Moving to Deep River CT | real estate for sale in Deep River Connecticut | Property Statistics of living in Deep River

Deep River offers a charming river-valley setting with a housing market centered on historic homes, village neighborhoods, and scenic residential properties. The town's small scale and traditional New England character make it especially appealing to buyers seeking a close-knit community. Real estate demand is supported by limited housing inventory and the town's location within the popular Lower Connecticut River Valley. Property values tend to remain stable due to strong community appeal and controlled growth patterns.

Current Real Estate Statistics for Homes in Deep River CT as of Saturday, August 8, 2026
22 Active Homes Listed
46 Avg. DOM
$164 Avg. $ / Sq.Ft.
$475000 Med. List Price
7/31/2026 4:05:03 AM
Active
17&21 Winter Avenue Deep River CT
17&21 Winter Avenue

Deep River, Connecticut 06417

$325,000 | Active

2 Beds | 2 Baths | 1061 Sqft | 0.58 Acres | 0 Days on Market

Property Type: Single Family For Sale

A unique opportunity, 2 Homes on 1 Lot. Plus a barn/garage. First Home has 2 bedrooms and is 1,061 sqft. Second Home has one bedroom and is 350 sqft. Separte town water and sewer to each home. Ready for your updating! Electric 100 AMPS each....

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7/30/2026 5:33:36 PM
Active
409 River Road Deep River CT
409 River Road

Deep River, Connecticut 06417

$3,625,000 | Active

5 Beds | 5 Baths | 4769 Sqft | 3.1 Acres | 1 Days on Market

Property Type: Single Family For Sale

Tucked away from the road and set above the CT river on over three acres, this amazing waterfront home is also a secluded personal resort, complete with a pool, spa, and private beach. Designed to showcase river views from every vantage point, the home features high ceilings, flo...

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7/30/2026 10:16:54 AM
Coming Soon
58 Union Street Deep River CT
58 Union Street

Deep River, Connecticut 06417

$449,900 | Coming Soon

2 Beds | 1 Baths | 1114 Sqft | 0.14 Acres | Days on Market

Property Type: Single Family For Sale

Welcome to 58 Union Street in the heart of charming Deep River! Just moments from the vibrant downtown, this beautifully updated home offers the perfect blend of character, comfort, and modern efficiency. Inside, youll find hardwood floors, timeless architectural charm, and a tho...

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7/27/2026 7:21:14 PM
Coming Soon
72 Winter Avenue Deep River CT
72 Winter Avenue

Deep River, Connecticut 06417

$259,000 | Coming Soon

3 Beds | 3 Baths | 1836 Sqft | 0.61 Acres | Days on Market

Property Type: Single Family For Sale

This one owner home is tucked away on a private street in the heart of Deep River. Opportunity abounds with a large kitchen, dining room and living room... ready for you to make the design decisions suiting your needs and style. With two bedrooms on the second floor and an additi...

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7/27/2026 12:31:30 PM
Active
170 Bushy Hill Road Deep River CT
170 Bushy Hill Road

Deep River, Connecticut 06417

$850,000 | Active

3 Beds | 4 Baths | 2606 Sqft | 3 Acres | 4 Days on Market

Property Type: Single Family For Sale

Contemporary 3-bedroom, 2 full bath, 2 half bath home offering exceptional flexibility, character, and entertaining space. The open-concept main level features vaulted ceilings, dramatic architectural lines, and seamless flow between the kitchen, dining, and living areas. A strik...

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7/25/2026 4:05:03 AM
Active
78 Meadow Woods Road Deep River CT
78 Meadow Woods Road

Deep River, Connecticut 06417

$850,000 | Active

4 Beds | 3 Baths | 2756 Sqft | 3.21 Acres | 6 Days on Market

Property Type: Single Family For Sale

An oasis of privacy, peace and elegance awaits you here at one of Deep Rivers most desirable locations. Spring and summer song birds serenade you from the refurbished deck nestled among mature trees covering 3.21 acres of gently sloping land. As you enter through colorful gardens...

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7/24/2026 4:05:03 AM
Active
106 Meadow Woods Road Deep River CT
106 Meadow Woods Road

Deep River, Connecticut 06417

$1,065,000 | Active

3 Beds | 2 Baths | 2102 Sqft | 3.08 Acres | 7 Days on Market

Property Type: Single Family For Sale

Privately set on over three picturesque acres in Deep River, just moments from the Essex town line, this extraordinary custom home is the result of an exceptional architectural transformation, blending timeless New England character with thoughtful, high-end design. Enjoy a peace...

