Deep River

Deep River

Located in Middlesex County

$431,870 Average Value
$308 Average Price per Sq Ft
11 Homes For Sale

Charming and accessible

With just over 1,000 homes, Deep River is a small New England town on the Connecticut River where the possibility of running into a familiar face is very likely and welcome. “It’s a nice little town where you can encounter neighbors just by sitting on a park bench,” says Greg Hanner, Realtor and broker/owner of Garden Realty, who’s been involved in Connecticut real estate for 35 years, some as a custom builder. “It’s also less expensive than neighboring towns, with more housing options for homebuyers on a budget and more socioeconomic diversity.” With condos available and starter homes under $300,000, Deep River offers a range of choices for people attracted to small-town coastal living.

Deep River has a charming, small town feel.
Deep River has a charming, small town feel.

Community-centered businesses

Most restaurants in Deep River Center, the area's downtown district, are small local shops that have become a community staple. The Whistle Stop Café on Main Street has continuously served breakfast and lunch since it opened in 1938. The Nest Coffee House down the street is a nonprofit that employs adults with developmental challenges. A few minutes north, High Nine Brewing is a popular brewery with a patio, perfect for meeting friends on warm nights. Deep River’s hardware store is a small family-owned business and a good place to pick up gardening tools. For anyone hungry and short on funds, Bennett Books, a small indie bookshop across the street, offers their “Freedge,” a community refrigerator stocked with food for anyone who needs it.

Stop and grab a coffee Deep River's own The Nest.
Stop and grab a coffee Deep River's own The Nest.
Deep River’s Hardware is a small family-owned business and a good place to visit in CT.
Deep River’s Hardware is a small family-owned business and a good place to visit in CT.
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Fifes and fairs

Deep River is well known for its annual Ancient Deep River Muster Parade, the country's oldest and largest gathering of fife and drum enthusiasts, held on the third Saturday of July along Main Street. On Saturdays in summer, the Deep River Farmers Market is held across from the horseshoe courts on Church Street, and residents can catch the weekly summer concert series at the town green or Deep River Landing.

Residents enjoy outdoor activities in Deep River, CT.
Residents enjoy outdoor activities in Deep River, CT.

Housing options are many

Homes closest to downtown in Deep River include antique Colonials, some built before 1800. Lovingly preserved and updated with modern conveniences, these homes often feature wide board floors, period hearths and new granite countertops. Newer houses farther from the town center include raised ranches and Cape Cods. Buyers can expect to pay between $250,000 and $650,000 for a single-family home here. One- and two-bedroom condominiums are priced between $100,000 and $275,000. “You have more diversity in housing stock in Deep River, especially if you want to live near a coastal community but don’t have the budget for it,” Hanner says. “You’re only 15 miles from Clinton, Madison and Guilford, without the higher cost of living in those towns.”

This cute, small home resides in Deep River.
This cute, small home resides in Deep River.
Deep River is chock full of beautiful homes.
Deep River is chock full of beautiful homes.
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Regional District 4 schools

The schools that serve the area include Deep River Elementary, which received an A from Nice and offers a low 9-to-1 student-teacher ratio, which promotes personalized attention. John Winthrop Middle scored a B, and Valley Regional High a B-plus. Niche ranks all the schools in the district among the top 10 in Middlesex County.

Deep River Elementary serves students grades K through 5.
Deep River Elementary serves students grades K through 5.
John Winthrop Middle School has a rating of B on Niche.
John Winthrop Middle School has a rating of B on Niche.
Valley Regional High School serves students grades 9 through 12
Valley Regional High School serves students grades 9 through 12
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For water and land lovers

Hidden behind Eustasia Island on the Connecticut River, the Deep River Marina offers well-maintained docks, wet slips and amenities, such as a pool and a picnic area, to meet the needs of its customers. Canfield Woods, south of town, is a 300-acre nature preserve with several trails and streams amid oak, hickory and birch trees, perfect for a day of hiking and catching glimpses of deer and hawks. For ball players, Devitt Field and Plattwood Park each feature baseball fields.

There is a marina in Deep River to park your boat at.
There is a marina in Deep River to park your boat at.
Devitt Field in Deep River, CT, where the love for baseball intertwined.
Devitt Field in Deep River, CT, where the love for baseball intertwined.
Plattwood Park has a playground where children can laugh and enjoy themselves in CT.
Plattwood Park has a playground where children can laugh and enjoy themselves in CT.
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Public transit and highways

River Valley Transit provides several transportation services, including on-demand rides, to Deep River residents. The town is about 30 miles from New Haven via Route 80 or Interstate 95. Hartford is 35 miles north on Route 9.

River Valley Transit provides several transportation services in Deep River, CT.
River Valley Transit provides several transportation services in Deep River, CT.

Flooding a consideration

With so many low-lying areas, creeks and the Connecticut River on the edge of town, Deep River experiences flooding during heavy rains. When purchasing a home in this area, homebuyers are encouraged to inquire if flood insurance is necessary and to figure that into the total cost of living.

Deep River neighborhood exudes a charming ambiance in CT.
Deep River neighborhood exudes a charming ambiance in CT.
Christopher Kopczynski
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Christopher Kopczynski
Chris Norton
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Chris Norton

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Open Houses

  • Saturday, May 31
    11am - 1pm

    220 Bushy Hill Rd, Deep River, CT 06417

    $684,900

    • 4 Beds
    • 3 Baths
    • 3,133 Sq Ft
    • 220 Bushy Hill Rd
    • New 19 hours ago

    Immaculate undated 4 bedroom, 3 full bath colonial with first floor office and hardwood throughout. Great entertaining home, centers around the large gourmet kitchen, opens to the family room with stone fireplace and gas insert. Large open dining and living area, mudroom and full bath all on the main level. Upstairs has the primary bedroom you've been waiting for, updated in 2024 large bath, 2

    Marybeth Barrett Berkshire Hathaway NE Prop.

Homes for Sale

Homes for Rent

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Average Home Value



Source: Public Records
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
Deep River