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A WORLD-CLASS PRIVATE ESTATE SET ON 9.31 GATED ACRES. Nestled behind a private gated entry, this extraordinary CT River Valley estate is a rare luxury compound of architectural distinction, solitude, & resort-caliber amenities. Thoughtfully composed across 5 distinct structures, the property blends modern luxury, European influences, & timeless craftsmanship amid curated landscapes, stone pathways, terraces, & over 6,000sf of refined outdoor living space. This is a truly exceptional, once-in-a-lifetime offering. A long winding driveway gradually reveals an exclusive enclave where the outside world fades away. Stucco structures, cedar shake roofs, & copper gutters emerge in sequence, unified by professionally landscaped grounds, irrigation, & exterior lighting that enhances the estate's serene atmosphere. Completely rebuilt in 2012, & finished in 2015, the Main Residence is a masterclass in quality & livability. Rich millwork, custom cabinetry, radiant-heated hardwood floors, transom windows, & skylights define interiors that feel both elegant & inviting. A boutique-style coat room & jewel-box powder room immediately signal the home's uncompromising level of finish. The show-stopping kitchen features high-gloss bespoke cabinetry, nickel hardware, & a sculptural range hood beneath tall silver-leaf detailed ceilings. A substantial Calacatta marble island integrates a 2nd sink, butcher block, & concealed storage. Chef-grade appliances include SubZero, Wolf, & Miele. *CONTINUED*

5 Beds ⋅ 7 Baths ⋅ 24143703 MLS

A WORLD-CLASS PRIVATE ESTATE SET ON 9.31 GATED ACRES. Nestled behind a private gated entry, this extraordinary CT River Valley estate is a rare luxury compound of architectural distinction, solitude, & resort-caliber amenities. Thoughtfully composed across 5 distinct structures, the property blends modern luxury, European influences, & timeless craftsmanship amid curated landscapes, stone pathways, terraces, & over 6,000sf of refined outdoor living space. This is a truly exceptional, once-in-a-lifetime offering. A long winding driveway gradually reveals an exclusive enclave where the outside world fades away. Stucco structures, cedar shake roofs, & copper gutters emerge in sequence, unified by professionally landscaped grounds, irrigation, & exterior lighting that enhances the estate's serene atmosphere. Completely rebuilt in 2012, & finished in 2015, the Main Residence is a masterclass in quality & livability. Rich millwork, custom cabinetry, radiant-heated hardwood floors, transom windows, & skylights define interiors that feel both elegant & inviting. A boutique-style coat room & jewel-box powder room immediately signal the home's uncompromising level of finish. The show-stopping kitchen features high-gloss bespoke cabinetry, nickel hardware, & a sculptural range hood beneath tall silver-leaf detailed ceilings. A substantial Calacatta marble island integrates a 2nd sink, butcher block, & concealed storage. Chef-grade appliances include SubZero, Wolf, & Miele. *CONTINUED*

252 River Rd, Deep River

$3,650,000

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.

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

$850,000

16 Glen Grove Road....a stunning custom built 2023 Colonial privately set on 4.53 acres in desirable Deep River. Tucked well off the road and surrounded by beautiful stone walls, this property offers exceptional privacy and endless possibilities to enjoy the outdoors, from garden areas & gorgeous rock walls, to creating your own walking trails throughout the wooded landscape. Inside, you'll find approximately 2,782 square feet of thoughtfully designed living space. The bright, open kitchen is the heart of the home, featuring a center island, gorgeous Narragansett green cabinetry, elegant gold fixtures, and seamless flow into the spacious family room with a fireplace and sliders leading to the rear deck. A formal dining room, additional living room, and convenient half bath complete the main level, offering flexible spaces for both everyday living and entertaining. Upstairs, the primary suite features a spacious walk-in closet and private ensuite bath. Three additional bedrooms and a full bath in the hallway provide plenty of room for family, guests, or home office needs. This home offers the benefits of newer construction along with an energy-efficient heat pump system providing both heating and cooling. Move right in and enjoy modern comfort, privacy, and room to grow.

4 Beds ⋅ 3 Baths ⋅ 24182027 MLS

16 Glen Grove Road....a stunning custom built 2023 Colonial privately set on 4.53 acres in desirable Deep River. Tucked well off the road and surrounded by beautiful stone walls, this property offers exceptional privacy and endless possibilities to enjoy the outdoors, from garden areas & gorgeous rock walls, to creating your own walking trails throughout the wooded landscape. Inside, you'll find approximately 2,782 square feet of thoughtfully designed living space. The bright, open kitchen is the heart of the home, featuring a center island, gorgeous Narragansett green cabinetry, elegant gold fixtures, and seamless flow into the spacious family room with a fireplace and sliders leading to the rear deck. A formal dining room, additional living room, and convenient half bath complete the main level, offering flexible spaces for both everyday living and entertaining. Upstairs, the primary suite features a spacious walk-in closet and private ensuite bath. Three additional bedrooms and a full bath in the hallway provide plenty of room for family, guests, or home office needs. This home offers the benefits of newer construction along with an energy-efficient heat pump system providing both heating and cooling. Move right in and enjoy modern comfort, privacy, and room to grow.

16 Glen Grove Rd, Deep River

$845,000

An oasis of privacy, peace and elegance awaits you here at one of Deep River's most desirable locations. Spring and summer song birds serenade you from the refurbished deck nestled among mature trees covering 3.21 acres of gently sloping land. As you enter through colorful gardens professionally landscaped for minimal maintenance, you'll be greeted by rich Brazilian Cherry hardwood floors that organically flow from room to room. A spacious open concept will lead you to the hearth of this home, an impressive kitchen that will delight the most discriminating chef. Cherry cabinets, granite counters, center island, SS appliances and a layout that allows for prep, cooking and cleanup to occur simultaneously. Entertaining is a must as your guests greet one another in the storybook family room complete with woodburning fireplace and cathedral ceiling, opening to a 600 sq ft deck where you can enjoy coffee in the morning, wine in the evening, shared meals or the peace of communing with this natural habitat. 4 bedrooms and 2.5 baths include a primary suite with a spa-like jacuzzi bath, dual sinks, shower and a walk in closet sure to accommodate the fashionista in you. 3 additional bedrooms can also be used for office space, a playroom, exercise space or craft room. The hardwood floors gleam in the abundance of sunlight that enters through every corner of this home. And a full basement with meticulously maintained mechanics provides plenty of storage or is ready for your finishing

