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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All of our

Litchfield Hills Communities

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Litchfield Hills

Market Snapshot

Units Sold

May 2023

99 TOTAL UNITS

image description -22.0% image description -32.2% vs

Median Sales Price

May 2023 - Single Family Homes

$465K
image description -1.1% image description -10.6% vs

Percentage of Asking Price

May 2023 Single Family Homes

99%
image description -1.9% image description +3.2% vs
99%
image description -1.9% image description +3.2% vs
99%
image description -1.9% image description +3.2% vs
99%
image description -1.9% image description +3.2% vs
99%
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Featured Listings

Lost Acre Farm
Warren, CT $16,000,000

Lost Acre Farm

Warren, CT

$16,000,000
  • 10 Beds
  • 9/3 Baths
  • 7,528 Sqft
42 Nettleton Hollow Road
Washington, CT $5,800,000

42 Nettleton Hollow Road

Washington, CT

$5,800,000
  • 5 Beds
  • 6/2 Baths
  • 10,106 Sqft
107 Amenia Union Road
Sharon, CT $5,000,000

107 Amenia Union Road

Sharon, CT

$5,000,000
  • 9 Beds
  • 11/3 Baths
  • 12,759 Sqft
00 Winchester Road
Norfolk, CT $5,000,000

00 Winchester Road

Norfolk, CT

$5,000,000
  • 128.24 Acres
125 Town Line Road
Bridgewater, CT $3,795,000

125 Town Line Road

Bridgewater, CT

$3,795,000
  • 7 Beds
  • 6/3 Baths
  • 8,477 Sqft
272 Under Mountain Road
Salisbury, CT $3,495,000

272 Under Mountain Road

Salisbury, CT

$3,495,000
  • 4 Beds
  • 4/1 Baths
  • 4,460 Sqft
37 Popple Swamp Road
Washington, CT $3,350,000

37 Popple Swamp Road

Washington, CT

$3,350,000
  • 121.50 Acres
41 Bronson Mountain Road
Roxbury, CT $3,295,000

41 Bronson Mountain Road

Roxbury, CT

$3,295,000
  • 5 Beds
  • 6/2 Baths
  • 8,367 Sqft
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