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147 River St, Deep River
$299,900
4 Beds ⋅ 1 Baths ⋅ 24217621 MLS
Antique 4 Bedroom colonial just steps to the CT River and a short walk to town. First floor bedroom and full bath. Small manageble yard. 1 Car Detached oversized garage. Distance from school. Great potential. Generator hook up. Needs work. Ready for your updating!

147 River St, Deep River
206 W Elm St, Deep River
$358,900
2 Beds ⋅ 2 Baths ⋅ 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
56 Witch Hazel Dr, Deep River
$615,000
4 Beds ⋅ 3 Baths ⋅ 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
92 Main St Unit 410, Deep River
$299,500
1 Beds ⋅ 2 Baths ⋅ 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
8 Southworth St, Deep River
$499,000
4 Beds ⋅ 2 Baths ⋅ 24214902 MLS
Imagine strolling along charming brick sidewalks to your favorite downtown restaurant, browsing local gift shops, or enjoying the tradition of Deep River's beloved historic Muster in July right from your front porch! Built in 1918, this well-maintained Colonial offers a wonderful opportunity to experience the character, history, and welcoming community that make this Connecticut river town so special. Step inside this traditional New England home and craftsmanship shines through from the rich wood molding to the spacious foyer with an amazing staircase with classic box newel post. With four bedrooms, 1.5 baths, first floor laundry, expansive kitchen and cozy family room, the home offers an inviting layout filled with timeless character and everyday functionality. The enclosed front porch is a dream come true (BYOR-Bring Your Own Rocker!), while the large side deck provides space for outdoor dining and entertaining. The walk-up attic is a real surprise, measuring 26' x 24' with a high ceiling. One can easily image finishing this space into a primary suite or additional living space! Recent updates include a new boiler, newer roof, and connection to city sewer. If you are looking for a walkable, in-town location, this is it! Recreation fields and a well-equipped playground are across the street while restaurants, gift shops, the public library, the Deep River Historical Society, hiking trails, seasonal farmers' market, supermarket, pharmacy, and 24-hour gym are close by.

8 Southworth St, Deep River
2 Pinewood Trl, Deep River
$685,000
3 Beds ⋅ 4 Baths ⋅ 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
92 Main St Unit 205, Deep River
$275,000
2 Beds ⋅ 2 Baths ⋅ 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
42 Laurel Wood Dr, Deep River
$849,000
3 Beds ⋅ 3 Baths ⋅ 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
216 River Rd, Deep River
$286,000
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
240 Main St, Deep River
$599,900
3 Beds ⋅ 2 Baths ⋅ 24200740 MLS
Walking distance to Downtown and a brand new roof! Welcome to 240 Main Street. Full of character and warm appeal, this 3-bedroom, 2-full-bath home offers a unique combination of indoor comfort and a prime outdoor setting. Step inside to discover a beautiful, well-appointed kitchen outfitted with a professional Jade stove-perfect for culinary enthusiasts-with views opening out to a beautifully landscaped, private backyard retreat. Built-ins and original details continue throughout the entire home, while thoughtful updates maximize the use of living space. With lots of flex space in the barn, the first floor hosts amazing space for a gym, second office, hobby room or a billiard room. Upstairs, a private office provides a quiet work-from-home setup. Outdoors, the peaceful, tree-lined yard includes a charming potting shed and abuts a serene church field for maximum privacy. Positioned right across the street from the local park, playground, and baseball fields, you'll enjoy front-row access to community recreation while maintaining your own private oasis. Schedule your private tour today!

240 Main St, Deep River
73 Long Hill Rd, Deep River
$625,000
4 Beds ⋅ 3 Baths ⋅ 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
103 Bushy Hill Rd, Deep River
$699,900
3 Beds ⋅ 3 Baths ⋅ 24208142 MLS
This Stunning, completely remodeled ranch style home is truly move in ready! With an open concept living area, perfect for entertaining or everyday living. There is pleanty of kitchen space with an island, new cabinets & quartz countertops and new appliances, living room area with gas fireplace and dining space. High ceilings and plenty of window to let in the natural light. On one side of the house you have the Master bedroom with two walk-in closets & private master bath. The Laundry room and half bath. On the other side of the house are two additional bedrooms & a full bath. Enjoy the privacy of your back deck accessable from both the living room and master bedroom. The lot is just over two acres, surrounded by private lightly wooded land. With over 1700 sq ft of living space there is still room for expansion over the attached two car garage. With entrances from both the garage or outside, this space has been started for an in-law apartment. Frame work, electric & plumbing have been started. Additional photos will be added soon.

