Deep River Homes for Sale

Welcome to Deep River, Connecticut, a picturesque town nestled in the heart of Middlesex County. Known for its serene landscapes and rich history, Deep River offers a delightful blend of small-town charm and modern conveniences. With its lush greenery, scenic views along the Connecticut River, and a vibrant community spirit, it’s no wonder that Deep River has become a sought-after destination for homebuyers.

Deep River boasts a variety of homes for sale, catering to diverse tastes and lifestyles. Whether you’re searching for a cozy cottage, a spacious family home, or a contemporary retreat, you’ll find an array of options that suit your needs. Many properties feature stunning architectural details, well-manicured gardens, and ample outdoor space, perfect for enjoying the beautiful New England seasons.

The town is also known for its strong sense of community, with local events, farmers' markets, and cultural festivals that bring residents together. Families will appreciate the excellent schools and recreational facilities, while nature enthusiasts can explore the nearby parks and hiking trails, offering endless opportunities for outdoor adventures.

Conveniently located near major highways, Deep River provides easy access to larger cities such as Hartford and New Haven, making it an ideal choice for commuters. With its friendly atmosphere, beautiful homes, and vibrant community life, Deep River invites you to discover the perfect place to call home. Explore our listings today and let us help you find your dream property in this charming Connecticut town!

Newest Deep River Homes for Sale

$749,900

4 Beds ⋅ 3 Baths ⋅ 24205311 MLS

Nestled on a private cul-de-sac overlooking Pratt Read Reservoir, this 4-bedroom, 2.5-bath Colonial offers 3,143 square feet of living space, 200 feet of waterfront frontage, updated bathrooms, and a newer HVAC system. The spacious eat-in kitchen with large pantry opens to a welcoming family room with a gas fireplace, while formal living and dining rooms provide flexible space for entertaining, a home office, or den. A dramatic two-story foyer creates a grand first impression. The primary suite offers generous storage with dual walk-in closets, and a bathroom with a soaking tub, and large walk-in shower. Enjoy year-round water views and outdoor recreation right from your backyard. Kayak, canoe, fish, or simply relax on the oversized deck overlooking the reservoir with direct water access. The walkout lower level is filled with natural light and offers endless possibilities for future expansion. Located on a private cul-de-sac near a popular pick-your-own orchard and just minutes from highly rated Valley Regional High School, this exceptional home offers the perfect blend of privacy, nature, and community.

77 Falls Landing Rd, Deep River

$585,000

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

$999,900

4 Beds ⋅ 4 Baths ⋅ 24205606 MLS

Set on nearly six beautifully landscaped acres, this distinctive four-bedroom, three-and-a-half-bath estate blends timeless character with thoughtfully designed living spaces. A welcoming foyer with brick flooring sets the tone, with custom details throughout including wide-board floors, exposed beams, french doors, detailed millwork and four fireplaces. The kitchen is anchored by an impressive oversized fireplace spanning nearly an entire wall, fitted with a gas insert, and a large center island that creates a natural gathering place. The expansive great room features soaring ceilings, custom windows, built-ins, beautiful woodwork and a fireplace, with french doors opening to a covered rear porch overlooking the grounds. The private primary suite encompasses the entire third floor, creating a true retreat. Beyond the home, stone patios and walls create inviting spaces around the saltwater inground pool and pool house. A professionally engineered pond offers swimming and fishing in warmer months and skating in winter. A substantial barn, additional two-car barn/garage and mature landscaping complete this exceptional private estate.

141 Cedar Swamp Rd, Deep River

$635,000

4 Beds ⋅ 3 Baths ⋅ 24200419 MLS

Prominently on 1.5 private, park-like acres, this inviting four-bedroom custom Colonial offers space, comfort and a peaceful country setting just minutes from Deep River Center and Essex Village. Thoughtfully designed and beautifully maintained, the home combines classic New England character with a spacious open floor plan, designed for everyday living. The main level features gleaming hardwood floors, a bright and welcoming living room, formal dining room and a well-appointed coastal kitchen with white cabinetry, granite countertops, stainless-steel appliances and a casual dining area. Sliders lead to the private deck overlook the property's beautiful natural surroundings and is ideal for outdoor entertaining. A separate family room, centered around the fireplace, provides the perfect place to rest and relax. Upstairs, the spacious primary suite includes a private bath and walk-in closet, complemented by three additional generously sized bedrooms and a second full bath. Central air, a full basement and an attached two-car garage add convenience and abundant space for all of your storage needs. Bordered by natural plantings, beautiful rock out-croppings and a variety of stately trees, this property offers easy access to several hiking trails and nature preserves in the area. Lasting memories will be made with friends and family around the charming fire pit. Whether you are looking for a full-time residence or the ideal weekend retreat it's the perfect place to call home.

