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
32 Mountain Road Redding, CT 06896
3 BD / 1 | 1 BA / 1,400 SQ.FT. SOLD: $709,000
32 Mountain Road,
Redding CT 06896
Explore
Sold
101 Sport Hill Road Redding, CT 06896
2 BD / 2 BA / 2,294 SQ.FT. SOLD: $705,000
101 Sport Hill Road,
Redding CT 06896
Explore
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
237 Umpawaug Road Redding, CT 06896
BD / BA / 4.88 SQ.FT. SOLD: $682,500
237 Umpawaug Road,
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
15 Limekiln Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,312 SQ.FT. SOLD: $670,000
15 Limekiln Road,
Redding CT 06896
Explore
Sold
66 Great Pasture Road Redding, CT 06896
4 BD / 2 BA / 2,253 SQ.FT. SOLD: $656,650
66 Great Pasture Road,
Redding CT 06896
Explore
Sold
81 Picketts Ridge Road Redding, CT 06896
4 BD / 3 BA / 1,917 SQ.FT. SOLD: $650,000
81 Picketts Ridge Road,
Redding CT 06896
Explore
Min. Price
Max. Price
Beds
Baths
For Sale
299 Redding Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,876 SQ.FT. $879,000
Open House: Sep 12, 2026, 12:00 PM - 1:30 PM
$879,000
299 Redding Road,
Redding CT 06896
Explore
For Sale
28 Goodridge Road Redding, CT 06896
5 BD / 4 BA / 4,728 SQ.FT. $1,325,000
Open House: Sep 12, 2026, 12:00 PM - 2:00 PM
$1,325,000
28 Goodridge Road,
Redding CT 06896
Explore
For Sale
31 Granite Ridge Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,842 SQ.FT. $760,000
Open House: Sep 12, 2026, 2:00 PM - 4:00 PM
$760,000
31 Granite Ridge Road,
Redding CT 06896
Explore
For Sale
15 Fire Hill Lane Redding, CT 06896
4 BD / 2 | 1 BA / 3,170 SQ.FT. $900,000
Open House: Sep 13, 2026, 12:00 PM - 2:00 PM
$900,000
15 Fire Hill Lane,
Redding CT 06896
Explore
For Sale
56 Portland Avenue #3 Redding, CT 06896
1 BD / 1 | 1 BA / 1,224 SQ.FT. $399,900
Open House: Sep 13, 2026, 12:00 PM - 2:00 PM
$399,900
56 Portland Avenue #3,
Redding CT 06896
Explore
For Sale
451 Newtown Turnpike Redding, CT 06896
6 BD / 3 BA / 3,164 SQ.FT. $849,500
Open House: Sep 13, 2026, 1:00 PM - 3:00 PM
$849,500
451 Newtown Turnpike,
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