Deep River, CT homes for sale & real estate

15 homes

Sort:

Recommended

VIDEO TOUR

76 Bushy Hill Rd, Deep River, CT 06417
76 Bushy Hill Rd, Deep River, CT 06417
76 Bushy Hill Rd, Deep River, CT 06417
ABOUT THIS HOME
Deep River, CT Homes for Sale
3 Potential living Units. Spacious rooms on the main level with 2 bedrooms, 1 and 1/2 baths, Kitchen, Dining Room, 2 living areas with cathedral ceilings and two story fireplaces. A 1 bedroom in-law or teen suite in the lower level. 1 Car under garage with a workshop. New furnace and hot water tank. * * * The detached 1,200 sqft out building could offer many uses, it is currently a huge 1 bedroom accessory apartment * * * Photos are edited to show that the house is empty, house is currently full of personal property.

$465,000

3 beds2.5 baths1,903 sq ft

76 Bushy Hill Rd, Deep River, CT 06417

3.27 acre lot • Garage • Car-dependent

95 Shailer Pond Rd, Deep River, CT 06417
95 Shailer Pond Rd, Deep River, CT 06417
95 Shailer Pond Rd, Deep River, CT 06417
ABOUT THIS HOME
Deep River, CT Homes for Sale
Modern Contemporary Cape with Panoramic Water Views in Deep River and Chester, bordering Connecticut's second-largest forest and surrounded by hundreds of acres of protected land, this striking modern Cape offers the perfect blend of privacy, natural beauty, and upscale living. Perched to take full advantage of stunning panoramic views over Shailer Pond, this home brings the outdoors in from every angle. Step inside to an expansive open-concept layout filled with natural light and sweeping vistas from nearly every room. The heart of the home is a chef's dream: a gourmet kitchen outfitted with custom Gedney cabinetry, granite countertops, and premium appliances-ideal for entertaining or simp

$1,017,000

4 beds3.5 baths4,341 sq ft

95 Shailer Pond Rd, Deep River, CT 06417

2.95 acre lot • $29 HOA • 3 garage spots

5 Tower Hill Lake Rd, Deep River, CT 06417
5 Tower Hill Lake Rd, Deep River, CT 06417
5 Tower Hill Lake Rd, Deep River, CT 06417
ABOUT THIS HOME
Deep River, CT Homes for Sale
This home is not to be missed! Direct waterfront with views from Primary bedroom, sunken living room, deck, and one of the secondary bedrooms. Living room has a fireplace and sliders to deck. The kitchen is large, has a center island, a small fireplace of it's own tucked into a brick wall, with storage and an area for a microwave. There is a sunroom off the kitchen that has views of the lake. Around the corner is a half bath and a laundry room with counter top, cabinets, a place for a second refrigerator, and a Linen closet. Second floor has two bedrooms with a sink and closet for each and they share a toilet and shower. MUST BE SEEN! There is a huge walk out basement that could be a future

$549,000

3 beds2.5 baths2,550 sq ft

5 Tower Hill Lake Rd, Deep River, CT 06417

0.76 acre lot • 2 garage spots • Car-dependent

62 Hemlock Dr, Deep River, CT 06417
62 Hemlock Dr, Deep River, CT 06417
62 Hemlock Dr, Deep River, CT 06417
ABOUT THIS HOME
Deep River, CT Homes for Sale
Welcome to 62 Hemlock Drive! Charming Shingle-Style Cape in a Prime Location! This 9-room home offers 4 spacious Bedrooms and 3 full Baths, Living room with fireplace, Dining room and Sunroom. The home features hardwood floors throughout. A bright and sunny sunroom/informal dining area opens to a backyard deck. The spacious family room with woodstove also provides direct deck access. Thoughtfully designed with two staircases leading to the second floor, where you'll find 4 comfortable bedrooms and 2 full baths. Enjoy the large, private, level backyard complete with an outbuilding-ideal for storage. Located in a lovely neighborhood just minutes from Route 9, with easy access to shopping, din

$495,000

4 beds3 baths2,232 sq ft

62 Hemlock Dr, Deep River, CT 06417

0.45 acre lot • Car-dependent

92 Main St Apt 102, Deep River, CT 06417
92 Main St Apt 102, Deep River, CT 06417
92 Main St Apt 102, Deep River, CT 06417
ABOUT THIS HOME
Deep River, CT Homes for Sale
Small Studio Condo in Piano Works. Central Air and High Ceilings. Association Common Room. Gym. Walk to town & CT River.

