Deep River Homes under $600,000

Welcome to Deep River, Connecticut—a hidden gem nestled in the heart of Middlesex County. This charming riverside town boasts a rich history, picturesque landscapes, and a welcoming community that makes it an ideal place to call home. With its quaint downtown area lined with unique shops, delightful eateries, and vibrant local events, Deep River offers a perfect blend of small-town charm and modern conveniences.

Deep River is renowned for its stunning natural beauty, with the Connecticut River providing ample opportunities for outdoor recreation. Residents can enjoy kayaking, fishing, and hiking along scenic trails that wind through lush greenery and offer breathtaking views. The town’s commitment to preserving its natural surroundings makes it a haven for nature lovers and outdoor enthusiasts alike.

For those seeking a new home in this idyllic setting, Deep River offers an array of options under $600,000. Whether you’re looking for a cozy single-family home, a charming cottage, or a spacious townhouse, you’ll find a variety of properties that cater to diverse tastes and lifestyles. Many homes in the area feature modern amenities while retaining their historic charm, making them perfect for families, retirees, or anyone looking to enjoy the tranquility of riverside living.

With its friendly atmosphere, excellent schools, and strong sense of community, Deep River is more than just a place to live—it’s a place to thrive. Discover your dream home in this enchanting town and experience the beauty and warmth that Deep River has to offer. Your next chapter awaits!

Newest Deep River Homes under $600,000

$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

$415,000

3 Beds ⋅ 2 Baths ⋅ 24208860 MLS

First time offered in over 50 years! Set on over an acre at the end of a cul-de-sac, this three-bedroom, one-and-a-half-bath home offers a wonderful combination of space, privacy, and potential. Step inside the foyer, where the home opens to two levels of living space. Upstairs, you'll find the main living area along with three bedrooms, including a primary bedroom with its own half bath. The lower level features a spacious family room with a fireplace, providing additional room to relax, entertain, or create a flexible living space. One of the home's standout features is the expansive covered deck spanning the back of the house, overlooking a beautiful backyard with plenty of room to enjoy the outdoors. Additional features include a dedicated laundry room, ample storage, and a one-car garage. Lovingly held by the same seller for more than five decades, this home presents a special opportunity to make it your own and begin its next chapter.

27 Beechwood Dr, Deep River

$519,500

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

$289,900

3 Beds ⋅ 3 Baths ⋅ 24200726 MLS

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. Separate town water and sewer to each home. Ready for your updating! Electric 100 AMPS each.

1721 Winter Ave, Deep River

$325,000

3 Beds ⋅ 1 Baths ⋅ 24198403 MLS

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 garage at street level below. House is dated but appears in good condition.

49 Essex St, 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

$429,900

2 Beds ⋅ 1 Baths ⋅ 24179608 MLS

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, you'll find hardwood floors, timeless architectural charm, and a thoughtfully renovated interior featuring a remodeled kitchen with all-new stainless-steel appliances, an updated bathroom with new fixtures, plumbing and a newly created first-floor laundry room converted from the former utility space for added convenience. The electric was upgraded to 200 amps & new energy-efficient mini-split systems provide year-round heating and cooling, while solar panels help keep utility costs low. Step outside to enjoy the newly installed backyard patio-an inviting space for relaxing or entertaining. Garden enthusiasts will appreciate the unique outdoor sink with both hot and cold water, making gardening projects and outdoor cleanup easier than ever. Located just a short stroll from the center of town, you'll love the convenience of Deep River's charming shops, restaurants, parks, and community events. Experience the best of small-town living, including the nationally recognized annual Deep River Ancient Muster, one of the area's most celebrated traditions. This move-in-ready home is the perfect opportunity to enjoy comfort, efficiency, and an unbeatable in-town location. A great condo alternative or second home.

58 Union St, Deep River

$289,900

2 Beds ⋅ 2 Baths ⋅ 24192157 MLS

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.

17 & Ave, Deep River

$205,000

1 Beds ⋅ 1 Baths ⋅ 24192095 MLS ⋅ Georgetown Woods BLDG.

Welcome to one of Deep River's hidden treasures! Ideally located in the heart of the beautiful Connecticut River Valley, this inviting condominium with low monthly HOA of $272 offers comfortable, low-maintenance living in a well-maintained 50-unit community with easy access to Routes 9 and I-95.Enjoy the convenience of nearby Main Street, where you'll find a grocery store, liquor store, charming shops, restaurants, marinas, and yacht clubs just minutes away. Freshly painted throughout, this upper level ranch unit is light-filled and features recently replaced living room flooring, a new stainless refrigerator, oven/range, and attractive new carpeting in the bedroom, making it truly move-in ready. The laundry and storage area are located on the lower level. The property includes one assigned parking space plus ample visitor parking. The HOA covers trash removal, lawn maintenance, and snow removal, allowing you to enjoy carefree living year-round. Whether you're looking for a full-time residence, a weekend getaway, or an investment in one of Connecticut's most picturesque Connecticut River towns, this condo is an outstanding opportunity. Complex borders Canfield Woods Nature Preserve with walking trails. Just a few miles from the historic villages of Essex and Old Saybrook, you will enjoy easy access to boating, beaches, dining, shopping, and all the charm of the Connecticut shoreline. You'll love calling Deep River home!

391 Main St Unit 134, Deep River

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