4 Beds ⋅ 3 Baths ⋅ 24193089 MLS

An oasis of privacy, peace and elegance awaits you here at one of Deep River's most desirable locations. Spring and summer song birds serenade you from the refurbished deck nestled among mature trees covering 3.21 acres of gently sloping land. As you enter through colorful gardens professionally landscaped for minimal maintenance, you'll be greeted by rich Brazilian Cherry hardwood floors that organically flow from room to room. A spacious open concept will lead you to the hearth of this home, an impressive kitchen that will delight the most discriminating chef. Cherry cabinets, granite counters, center island, SS appliances and a layout that allows for prep, cooking and cleanup to occur simultaneously. Entertaining is a must as your guests greet one another in the storybook family room complete with woodburning fireplace and cathedral ceiling, opening to a 600 sq ft deck where you can enjoy coffee in the morning, wine in the evening, shared meals or the peace of communing with this natural habitat. 4 bedrooms and 2.5 baths include a primary suite with a spa-like jacuzzi bath, dual sinks, shower and a walk in closet sure to accommodate the fashionista in you. 3 additional bedrooms can also be used for office space, a playroom, exercise space or craft room. The hardwood floors gleam in the abundance of sunlight that enters through every corner of this home. And a full basement with meticulously maintained mechanics provides plenty of storage or is ready for your finishing

78 Meadow Woods Rd, Deep River

$826,000

Welcome to 89 Falls Landing Road, a beautifully cared-for, one-owner Cape situated on 1.8 acres on a quiet cul-de-sac. The community is conveniently located close to schools and the center of town. Blending comfort, versatility, and privacy, this home is perfectly suited for gathering with family and friends, working from home, or simply enjoying everyday life. Set on a sunny, thoughtfully landscaped lot, the property offers a peaceful retreat while remaining close to shoreline amenities. The open floor plan is ideal for entertaining, with the family room-featuring a wood-burning stove-flowing seamlessly into a newly remodeled, spacious kitchen complete with quartz countertops, built-in banquette seating, and custom lockers leading to the garage. The kitchen and family room open to a deck overlooking the backyard, creating an inviting indoor-outdoor connection. Just off the kitchen, you'll find a convenient laundry room and pantry. The main-level primary suite offers ease and comfort, featuring a beautifully renovated bath. Upstairs, there are three generously sized bedrooms, a spacious loft area, and a full bath. Above the attached two-car garage, a large finished room provides flexible space for a family room, guest retreat, or home office. The finished basement adds even more living space, including a recreation room, an additional gathering area, and a separate office or guest space. A sliding glass door leads out to a beautiful stone patio, garden, and expansive lawn.

4 Beds ⋅ 3 Baths ⋅ 24183620 MLS

Welcome to 89 Falls Landing Road, a beautifully cared-for, one-owner Cape situated on 1.8 acres on a quiet cul-de-sac. The community is conveniently located close to schools and the center of town. Blending comfort, versatility, and privacy, this home is perfectly suited for gathering with family and friends, working from home, or simply enjoying everyday life. Set on a sunny, thoughtfully landscaped lot, the property offers a peaceful retreat while remaining close to shoreline amenities. The open floor plan is ideal for entertaining, with the family room-featuring a wood-burning stove-flowing seamlessly into a newly remodeled, spacious kitchen complete with quartz countertops, built-in banquette seating, and custom lockers leading to the garage. The kitchen and family room open to a deck overlooking the backyard, creating an inviting indoor-outdoor connection. Just off the kitchen, you'll find a convenient laundry room and pantry. The main-level primary suite offers ease and comfort, featuring a beautifully renovated bath. Upstairs, there are three generously sized bedrooms, a spacious loft area, and a full bath. Above the attached two-car garage, a large finished room provides flexible space for a family room, guest retreat, or home office. The finished basement adds even more living space, including a recreation room, an additional gathering area, and a separate office or guest space. A sliding glass door leads out to a beautiful stone patio, garden, and expansive lawn.

89 Falls Landing Rd, Deep River

$825,000

Set on 3.54 private acres in Winthrop, 32 Pinewood Trail offers a farm-to-table lifestyle with plenty of room for a flourishing vegetable garden and a spacious yard to enjoy the seasons. The home itself is thoughtfully designed for flexibility, featuring an IN-LAW APARTMENT with a separate entrance on the lower level, ideal for extended family, or guests. Large windows fill the living spaces with natural light, and the tranquil surroundings create a sense of retreat just minutes from Deep River's charming town center. The interior boasts 4 bedrooms, an open concept kitchen and living room with vaulted ceilings, and a fabulous multi-purpose room above the garage. Elevated details include three separate fireplaces, custom masonry, and hardwood floors throughout. Car enthusiasts and hobbyists will appreciate the ample garage space, perfect for multiple vehicles, equipment, or workshop needs, while the classic barn adds character and endless possibilities for storage, creative projects, or small-scale farming. Enjoy pond views from the spacious deck, and a swimming pool in the warmer months. Whether you envision mornings spent tending a garden, evenings gathered around the firepit, or weekends working on projects in the barn, this property offers the space and setting to make it happen. 32 Pinewood Trail isn't just a home-it's an opportunity to live the lifestyle you've been dreaming of!

4 Beds ⋅ 4 Baths ⋅ 24118253 MLS

Set on 3.54 private acres in Winthrop, 32 Pinewood Trail offers a farm-to-table lifestyle with plenty of room for a flourishing vegetable garden and a spacious yard to enjoy the seasons. The home itself is thoughtfully designed for flexibility, featuring an IN-LAW APARTMENT with a separate entrance on the lower level, ideal for extended family, or guests. Large windows fill the living spaces with natural light, and the tranquil surroundings create a sense of retreat just minutes from Deep River's charming town center. The interior boasts 4 bedrooms, an open concept kitchen and living room with vaulted ceilings, and a fabulous multi-purpose room above the garage. Elevated details include three separate fireplaces, custom masonry, and hardwood floors throughout. Car enthusiasts and hobbyists will appreciate the ample garage space, perfect for multiple vehicles, equipment, or workshop needs, while the classic barn adds character and endless possibilities for storage, creative projects, or small-scale farming. Enjoy pond views from the spacious deck, and a swimming pool in the warmer months. Whether you envision mornings spent tending a garden, evenings gathered around the firepit, or weekends working on projects in the barn, this property offers the space and setting to make it happen. 32 Pinewood Trail isn't just a home-it's an opportunity to live the lifestyle you've been dreaming of!

32 Pinewood Trl, Deep River

$775,000

Located on open 1.8 acre parcel, this beautiful cape home offers many features. The front entrance opens to the living room and dining room on either side. Off of the living room through french doors, is an office/den with built in shelving. The kitchen is open to the cozy family room with vaulted ceilings and wood stove. Also on the first floor is a full bathroom. The 2nd front entrance brings you into a mudroom area with slate floor, storage closets, inside access to the garage and 2nd stairwell to the upper floor. The primary bedroom is inviting with its gas fireplace, full bath and walk in closet. The 2nd bedroom has ample closet space and full bath. Also on the 2nd floor is a 3rd bedroom, full bathroom with open tub and built ins, and office/loft area overlooking the front yard. Off of the two-car, attached garage is a screened in patio. Additional features include owned solar panels, Buderus furnace and generator. One fantastic feature is the detached oversized garage/workshop with 12' overhead door, heat, electricity and separate driveway.

