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
172 Umpawaug Road Redding, CT 06896
5 BD / 4 | 1 BA / 6,099 SQ.FT. $10,500
$10,500
172 Umpawaug Road,
Redding CT 06896
Explore
For Sale
63 Turney Road Redding, CT 06896
7 BD / 6 | 1 BA / 9,420 SQ.FT. $8,600,000
$8,600,000
63 Turney Road,
Redding CT 06896
Explore
For Sale
229 Umpawaug Road Redding, CT 06896
6 BD / 9 | 2 BA / 7,528 SQ.FT. $7,495,000
$7,495,000
229 Umpawaug Road,
Redding CT 06896
Explore
For Sale
2 Longwood Drive Redding, CT 06896
4 BD / 4 | 1 BA / 6,259 SQ.FT. $1,849,000
$1,849,000
2 Longwood Drive,
Redding CT 06896
Explore
For Sale
32 Beeholm Road Redding, CT 06896
5 BD / 4 BA / 2,452 SQ.FT. $1,799,000
$1,799,000
32 Beeholm Road,
Redding CT 06896
Explore
For Sale
56 Cross Highway Redding, CT 06896
4 BD / 4 BA / 3,501 SQ.FT. $1,625,000
$1,625,000
56 Cross Highway,
Redding CT 06896
Explore
For Sale
34 Fox Run Road Redding, CT 06896
5 BD / 4 | 2 BA / 7,833 SQ.FT. $1,550,000
$1,550,000
34 Fox Run Road,
Redding CT 06896
Explore
For Sale
41 Deer Hill Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,912 SQ.FT. $1,199,000
Open House: Dec 20, 2025, 12:00 PM - 2:00 PM
$1,199,000
41 Deer Hill Road,
Redding CT 06896
Explore
For Sale
90 Old Stagecoach Road Redding, CT 06896
4 BD / 2 | 1 BA / 3,080 SQ.FT. $985,000
$985,000
90 Old Stagecoach Road,
Redding CT 06896
Explore
For Sale
22 Ledgewood Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,578 SQ.FT. $979,000
$979,000
22 Ledgewood Road,
Redding CT 06896
Explore
For Sale
283 Redding Road Redding, CT 06896
4 BD / 3 | 1 BA / 4,641 SQ.FT. $949,000
$949,000
283 Redding Road,
Redding CT 06896
Explore
For Sale
41 Sullivan Drive Redding, CT 06896
5 BD / 4 | 1 BA / 4,801 SQ.FT. $875,900
$875,900
41 Sullivan Drive,
Redding CT 06896
Explore
Min. Price
Max. Price
Beds
Baths
For Sale
41 Deer Hill Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,912 SQ.FT. $1,199,000
Open House: Dec 20, 2025, 12:00 PM - 2:00 PM
$1,199,000
41 Deer Hill 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