Woodbury

Litchfield County, Connecticut

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Woodbury, which means “Dwelling Place in the Woods,” was settled in 1673 as a farming community and then grew into a home for small factories in the mid-19th century. The charming Litchfield County town has since been established as a prime destination for antiques, and has earned the title of “Antiques Capital of Connecticut.” Woodbury’s town center hosts dozens of antiques shops, many of which are housed in former historic residences. A gazebo, art galleries, fine dining establishments and a variety of eclectic boutiques line the town’s quaint center, which is reminiscent of a Norman Rockwell scene. The late composer LeRoy Anderson wrote the Christmas classic “Sleigh Ride” at his residence in Woodbury – ironically during a summer heat wave.
Outdoor activities abound from trail walking to swimming, kayaking and fishing within Woodbury’s three parks, three trout-stocked rivers and 1,900-acre Flanders Nature Sanctuary. Flanders Nature Center and Land Trust ensures that much of the town’s open space will never be developed and runs year-round activities for all. Equestrian pursuits are available at many local farms and stables. Located in the southernmost part of Litchfield County, Woodbury is situated within close proximity of Interstate 84, providing easy access to Hartford, New Haven and Fairfield Counties, as well as Manhattan within 90 minutes.

Woodbury, which means “Dwelling Place in the Woods,” was settled in 1673 as a farming community and then grew into a home for small factories in the mid-19th century. The charming Litchfield County town has since been established as a prime destination for antiques, and has earned the title of “Antiques Capital of Connecticut.” Woodbury’s town center hosts dozens of antiques shops, many of which are housed in former historic residences. A gazebo, art galleries, fine dining establishments and a variety of eclectic boutiques line the town’s quaint center, which is reminiscent of a Norman Rockwell scene. The late composer LeRoy Anderson wrote the Christmas classic “Sleigh Ride” at his residence in Woodbury – ironically during a summer heat wave.
Outdoor activities abound from trail walking to swimming, kayaking and fishing within Woodbury’s three parks, three trout-stocked rivers and 1,900-acre Flanders Nature Sanctuary. Flanders Nature Center and Land Trust ensures that much of the town’s open space will never be developed and runs year-round activities for all. Equestrian pursuits are available at many local farms and stables. Located in the southernmost part of Litchfield County, Woodbury is situated within close proximity of Interstate 84, providing easy access to Hartford, New Haven and Fairfield Counties, as well as Manhattan within 90 minutes.

Woodbury, which means “Dwelling Place in the Woods,” was settled in 1673 as a farming community and then grew into a home for small factories in the mid-19th century. The charming Litchfield County town has since been established as a prime destination for antiques, and has earned the title of “Antiques Capital of Connecticut.” Woodbury’s town center hosts dozens of antiques shops, many of which are housed in former historic residences. A gazebo, art galleries, fine dining establishments and a variety of eclectic boutiques line the town’s quaint center, which is reminiscent of a Norman Rockwell scene. The late composer LeRoy Anderson wrote the Christmas classic “Sleigh Ride” at his residence in Woodbury – ironically during a summer heat wave.
Outdoor activities abound from trail walking to swimming, kayaking and fishing within Woodbury’s three parks, three trout-stocked rivers and 1,900-acre Flanders Nature Sanctuary. Flanders Nature Center and Land Trust ensures that much of the town’s open space will never be developed and runs year-round activities for all. Equestrian pursuits are available at many local farms and stables. Located in the southernmost part of Litchfield County, Woodbury is situated within close proximity of Interstate 84, providing easy access to Hartford, New Haven and Fairfield Counties, as well as Manhattan within 90 minutes.

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Featured Listings

49 Pond Valley Road
Woodbury, CT $1,895,000

49 Pond Valley Road

Woodbury, CT

$1,895,000
  • 4 Beds
  • 3/2 Baths
  • 6,014 Sqft
8 Stone Hollow Road
Woodbury, CT $1,195,000

8 Stone Hollow Road

Woodbury, CT

$1,195,000
  • 4 Beds
  • 3/1 Baths
  • 4,050 Sqft
575 Weekeepeemee Road
Woodbury, CT $999,000

575 Weekeepeemee Road

Woodbury, CT

$999,000
  • 3 Beds
  • 1 Baths
  • 2,000 Sqft
18 Hill View Lane
Woodbury, CT $565,000

18 Hill View Lane

Woodbury, CT

$565,000
  • 3 Beds
  • 2/1 Baths
  • 2,558 Sqft
00 Washington Woodbury Road
Roxbury, CT $495,000

00 Washington Woodbury Road

Roxbury, CT

$495,000
  • 28.53 Acres
161 Main Street South
Woodbury, CT $230,000

161 Main Street South

Woodbury, CT

$230,000
  • 2,438 Sqft
28 Leavenworth Road
Woodbury, CT $35,000/mo

28 Leavenworth Road

Woodbury, CT

$35,000/mo
  • 3 Beds
  • 2/1 Baths
  • 3,282 Sqft
168 Upper Grassy Hill Road
Woodbury, CT $2,200,000

168 Upper Grassy Hill Road

Woodbury, CT

$2,200,000
  • 4 Beds
  • 3 Baths
  • 3,354 Sqft

Woodbury

Area Map

Woodbury is within Litchfield Hills, Connecticut and borders Bethlehem, Roxbury, Southbury and Washington.

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Featured Communities Within

Litchfield Hills

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Woodbury

Market Snapshot

Units Sold

April 2022

19 TOTAL UNITS

image description -26.9% image description +46.2% vs

Median Sales Price

April 2022 - Single Family Homes

$525K
image description -8.7% image description +52.6% vs

Percentage of Asking Price

April 2022 Single Family Homes

103%
image description +5.8% image description +7.2% vs
103%
image description +5.8% image description +7.2% vs
103%
image description +5.8% image description +7.2% vs
103%
image description +5.8% image description +7.2% vs