3 Beds ⋅ 4 Baths ⋅ 24151147 MLS

Located on open 1.8 acre parcel, this beautiful cape home offers many features. The front entrance opens to the living room and dining room on either side. Off of the living room through french doors, is an office/den with built in shelving. The kitchen is open to the cozy family room with vaulted ceilings and wood stove. Also on the first floor is a full bathroom. The 2nd front entrance brings you into a mudroom area with slate floor, storage closets, inside access to the garage and 2nd stairwell to the upper floor. The primary bedroom is inviting with its gas fireplace, full bath and walk in closet. The 2nd bedroom has ample closet space and full bath. Also on the 2nd floor is a 3rd bedroom, full bathroom with open tub and built ins, and office/loft area overlooking the front yard. Off of the two-car, attached garage is a screened in patio. Additional features include owned solar panels, Buderus furnace and generator. One fantastic feature is the detached oversized garage/workshop with 12' overhead door, heat, electricity and separate driveway.

151 Bushy Hill Rd, Deep River

$750,000

Welcome to your next chapter at 51 Witch Hazel Drive, a beautifully maintained Cape tucked away at the end of a quiet cul-de-sac. Offering the perfect blend of comfort, flexibility, and privacy, this home is ideal for gathering with loved ones, working from home, or simply enjoying everyday life. Set on a sunny lot with beautifully curated landscaping, the property provides a peaceful retreat while remaining convenient to shoreline amenities. Inside, the thoughtfully designed floor plan is perfect for everyday living and entertaining. The living room features a wood-burning fireplace framed by custom built-ins, while the formal dining room flows seamlessly into the spacious kitchen with granite countertops, abundant cabinetry, and a walk-in pantry. French doors open to a three-season porch overlooking the backyard. The main level also includes a home office, spacious mudroom and full bathroom. Above the attached two-car garage, a large finished room offers flexible space for a family room, or guest retreat. Upstairs are three generously sized bedrooms, including a light-filled primary suite with a sitting area, newly remodeled bathroom, and oversized walk-in closet. An updated full bath and second-floor laundry complete the upper level. Outside, enjoy a Brazilian walnut Ipe deck, three-season porch, in-ground saltwater pool, pool house, fire pit area, and open lawn space for gardening, entertaining, or relaxing. This home truly checks all the boxes! Offers by 6pm Monday

3 Beds ⋅ 3 Baths ⋅ 24178223 MLS

Welcome to your next chapter at 51 Witch Hazel Drive, a beautifully maintained Cape tucked away at the end of a quiet cul-de-sac. Offering the perfect blend of comfort, flexibility, and privacy, this home is ideal for gathering with loved ones, working from home, or simply enjoying everyday life. Set on a sunny lot with beautifully curated landscaping, the property provides a peaceful retreat while remaining convenient to shoreline amenities. Inside, the thoughtfully designed floor plan is perfect for everyday living and entertaining. The living room features a wood-burning fireplace framed by custom built-ins, while the formal dining room flows seamlessly into the spacious kitchen with granite countertops, abundant cabinetry, and a walk-in pantry. French doors open to a three-season porch overlooking the backyard. The main level also includes a home office, spacious mudroom and full bathroom. Above the attached two-car garage, a large finished room offers flexible space for a family room, or guest retreat. Upstairs are three generously sized bedrooms, including a light-filled primary suite with a sitting area, newly remodeled bathroom, and oversized walk-in closet. An updated full bath and second-floor laundry complete the upper level. Outside, enjoy a Brazilian walnut Ipe deck, three-season porch, in-ground saltwater pool, pool house, fire pit area, and open lawn space for gardening, entertaining, or relaxing. This home truly checks all the boxes! Offers by 6pm Monday

51 Witch Hazel Dr, Deep River

$745,000

Built Circa 1765 as a home for the village blacksmith Benjamin Handy, this home retains the character, detail, and history of the original house with the addition of an amazing modern rear wing that includes an open floor plan kitchen, dining, and family room -- offering the best of the old and the new. The new addition also includes a spacious pantry/laundry, mudroom, full bath, and access to a side porch that is screened and heated for year-round enjoyment. The remainder of the lower level contains two bedrooms, a powder room, and a living room with the original fireplace now converted to gas. Upstairs has two bedrooms and another full bath. Enhancing this village charmer is a serene, custom-fenced private retreat offering beautiful, low-maintenance landscaping perfect for outdoor entertaining and relaxing. The centerpiece of the outdoor hardscape is a custom-built stone fireplace with wood storage and plenty of room to gather around the fire on chilly evenings. The barn/garage has recently been tastefully remodeled to add a second car garage bay and a heated upstairs loft that could serve as a hobby or workout room, office, or studio. New hardscaping and landscaping have also been added to unify the outbuilding with the exterior of the main house. The secluded rear of the property is a lush greenscape with mature trees and plantings, and offering a view of the waterfall.

4 Beds ⋅ 3 Baths ⋅ 24196639 MLS

Built Circa 1765 as a home for the village blacksmith Benjamin Handy, this home retains the character, detail, and history of the original house with the addition of an amazing modern rear wing that includes an open floor plan kitchen, dining, and family room -- offering the best of the old and the new. The new addition also includes a spacious pantry/laundry, mudroom, full bath, and access to a side porch that is screened and heated for year-round enjoyment. The remainder of the lower level contains two bedrooms, a powder room, and a living room with the original fireplace now converted to gas. Upstairs has two bedrooms and another full bath. Enhancing this village charmer is a serene, custom-fenced private retreat offering beautiful, low-maintenance landscaping perfect for outdoor entertaining and relaxing. The centerpiece of the outdoor hardscape is a custom-built stone fireplace with wood storage and plenty of room to gather around the fire on chilly evenings. The barn/garage has recently been tastefully remodeled to add a second car garage bay and a heated upstairs loft that could serve as a hobby or workout room, office, or studio. New hardscaping and landscaping have also been added to unify the outbuilding with the exterior of the main house. The secluded rear of the property is a lush greenscape with mature trees and plantings, and offering a view of the waterfall.

29 Union St, Deep River

$730,000

Nestled in one of Deep River's most coveted neighborhoods, this sophisticated Colonial offers the perfect balance of timeless character, privacy, and flexible living space. Featuring 3 spacious bedrooms and a bonus room on every level, the home's versatile floor plan can easily accommodate a home office, guest suite, hobby room, or potential in-law arrangement. Start your day on the relaxing back porch, host gatherings on the sun-drenched deck, and enjoy the beautifully maintained grounds that showcase exceptional pride of ownership. Bordering state forest, the property provides a rare sense of seclusion and natural beauty while remaining part of a desirable community within an excellent school district. Residents enjoy HOA access to two waterfront locations-one on Shailer Pond and another on Cedar Swamp Road-offering opportunities for recreation and outdoor enjoyment. There is also trail access at the adjoining street to Cockaponset State Forest. Combining comfort, functionality, and outstanding curb appeal, this inviting home is a wonderful opportunity to enjoy all that Deep River has to offer with easy access to i95 and Route 9. Flexible living, scenic surroundings, and a premier location make this property truly special.

