01
Village character alongside more private residential settings
The local perspective
A small-town setting with room to choose
Woodbury gives buyers a Litchfield County setting where village amenities, scenic roads, and residential privacy can all shape the search. Compare homes by the daily rhythm you want, from proximity to the center to more space and a quieter setting.
Live Market Snapshot
Active Homes in Woodbury
Active Listings
34
Average Price
$941,035
Lowest Price
$250,000
Highest Price
$2,995,000
For Sale
Single Family
MLS 24199540
138 Minortown Road
Woodbury, Connecticut 06798
4 Beds
3 Baths
3,122 SqFt
$1,600,000
For Sale
Single Family
MLS 24187148
24 Scuppo Road
Woodbury, Connecticut 06798
6 Beds
4 Baths
5,815 SqFt
$825,000
For Sale
Single Family
MLS 24194640
153 Old Sherman Hill Road
Woodbury, Connecticut 06798
3 Beds
2 Baths
1,658 SqFt
$750,000
For Sale
Single Family
MLS 24197035
481 Main Street North
Woodbury, Connecticut 06798
2 Beds
1 Baths
1,128 SqFt
$250,000
For Sale
Single Family
MLS 24188039
11 Pleasant Street
Woodbury, Connecticut 06798
4 Beds
3 Baths
2,926 SqFt
$959,000
For Sale
Single Family
MLS 24192284
509 Weekeepeemee Road
Woodbury, Connecticut 06798
3 Beds
3 Baths
2,346 SqFt
$1,395,000
For Sale
Single Family
MLS 24192457
16 Gate Post Lane
Woodbury, Connecticut 06798
4 Beds
4 Baths
4,491 SqFt
$1,100,000
For Sale
Single Family
MLS 24192145
348 Hoop Pole Hill Road
Woodbury, Connecticut 06798
4 Beds
3 Baths
2,972 SqFt
$599,900
What draws people here
Why explore Woodbury
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A range of older homes, updated properties, and homes with more land
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Convenient for comparing nearby Litchfield County communities
Questions answered
Woodbury real estate FAQs
A useful starting point for buyers and sellers. For advice shaped around your timeline, talk with our team.
What should I consider when looking at Woodbury homes?
Consider the setting, home style, lot needs, and day-to-day travel that best fit your plans.
Can Regency help with a Woodbury home search?
Yes. We can help you follow active listings and compare homes and nearby communities around your priorities.
Ready when you are
Make Woodbury feel like home.
Whether you are comparing neighborhoods, planning a sale, or watching for the right listing, Regency is here with local perspective.
Connect with Regency