$179,900

— beds1 bath474 sq ft

92 Main St Apt 102, Deep River, CT 06417

$473 HOA • Somewhat walkable

Property at 538 Winthrop Rd, Deep River, CT 06417, 2 beds, 1 bath

$329,875

2 beds1 bath650 sq ft

538 Winthrop Rd, Deep River, CT 06417

Property at 92 Main St #214, Deep River, CT 06417, 2 beds, 2 baths

$259,000

2 beds2 baths1,122 sq ft

92 Main St #214, Deep River, CT 06417

Property at Glen Grove Rd Rd, Deep River, CT 06417, 4 beds, 2.5 baths

$899,999

4 beds2.5 baths3,300 sq ft

Glen Grove Rd Rd, Deep River, CT 06417

Property at 538 Winthrop Rd #5, Deep River, CT 06417, 1 bed, 1 bath

$369,000

1 bed1 bath786 sq ft

538 Winthrop Rd #5, Deep River, CT 06417

Property at 156 Main St, Deep River, CT 06417, 1 bath

$750,000

— beds1 bath5,460 sq ft

156 Main St, Deep River, CT 06417

Property at 163-165 Main St, Deep River, CT 06417, 3 beds, 2 baths

$935,000

3 beds2 baths4,184 sq ft

163-165 Main St, Deep River, CT 06417

Property at 138 River Rd, Deep River, CT 06417, 5 beds, 5.5 baths

$2,250,000

5 beds5.5 baths5,698 sq ft

138 River Rd, Deep River, CT 06417

Property at 323 River Rd, Deep River, CT 06417, 5 beds, 5.5 baths

$4,495,000

5 beds5.5 baths5,557 sq ft

323 River Rd, Deep River, CT 06417

Property at 45 Castle Hts, Deep River, CT 06417

$54,999

— beds— baths— sq ft

45 Castle Hts, Deep River, CT 06417

Property at 134 Meadow Woods Rd, Deep River, CT 06417

$2,000,000

— beds— baths— sq ft

134 Meadow Woods Rd, Deep River, CT 06417

Viewing page 1 of 1

End of results

Nearby homes that match your criteria

OPEN SUN, 12PM TO 2PM

85 River Rd Apt K3, Essex, CT 06426
85 River Rd Apt K3, Essex, CT 06426
85 River Rd Apt K3, Essex, CT 06426
ABOUT THIS HOME
Deep River, CT Homes for Sale
Enjoy coastal living at its finest. This three-story townhouse has beautiful views of the Connecticut River and is within walking distance to the historic Village of Essex offering the perfect blend of comfort and convenience. An open floor plan seamlessly connects the kitchen and family room. A spacious, light filled main living area with a slider to a private patio is perfect for entertaining. The main bedroom on the second floor is a true retreat with a large slider leading to a private deck where you can enjoy your morning coffee looking out to the river. There are two additional bedrooms and ample storage throughout. This highly sought after waterfront community offers premium amenitie

$490,000

3 beds1.5 baths1,375 sq ft

85 River Rd Apt K3, Essex, CT 06426

$740 HOA • Garage • Pool

6 Spring St, Chester, CT 06412
6 Spring St, Chester, CT 06412
6 Spring St, Chester, CT 06412
ABOUT THIS HOME
Deep River, CT Homes for Sale
Welcome to 6 Spring Street, a residence that transcends the ordinary. Known affectionately as "The Recycle House, " this home is a testament to over a decade of meticulous craftsmanship, with the majority of its structure composed of upcycled materials. Its acclaim extends beyond its eco-friendly design, having been rated as one of the top 70 Airbnbs near NYC by the online magazine "Curbed" and featured on EarthxTV's "House of What" series. The main unit of this unique property boasts a cozy yet spacious layout, complete with an eclectic living room with floor to ceiling windows, kitchen, one bedroom, and two well-appointed baths. The lower level houses a separ

