Deep River Real Estate

Welcome to Deep River, Connecticut – a hidden gem nestled in the heart of Middlesex County. Known for its picturesque landscapes and tight-knit community, Deep River offers a unique blend of small-town charm and vibrant local culture. With a population that embraces its rich history and natural beauty, this quaint town is an ideal place for families, retirees, and anyone looking to escape the hustle and bustle of city life.

Deep River is beautifully situated along the Connecticut River, providing residents with stunning waterfront views and ample opportunities for outdoor recreation. From hiking and biking along scenic trails to boating and fishing on the river, nature enthusiasts will find plenty to love about this serene environment. The town is also home to several parks and recreational facilities, ensuring that there’s always something to do for residents of all ages.

The downtown area boasts a delightful mix of local shops, restaurants, and cultural attractions. Whether you’re indulging in a delicious meal at a family-owned eatery or exploring the unique boutiques that line the streets, Deep River’s vibrant community spirit is palpable. Additionally, the town hosts various events throughout the year, fostering connections among neighbors and celebrating the local culture.

Education is a cornerstone of Deep River, with access to top-notch schools that prioritize student success and community involvement. With its friendly atmosphere, strong sense of community, and beautiful surroundings, Deep River is not just a place to live – it’s a place to call home. Come explore the charm of Deep River and discover why so many are proud to be a part of this wonderful town!

Newest Listings in Deep River

$358,900

2 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24217309 MLS

Brimming with quintessential New England charm, this cozy yet surprisingly versatile Cape Cod offers a unique blend of character, privacy, and natural beauty. Conveniently located near downtown Deep River, neighboring shoreline communities, and local beaches, the property also offers nearby access to state forest trails leading toward Pine Ledge. Originally built in 1950 and relocated to its current setting during the construction of Route 9 in the 1960s, this distinctive home has a history as interesting as its surroundings. Nestled along a lightly wooded hillside on approximately three-quarters of an acre, the home features two bedrooms, a full bathroom with radiant floor heating, a kitchen, dining area, inviting living room with a wood-burning fireplace, and an additional half bath. A bonus space on the main level showcases sweeping views of Pratt Read Reservoir and the surrounding woodlands, offering a peaceful place to enjoy the beauty of New England's changing seasons. The outdoor spaces are equally distinctive, with a secure poultry enclosure, fish pond, play structure, and open lawn area. An upper-level driveway provides access to a secluded picnic area and a second storage shed. Ample parking is available at the main level, while a separate private driveway below the home leads to an enclosed single-car garage, workspace, storage and interior staircase to the main floor of the home.

206 W Elm St, Deep River

$615,000

4 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24217205 MLS

Welcome to your peaceful retreat in desirable Witch Hazel estates! This 4 bedroom, 2.5 bathroom home sits on a quiet cul-de-sac and offers a peaceful and tranquil setting. Tastefully updated and beautifully maintained, this home is great for everything from relaxing with your morning coffee to strolling down the sleepy street to entertaining on your expansive deck overlooking your private backyard. Falls River Sanctuary is a stone's throw from your front yard, adding to the serene setting. Extensive updates include a new roof (2021), remodeled kitchen with quartz countertops, updated bathrooms, refinished hardwoods floors throughout the main level, newer covered deck, new bulkhead door, and landscaping.

56 Witch Hazel Dr, Deep River

$299,500

1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216953 MLS ⋅ The Piano Works BLDG.

Completely & tastefully remodeled end unit located on the 4th floor overlooking the greenery & brook at historic Piano Works. The unit faces westerly & is filled with ambient light through six oversized windows! This bright & airy single level home truly epitomizes the term "Move In Ready"! If you're looking for in-town living, a newly renovated unit & want the closest parking spot in the building, then this is your opportunity to own a magnificent property. Located in the heart of Deep River village, you're just steps to restaurants, boutiques, a membership gym & everything else that this historic community has to offer. The numerous improvements include the completely remodeled kitchen featuring all new appliances, renovated bathrooms, new hardwood flooring & carpeting, custom closets, custom lighting, oversized windows, Hunter Douglas custom window treatments and much, much more! Community amenities include an on-site gym, a common room which is great for events, laundry on two levels & storage on the entry level. This truly is a one of a kind, so don't let it pass you by!