3 Beds ⋅ 3 Baths ⋅ 24177265 MLS

Nestled in one of Deep River's most coveted neighborhoods, this sophisticated Colonial offers the perfect balance of timeless character, privacy, and flexible living space. Featuring 3 spacious bedrooms and a bonus room on every level, the home's versatile floor plan can easily accommodate a home office, guest suite, hobby room, or potential in-law arrangement. Start your day on the relaxing back porch, host gatherings on the sun-drenched deck, and enjoy the beautifully maintained grounds that showcase exceptional pride of ownership. Bordering state forest, the property provides a rare sense of seclusion and natural beauty while remaining part of a desirable community within an excellent school district. Residents enjoy HOA access to two waterfront locations-one on Shailer Pond and another on Cedar Swamp Road-offering opportunities for recreation and outdoor enjoyment. There is also trail access at the adjoining street to Cockaponset State Forest. Combining comfort, functionality, and outstanding curb appeal, this inviting home is a wonderful opportunity to enjoy all that Deep River has to offer with easy access to i95 and Route 9. Flexible living, scenic surroundings, and a premier location make this property truly special.

56 Shailer Pond Rd, Deep River

$700,000

Experience the best of peaceful country living in this beautifully updated 4BR, 2.5 bath, central air, colonial set on a 3.86 acre lot. A long scenic driveway welcomes you home and opens to a property surrounded by nature and close access to the walking trails at Canfield Meadow Woods Nature Preserve. Step inside to light hardwood floors that flow throughout the home. The spacious LR features a wood burning fireplace with a striking surround. The adjacent eat-in kitchen is refreshing with light colored cabinetry, large granite island, ss appliances, pantry and stunning backsplash. Sliders lead out to an ideal setting for entertaining on your deck or relaxing in a hammock admiring your green yard. The shed is perfect for your outdoor storage! Back inside additional features on the first floor include a DR (currently used as a LR/sitting room) an office, and access to your 2 car garage and a 1/2 bath. On the upper level, the stunning primary suite is a true retreat, with his & her walk- in closets and an updated bath featuring a gorgeous tile shower. Down the hall are 3 well sized additional BR's. The largest is carpeted with a walk-in closet. Laundry and a full updated bath are also on this level. The full unfinished basement, with newer furnace, has wonderful finishing potential with high ceilings and a walk out side door. This move-in ready home is in close proximity to the shops and restaurants of Deep River, highways and shoreline amenities!

4 Beds ⋅ 3 Baths ⋅ 24171142 MLS

Experience the best of peaceful country living in this beautifully updated 4BR, 2.5 bath, central air, colonial set on a 3.86 acre lot. A long scenic driveway welcomes you home and opens to a property surrounded by nature and close access to the walking trails at Canfield Meadow Woods Nature Preserve. Step inside to light hardwood floors that flow throughout the home. The spacious LR features a wood burning fireplace with a striking surround. The adjacent eat-in kitchen is refreshing with light colored cabinetry, large granite island, ss appliances, pantry and stunning backsplash. Sliders lead out to an ideal setting for entertaining on your deck or relaxing in a hammock admiring your green yard. The shed is perfect for your outdoor storage! Back inside additional features on the first floor include a DR (currently used as a LR/sitting room) an office, and access to your 2 car garage and a 1/2 bath. On the upper level, the stunning primary suite is a true retreat, with his & her walk- in closets and an updated bath featuring a gorgeous tile shower. Down the hall are 3 well sized additional BR's. The largest is carpeted with a walk-in closet. Laundry and a full updated bath are also on this level. The full unfinished basement, with newer furnace, has wonderful finishing potential with high ceilings and a walk out side door. This move-in ready home is in close proximity to the shops and restaurants of Deep River, highways and shoreline amenities!

118 Rattling Valley Rd, Deep River

$700,000

Welcome to this nicely maintained one-owner Colonial, offering 2,828 square feet of beautifully designed living space with 4 bedrooms, 2.5 baths, and an attached 2-car garage. Built in 2011, this home offers light-filled interiors, high ceilings, and hardwood floors throughout the main level. A covered front porch invites you into a two-story foyer that leads to a spacious living room featuring a soaring cathedral ceiling with fan and a cozy gas fireplace. The open-concept layout flows seamlessly into a breakfast area with sliders to the back deck and a kitchen with granite countertops, a tiered island, tiled backsplash, built-in pantry with pull-out drawers, and stainless steel appliances. A formal dining room just off the foyer showcases exquisite details including hardwood flooring with inlay, a tray ceiling with crown molding, and classic wainscoting; perfect for holiday meals and entertaining. Enjoy the ease of first-floor living with a primary suite on the main level, complete with a deep tray ceiling, crown molding and fan, a large walk-in closet, and a full bath with a jetted tub and separate shower. The main floor also includes a convenient laundry room and half bath. Upstairs you'll find three bedrooms and a full bath, providing plenty of space for family, guests, or a home office. Additional features include propane heat, central A/C, an automatic generator, and a full basement. Located minutes from downtown Deep River, the Connecticut River, shops and restaurants.

4 Beds ⋅ 3 Baths ⋅ 24131067 MLS

Welcome to this nicely maintained one-owner Colonial, offering 2,828 square feet of beautifully designed living space with 4 bedrooms, 2.5 baths, and an attached 2-car garage. Built in 2011, this home offers light-filled interiors, high ceilings, and hardwood floors throughout the main level. A covered front porch invites you into a two-story foyer that leads to a spacious living room featuring a soaring cathedral ceiling with fan and a cozy gas fireplace. The open-concept layout flows seamlessly into a breakfast area with sliders to the back deck and a kitchen with granite countertops, a tiered island, tiled backsplash, built-in pantry with pull-out drawers, and stainless steel appliances. A formal dining room just off the foyer showcases exquisite details including hardwood flooring with inlay, a tray ceiling with crown molding, and classic wainscoting; perfect for holiday meals and entertaining. Enjoy the ease of first-floor living with a primary suite on the main level, complete with a deep tray ceiling, crown molding and fan, a large walk-in closet, and a full bath with a jetted tub and separate shower. The main floor also includes a convenient laundry room and half bath. Upstairs you'll find three bedrooms and a full bath, providing plenty of space for family, guests, or a home office. Additional features include propane heat, central A/C, an automatic generator, and a full basement. Located minutes from downtown Deep River, the Connecticut River, shops and restaurants.

7 Bushy Hill Rd, Deep River

$687,500

Offered for the first time by its original owner, this turn-key, one-level home at 12 Maritone Lane offers total peace of mind, complete with A BRAND-NEW ROOF, central A/C, and a whole-house backup generator. The bright and inviting floor plan features a spacious eat-in kitchen with sliding glass doors to a deck (with a retractable awning) and a welcoming living room centered by a floor-to-ceiling fireplace. The layout includes three comfortable bedrooms, highlighted by a private primary suite with an oversized walk-in closet. Another key feature is the massive walk-up attic, which currently offers incredible storage and endless potential for future expansion, such as a bonus suite or home office. The exterior is a true sanctuary, featuring a beautifully private, easy-care yard. Ample parking is provided by a garage and a stone driveway perfect for a boat, trailer, or extra vehicle. Situated atop the lane in a peaceful setting, the location offers ultimate privacy and picturesque views of the Connecticut River when walking the neighborhood. This is a rare opportunity for a meticulously maintained home in a premium location.

