Deep River

Shoreline, Connecticut

VIEW 31 COMMUNITY LISTINGS

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

323 River Road
Deep River, CT $4,495,000

323 River Road

Deep River, CT

$4,495,000
  • 5 Beds
  • 5/1 Baths
  • 5,557 Sqft
24 River Road
Deep River, CT $795,000

24 River Road

Deep River, CT

$795,000
  • 3 Beds
  • 2 Baths
  • 1,625 Sqft
62 Hemlock Drive
Deep River, CT $495,000

62 Hemlock Drive

Deep River, CT

$495,000
  • 4 Beds
  • 3 Baths
  • 2,232 Sqft
138 River Road
Deep River, CT $2,250,000

138 River Road

Deep River, CT

$2,250,000
  • 5 Beds
  • 4/3 Baths
  • 5,698 Sqft
134 Meadow Woods Road
Deep River, CT $2,000,000

134 Meadow Woods Road

Deep River, CT

$2,000,000
  • 30.00 Acres
163-165 Main Street
Deep River, CT $985,000

163-165 Main Street

Deep River, CT

$985,000
  • 3 Beds
  • 2 Baths
  • 4,184 Sqft
163-165 Main Street
Deep River, CT $985,000

163-165 Main Street

Deep River, CT

$985,000
  • 3/1 Baths
  • 4,184 Sqft
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

Deep River

Area Map

Deep River is within Shoreline, Connecticut and borders Chester, Essex, Killingworth, Lyme and Westbrook.

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Shoreline

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+-

Deep River

Market Snapshot

Units Sold

June 2025

4 TOTAL UNITS

image description -20.0% image description +300.0% vs

Median Sales Price

June 2025 - Single Family Homes

$570K
image description -19.2% vs

Percentage of Asking Price

June 2025 Single Family Homes

101%
image description -3.0% vs
101%
image description -3.0% vs
101%
image description -3.0% vs
101%
image description -3.0% vs