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 Friday, October 16, 2026
22 Active Homes Listed
54 Avg. DOM
$225 Avg. $ / Sq.Ft.
$625000 Med. List Price
8/17/2026 2:45:52 PM
Coming Soon
29 Union Street Deep River CT
29 Union Street

Deep River, Connecticut 06417

$684,900 | Coming Soon

4 Beds | 3 Baths | 2126 Sqft | 0.75 Acres | Days on Market

Property Type: Single Family For Sale

Built Circa 1765 as a home for the village blacksmith Benjamin Handy, this home retains the character, detail, and history of the original house with the addition of an amazing modern rear wing that includes an open floor plan kitchen, dining, and family room -- offering the best...

Email Agent More Info

8/14/2026 3:40:13 PM
Coming Soon
49 Essex Street Deep River CT
49 Essex Street

Deep River, Connecticut 06417

$399,900 | Coming Soon

3 Beds | 1 Baths | 1104 Sqft | 0.46 Acres | Days on Market

Property Type: Single Family For Sale

Charming antique home. Walk to town and Post Cove. Living Room, Dining Room, and Kitchen on the first floor. 3 Bedrooms and a full bath upstairs. Covered, open front porch, and a deck in the rear. Sloped lot with level yard up top behind the house. Good Parking. 2 Car Detached ga...

Email Agent More Info

8/13/2026 4:05:02 AM
Active
21 Sunset Ridge  Deep River CT
21 Sunset Ridge

Deep River, Connecticut 06417

$675,000 | Active

3 Beds | 3 Baths | 2893 Sqft | 1.55 Acres | 6 Days on Market

Property Type: Single Family For Sale

ONLY 10 HOMES call this neighborhood home. This center hall colonial is set on a wonderful lot. Bordering the rear is open space owned by Deep River Land Trust, affording a bit more privacy to the backyard. One will appreciate the drop zone, ample closets, access to the garage, a...

Email Agent More Info

8/7/2026 11:42:36 PM
Active
58 Union Street Deep River CT
58 Union Street

Deep River, Connecticut 06417

$429,900 | Active

2 Beds | 1 Baths | 1114 Sqft | 0.14 Acres | 14 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...

Email Agent More Info

8/1/2026 2:25:41 PM
Active
38 Main Street Deep River CT
38 Main Street

Deep River, Connecticut 06417

$625,000 | Active

4 Beds | 4 Baths | 2560 Sqft | 1.47 Acres | 63 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...

Email Agent More Info

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 | 19 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....

Email Agent More Info

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 | 23 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...

Email Agent More Info

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 | 25 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...

Email Agent More Info

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 | 26 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...

Email Agent More Info

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 | 74 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 ...

Email Agent More Info

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...

Email Agent More Info

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...

Email Agent More Info

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 | 33 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 ...

Email Agent More Info

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...

Email Agent More Info

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...

Email Agent More Info

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 | 60 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 ...

Email Agent More Info

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, ...

Email Agent More Info

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...

Email Agent More Info

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 | 79 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...

Email Agent More Info

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...

Email Agent More Info

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...

Email Agent More Info

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...

Email Agent More Info

Reach Out

Looking to buy     Looking to Sell