3 Beds ⋅ 3 Baths ⋅ 24157763 MLS

Offered for the first time by its original owner, this turn-key, one-level home at 12 Maritone Lane offers total peace of mind, complete with A BRAND-NEW ROOF, central A/C, and a whole-house backup generator. The bright and inviting floor plan features a spacious eat-in kitchen with sliding glass doors to a deck (with a retractable awning) and a welcoming living room centered by a floor-to-ceiling fireplace. The layout includes three comfortable bedrooms, highlighted by a private primary suite with an oversized walk-in closet. Another key feature is the massive walk-up attic, which currently offers incredible storage and endless potential for future expansion, such as a bonus suite or home office. The exterior is a true sanctuary, featuring a beautifully private, easy-care yard. Ample parking is provided by a garage and a stone driveway perfect for a boat, trailer, or extra vehicle. Situated atop the lane in a peaceful setting, the location offers ultimate privacy and picturesque views of the Connecticut River when walking the neighborhood. This is a rare opportunity for a meticulously maintained home in a premium location.

12 Maritone Ln, Deep River

$650,000

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.

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

$640,000

Waterfront Colonial on a cul-de-sac near town and schools. Open floor plan Family room with fireplace. Eat-in kitchen with slider to the deck overlooking the Pratt Read Reservoir and private backyard. 4 Bedrooms. Primary Suite with full bath and walk-in closet. Hardwood floors. Central Air. Private path to the reservoir with your own recreation area.

4 Beds ⋅ 3 Baths ⋅ 24124157 MLS

Waterfront Colonial on a cul-de-sac near town and schools. Open floor plan Family room with fireplace. Eat-in kitchen with slider to the deck overlooking the Pratt Read Reservoir and private backyard. 4 Bedrooms. Primary Suite with full bath and walk-in closet. Hardwood floors. Central Air. Private path to the reservoir with your own recreation area.

129 Falls Landing Rd, Deep River

$640,000

Small strip plaza consisting of 3 retail spaces, two garages(rented separately) a single family ranch with garage/storage (rented separately). all situated on 4 acres. Two of the spaces have longer term leases and the single family is yearly. Two beautiful ponds with picnic tables to enjoy your lunch and watch the beautiful blue heron at their nest in the rear of the property. Property is located on a state road which has a good traffic count per day. Many updates and renovations have been done to the property within the past 6 years. Units all have separated heat, hot water and electric. Come visit.

4 Baths ⋅ 24094162 MLS

Small strip plaza consisting of 3 retail spaces, two garages(rented separately) a single family ranch with garage/storage (rented separately). all situated on 4 acres. Two of the spaces have longer term leases and the single family is yearly. Two beautiful ponds with picnic tables to enjoy your lunch and watch the beautiful blue heron at their nest in the rear of the property. Property is located on a state road which has a good traffic count per day. Many updates and renovations have been done to the property within the past 6 years. Units all have separated heat, hot water and electric. Come visit.

497 Winthrop Rd, Deep River

$630,000

Extremely rare - one owner home. A picture-perfect and pristine cape tucked away on a quiet tree-lined street ending in a cul-de-sac. As you enter the foyer through the front door you will appreciate thoughtful architectural details and gleaming hardwood floors. The updated kitchen features upscale stainless appliances, Corian countertops, a tile backsplash, a bumped-out window behind the sink, and a breakfast nook. The breakfast nook leads to an impressive solarium at the back of the house overlooking the private back yard, and is a perfect spot for savoring both morning coffee and winding down with evening cocktails. The light and bright solarium has French doors that open out to a gracious patio in the back yard. There is also a cozy den with gas stove, a formal dining room, living room with wood burning fireplace, a half bath/laundry room, and an oversized two-car garage on the first floor. Upstairs you will find a master bedroom with an updated ensuite bath and plenty of closet space. There are also two more bedrooms and another updated full bathroom on the second floor. The finished walk-out basement features a family room area with built-in cabinetry, another fireplace, and plenty of extra space for a pool table, exercise equipment, workshop, or crafting area.

3 Beds ⋅ 3 Baths ⋅ 24137121 MLS

Extremely rare - one owner home. A picture-perfect and pristine cape tucked away on a quiet tree-lined street ending in a cul-de-sac. As you enter the foyer through the front door you will appreciate thoughtful architectural details and gleaming hardwood floors. The updated kitchen features upscale stainless appliances, Corian countertops, a tile backsplash, a bumped-out window behind the sink, and a breakfast nook. The breakfast nook leads to an impressive solarium at the back of the house overlooking the private back yard, and is a perfect spot for savoring both morning coffee and winding down with evening cocktails. The light and bright solarium has French doors that open out to a gracious patio in the back yard. There is also a cozy den with gas stove, a formal dining room, living room with wood burning fireplace, a half bath/laundry room, and an oversized two-car garage on the first floor. Upstairs you will find a master bedroom with an updated ensuite bath and plenty of closet space. There are also two more bedrooms and another updated full bathroom on the second floor. The finished walk-out basement features a family room area with built-in cabinetry, another fireplace, and plenty of extra space for a pool table, exercise equipment, workshop, or crafting area.

31 Whittlesey Brook Rd, Deep River

$625,000

THIS ONE OF A KIND TWO FAMILY VICTORIAN HOME IS MOVE IN CONDITION. MAKE THIS YOUR LIFESTYLE, LIVE IN ONE AND RENT THE SECOND. ALL NEW APPLIANCES, REMODELED, SEPARATE UTILITIES, IDEAL LOCATION, WALK TO TOWN, DRUG STORE, GROCERY AND RESTAURANTS.

4 Beds ⋅ 2 Baths ⋅ 24155512 MLS

THIS ONE OF A KIND TWO FAMILY VICTORIAN HOME IS MOVE IN CONDITION. MAKE THIS YOUR LIFESTYLE, LIVE IN ONE AND RENT THE SECOND. ALL NEW APPLIANCES, REMODELED, SEPARATE UTILITIES, IDEAL LOCATION, WALK TO TOWN, DRUG STORE, GROCERY AND RESTAURANTS.

62 River St, Deep River

$610,000

A private New England retreat where character, craftsmanship and nature come together. 2-3 bedroom, 1861 sq. ft. country cape set on 3.75 beautifully landscaped acres in Deep River's Winthrop area, 41 Glen Grove is a truly special property surrounded by stone walls, mature plantings and its own private pond. Inside, wide-board floors, exposed beams, built-ins, a slate entry and two fireplaces-one wood-burning and one gas-give the home warmth and authenticity, while the granite and stainless chef's kitchen brings modern function to its historic-inspired character. Currently two bedrooms, the floor plan offers excellent flexibility with a main-level den and a charming parlor/study adjoining the primary bedroom-ideal for guests, an office, nursery or additional private space. The septic system is sized for a 3-4 bedroom home, offering future possibilities. Stone patios extend the living outdoors, with a hot tub hookup already in place. The former stable barn, complete with stalls and tack room, could return to equestrian use with room for a paddock or become an incredible studio, workshop or hobby space. Two laundry areas, an attached two-car garage with generous storage, generator and two wells-including a separate irrigation well-complete the property. Private, peaceful and wonderfully distinctive, this is the kind of property that feels worlds away while still feeling completely like home.

