Watertown

Litchfield County, Connecticut

VIEW 99 COMMUNITY LISTINGS

The town of Watertown, in southeastern Litchfield County, is a quaisi-rural and suburban community offering a plethora of services, charming neighborhoods and winding country roads.

Incorporated in 1780, Watertown encompasses 29.5 square miles and includes the hamlet of Oakville in its southeast corner. The town is bordered by several neighboring communities, including the City of Waterbury to its southeast, Middlebury to the south, Woodbury and Bethlehem to the west, Morris to the Northwest and Thomaston to the east.
Residents enjoy easy access to surrounding services via the Route 8 expressway, Route 6 which runs east-west through the center of Watertown and Route 6 running north-south. Other well-traveled highways include Routes 63 and 73 and Route 262. Public transportation is provided by buses of the Northeast Transportation Company.
Residents take pride in the community’s history and the Watertown Historical Society plays an active part in promoting and preserving the town’s past. Several longstanding family farms dot the more rural outskirts of town. The town’s public school system includes five public schools serving approximately 2,617 students. It is also home to the Taft School, a coeducational private boarding and day school for students in grades 9 through 12.
Watertown offers a mix of suburban and rural living in a welcoming and diverse community where its citizens, businesses and employees are valued.

Incorporated in 1780, Watertown encompasses 29.5 square miles and includes the hamlet of Oakville in its southeast corner. The town is bordered by several neighboring communities, including the City of Waterbury to its southeast, Middlebury to the south, Woodbury and Bethlehem to the west, Morris to the Northwest and Thomaston to the east.
Residents enjoy easy access to surrounding services via the Route 8 expressway, Route 6 which runs east-west through the center of Watertown and Route 6 running north-south. Other well-traveled highways include Routes 63 and 73 and Route 262. Public transportation is provided by buses of the Northeast Transportation Company.
Residents take pride in the community’s history and the Watertown Historical Society plays an active part in promoting and preserving the town’s past. Several longstanding family farms dot the more rural outskirts of town. The town’s public school system includes five public schools serving approximately 2,617 students. It is also home to the Taft School, a coeducational private boarding and day school for students in grades 9 through 12.
Watertown offers a mix of suburban and rural living in a welcoming and diverse community where its citizens, businesses and employees are valued.

Incorporated in 1780, Watertown encompasses 29.5 square miles and includes the hamlet of Oakville in its southeast corner. The town is bordered by several neighboring communities, including the City of Waterbury to its southeast, Middlebury to the south, Woodbury and Bethlehem to the west, Morris to the Northwest and Thomaston to the east.
Residents enjoy easy access to surrounding services via the Route 8 expressway, Route 6 which runs east-west through the center of Watertown and Route 6 running north-south. Other well-traveled highways include Routes 63 and 73 and Route 262. Public transportation is provided by buses of the Northeast Transportation Company.
Residents take pride in the community’s history and the Watertown Historical Society plays an active part in promoting and preserving the town’s past. Several longstanding family farms dot the more rural outskirts of town. The town’s public school system includes five public schools serving approximately 2,617 students. It is also home to the Taft School, a coeducational private boarding and day school for students in grades 9 through 12.
Watertown offers a mix of suburban and rural living in a welcoming and diverse community where its citizens, businesses and employees are valued.

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Featured Listings

176 Hidden Pond Drive
Watertown, CT $1,500,000

176 Hidden Pond Drive

Watertown, CT

$1,500,000
  • 5 Beds
  • 4/1 Baths
  • 7,490 Sqft
325 Woodbury Road
Watertown, CT $1,335,000

325 Woodbury Road

Watertown, CT

$1,335,000
  • 5 Beds
  • 4/2 Baths
  • 6,201 Sqft
560 Woodbury Road
Watertown, CT $950,000

560 Woodbury Road

Watertown, CT

$950,000
  • 8 Baths
  • 12,774 Sqft
1461 Bunker Hill Road
Watertown, CT $939,000

1461 Bunker Hill Road

Watertown, CT

$939,000
  • 4 Beds
  • 3/1 Baths
  • 6,950 Sqft
1729 Litchfield Road
Watertown, CT $899,000

1729 Litchfield Road

Watertown, CT

$899,000
  • 4 Beds
  • 3/1 Baths
  • 3,366 Sqft
67 J Ryan Way
Watertown, CT $874,000

67 J Ryan Way

Watertown, CT

$874,000
  • 4 Beds
  • 2/2 Baths
  • 4,000 Sqft
21 Hidden Pond Drive
Watertown, CT $849,900

21 Hidden Pond Drive

Watertown, CT

$849,900
  • 5 Beds
  • 3/1 Baths
  • 4,414 Sqft
1045 Thomaston Road
Watertown, CT $849,000

1045 Thomaston Road

Watertown, CT

$849,000
  • 3 Beds
  • 1/1 Baths
  • 3,690 Sqft

Watertown

Area Map

Watertown is within Litchfield Hills, Connecticut and borders Bethlehem, Morris, Woodbury and Middlebury.

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Featured Communities Within

Litchfield Hills

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Watertown

Market Snapshot

Units Sold

June 2025

33 TOTAL UNITS

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Median Sales Price

June 2025 - Single Family Homes

$410K
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Percentage of Asking Price

June 2025 Single Family Homes

102%
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102%
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102%
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102%
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102%
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102%
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