103 Bushy Hill Rd, Deep River
77 Falls Landing Rd, Deep River
$699,900
4 Beds ⋅ 3 Baths ⋅ 24205311 MLS
MAJOR PRICE REDUCTION!! An exceptional opportunity to own over 3,100 square feet w/ waterfront frontage at an incredible value! Offering 4 bedrooms, 2.5 baths & 3,143 square feet of living space, this spacious Colonial is tucked away on a private cul-de-sac overlooking Pratt Read Reservoir w/ approximately 200 feet of waterfront frontage. The home features all-new plumbing, updated bathrooms & a newer HVAC system, with just a few remaining updates offering the next owner an opportunity to add their own style & finishing touches. The spacious eat-in kitchen w/ a large pantry opens to a welcoming family room w/ a gas fireplace, while formal living & dining rooms provide flexible space for entertaining, a home office or den. A dramatic two-story foyer creates an impressive entrance. Upstairs, the primary suite features dual walk-in closets & a spacious bath with a soaking tub & large walk-in shower. The walkout lower level is filled w/ natural light & offers tremendous potential for additional finished living space. Enjoy beautiful water views & recreation right from your backyard-kayak, canoe, fish or simply relax on the oversized deck overlooking the reservoir w/ direct water access. Conveniently located near a popular pick-your-own orchard & just minutes from Valley Regional High School. At $699,900, finding a home with more than 3,000 square feet, waterfront access & this much potential in town is a rare opportunity. Bring your finishing touches & make it yours!!

77 Falls Landing Rd, Deep River
24 Long Hill Rd, Deep River
$489,000
4 Beds ⋅ 2 Baths ⋅ 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
77 Scenic View Dr Unit 17, Deep River
$229,000
2 Beds ⋅ 1 Baths ⋅ 24198175 MLS ⋅ Ridgewood Hills BLDG.
Single level living in updated condo in Deep River! Peaceful location provides serenity, yet close to vibrant town center with everything you need including restaurants, shops, groceries, pharmacy and more! Close to Route 9 for convenience. Why rent when you can own in Deep River?!

77 Scenic View Dr Unit 17, Deep River
170 Bushy Hill Rd, Deep River
$850,000
3 Beds ⋅ 4 Baths ⋅ 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
87 Main St, Deep River
$1,150,000
8 Beds ⋅ 6 Baths ⋅ 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
323 River Rd, Deep River
$3,750,000
5 Beds ⋅ 6 Baths ⋅ 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
134 Meadow Woods Rd, Deep River
$2,200,000
3 Beds ⋅ 2 Baths ⋅ 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
134 Meadow Woods Rd, Deep River
$2,200,000
24185650 MLS
Rare opportunity to acquire approximately 30 acres in one of Deep River's most desirable locations. This exceptional property presents a unique residential development opportunity combining privacy, natural beauty, existing improvements, and future potential. The property includes an existing Saltbox style residence and offers subdivision potential for approximately 5-7 residential lots, subject to approvals and diligence. Featuring gently rolling topography, mature woodlands, historic stone walls, and expansive acreage, this remarkable parcel is ideal for builders, developers, investors, or buyers seeking a private compound, family compound, multi generational compound, or legacy property. The land is well suited for luxury homesites, estate sized lots, custom homes, a boutique luxury subdivision, or a private estate. Select building locations may offer seasonal Connecticut River views depending on home placement and elevation. The existing Saltbox home provides immediate utility as a residence, guest house, rental property, caretaker's home, or staging area during future development. Minutes from Essex and Chester Village, the property offers convenient access to the Connecticut River, Safe Harbor Marinas, yacht clubs, the Essex Steam Train, shopping, dining, cultural attractions, and the Route 9 commuter corridor while maintaining a secluded setting. A rare Connecticut Shoreline offering combining 30 acres, residential subdivision potential, luxury homesites.

134 Meadow Woods Rd, Deep River
Deep River
$559,000
1 Baths ⋅ 24174110 MLS
New Price! Perfect location for your business! Land, they don't make it anymore, especially a 2.19-acre parcel on Main Street with gas, public water (connected) and 2 sewer hookups in the street plus an existing building! Welcome to Deep River, a best kept secret on the shoreline. Deep River Market LLC sits near the Essex line off of Rt 9 exit 5. A local landmark available for redevelopment in the VID zone with surrounding RES and TID zones. VRHS is just up the road. Georgetown condos are across the street. 1 mile to town and Dunkin. Refer to attachments in Documents for more information on potential uses such as Affordable housing or 55+, have an anchor store, mini strip mall, offices, Deli-Pizza-Beer, drive thru by special exception. Previous plans for 2 buildings/survey available. BY APPOINTMENT ONLY 24 hrs notice please. Being sold "AS IS" Cameras in use.

Deep River
900 Industrial Park Rd, Deep River
$1,270,000
10 Baths ⋅ 24156775 MLS
100% occupied industrial warehouse building in the Deep River Industrial Park. Building is on a ground lease with 64 years remaining on the lease. Propane heating, central air, paved parking lot. Great rental history. One owner building

900 Industrial Park Rd, Deep River

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