2 Beds ⋅ 2 Baths ⋅ 24202496 MLS

A private New England retreat where character, craftsmanship and nature come together. 2-3 bedroom, 1861 sq. ft. country cape set on 3.75 beautifully landscaped acres in Deep River's Winthrop area, 41 Glen Grove is a truly special property surrounded by stone walls, mature plantings and its own private pond. Inside, wide-board floors, exposed beams, built-ins, a slate entry and two fireplaces-one wood-burning and one gas-give the home warmth and authenticity, while the granite and stainless chef's kitchen brings modern function to its historic-inspired character. Currently two bedrooms, the floor plan offers excellent flexibility with a main-level den and a charming parlor/study adjoining the primary bedroom-ideal for guests, an office, nursery or additional private space. The septic system is sized for a 3-4 bedroom home, offering future possibilities. Stone patios extend the living outdoors, with a hot tub hookup already in place. The former stable barn, complete with stalls and tack room, could return to equestrian use with room for a paddock or become an incredible studio, workshop or hobby space. Two laundry areas, an attached two-car garage with generous storage, generator and two wells-including a separate irrigation well-complete the property. Private, peaceful and wonderfully distinctive, this is the kind of property that feels worlds away while still feeling completely like home.

41 Glen Grove Rd, Deep River

$610,000

Charming 3 bedroom, 2.5 bath, move in ready Cape situated on a level lot in well-established neighborhood. Quiet and secluded from the street by mature trees, shrubs, and plantings, this home has lovely, picturesque New England curb appeal. The home boasts charming living areas on the main level including an open kitchen and family room with a welcoming wood burning fireplace. There is hardwood in the dining and living rooms which are flooded with natural light. A screened porch, perfect for entertaining, overlooks the expansive back yard. The upper level has 3 bedrooms and two full baths. The large Primary Bedroom offers skylights, sitting area, walk-in closet, and Primary Bath. The unfinished walk-in attic space off the primary bedroom has expansion potential as well. In addition, the full basement can be used to your liking for additional storage or a workshop and comes with a generator too! There is an oil-fired furnace with two-zone heating, and a two-bay heated garage. 2 hours from New York or Boston make this a spectacular weekend option or a great permanent home. Broker related to Seller.

3 Beds ⋅ 3 Baths ⋅ 24165336 MLS

Charming 3 bedroom, 2.5 bath, move in ready Cape situated on a level lot in well-established neighborhood. Quiet and secluded from the street by mature trees, shrubs, and plantings, this home has lovely, picturesque New England curb appeal. The home boasts charming living areas on the main level including an open kitchen and family room with a welcoming wood burning fireplace. There is hardwood in the dining and living rooms which are flooded with natural light. A screened porch, perfect for entertaining, overlooks the expansive back yard. The upper level has 3 bedrooms and two full baths. The large Primary Bedroom offers skylights, sitting area, walk-in closet, and Primary Bath. The unfinished walk-in attic space off the primary bedroom has expansion potential as well. In addition, the full basement can be used to your liking for additional storage or a workshop and comes with a generator too! There is an oil-fired furnace with two-zone heating, and a two-bay heated garage. 2 hours from New York or Boston make this a spectacular weekend option or a great permanent home. Broker related to Seller.

57 Witch Hazel Dr, Deep River

$605,000

Welcome to your dream home at 112 Cedar Swamp Road, Deep River, CT! This charming Cape Cod-style residence, originally built in 1940, has been beautifully renovated to blend classic charm with modern efficiency. With 4 spacious bedrooms and 3 full bathrooms, this home has +/- 2,900 square feet of living space, providing ample room for all your lifestyle needs. Step inside to discover a bright and airy family room complete with a wood stove, perfect for chilly nights. There is a mini split as well & French doors for privacy. The modern kitchen is a chef's delight, outfitted with stainless steel appliances, a large center island, and a wine fridge, making it a hub for entertaining and culinary adventures. The flexible floor plan provides opportunities for home offices, space for a home gym, workshop and more. The primary bedroom suite is a private retreat, featuring a custom shower and double vanity. Outside, the home sits handsomely on a 2.45-acre lot. Enjoy the many, meticulously maintained gardens and landscaping that create a serene outdoor sanctuary. The partially fenced yard is ideal for pets, providing them with a safe outdoor space. Relax in the extensive private outdoor space, which includes a charming, screened porch-perfect for gatherings. With its combination of picturesque setting, modern comforts, and historical charm, 112 Cedar Swamp Road is not just a house but a home. Make this beautiful property your own and enjoy the serenity & modern convenience it offers

4 Beds ⋅ 3 Baths ⋅ 24116407 MLS

Welcome to your dream home at 112 Cedar Swamp Road, Deep River, CT! This charming Cape Cod-style residence, originally built in 1940, has been beautifully renovated to blend classic charm with modern efficiency. With 4 spacious bedrooms and 3 full bathrooms, this home has +/- 2,900 square feet of living space, providing ample room for all your lifestyle needs. Step inside to discover a bright and airy family room complete with a wood stove, perfect for chilly nights. There is a mini split as well & French doors for privacy. The modern kitchen is a chef's delight, outfitted with stainless steel appliances, a large center island, and a wine fridge, making it a hub for entertaining and culinary adventures. The flexible floor plan provides opportunities for home offices, space for a home gym, workshop and more. The primary bedroom suite is a private retreat, featuring a custom shower and double vanity. Outside, the home sits handsomely on a 2.45-acre lot. Enjoy the many, meticulously maintained gardens and landscaping that create a serene outdoor sanctuary. The partially fenced yard is ideal for pets, providing them with a safe outdoor space. Relax in the extensive private outdoor space, which includes a charming, screened porch-perfect for gatherings. With its combination of picturesque setting, modern comforts, and historical charm, 112 Cedar Swamp Road is not just a house but a home. Make this beautiful property your own and enjoy the serenity & modern convenience it offers

