View 225 Old Sherman Hill Road Woodbury, CT MLS# 24072926
$1,998,000
4

Beds

4.1

Baths

4,517

Sq.Ft.

225 Old Sherman Hill Road

Woodbury, CT

View 819 Main Street North Woodbury, CT MLS# 24139312
$1,925,000
3

Beds

3.0

Baths

2,992

Sq.Ft.

819 Main Street North

Woodbury, CT

View 509 Main Street North Woodbury, CT MLS# 24121221
  • Virtual Tour
1 of 40
OPEN HOUSE: Sunday 12/14 11:00 AM - 1:00 PM
$1,790,000
6

Beds

6.2

Baths

6,357

Sq.Ft.

509 Main Street North

Woodbury, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 373 Transylvania Road Woodbury, CT MLS# 24077441
$1,275,000
3

Beds

3.2

Baths

4,059

Sq.Ft.

373 Transylvania Road

Woodbury, CT

View 101 Old Grassy Hill Road Woodbury, CT MLS# 24135665
$1,267,500
4

Beds

4.1

Baths

4,676

Sq.Ft.

101 Old Grassy Hill Road

Woodbury, CT

View 24 Roxbury Road Woodbury, CT MLS# 24132695
  • Virtual Tour
1 of 39
$1,149,000
3

Beds

2.1

Baths

4,012

Sq.Ft.

24 Roxbury Road

Woodbury, CT

View 45 North Gate Road Woodbury, CT MLS# 24092553
  • Virtual Tour
1 of 40
$1,100,000
4

Beds

2.1

Baths

3,545

Sq.Ft.

45 North Gate Road

Woodbury, CT

View 523 Main Street North Woodbury, CT MLS# 24086595
  • New Construction
1 of 15
$990,000
3

Beds

2.0

Baths

2,300

Sq.Ft.

523 Main Street North

Woodbury, CT

View 148 Flanders Road Woodbury, CT MLS# 24043622
$899,900
3

Beds

4.0

Baths

3,082

Sq.Ft.

148 Flanders Road

Woodbury, CT

View 337 Main Street South Woodbury, CT MLS# 24078350
$899,900
4

Beds

2.1

Baths

3,700

Sq.Ft.

337 Main Street South

Woodbury, CT

View 670 Main Street North Woodbury, CT MLS# 24105595
$899,900
2.0

Baths

5,500

Sq.Ft.

670 Main Street North

Woodbury, CT

View 289 Main Street South Woodbury, CT MLS# 24125766
$898,000
3.3

Baths

5,823

Sq.Ft.

289 Main Street South

Woodbury, CT

View 393 Middle Road Turnpike Woodbury, CT MLS# 24123798
$849,000
4

Beds

2.2

Baths

3,280

Sq.Ft.

393 Middle Road Turnpike

Woodbury, CT

View 92 Minortown Road Woodbury, CT MLS# 24131815
$799,000
3

Beds

2.0

Baths

2,448

Sq.Ft.

92 Minortown Road

Woodbury, CT

View 432 Quassapaug Road Woodbury, CT MLS# 24137870
  • Recently Listed
1 of 21
$749,900
4

Beds

2.2

Baths

2,980

Sq.Ft.

432 Quassapaug Road

Woodbury, CT

View 74 Middle Quarter Road Woodbury, CT MLS# 24126611
$725,000
4

Beds

2.1

Baths

2,874

Sq.Ft.

74 Middle Quarter Road

Woodbury, CT

View 0 Cowles Road Woodbury, CT MLS# 24084159
$675,000
Studio

Beds

0.0

Baths

0 Cowles Road

Woodbury, CT

View 38 Barnhill Road Woodbury, CT MLS# 24125016
$675,000
3

Beds

2.1

Baths

2,835

Sq.Ft.

38 Barnhill Road

Woodbury, CT

View 174 Weekeepeemee Road Woodbury, CT MLS# 24130704
$675,000
4

Beds

3.0

Baths

3,064

Sq.Ft.

174 Weekeepeemee Road

Woodbury, CT

View 94 Old Town Farm Road Woodbury, CT MLS# 24118623
$649,000
6

Beds

3.0

Baths

4,245

Sq.Ft.

94 Old Town Farm Road

Woodbury, CT

About Woodbury

Woodbury is a residential haven known as the “Antiques Center of Connecticut.”  Modern development has been carefully integrated into centuries-old New England architecture to preserve the town’s charm.  Finely crafted colonial farmsteads and rustic lanes harmonize with beautiful hillsides, lush woods, and rushing streams.  Artisans, small business owners and commuters bring together strong support for intellectual and artistic pursuits.

Listings in Woodbury, CT

50

Estimated median home price

$554,950
Woodbury CT Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Woodbury, Connecticut real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Woodbury, CT.

Homes for Sale by Price in Woodbury, CT

PriceCount
$0 - 100K0
$100K - 200K2
$200K - 300K2
$300K - 400K14
$400K - 500K5
$500K - 600K7
$600K - 700K4
$700K - 800K3
$800K - 900K5
$900K - 1M1
$1M - Max7

Homes for Sale by Type in Woodbury, CT

Property TypeCount
Single Family33
Townhouse0
Condo8
Commercial4
Rental19
Lots and Land2
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms0

(Data as of 12/11/2025)

Information deemed reliable but not guaranteed.

Listing information has been assembled from various sources of varying degrees of reliability. Any information critical to a buying decision should be independently verified.

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