Woodbury, CT Real Estate & Homes for Sale

69 Listings Found:
  • Communities Woodbury
  • Price
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94 Old Town Farm Road

Woodbury, CT

94 Old Town Farm Road
$649,000
  • 6 bed
  • 3 bath
  • 4,245 sqft
  • 1.59 acres

235 White Deer Rocks Road #Guest House

Woodbury, CT

235 White Deer Rocks Road #Guest House
$3,000/mo
  • 1 bed
  • 1 bath
  • 1,312 sqft
Coming Soon

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0 Cowles Road

Woodbury, CT

Contingent The sellers have accepted an offer on the property, however, the offer relies on contingencies yet to be lifted. It may still be possible to tour these properties and submit a backup offer.
0 Cowles Road
$675,000
  • 23 acres

393 Middle Road Turnpike

Woodbury, CT

Contingent The sellers have accepted an offer on the property, however, the offer relies on contingencies yet to be lifted. It may still be possible to tour these properties and submit a backup offer.
393 Middle Road Turnpike
$849,000
  • 4 bed
  • 2/2 bath
  • 3,280 sqft
  • 6.25 acres

101 Old Grassy Hill Road

Woodbury, CT

101 Old Grassy Hill Road Coming Soon
$1,267,500
  • 4 bed
  • 4/1 bath
  • 4,676 sqft
  • 5.17 acres

Be the first to know: On Market Dec 16

148 Flanders Road

Woodbury, CT

148 Flanders Road
$899,900
  • 3 bed
  • 4 bath
  • 3,082 sqft
  • 5 acres

107 Main Street North

Woodbury, CT

107 Main Street North
$2,500/mo
  • 1,700 sqft

225 Old Sherman Hill Road

Woodbury, CT

225 Old Sherman Hill Road
$1,998,000
  • 4 bed
  • 4/1 bath
  • 4,517 sqft
  • 33.98 acres

373 Transylvania Road

Woodbury, CT

373 Transylvania Road
$1,275,000
  • 3 bed
  • 3/2 bath
  • 4,059 sqft
  • 2.24 acres

439 Washington Road

Woodbury, CT

439 Washington Road
$314,900
  • 1/1 bath
  • 1,920 sqft
  • 9.88 acres

439 Washington Road

Woodbury, CT

439 Washington Road
$314,900
  • 2 bed
  • 1/1 bath
  • 1,920 sqft
  • 9.88 acres

337 Main Street South

Woodbury, CT

337 Main Street South
$899,900
  • 4 bed
  • 2/1 bath
  • 3,700 sqft
  • 1.39 acres

45 North Gate Road

Woodbury, CT

45 North Gate Road
$1,100,000
  • 4 bed
  • 2/1 bath
  • 3,545 sqft
  • 2.34 acres

670 Main Street North

Woodbury, CT

670 Main Street North
$899,900
  • 2 bath
  • 5,500 sqft
  • 4.95 acres

Woodbury Real Estate Market

Single Family Homes
November 2025
November 2024
Woodbury, CT Average Days on Market
November 2025 34
November 2024 37 -5.9%
Median Sales Price homes in Woodbury
November 2025 $525K
November 2024 $564K -6.9%
Woodbury, CT Average Price per Square Foot
November 2025 $266
November 2024 $244 +9.2%
Total Single Family Homes Sold in Woodbury, CT
November 2025 12
November 2024 2 +500.0%

Woodbury is within Litchfield Hills, Connecticut

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