$790,000

2 beds3 baths1,598 sq ft

6 Spring St, Chester, CT 06412

0.34 acre lot • Somewhat walkable

28 S Wig Hill Rd, Chester, CT 06412
28 S Wig Hill Rd, Chester, CT 06412
28 S Wig Hill Rd, Chester, CT 06412
ABOUT THIS HOME
Deep River, CT Homes for Sale
Step into history with this 1770 Cape, part of "Old Homes of Chester. " Nestled on beautiful grounds featuring rolling hills, gardens, and stunning stone walls, the property abuts 8 acres of serene land trust, offering unparalleled privacy and a park-like setting. The main house spans 1303 square feet and includes 2 bedrooms and 2 full baths. Recent upgrades include a new furnace (2023), electric hot water heater, oil tank (2022), and a whole-house generator, ensuring modern comfort while maintaining historic charm. A delightful patio with a gazebo, adorned with wine grapes, provides a perfect spot to relax and enjoy the picturesque surroundings. Additionally, the property feature

$645,000

2 beds3 baths3,091 sq ft

28 S Wig Hill Rd, Chester, CT 06412

2.34 acre lot • Garage • Car-dependent

95 Cedar Swamp Rd, Chester, CT 06412
95 Cedar Swamp Rd, Chester, CT 06412
95 Cedar Swamp Rd, Chester, CT 06412
ABOUT THIS HOME
Deep River, CT Homes for Sale
Modern Contemporary Cape with Panoramic Water Views in Deep River and Chester. Bordering Connecticut's second-largest forest and surrounded by hundreds of acres of protected land, this striking modern Cape offers the perfect blend of privacy, natural beauty, and upscale living. Perched to take full advantage of stunning views over Shailer Pond, this home brings the outdoors in from every angle. Step inside to an expansive open-concept layout filled with natural light and sweeping vistas from nearly every room. The heart of the home is a chef's dream: a gourmet kitchen outfitted with custom Gedney cabinetry, granite countertops, and premium appliances-ideal for entertaining or simply enjoyin

$1,017,000

4 beds3.5 baths4,341 sq ft

95 Cedar Swamp Rd, Chester, CT 06412

2.95 acre lot • $29 HOA • 3 garage spots

25 Spring St, Chester, CT 06412
25 Spring St, Chester, CT 06412
25 Spring St, Chester, CT 06412
ABOUT THIS HOME
Deep River, CT Homes for Sale
Tucked away on Spring Street in the heart of Chester village, this stately two-story residence gracefully combines classic farmhouse tradition with all the amenities of modern living. As you enter the home through the foyer, sunlight pours through generous windows, illuminating the living room anchored by an elegant fireplace. Recessed lighting and gleaming wide-plank wood floors lend an understated sophistication, while the open layout flows effortlessly into the dining room and a cozy den. The den boasts tranquil views of the lush backyard and patio, with direct access for seamless indoor-outdoor living. French doors in the dining room flood the space with natural light and provide anothe

$895,000

3 beds2.5 baths2,344 sq ft

25 Spring St, Chester, CT 06412

0.62 acre lot • Garage • Car-dependent

28 Hoop Pole Hill Rd, Chester, CT 06412
28 Hoop Pole Hill Rd, Chester, CT 06412
28 Hoop Pole Hill Rd, Chester, CT 06412
ABOUT THIS HOME
Deep River, CT Homes for Sale
Discover the perfect blend of elegance and convenience in this custom Cape Cod home, nestled privately in Chester, CT. Boasting 4 bedrooms and 3.5 baths, this residence is convenient to the vibrant downtown area and easily accessible to the highway, yet set in a quiet woodland sanctuary, directly across from over 100 acres of state forest and trails. With timeless decor that exudes classic charm, the main level is thoughtfully designed with your comfort in mind. It features a primary bedroom suite with a spa-like full bath for ease of living, a cozy living room with built-ins provides a tranquil space to unwind, while the formal dining room is ideal for hosting gatherings. The heart of the

