26 Chalburn Road Redding, CT 06896
3 BD / 2 BA / 3,004 SQ.FT. $14,500
$14,500
26 Chalburn Road,
Redding CT 06896
Explore
For Sale
26 Chalburn Road Redding, CT 06896
3 BD / 2 BA / 3,004 SQ.FT. $13,000
$13,000
26 Chalburn Road,
Redding CT 06896
Explore
For Sale
240 Umpawaug Road Redding, CT 06896
6 BD / 5 | 1 BA / 3,264 SQ.FT. $10,000
$10,000
240 Umpawaug Road,
Redding CT 06896
Explore
For Sale
26 Olmstead Road Redding, CT 06896
4 BD / 4 BA / 3,080 SQ.FT. $5,500
$5,500
26 Olmstead Road,
Redding CT 06896
Explore
Min. Price
Max. Price
Beds
Baths
For Sale
2 Longwood Drive Redding, CT 06896
4 BD / 4 | 1 BA / 6,259 SQ.FT. $1,795,000
Open House: Jun 20, 2026, 1:00 PM - 3:00 PM
$1,795,000
2 Longwood Drive,
Redding CT 06896
Explore
For Sale
70 Dayton Road Redding, CT 06896
4 BD / 2 BA / 1,632 SQ.FT. $634,000
Open House: Jun 21, 2026, 2:00 PM - 4:00 PM
$634,000
70 Dayton 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