112 Cedar Swamp Rd, Deep River

$600,000

Natures kaleidoscope defining this serenely & secluded 4.88 acre property nestled in a private sanctuary of which is incomparably resistant to the external world. The Messerschmidt Brook flows freely through the property, embracing soothing sounds. Driving down the driveway you will be captivated by the framework scenery of unspoiled forestry & the open sunny lot. This magical property is close to the 73 acre Messerschmidt state park known for bass fishing w/ boat launch within walking distance. The 3 bedroom cape style house is a beautiful transition to rustic charm & fine detail. Upon entering the front door to the dining rm you will notice the unique rough milled wood work mantle on the masonry fireplace. The oversized Great rm to the left will be the main gathering area with a stunning 2nd masonry fireplace w/ a gorgeous granite stone face! The Great room is open to the newer updated gourmet kit. & dining rm including stainless, granite, newer cabinets, tile backsplash & propane oven range. You will be drawn to the pretty picturesque view from the great rm to natures serenity. Upstairs to the left is a cozy master suite w/ bath. To the right are 2 bedrms & full bath. Updates include: Great rm add.,2 car gar. remodeled kit, new plumbing, electrical, 3 mini splits (only 2 splits needed).Special hand cut woodwork from trees harvested on the property. All updates are town approved. The oversized garage is 30 x40 ft w/12x12 doors, 14 ft ceilings, concrete flrs. run in shed

3 Beds ⋅ 3 Baths ⋅ 24156110 MLS

Natures kaleidoscope defining this serenely & secluded 4.88 acre property nestled in a private sanctuary of which is incomparably resistant to the external world. The Messerschmidt Brook flows freely through the property, embracing soothing sounds. Driving down the driveway you will be captivated by the framework scenery of unspoiled forestry & the open sunny lot. This magical property is close to the 73 acre Messerschmidt state park known for bass fishing w/ boat launch within walking distance. The 3 bedroom cape style house is a beautiful transition to rustic charm & fine detail. Upon entering the front door to the dining rm you will notice the unique rough milled wood work mantle on the masonry fireplace. The oversized Great rm to the left will be the main gathering area with a stunning 2nd masonry fireplace w/ a gorgeous granite stone face! The Great room is open to the newer updated gourmet kit. & dining rm including stainless, granite, newer cabinets, tile backsplash & propane oven range. You will be drawn to the pretty picturesque view from the great rm to natures serenity. Upstairs to the left is a cozy master suite w/ bath. To the right are 2 bedrms & full bath. Updates include: Great rm add.,2 car gar. remodeled kit, new plumbing, electrical, 3 mini splits (only 2 splits needed).Special hand cut woodwork from trees harvested on the property. All updates are town approved. The oversized garage is 30 x40 ft w/12x12 doors, 14 ft ceilings, concrete flrs. run in shed

272 Westbrook Rd, Deep River

$568,000

Welcome to 365 Winthrop Road in Deep River, where historic charm meets thoughtful updates. This beautifully maintained 3-bedroom, 2-bathroom home offers timeless character alongside the conveniences of modern living. The spacious main level features a large kitchen, formal dining room, inviting living room, cozy den, and a stunning great room with French doors leading to the backyard, perfect for entertaining or everyday living. Upstairs, you'll find a convenient laundry room, two bedrooms and a generous primary suite filled with natural light, featuring cathedral ceilings, exposed post-and-beam construction, ample closet space, and an en suite bathroom. Step outside to enjoy a picturesque setting with beautiful stonework, mature gardens, and a charming gazebo. A storage shed and a separate workshop with electricity and heating/cooling provide endless possibilities for hobbies, projects, or additional workspace. Recent improvements include hot water heater (December 2025) a new roof and well pump (April 2026). Don't miss this unique opportunity to own a home that seamlessly blends historic character and exceptional outdoor living in Deep River.

3 Beds ⋅ 2 Baths ⋅ 24189405 MLS

Welcome to 365 Winthrop Road in Deep River, where historic charm meets thoughtful updates. This beautifully maintained 3-bedroom, 2-bathroom home offers timeless character alongside the conveniences of modern living. The spacious main level features a large kitchen, formal dining room, inviting living room, cozy den, and a stunning great room with French doors leading to the backyard, perfect for entertaining or everyday living. Upstairs, you'll find a convenient laundry room, two bedrooms and a generous primary suite filled with natural light, featuring cathedral ceilings, exposed post-and-beam construction, ample closet space, and an en suite bathroom. Step outside to enjoy a picturesque setting with beautiful stonework, mature gardens, and a charming gazebo. A storage shed and a separate workshop with electricity and heating/cooling provide endless possibilities for hobbies, projects, or additional workspace. Recent improvements include hot water heater (December 2025) a new roof and well pump (April 2026). Don't miss this unique opportunity to own a home that seamlessly blends historic character and exceptional outdoor living in Deep River.

365 Winthrop Rd, Deep River

$563,500

Timeless charm meets waterfront lifestyle in this classic Colonial, ideally set along the Connecticut River. Enjoy ever-changing water views and the simple pleasure of front-porch living-watch the river activity drift by and catch glimpses of the Essex Steam Train as it passes in the distance. Inside, the main level features a full eat-in kitchen plus a comfortable living room and dining room-an easy flow for everyday living and entertaining. Upstairs, you'll find three bedrooms and a half bath, offering a practical layout with plenty of potential to personalize over time. A standout of this property is the detached studio/barn with electric-ideal for a home office, workshop, gym, or art studio-along with a detached garage for additional storage and convenience. And for those who appreciate true New England nostalgia, there's even a working outhouse for a touch of "old school" character. Unique deeded rights provide the opportunity for a footpath and small dock on Nature Conservancy property along the river-perfect for enjoying the shoreline setting. The sale also includes an adjoining 0.96-acre lot with river views. Purchasers are encouraged to complete diligence regarding the adjoining lot and any permits that may be required for a dock. Property is being sold AS IS. Highest and Best by Friday 5/1 at noon.

4 Beds ⋅ 2 Baths ⋅ 24168612 MLS

Timeless charm meets waterfront lifestyle in this classic Colonial, ideally set along the Connecticut River. Enjoy ever-changing water views and the simple pleasure of front-porch living-watch the river activity drift by and catch glimpses of the Essex Steam Train as it passes in the distance. Inside, the main level features a full eat-in kitchen plus a comfortable living room and dining room-an easy flow for everyday living and entertaining. Upstairs, you'll find three bedrooms and a half bath, offering a practical layout with plenty of potential to personalize over time. A standout of this property is the detached studio/barn with electric-ideal for a home office, workshop, gym, or art studio-along with a detached garage for additional storage and convenience. And for those who appreciate true New England nostalgia, there's even a working outhouse for a touch of "old school" character. Unique deeded rights provide the opportunity for a footpath and small dock on Nature Conservancy property along the river-perfect for enjoying the shoreline setting. The sale also includes an adjoining 0.96-acre lot with river views. Purchasers are encouraged to complete diligence regarding the adjoining lot and any permits that may be required for a dock. Property is being sold AS IS. Highest and Best by Friday 5/1 at noon.

64 River Ln, Deep River

$540,000

Charm, character, original features and details and the amazing farm porch. This classic antique farmhouse, perched on a knoll set back off the street with mature landscaping and privacy, yet just a short distance to restaurants, library, grocery store and pharmacy. Three bedrooms, 1.5 baths, second floor laundry room, large unfinished basement and a walk-up attic. Many seller improvements including, roof, generator switch, and electrical panel upgraded. All you need to do is unpack.

