Deep River

Once known as the Queen of the Valley, Deep River is defined by its strong sense of community and pride in its history and natural environment.

The community of Deep River, which is part of the ‘Tri-town Area’ made up of Deep River, Chester and Essex, enjoys a central location in Middlesex County in one of the state’s most popular vacation regions. The town, with a population of approximately 4,600 residents, encompasses 14.2 square miles. An active land trust oversees preservation and protection of about 100 acres of land, and Deep River’s charming, renovated downtown area consists of myriad shops and eateries. The town is perhaps best known for hosting each July what town officials consider to be the oldest and largest gathering of fife and drum corps in the world, the Deep River Ancient Muster.

The community of Deep River, which is part of the ‘Tri-town Area’ made up of Deep River, Chester and Essex, enjoys a central location in Middlesex County in one of the state’s most popular vacation regions. The town, with a population of approximately 4,600 residents, encompasses 14.2 square miles. An active land trust oversees preservation and protection of about 100 acres of land, and Deep River’s charming, renovated downtown area consists of myriad shops and eateries. The town is perhaps best known for hosting each July what town officials consider to be the oldest and largest gathering of fife and drum corps in the world, the Deep River Ancient Muster.

The community of Deep River, which is part of the ‘Tri-town Area’ made up of Deep River, Chester and Essex, enjoys a central location in Middlesex County in one of the state’s most popular vacation regions. The town, with a population of approximately 4,600 residents, encompasses 14.2 square miles. An active land trust oversees preservation and protection of about 100 acres of land, and Deep River’s charming, renovated downtown area consists of myriad shops and eateries. The town is perhaps best known for hosting each July what town officials consider to be the oldest and largest gathering of fife and drum corps in the world, the Deep River Ancient Muster.

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Featured Listings

209 Main Street
Deep River, CT $1,199,999

209 Main Street

Deep River, CT

$1,199,999
  • 9 Baths
  • 4,982 Sqft
209 Main Street
Deep River, CT $1,199,999

209 Main Street

Deep River, CT

$1,199,999
  • 9 Beds
  • 9 Baths
  • 4,982 Sqft
252 River Road
Deep River, CT $6,500,000

252 River Road

Deep River, CT

$6,500,000
  • 5 Beds
  • 5/2 Baths
  • 7,697 Sqft
134 Meadow Woods Road
Deep River, CT $2,200,000

134 Meadow Woods Road

Deep River, CT

$2,200,000
  • 30.00 Acres
Glen Grove Rd Road
Deep River, CT $899,999

Glen Grove Rd Road

Deep River, CT

$899,999
  • 4 Beds
  • 2/1 Baths
  • 3,300 Sqft
163 Main Street
Deep River, CT $899,000

163 Main Street

Deep River, CT

$899,000
  • 6 Beds
  • 3 Baths
  • 4,184 Sqft
151 Bushy Hill Road
Deep River, CT $785,000

151 Bushy Hill Road

Deep River, CT

$785,000
  • 3 Beds
  • 4 Baths
  • 2,611 Sqft
497 Winthrop Road
Deep River, CT $749,900

497 Winthrop Road

Deep River, CT

$749,900
  • 1/3 Baths
  • 4.00 Acres

Deep River

Area Map

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Deep River

Market Snapshot

Units Sold

January 2026

1 TOTAL UNITS

image description -66.7% image description -66.7% vs

Median Sales Price

January 2026 - Single Family Homes

$450K
image description +63.6% image description -37.5% vs

Percentage of Asking Price

January 2026 Single Family Homes

87%
image description -3.6% image description -1.9% vs
87%
image description -3.6% image description -1.9% vs