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7/21/2026 5:04:19 PM
Active
73 Long Hill Road Deep River CT
73 Long Hill Road

Deep River, Connecticut 06417

$659,900 | Active

4 Beds | 3 Baths | 2196 Sqft | 1.5 Acres | 55 Days on Market

Property Type: Single Family For Sale

Good design is all about the details and this well maintained custom Colonial is just what you have been looking for in the perfect shoreline home. Recently updated, the current owners signature style has magically taken this charming home from ordinary to extraordinary with her ...

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7/21/2026 3:42:30 PM
Under Contract CTS
16 Glen Grove Road Deep River CT
16 Glen Grove Road

Deep River, Connecticut 06417

$849,900 | Under Contract - Continue

4 Beds | 3 Baths | 2782 Sqft | 4.53 Acres | 51 Days on Market

Property Type: Single Family For Sale

16 Glen Grove Road....a stunning custom built 2023 Colonial privately set on 4.53 acres in desirable Deep River. Tucked well off the road and surrounded by beautiful stone walls, this property offers exceptional privacy and endless possibilities to enjoy the outdoors, from garden...

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7/19/2026 11:39:49 AM
Under Contract CTS
257 Elm Street Deep River CT
257 Elm Street

Deep River, Connecticut 06417

$779,000 | Under Contract - Continue

3 Beds | 3 Baths | 2433 Sqft | 4.4 Acres | 98 Days on Market

Property Type: Single Family For Sale

Tucked away on 4.4 acres of rolling countryside with direct frontage on a tranquil reservoir, this custom-built farmhouse Cape is a rare find. Thoughtfully constructed in 2002 and lovingly maintained by its original owner, the home offers three bedrooms, two and a half baths, and...

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7/17/2026 8:44:31 PM
Active
323 River Road Deep River CT
323 River Road

Deep River, Connecticut 06417

$3,950,000 | Active

5 Beds | 6 Baths | 5557 Sqft | 2.52 Acres | 14 Days on Market

Property Type: Single Family For Sale

Here is your opportunity to own an extraordinary Connecticut River waterfront estate complete with a deep-water dock! This exceptional 5 bedroom, 5.5 bath residence offers unparalleled privacy and stunning panaromic views across protected conservation land, creating a setting of ...

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7/15/2026 10:49:08 AM
Under Contract CTS
365 Winthrop Road Deep River CT
365 Winthrop Road

Deep River, Connecticut 06417

$475,000 | Under Contract - Continue

3 Beds | 2 Baths | 1984 Sqft | 1.2 Acres | 21 Days on Market

Property Type: Single Family For Sale

Welcome to 365 Winthrop Road in Deep River, where historic charm meets thoughtful updates. This beautifully maintained 3-bedroom, 2-bathroom home offers timeless character alongside the conveniences of modern living. The spacious main level features a large kitchen, formal dining...

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7/13/2026 10:43:03 AM
Under Contract
89 Falls Landing Road Deep River CT
89 Falls Landing Road

Deep River, Connecticut 06417

$749,900 | Under Contract

4 Beds | 3 Baths | 3204 Sqft | 1.8 Acres | 3 Days on Market

Property Type: Single Family For Sale

Welcome to 89 Falls Landing Road, a beautifully cared-for, one-owner Cape situated on 1.8 acres on a quiet cul-de-sac. The community is conveniently located close to schools and the center of town. Blending comfort, versatility, and privacy, this home is perfectly suited for gath...

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7/6/2026 4:05:03 AM
Active
79 River Street Deep River CT
79 River Street

Deep River, Connecticut 06417

$399,900 | Active

2 Beds | 1 Baths | 1817 Sqft | 0.52 Acres | 25 Days on Market

Property Type: Single Family For Sale

Move right into this Deep River home just moments from the Connecticut River and the charming village and town center. Since purchasing the property, the current owner has completed numerous valuable improvements, including a brand-new roof, new furnace, new oil tank, a tastefull...

