Woodbury

Litchfield County, Connecticut

VIEW 66 COMMUNITY LISTINGS

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

55 Good Hill Road
Woodbury, CT $1,550,000

55 Good Hill Road

Woodbury, CT

$1,550,000
  • 4 Beds
  • 5/1 Baths
  • 3,324 Sqft
259 Main Street South
Woodbury, CT $1,350,000

259 Main Street South

Woodbury, CT

$1,350,000
  • 9 Beds
  • 9/1 Baths
  • 7,112 Sqft
614 Washington Road
Woodbury, CT $625,000

614 Washington Road

Woodbury, CT

$625,000
  • 3 Beds
  • 2/1 Baths
  • 2,180 Sqft
00 Washington Woodbury Road
Roxbury, CT $495,000

00 Washington Woodbury Road

Roxbury, CT

$495,000
  • 28.53 Acres
11 Pleasant Street
Woodbury, CT $6,000/mo

11 Pleasant Street

Woodbury, CT

$6,000/mo
  • 4 Beds
  • 2/1 Baths
  • 2,926 Sqft
35 Orchard Avenue
Woodbury, CT $3,000/mo

35 Orchard Avenue

Woodbury, CT

$3,000/mo
  • 3 Beds
  • 3/1 Baths
  • 2,218 Sqft
39 Quanopaug Trail
Woodbury, CT $2,150,000

39 Quanopaug Trail

Woodbury, CT

$2,150,000
  • 5 Beds
  • 4/2 Baths
  • 8,483 Sqft
59 Hillside Road
Woodbury, CT $1,745,000

59 Hillside Road

Woodbury, CT

$1,745,000
  • 4 Beds
  • 5/2 Baths
  • 9,296 Sqft

Woodbury

Area Map

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

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Featured Communities Within

Litchfield Hills

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Woodbury

Market Snapshot

Units Sold

March 2024

9 TOTAL UNITS

image description +80.0% image description -43.8% vs

Median Sales Price

March 2024 - Single Family Homes

$515K
image description +45.1% image description +25.6% vs

Percentage of Asking Price

March 2024 Single Family Homes

97%
image description +2.7% image description -1.0% vs
97%
image description +2.7% image description -1.0% vs
97%
image description +2.7% image description -1.0% vs
97%
image description +2.7% image description -1.0% vs