92 Main St Unit 410, Deep River

$685,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24212188 MLS

Discover this dramatic modern Cape-style living in this beautifully appointed 3-bedroom, 3-bath home nestled in the scenic Connecticut River Valley. Set on a peaceful dead-end street, with your own private pond, this exceptional property blends contemporary design, inviting spaces, and picturesque natural surroundings. Hardwood floors and a soaring cathedral ceiling create an impressive, open first-floor living area centered around a cozy fireplace. The modern kitchen features stainless steel appliances and flows seamlessly into the main living and entertaining spaces. A desirable first-floor primary suite offers comfort and convenience, while two additional bedrooms on the upper floor provide flexible accommodations for family, guests, or a home office. The fully finished lower level expands your living space with an above-grade walkout, creating the perfect setting for recreation, relaxation, or entertaining. Step outside to enjoy professionally landscaped grounds and the inviting outdoor firepit-ideal for gathering with friends or unwinding under the stars. A two-car garage adds everyday convenience and storage. Enjoy the serenity of a beautiful natural setting and experience the best of Historic Connecticut River Valley!

2 Pinewood Trl, Deep River

$275,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24215276 MLS ⋅ The Piano Works BLDG.

Available at historic Piano Works! This townhouse is one of a few that offers a large private patio for your warm weather enjoyment. Well maintained and updated, this 2 bedroom, 2 full bath unit is ideal for in-town living. Both levels include 9'+ ceilings, exposed brick accent walls, wood beams and wood ceilings. The lower level features updated kitchen cabinets w/stainless steel appliances and tiled backsplash which opens up to the dining & living room areas. Adjacent to the living room you'll find your private patio. Rounding out the lower level you will find a primary bedroom suite with an updated full bath and loft area that is perfect for extra storage. The upper level offers the entry foyer, a 2nd updated full bath, wall of closets for storage, and a 2nd spacious bedroom. This unit also comes with a storage space in the basement. Off the main lobby area you will find an exercise room, community area, and unit mailboxes. Elevators from the lobby/foyer take you to all floors. Shared coin-operated laundry rooms are located on two different levels. Assigned parking is located in the upper lot with plenty of visitor spaces in the upper as well as lower lots. Enjoy all that the Deep River Village has to offer to include restaurants, shopping, gym, library and more! Pets are welcome at this wonderful community!

92 Main St Unit 205, Deep River

$849,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24209952 MLS

Welcome to The Grand Gathering at Laurel Wood, where every occasion becomes a special occasion! Beautifully situated on 1.17 landscaped acres at the end of a peaceful Deep River cul-de-sac. This impressive Cape Cod has a huge two story detached three-car garage its incredible and has extra parking on the side for large vehicles / vessels / trailers etc. This home was made for entertaining and has plenty of abundant paved parking for guest. The spectacular great room steals the show with its soaring ceiling, enormous windows, hardwood floors, and generous gathering space. The inviting family room has a handsome brick wall fireplace, another great space. The well-appointed kitchen features abundant cabinetry, stainless steel appliances and eat in area. The formal dining room has french doors to the deck. The main level primary suite is all part of this unique floor plan. Upstairs is a wonderful two bedroom Jack and Jill. To much to list. The basement is huge too. Step outside through through french doors from the great room to the expansive composite deck which offers multiple seating and dining areas, a relaxing hot tub and a walkway to the swimming pool. A super quiet whole-house Kohler generator and a Trane central air-conditioning system are both top notch and provide added comfort and peace of mind. Beautiful lawns, mature trees, and attractive landscaping create a wonderful setting for outdoor enjoyment at The Grand Gathering at Laurel Wood. Explore Deep River today.

42 Laurel Wood Dr, Deep River

$286,000

ACTIVE Status ⋅ 24214611 MLS

1.63 acres of undeveloped residential land on River Road in Deep River, in the R-80 low-density zone and a short distance from the Connecticut River. A narrow, irregular wedge of about 71,000 square feet, outside the FEMA flood hazard area (Zone X) and within the town's Coastal Boundary. Electric and cable are at the street; there is no public water or sewer, so a private well and an engineer-designed septic system would be required. The parcel is below the R-80 minimum lot area: neither seller nor broker represents that the lot is buildable or that any use is permitted, and buyers should confirm buildability, setbacks and any Gateway Conservation Zone requirements directly with Deep River Planning & Zoning and the Connecticut River Area Health District before purchase. Sold as land; survey, soils and percolation testing are the buyer's responsibility. A seller's land disclosure and a property research summary are available on request.

216 River Rd, Deep River

$625,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24208355 MLS

Make your appointment to see 73 Long Hill Road, tucked away in the heart of charming Deep River, one of Connecticut's most beloved river towns. This 4-bedroom home offers small-town character combined with unbeatable convenience - historic Essex and Chester town centers are less than 5 minutes away, offering waterfront dining, boutique shopping, art galleries, and a vibrant year-round community. Outdoor enthusiasts will love the nearby walking and nature trails, perfect for morning hikes or peaceful weekend strolls. A wonderful opportunity to enjoy the best of the lower Connecticut River Valley lifestyle!

