Woodbury, CT Real Estate & Homes for Sale

89 Listings Found:
  • Communities Woodbury
  • Price
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28 Leavenworth Road

Woodbury, CT

28 Leavenworth Road
$30,000/mo
  • 3 bed
  • 2/1 bath
  • 3,282 sqft
  • 5.74 acres

557 Upper Grassy Hill Road

Woodbury, CT

557 Upper Grassy Hill Road
$895,000
  • 4 bed
  • 3/1 bath
  • 3,784 sqft
  • 2.73 acres

30 Hollow Road

Woodbury, CT

30 Hollow Road
$1,495,000
  • 5 bed
  • 4/1 bath
  • 4,884 sqft
  • 2.24 acres

260 White Deer Rocks Road

Woodbury, CT

260 White Deer Rocks Road
$7,500/mo
  • 4 bed
  • 2/1 bath
  • 3,159 sqft
  • 11.9 acres

253 Bacon Pond Road

Woodbury, CT

253 Bacon Pond Road
$895,000
  • 4 bed
  • 2/1 bath
  • 2,283 sqft
  • 3.19 acres

48 Coach Light Drive

Woodbury, CT

48 Coach Light Drive
$1,599,000
  • 4 bed
  • 4/1 bath
  • 5,216 sqft
  • 4.71 acres

33 Hurds Hill Road

Woodbury, CT

33 Hurds Hill Road New to Market
$565,000
  • 5 bed
  • 3 bath
  • 4,130 sqft
  • 1.46 acres

32 Birchwood Lane

Woodbury, CT

32 Birchwood Lane New to Market
$175,000
  • 1.86 acres
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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

54 School Street

Woodbury, CT

54 School Street Under Contract
$589,000
  • 3 bed
  • 1/1 bath
  • 2,148 sqft
  • 0.98 acres

30 Park Road

Woodbury, CT

30 Park Road Coming Soon
$650,000
  • 3 bed
  • 3/1 bath
  • 2,479 sqft
  • 1.34 acres

Be the first to know: On Market Jun 22

107 Main Street North

Woodbury, CT

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

439 Washington Road

Woodbury, CT

439 Washington Road
$289,000
  • 1/1 bath
  • 1,920 sqft
  • 9.88 acres

439 Washington Road

Woodbury, CT

439 Washington Road
$289,000
  • 2 bed
  • 1/1 bath
  • 1,920 sqft
  • 9.88 acres

Woodbury Real Estate Market

Single Family Homes
May 2026
May 2025
Woodbury, CT Average Days on Market
May 2026 50
May 2025 93 -46.2%
Median Sales Price homes in Woodbury
May 2026 $650K
May 2025 $845K -23.1%
Woodbury, CT Average Price per Square Foot
May 2026 $316
May 2025 $270 +17.3%
Total Single Family Homes Sold in Woodbury, CT
May 2026 5
May 2025 6 -16.7%

Woodbury is within Litchfield Hills, Connecticut

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