73 Long Hill Rd, Deep River

$359,900

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

$675,000

3 Beds ⋅ 3 Baths ⋅ 24193845 MLS

ONLY 10 HOMES call this neighborhood home. This center hall colonial is set on a wonderful lot. Bordering the rear is open space owned by Deep River Land Trust, affording a bit more privacy to the backyard. One will appreciate the drop zone, ample closets, access to the garage, and both front and rear yards. One of the three full baths is here, too. Spacious rooms are found throughout the house, including a bonus room over the garage. Entertaining is a breeze from the kitchen to the dining areas to the deck and pool. And if the power goes out, the full-house Generac generator will keep the party going. The central air system is non-operational.

21 Sunset Rdg, Deep River

$3,625,000

5 Beds ⋅ 5 Baths ⋅ 24191233 MLS

Tucked away from the road and set above the CT river on over three acres, this amazing waterfront home is also a secluded personal resort, complete with a pool, spa, and private beach. Designed to showcase river views from every vantage point, the home features high ceilings, floor to ceiling windows, and an expansive open-concept floor plan that brings in an abundance of natural light. A living room with a fireplace, formal dining area, and family room all lead out to a large deck, which offers plenty of room for outdoor entertaining or just admiring the scenic waterfront setting. A well-appointed chef's kitchen with a center island and plenty of storage space faces the family room. A first- floor primary bedroom offers an office/sitting area with another fireplace, a generous ensuite bathroom with both a soaking tub and walk-in shower. A spacious laundry/mud room leads from the kitchen to the three-car garage. A sunroom overlooks the pool deck, which includes a gunite in-ground pool, a large patio area, and a fantastic outdoor kitchen with a built-in grill and bar area perfect for al fresco dining. The second-floor landing is open to the first floor below, and has two bedrooms both with ensuite bathrooms, and sitting area. The finished walk-out lower level leads to another patio area overlooking the private beach. A large family room, a full kitchen, two more bedrooms and a full bathroom complete the lower floor, offering plenty of room for visitors.

409 River Rd, 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

$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

$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

$1,065,000

3 Beds ⋅ 2 Baths ⋅ 24192002 MLS

Essex Village is a short walk to this one-of-a-kind home, privately set on over three picturesque acres. Just moments from the Essex town line, this extraordinary custom home is the result of an exceptional architectural transformation, blending timeless New England character with thoughtful, high-end design. Enjoy a peaceful, private setting while being just minutes from the charming village centers of Deep River and Essex, with their acclaimed restaurants, boutique shops, marinas, yacht clubs, the Connecticut River Museum, and the historic Griswold Inn. A comprehensive redesign of the home's exterior was completed by renowned architect Christopher Arelt, featuring all-new windows, structural insulated panels for enhanced energy efficiency, cedar shingle siding, copper gutters, Azek trim, a 4-zone heating system, an expansive Ipe deck and stairs, a bluestone patio, and a private outdoor shower. A brand-new well, drilled in May, and a whole-house generator powered by a 500-gallon underground propane tank provide year-round comfort and peace of mind. The home's showpiece is the spectacular four-season sunroom. This breathtaking space features a coffered beadboard ceiling, rich Brazilian cherry flooring, walls of windows, a wood-burning stove, custom built-in seating, and French doors opening onto the expansive Ipe deck, creating an extraordinary setting for year-round living and entertaining.

106 Meadow Woods Rd, Deep River

$3,950,000

5 Beds ⋅ 6 Baths ⋅ 24192020 MLS

Here is your opportunity to own an extraordinary Connecticut River waterfront estate complete with a deep-water dock! 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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