Deep River

Shoreline, Connecticut

VIEW 32 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

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

209 Main Street

Deep River, CT

$1,199,999
  • 9 Baths
  • 4,982 Sqft
31 Whittlesey Brook Road
Deep River, CT $571,000

31 Whittlesey Brook Road

Deep River, CT

$571,000
  • 3 Beds
  • 2/1 Baths
  • 1,666 Sqft
87 Rattling Valley Road
Deep River, CT $540,000

87 Rattling Valley Road

Deep River, CT

$540,000
  • 3 Beds
  • 2/1 Baths
  • 1,639 Sqft
2 Crescent Street
Deep River, CT $421,000

2 Crescent Street

Deep River, CT

$421,000
  • 4 Beds
  • 1/1 Baths
  • 1,878 Sqft
900 Industrial Park Road #3 & 4
Deep River, CT $2,300/mo

900 Industrial Park Road #3 & 4

Deep River, CT

$2,300/mo
  • 2,000 Sqft
900 Industrial Park Road #1 & 2
Deep River, CT $2,300/mo

900 Industrial Park Road #1 & 2

Deep River, CT

$2,300/mo
  • 2,000 Sqft
900 Industrial Park Road #5
Deep River, CT $1,200/mo

900 Industrial Park Road #5

Deep River, CT

$1,200/mo
  • 1,000 Sqft

Deep River

Area Map

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

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Featured Communities Within

Shoreline

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Deep River

Market Snapshot

Units Sold

November 2025

6 TOTAL UNITS

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Median Sales Price

November 2025 - Single Family Homes

$389K
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Percentage of Asking Price

November 2025 Single Family Homes

99%
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99%
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