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.

Read MoreRead Less

Featured Listings

323 River Road
Deep River, CT $3,950,000

323 River Road

Deep River, CT

$3,950,000
  • 5 Beds
  • 5/1 Baths
  • 5,557 Sqft
409 River Road
Deep River, CT $3,625,000

409 River Road

Deep River, CT

$3,625,000
  • 5 Beds
  • 4/1 Baths
  • 4,769 Sqft
900 Industrial Park Road
Deep River, CT $1,270,000

900 Industrial Park Road

Deep River, CT

$1,270,000
  • 0/10 Baths
  • 10,000 Sqft
29 Union Street
Deep River, CT $684,900

29 Union Street

Deep River, CT

$684,900
  • 4 Beds
  • 2/1 Baths
  • 2,126 Sqft
391 Main Street  #134
Deep River, CT $205,000

391 Main Street #134

Deep River, CT

$205,000
  • 1 Beds
  • 1 Baths
  • 454 Sqft
391 Main Street  #207
Deep River, CT $2,500/mo

391 Main Street #207

Deep River, CT

$2,500/mo
  • 2 Beds
  • 1/1 Baths
  • 1,080 Sqft
134 Meadow Woods Road
Deep River, CT $2,200,000

134 Meadow Woods Road

Deep River, CT

$2,200,000
  • 3 Beds
  • 2 Baths
  • 1,591 Sqft
134 Meadow Woods Road
Deep River, CT $2,200,000

134 Meadow Woods Road

Deep River, CT

$2,200,000
  • 30.00 Acres

Deep River

Area Map

Loading...

Deep River

Market Snapshot

Units Sold

September 2026

7 TOTAL UNITS

image description +75.0% image description +75.0% vs

Median Sales Price

September 2026 - Single Family Homes

$703K
image description +38.8% image description +69.3% vs

Percentage of Asking Price

September 2026 Single Family Homes

93%
image description +15.2% image description -9.5% vs
93%
image description +15.2% image description -9.5% vs
93%
image description +15.2% image description -9.5% vs
93%
image description +15.2% image description -9.5% vs
93%
image description +15.2% image description -9.5% vs