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
51 Farview Farm Road Redding, CT 06896
5 BD / 3 | 1 BA / 3,778 SQ.FT. SOLD: $1,050,000
51 Farview Farm Road,
Redding CT 06896
Explore
Sold
9 Brick School Drive Redding, CT 06896
4 BD / 3 BA / 3,284 SQ.FT. SOLD: $865,000
9 Brick School Drive,
Redding CT 06896
Explore
Sold
241 Black Rock Turnpike Redding, CT 06896
6 BD / 7 | 4 BA / 17,548 SQ.FT. SOLD: $4,000,000
241 Black Rock Turnpike,
Redding CT 06896
Explore
Sold
27 Old Hattertown Road Redding, CT 06896
6 BD / 7 | 1 BA / 9,587 SQ.FT. SOLD: $3,800,000
27 Old Hattertown Road,
Redding CT 06896
Explore
Sold
45 Sidecut Road Redding, CT 06896
4 BD / 2 | 1 BA / 5,160 SQ.FT. SOLD: $2,900,000
45 Sidecut Road,
Redding CT 06896
Explore
Sold
4 Longwood Drive Redding, CT 06896
7 BD / 5 | 2 BA / 10,197 SQ.FT. SOLD: $2,600,000
4 Longwood Drive,
Redding CT 06896
Explore
Sold
1 Chestnut Woods Road Redding, CT 06896
3 BD / 3 BA / 2,783 SQ.FT. SOLD: $2,500,000
1 Chestnut Woods Road,
Redding CT 06896
Explore
Sold
22 Limekiln Road Redding, CT 06896
4 BD / 4 | 1 BA / 4,500 SQ.FT. SOLD: $2,200,000
22 Limekiln Road,
Redding CT 06896
Explore
Sold
60 Topstone Road Redding, CT 06896
3 BD / 2 | 2 BA / 2,483 SQ.FT. SOLD: $2,200,000
60 Topstone Road,
Redding CT 06896
Explore
Sold
Undisclosed Redding, CT 06896
4 BD / 3 | 1 BA / 4,001 SQ.FT. SOLD: $2,075,000
Undisclosed,
Redding CT 06896
Explore
Sold
2 Meadows Edge Redding, CT 06896
4 BD / 3 | 2 BA / 5,768 SQ.FT. SOLD: $2,009,000
2 Meadows Edge,
Redding CT 06896
Explore
Sold
207 Poverty Hollow Road Redding, CT 06896
7 BD / 6 | 1 BA / 5,969 SQ.FT. SOLD: $1,900,000
207 Poverty Hollow Road,
Redding CT 06896
Explore
Min. Price
Max. Price
Beds
Baths
For Sale
207 Redding Road Redding, CT 06896
4 BD / 2 | 1 BA / 3,124 SQ.FT. $1,200,000
Open House: Jul 11, 2026, 12:00 PM - 2:00 PM
$1,200,000
207 Redding Road,
Redding CT 06896
Explore
For Sale
7 Long Meadow Lane Redding, CT 06896
4 BD / 3 | 2 BA / 5,385 SQ.FT. $1,599,000
Open House: Jul 11, 2026, 1:00 PM - 3:00 PM
$1,599,000
7 Long Meadow Lane,
Redding CT 06896
Explore
For Sale
Undisclosed Redding, CT 06896
4 BD / 3 | 1 BA / 3,454 SQ.FT. $910,000
Open House: Jul 11, 2026, 1:00 PM - 3:00 PM
$910,000
Undisclosed,
Redding CT 06896
Explore
For Sale
2 Longwood Drive Redding, CT 06896
4 BD / 4 | 1 BA / 6,259 SQ.FT. $1,745,000
Open House: Jul 12, 2026, 12:00 PM - 2:00 PM
$1,745,000
2 Longwood Drive,
Redding CT 06896
Explore
For Sale
28 Goodridge Road Redding, CT 06896
5 BD / 4 BA / 4,728 SQ.FT. $1,500,000
Open House: Jul 12, 2026, 1:00 PM - 3:00 PM
$1,500,000
28 Goodridge Road,
Redding CT 06896
Explore
For Sale
18 Church Street Redding, CT 06896
3 BD / 2 | 1 BA / 2,935 SQ.FT. $1,275,000
Open House: Jul 12, 2026, 1:00 PM - 3:00 PM
$1,275,000
18 Church Street,
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
Open House: Jul 12, 2026, 1:00 PM - 3:00 PM
$1,075,000
149 Old Redding Road,
Redding CT 06896
Explore
For Sale
123A Peaceable Street Redding, CT 06896
4 BD / 2 | 2 BA / 3,594 SQ.FT. $899,000
Open House: Jul 12, 2026, 1:00 PM - 3:00 PM
$899,000
123A Peaceable 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
Open House: Jul 14, 2026, 10:00 AM - 12:00 PM
$1,245,000
11 Long Meadow 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