Litchfield Hills

Connecticut

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Steeped in historic charm, the scenic Litchfield Hills offers gracious country living amid a wealth of cultural and recreational opportunities

Tucked away in Connecticut’s rural northwest corner, Litchfield County encompasses 945 square miles, making it the largest county in the state. Known as the Litchfield Hills, the county, with 25 towns, two boroughs and two cities, is also the state’s least populated. Long a weekend enclave for artists and writers, the area boasts lovely historic homes, charming farmhouses and grand estates amid a stunning setting of pristine lakes, lush forests and rolling hills. The countryside evokes classic New England charm with its meandering stone walls, quaint antiques shops, historic inns, winding back roads, verdant wineries and fertile farmland.

Outdoor enthusiasts enjoy a plethora of recreational options, from hiking the Appalachian Trail to fly fishing on the Housatonic or water-skiing, boating or sailing on one of the county’s many pristine lakes. Residents and visitors enjoy annual events and festivities, including old-time country fairs, arts and crafts festivals, the Litchfield Jazz Festival, historic house tours, community theater, top-notch music venues and so much more.

Tucked away in Connecticut’s rural northwest corner, Litchfield County encompasses 945 square miles, making it the largest county in the state. Known as the Litchfield Hills, the county, with 25 towns, two boroughs and two cities, is also the state’s least populated. Long a weekend enclave for artists and writers, the area boasts lovely historic homes, charming farmhouses and grand estates amid a stunning setting of pristine lakes, lush forests and rolling hills. The countryside evokes classic New England charm with its meandering stone walls, quaint antiques shops, historic inns, winding back roads, verdant wineries and fertile farmland.

Outdoor enthusiasts enjoy a plethora of recreational options, from hiking the Appalachian Trail to fly fishing on the Housatonic or water-skiing, boating or sailing on one of the county’s many pristine lakes. Residents and visitors enjoy annual events and festivities, including old-time country fairs, arts and crafts festivals, the Litchfield Jazz Festival, historic house tours, community theater, top-notch music venues and so much more.

Tucked away in Connecticut’s rural northwest corner, Litchfield County encompasses 945 square miles, making it the largest county in the state. Known as the Litchfield Hills, the county, with 25 towns, two boroughs and two cities, is also the state’s least populated. Long a weekend enclave for artists and writers, the area boasts lovely historic homes, charming farmhouses and grand estates amid a stunning setting of pristine lakes, lush forests and rolling hills. The countryside evokes classic New England charm with its meandering stone walls, quaint antiques shops, historic inns, winding back roads, verdant wineries and fertile farmland.

Outdoor enthusiasts enjoy a plethora of recreational options, from hiking the Appalachian Trail to fly fishing on the Housatonic or water-skiing, boating or sailing on one of the county’s many pristine lakes. Residents and visitors enjoy annual events and festivities, including old-time country fairs, arts and crafts festivals, the Litchfield Jazz Festival, historic house tours, community theater, top-notch music venues and so much more.

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Litchfield Hills

Area Map

Litchfield Hills is in Connecticut and borders Fairfield County, The Berkshires.

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Litchfield Hills Communities

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Litchfield Hills

Market Snapshot

Units Sold

March 2025

69 TOTAL UNITS

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Median Sales Price

March 2025 - Single Family Homes

$570K
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Percentage of Asking Price

March 2025 Single Family Homes

97%
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97%
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97%
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97%
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97%
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Featured Listings

23 Mauwee Brook Way
Kent, CT $8,000,000

23 Mauwee Brook Way

Kent, CT

$8,000,000
  • 4 Beds
  • 5/1 Baths
  • 5,400 Sqft
102 South Shore Road
Salisbury, CT $6,375,000

102 South Shore Road

Salisbury, CT

$6,375,000
  • 4 Beds
  • 6/1 Baths
  • 6,100 Sqft
42 Nettleton Hollow Road
Washington, CT $5,600,000

42 Nettleton Hollow Road

Washington, CT

$5,600,000
  • 5 Beds
  • 6/2 Baths
  • 10,006 Sqft
29 Morgan Lane
Salisbury, CT $5,250,000

29 Morgan Lane

Salisbury, CT

$5,250,000
  • 4 Beds
  • 2/2 Baths
  • 2,300 Sqft
1 Great Elm Drive
Sharon, CT $4,850,000

1 Great Elm Drive

Sharon, CT

$4,850,000
  • 8 Beds
  • 7/2 Baths
  • 8,072 Sqft
1 Great Elm Drive
Sharon, CT $4,850,000

1 Great Elm Drive

Sharon, CT

$4,850,000
  • 8 Beds
  • 7/2 Baths
  • 8,072 Sqft
00 Winchester Road
Norfolk, CT $4,750,000

00 Winchester Road

Norfolk, CT

$4,750,000
  • 128.24 Acres
210 Doolittle Drive
Norfolk, CT $4,490,000

210 Doolittle Drive

Norfolk, CT

$4,490,000
  • 6 Beds
  • 7/1 Baths
  • 5,671 Sqft