Deep River Homes for Sale

Welcome to Deep River, Connecticut – a hidden gem nestled in the heart of Middlesex County! Known for its picturesque landscapes and rich history, Deep River offers a unique blend of small-town charm and modern convenience. With the Connecticut River gracefully winding through the town, residents enjoy stunning views and a plethora of outdoor activities, from hiking and biking to kayaking and fishing.

Deep River is not just about natural beauty; it’s a community that prides itself on its vibrant arts scene and strong sense of community. The town hosts numerous events throughout the year, such as the popular Deep River Town Fair, which brings together families and friends for a day of fun, food, and festivities. The local schools are highly regarded, making it an ideal place for families to settle down and grow.

When it comes to real estate, Deep River has a diverse selection of homes for sale that cater to a variety of lifestyles and budgets. Whether you’re looking for a quaint historic home with character, a modern family residence with ample space, or a serene retreat surrounded by nature, you’ll find it all here. The real estate market in Deep River is thriving, providing opportunities for first-time buyers and seasoned investors alike.

Discover the charm of Deep River and explore the homes for sale that await you. Embrace the warmth of this welcoming community and make Deep River your new home today!

Newest Deep River Homes for Sale

$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

$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

$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

$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

$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

$2,200,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24185654 MLS

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 River's most desirable locations. This 3-bedroom, 2-bath country home features approximately 1,591 square feet, hardwood and wide-plank pine flooring, a cathedral ceiling, patio, and unfinished basement. Surrounded by mature woodlands, historic stone walls, and gently rolling topography, the property offers exceptional privacy, natural beauty, and flexibility. The existing residence provides immediate value as a primary home, weekend retreat, guest house, caretaker residence, rental property, or multi-generational living opportunity. Expansive acreage creates space for outdoor recreation, hiking trails, gardening, equestrian pursuits, or the creation of a private estate, family compound, or legacy property. In addition to the existing home, the property may offer future residential subdivision potential for approximately 5-7 lots, creating a compelling investment property and residential development opportunity. Builders, developers, and investors will appreciate the combination of buildable acreage, road frontage, and potential estate sized homesites. Select future building locations may offer seasonal Connecticut River views depending on elevation and home placement. Located near Marinas, Connecticut River, Essex Village, Chester Village. Unique property combines a custom home with acreage and development potential

134 Meadow Woods Rd, Deep River

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Deep River Homes for Sale

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