Woodbury


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

575 Weekeepeemee Road
Woodbury, CT $999,000

575 Weekeepeemee Road

Woodbury, CT

$999,000
  • 3 Beds
  • 1 Baths
  • 2,000 Sqft
00 Washington Woodbury Road
Roxbury, CT $495,000

00 Washington Woodbury Road

Roxbury, CT

$495,000
  • 28.53 Acres
55 Good Hill Road
Woodbury, CT $8,750/mo

55 Good Hill Road

Woodbury, CT

$8,750/mo
  • 4 Beds
  • 4/1 Baths
  • 3,324 Sqft
260 White Deer Rocks Road
Woodbury, CT $8,000/mo

260 White Deer Rocks Road

Woodbury, CT

$8,000/mo
  • 4 Beds
  • 3/1 Baths
  • 3,159 Sqft
291 Grassy Hill Road
Woodbury, CT $4,000/mo

291 Grassy Hill Road

Woodbury, CT

$4,000/mo
  • 3 Beds
  • 3 Baths
  • 1,976 Sqft
346 Main Street South
Woodbury, CT $2,150,000

346 Main Street South

Woodbury, CT

$2,150,000
  • 7 Beds
  • 6/3 Baths
  • 8,985 Sqft
362 Transylvania Road
Woodbury, CT $1,999,000

362 Transylvania Road

Woodbury, CT

$1,999,000
  • 2 Beds
  • 4/1 Baths
  • 6,334 Sqft
105 Old Grassy Hill Road
Woodbury, CT $1,254,000

105 Old Grassy Hill Road

Woodbury, CT

$1,254,000
  • 4 Beds
  • 3/2 Baths
  • 6,978 Sqft

Woodbury

Area Map

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Woodbury

Market Snapshot

Units Sold

November 2023

7 TOTAL UNITS

image description -46.2% image description -66.7% vs

Median Sales Price

November 2023 - Single Family Homes

$582K
image description -8.8% image description +11.9% vs

Percentage of Asking Price

November 2023 Single Family Homes

99%
image description -1.3% image description -1.7% vs
99%
image description -1.3% image description -1.7% vs
99%
image description -1.3% image description -1.7% vs
99%
image description -1.3% image description -1.7% vs