$774,000

4 beds3.5 baths3,396 sq ft

28 Hoop Pole Hill Rd, Chester, CT 06412

2.01 acre lot • 2 garage spots • Car-dependent

Property at 35 Essex Hills Dr, Essex, CT 06426, 4 beds, 2.5 baths

$899,900

4 beds2.5 baths3,096 sq ft

35 Essex Hills Dr, Essex, CT 06426

Property at 6 Trolley Xing, Old Saybrook, CT 06475, 3 beds, 2.5 baths

$995,000

3 beds2.5 baths3,404 sq ft

6 Trolley Xing, Old Saybrook, CT 06475

Property at 18 Benson Ln, Essex, CT 06426, 4 beds, 2.5 baths

$1,875,000

4 beds2.5 baths2,634 sq ft

18 Benson Ln, Essex, CT 06426

Property at 31 N Main St, Essex, CT 06426, 4.5 baths

$2,495,000

— beds4.5 baths12,155 sq ft

31 N Main St, Essex, CT 06426

Property at 43 N Main St, Chester, CT 06412, 3 beds, 1.5 baths

$749,900

3 beds1.5 baths1,538 sq ft

43 N Main St, Chester, CT 06412

Property at 30 Watrous Point Rd, Old Saybrook, CT 06475, 4 beds, 4 baths

$1,475,000

4 beds4 baths4,546 sq ft

30 Watrous Point Rd, Old Saybrook, CT 06475

Property at 8 Route 148, Killingworth, CT 06419, 4 beds, 3 baths

$825,000

4 beds3 baths3,864 sq ft

8 Route 148, Killingworth, CT 06419

Property at 157 Pine Lake Rd, Westbrook, CT 06498, 2 beds, 2 baths

$749,900

2 beds2 baths2,457 sq ft

157 Pine Lake Rd, Westbrook, CT 06498

Property at 41 Watrous Point Rd, Old Saybrook, CT 06475, 6 beds, 4.5 baths

$4,450,000

6 beds4.5 baths5,536 sq ft

41 Watrous Point Rd, Old Saybrook, CT 06475

Property at 1 Foxboro Rd, Essex, CT 06426, 4 beds, 4.5 baths

$4,950,000

4 beds4.5 baths4,131 sq ft

1 Foxboro Rd, Essex, CT 06426

Property at 3 Essex Sq, Essex, CT 06426, 1.5 baths

$895,000

— beds1.5 baths3,177 sq ft

3 Essex Sq, Essex, CT 06426

Property at 86 Bushy Hill Rd, Essex, CT 06442

$175,000

— beds— baths— sq ft

86 Bushy Hill Rd, Essex, CT 06442

Property at 41B River Rd, Essex, CT 06426

$1,025,000

— beds— baths— sq ft

41B River Rd, Essex, CT 06426

Property at 130 Mares Hill Rd, Essex, CT 06442

$300,000

— beds— baths— sq ft

130 Mares Hill Rd, Essex, CT 06442

Average home prices near Deep River, CT

Cities

Zip Codes
Minor Civil Divisions

Deep River, CT real estate trends

$487K

Sale price

-11.6%
since last year

$305

Sale $/sq ft

+13.0%
since last year

Over list price

2.2%

Days on market

Down payment

—

Total homes sold

See more Deep River, CT market insights

More to explore in Deep River, CT

Featured
Price
Bedroom

How to buy a house in Deep River, CT

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Connecticut

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Countries

United States

Canada

Updated January 2023: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, TITLE FORWARD, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

Rocket Mortgage is an affiliated business of Redfin. All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York. For additional information on Rocket Mortgage or to receive lending services in the State of New York, please visit RocketMortgage.com.

Rocket Mortgage, LLC, Rocket Homes Real Estate LLC, Rocket Card, LLC, RockLoans Marketplace LLC (doing business as Rocket Loans), and Rocket Money, Inc., are separate operating subsidiaries of Rocket Limited Partnership. Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company is a separate legal entity operated and managed through its own management and governance structure. Rocket Limited Partnership is an indirect, wholly owned subsidiary of Rocket Companies, Inc. (NYSE: RKT).

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.