73 Long Hill Rd, Deep River

$489,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24205608 MLS

Generous proportions, versatile living spaces and exceptional outdoor amenities define this beautifully appointed four-bedroom, two-bath split-level ranch. The open-concept kitchen, living and dining areas feature hardwood floors, creating an inviting and connected main living space. A fireplace anchors the living room, while the kitchen features stainless steel appliances, including a Sub-Zero refrigerator/freezer. The expansive family room is enhanced by exposed beams and opens directly to a covered patio overlooking the private backyard. Additional rooms provide outstanding flexibility for home offices, a den, fitness room, playroom or other uses. An impressive multi-level deck extends the living space outdoors, offering a beautiful setting for entertaining and relaxing. Set on 1.2 private acres, the property also features a three-car garage with abundant parking and storage. Ideally positioned in an established neighborhood near the Connecticut River, with downtown Deep River and Essex just minutes away, this property offers a wonderful balance of privacy, convenience and quintessential Connecticut River Valley living.

24 Long Hill Rd, Deep River

$850,000

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24192283 MLS

Modern style abounds in this 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 striking firebox anchors the living room, while the four-season sunroom opens through French doors to a private tiered deck complete with a custom stone fireplace-perfect for outdoor gatherings year-round. The second floor offers two bedrooms plus a spacious primary suite with cathedral ceilings and a truly one-of-a-kind spa bath inspired by a traditional retreat, featuring custom tilework and natural stone accents for a serene, luxurious experience. The finished lower level includes a recreation room and custom-designed bar, creating the ideal space for entertaining. A two-car garage is complemented by a third attached bay leading to a professional woodworking shop with French door access to the beautifully landscaped backyard. Set on picturesque grounds with a gentle stream along the eastern boundary, the property also features mature fruit trees and a productive vegetable garden. Whether you're an entertainer, hobbyist, home-based business owner, or seeking potential in-law living space, this unique property offers endless possibilities and versatile living in a truly special setting.

170 Bushy Hill Rd, Deep River

$1,150,000

8 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24193614 MLS

VC Property Group is proud to present a rare two-parcel assemblage in Deep River, Connecticut, featuring a newer construction single-family residence, a five-unit mixed-use building with four residential apartments and one retail unit, and a contiguous 0.30-acre vacant parcel. Located in the highly desirable Lower Connecticut River Valley, the property is just 0.4 miles from Downtown Deep River and approximately 1 mile from Downtown Chester, providing convenient access to acclaimed restaurants, boutique shopping, marinas, and the region's historic village centers. Deep River continues to benefit from strong residential demand driven by limited housing inventory and spillover from neighboring Chester and Essex. The assemblage offers immediate cash flow with meaningful long-term upside, including the potential for a municipal lot line adjustment to combine the vacant parcel with the single-family residence, creating a premium residential asset, or to retain the parcel for future single-family development. Combining stabilized income, intrinsic residential value, and embedded development optionality, this offering presents a compelling investment opportunity in one of Connecticut's most desirable river communities.

87 Main St, Deep River

$3,750,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24192020 MLS

Here is your opportunity to own an extraordinary Connecticut River waterfront estate complete with a dock and lift! This exceptional 5 bedroom, 5.5 bath residence offers unparalleled privacy and stunning panaromic views across protected conservation land, creating a setting of remarkable beauty and tranquility. Thoughtfully designed to embrace its spectacular surroundings, every room is filled with natural light and captures river views, seamlessly blending the ever-changing beauty of the water with miles of pristine, undeveloped landscape. Whether watching boats glide along the river, bald eagles and ospreys soar overhead, or vibrant sunsets reflect across the water, the connection to nature is simply unrivaled. The luxurious primary suite is a private sanctuary, perfectly positioned to showcase the breathtaking riverfront setting and spectacular sunset views. Inside, three fireplaces create warmth and ambiance, offering intimate gathering spaces for cozy evenings and seasonal get-togethers. This unique Deep River property is conveniently located to Essex Village, which is recognized as one of America's "Best Small Towns" where one can enjoy boutique shopping, restaurants, marinas and quintessential New England charm, all while returning to the peace and privacy of your own waterfront retreat. This stunning property is situated two hours from Boston and New York City, and offers convenient access to airports in New haven, Hartford and Providence.

323 River Rd, Deep River

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Deep River Real Estate

Newest Listings in Deep River

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