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6/20/2026 8:51:00 PM
Active
134 Meadow Woods Road Deep River CT
134 Meadow Woods Road

Deep River, Connecticut 06417

$2,200,000 | Active

3 Beds | 2 Baths | 1591 Sqft | 30 Acres | 41 Days on Market

Property Type: Single Family For Sale

134 Meadow Woods Road is a rare Connecticut Shoreline estate property offering a custom Saltbox-style home on approximately 30 private acres in one of Deep Rivers most desirable locations. This 3-bedroom, 2-bath country home features approximately 1,591 square feet, hardwood and ...

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6/20/2026 1:31:41 PM
Under Contract CTS
252 River Road Deep River CT
252 River Road

Deep River, Connecticut 06417

$6,500,000 | Under Contract - Continue

5 Beds | 7 Baths | 7697 Sqft | 9.31 Acres | 206 Days on Market

Property Type: Single Family For Sale

A WORLD-CLASS PRIVATE ESTATE SET ON 9.31 GATED ACRES. Nestled behind a private gated entry, this extraordinary CT River Valley estate is a rare luxury compound of architectural distinction, solitude, & resort-caliber amenities. Thoughtfully composed across 5 distinct structures, ...

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6/19/2026 6:27:48 PM
Active
38 Main Street Deep River CT
38 Main Street

Deep River, Connecticut 06417

$650,000 | Active

4 Beds | 4 Baths | 2560 Sqft | 1.47 Acres | 44 Days on Market

Property Type: Single Family For Sale

Nestled in the charming town of Deep River, between the villages of Essex and Chester, this beautiful Colonial offers the perfect blend of classic character and modern updates. Featuring 4 bedrooms, 2 full baths and 2 half baths, this spacious home is designed for comfortable liv...

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6/11/2026 9:46:55 PM
Under Contract
15 Cloverdale Circle Deep River CT
15 Cloverdale Circle

Deep River, Connecticut 06417

$475,000 | Under Contract

3 Beds | 1 Baths | 1900 Sqft | 0.33 Acres | 5 Days on Market

Property Type: Single Family For Sale

Welcome to 15 Cloverdale Circle, a spacious and versatile home set on a quiet corner lot in one of Deep Rivers most desirable neighborhoods. Offering 3 bedrooms, 3 full bathrooms with limitless flexibility this property is ideal for single-level living, multi-generational househo...

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6/1/2026 11:34:51 PM
Active
209 Main Street Deep River CT
209 Main Street

Deep River, Connecticut 06417

$1,199,999 | Active

9 Beds | 9 Baths | 4982 Sqft | 0.45 Acres | 60 Days on Market

Property Type: Single Family For Sale

Quintessential New England living in the heart of Deep River. This exceptional Antique home was masterfully expanded in 1987, seamlessly doubling its size while capturing the essence of a classic Colonial-offering the space, flow, and functionality for todays living. The homes de...

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3/10/2026 3:33:40 PM
Active
87 Main Street Deep River CT
87 Main Street

Deep River, Connecticut 06417

$1,350,000 | Active

7 Beds | 6 Baths | 3787 Sqft | 0.44 Acres | 123 Days on Market

Property Type: Multi-Family For Sale

VC Property Group is proud to present a two-parcel assemblage in Deep River, Connecticut, offering stabilized mixed-use income with residential value and land optionality. The assemblage includes: 87 Main Street - a parcel improved with: a Newer Construction Single Family Resid...

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2/18/2026 4:05:38 PM
Under Contract
97 Bushy Hill Road Deep River CT
97 Bushy Hill Road

Deep River, Connecticut 06417

$281,200 | Under Contract

3 Beds | 2 Baths | 1314 Sqft | 1.19 Acres | 2 Days on Market

Property Type: Single Family For Sale

Investors take notice. Ranch-style home located in Deep River with lots of potential. Great lot and location. Property sits on over an acre of land, close to schools and parks. Property needs work and will not qualify for government financing. Property will be offered for sale. B...

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10/21/2025 8:04:35 PM
Under Contract
 Glen Grove Road Deep River CT
Glen Grove Road

Deep River, Connecticut 06417

$899,999 | Under Contract

4 Beds | 3 Baths | 3300 Sqft | 3 Acres | 152 Days on Market

Property Type: Single Family For Sale

Introducing an opportunity to build your dream home on a secluded 3-acre interior lot in beautiful Deep River. Located off scenic Glen Grove Road, this custom-designed Modern Farmhouse offers over 3,300 sq ft of thoughtfully planned living space, blending timeless architecture wi...

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