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
281 Newtown Turnpike Redding, CT 06896
5 BD / 3 | 2 BA / 6,170 SQ.FT. $1,349,000
$1,349,000
281 Newtown Turnpike,
Redding CT 06896
Explore
For Sale
18 Church Street Redding, CT 06896
3 BD / 2 | 1 BA / 2,935 SQ.FT. $1,275,000
$1,275,000
18 Church Street,
Redding CT 06896
Explore
For Sale
11 Long Meadow Lane Redding, CT 06896
4 BD / 5 | 1 BA / 5,935 SQ.FT. $1,245,000
$1,245,000
11 Long Meadow Lane,
Redding CT 06896
Explore
For Sale
207 Redding Road Redding, CT 06896
4 BD / 2 | 1 BA / 3,124 SQ.FT. $1,200,000
$1,200,000
207 Redding Road,
Redding CT 06896
Explore
For Sale
16 Shady Lane Redding, CT 06896
4 BD / 3 BA / 4,316 SQ.FT. $1,199,000
$1,199,000
16 Shady Lane,
Redding CT 06896
Explore
For Sale
149 Old Redding Road Redding, CT 06896
3 BD / 3 | 1 BA / 2,754 SQ.FT. $1,075,000
$1,075,000
149 Old Redding Road,
Redding CT 06896
Explore
For Sale
Undisclosed Redding, CT 06896
4 BD / 3 | 1 BA / 2,819 SQ.FT. $995,000
$995,000
Undisclosed,
Redding CT 06896
Explore
For Sale
67 Umpawaug Road Redding, CT 06896
BD / BA / 15.27 SQ.FT. $900,000
$900,000
67 Umpawaug Road,
Redding CT 06896
Explore
For Sale
299 Redding Road Redding, CT 06896
4 BD / 3 | 1 BA / 3,876 SQ.FT. $899,000
$899,000
299 Redding Road,
Redding CT 06896
Explore
For Sale
86 Fire Hill Road Redding, CT 06896
4 BD / 2 | 1 BA / 2,329 SQ.FT. $850,000
$850,000
86 Fire Hill Road,
Redding CT 06896
Explore
For Sale
471 Newtown Turnpike Redding, CT 06896
3 BD / 2 | 1 BA / 1,774 SQ.FT. $799,000
$799,000
471 Newtown Turnpike,
Redding CT 06896
Explore
For Sale
268 Umpawaug Road Redding, CT 06896
4 BD / 2 | 2 BA / 3,922 SQ.FT. $749,000
$749,000
268 Umpawaug 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