3 Beds ⋅ 2 Baths ⋅ 24172162 MLS

Charm, character, original features and details and the amazing farm porch. This classic antique farmhouse, perched on a knoll set back off the street with mature landscaping and privacy, yet just a short distance to restaurants, library, grocery store and pharmacy. Three bedrooms, 1.5 baths, second floor laundry room, large unfinished basement and a walk-up attic. Many seller improvements including, roof, generator switch, and electrical panel upgraded. All you need to do is unpack.

177 Union St, Deep River

$525,000

For the first time on the market, this enchanting 4.6 acre property invites you to live immersed in nature - where wooded trails, abundant wildlife, and water access are part of everyday life. Sharing a property line with the pristine Pratt Cove, a protected wetland alive with birdlife and native plants, this home is a true sanctuary for outdoor enthusiasts. Launch a canoe from your backyard and paddle through the cove's tranquil waters all the way to the Connecticut River, or simply enjoy the ever-changing sights, sounds and colors of the seasons from your deck. Inside, an open floor plan connects the living and dining areas, designed for both everyday comfort and memorable gatherings. The dining space centers around a striking stone fireplace with a wood-burning insert, creating a warm, romantic backdrop for winter meals. Vaulted ceilings and skylights, overside sliders fill the home with natural light, while a wrap-around deck offers seamless indoor-outdoor living and a perfect vantage point for watching deer, foxes, and migrating birds. Downstairs, the expansive basement provides even more flexibility, with a finished room ideal for a home office, gym, or media space - plus ample storage to keep everything organized and out of sight. With 3 bedrooms and 2 full bathrooms (1 half), there's space for friends and guests alike- whether you envision this as your year-round residence or a peaceful weekend retreat. Every window offers a glimpse of the surrounding natural beauty.

3 Beds ⋅ 3 Baths ⋅ 24134107 MLS

For the first time on the market, this enchanting 4.6 acre property invites you to live immersed in nature - where wooded trails, abundant wildlife, and water access are part of everyday life. Sharing a property line with the pristine Pratt Cove, a protected wetland alive with birdlife and native plants, this home is a true sanctuary for outdoor enthusiasts. Launch a canoe from your backyard and paddle through the cove's tranquil waters all the way to the Connecticut River, or simply enjoy the ever-changing sights, sounds and colors of the seasons from your deck. Inside, an open floor plan connects the living and dining areas, designed for both everyday comfort and memorable gatherings. The dining space centers around a striking stone fireplace with a wood-burning insert, creating a warm, romantic backdrop for winter meals. Vaulted ceilings and skylights, overside sliders fill the home with natural light, while a wrap-around deck offers seamless indoor-outdoor living and a perfect vantage point for watching deer, foxes, and migrating birds. Downstairs, the expansive basement provides even more flexibility, with a finished room ideal for a home office, gym, or media space - plus ample storage to keep everything organized and out of sight. With 3 bedrooms and 2 full bathrooms (1 half), there's space for friends and guests alike- whether you envision this as your year-round residence or a peaceful weekend retreat. Every window offers a glimpse of the surrounding natural beauty.

87 Rattling Valley Rd, Deep River

$495,000

Remodeled from the ground up this home is ready for new owners to move right in and enjoy! Centrally located to the village center & the CT River, gives you easy access to the town center where you find small shops, grocery store, pharmacy, library, town green & more. In the other direction you are close to the Connecticut River where there is boating, water skiing, kayaking & more. The exterior of the home has underground utilities, Everlast Siding, Thermopane windows, and a spacious front porch w/wonderful views of the countryside. There is an attached 25.5' x29.5' oversized 2 car garage w/outstanding HUGE IPE deck on top that feels like you're in your own tree house. Inside the home there are refinished hardwood floors in the majority of rooms. The kitchen and bathrooms have tile floors and the lower level has low maintenance laminate floors. The new kitchen features a glossy glass subway tile backsplash, marble counter tops, solid wood cabinets & new appliances and is open to the large dining room. The front to back LR features stone fireplace w/soap stone wood stove that will keep you cozy all winter long. A new half bath rounds out the 1st floor. Upstairs you'll find a large Primary Bdrm w/walk-in closet & a gorgeous bath with a soaking tub. There are 2 more BR's & a full bath. The lower level is a walk-out basement with a family room with dry bar and an office space or home gym plus utility/laundry room. Come check out this charming home and make it yours today!

3 Beds ⋅ 3 Baths ⋅ 24131041 MLS

Remodeled from the ground up this home is ready for new owners to move right in and enjoy! Centrally located to the village center & the CT River, gives you easy access to the town center where you find small shops, grocery store, pharmacy, library, town green & more. In the other direction you are close to the Connecticut River where there is boating, water skiing, kayaking & more. The exterior of the home has underground utilities, Everlast Siding, Thermopane windows, and a spacious front porch w/wonderful views of the countryside. There is an attached 25.5' x29.5' oversized 2 car garage w/outstanding HUGE IPE deck on top that feels like you're in your own tree house. Inside the home there are refinished hardwood floors in the majority of rooms. The kitchen and bathrooms have tile floors and the lower level has low maintenance laminate floors. The new kitchen features a glossy glass subway tile backsplash, marble counter tops, solid wood cabinets & new appliances and is open to the large dining room. The front to back LR features stone fireplace w/soap stone wood stove that will keep you cozy all winter long. A new half bath rounds out the 1st floor. Upstairs you'll find a large Primary Bdrm w/walk-in closet & a gorgeous bath with a soaking tub. There are 2 more BR's & a full bath. The lower level is a walk-out basement with a family room with dry bar and an office space or home gym plus utility/laundry room. Come check out this charming home and make it yours today!

21 River Ln, Deep River

$480,000

Welcome to 15 Cloverdale Circle, a spacious and versatile home set on a quiet corner lot in one of Deep River's most desirable neighborhoods. Offering 3 bedrooms, 3 full bathrooms with limitless flexibility this property is ideal for single-level living, multi-generational households, guests, or those seeking additional living and work-from-home space. The main level features a large open kitchen with dining area, generous living spaces, hardwood floors, a wood burning fireplace, two full bathrooms, and direct access to an expansive two-level deck perfect for entertaining, outdoor dining, or relaxing in the peaceful setting. The recently remodeled walk-out lower level offers exceptional flexibility with both interior and private exterior access. This inviting space includes a large living area, kitchenette with dining space, a separate room used as a bedroom, and a beautifully updated full bathroom, creating an ideal setup for extended family, guests, recreation, or a home office. Adding to the property's unique character, the historic Essex Steam Train travels through the area, offering a charming connection to one of Connecticut's most beloved attractions. Walk to Deep River Center just a mile away, 2.5 miles to Chester and only 6 miles to Essex! You'll enjoy easy access to award-winning restaurants, boutique shopping, galleries, marinas, farmers markets, & year-round community events. Beautifully maintained & updated, newer roof, siding, public sewer & water!

3 Beds ⋅ 1 Baths ⋅ 24179845 MLS

Welcome to 15 Cloverdale Circle, a spacious and versatile home set on a quiet corner lot in one of Deep River's most desirable neighborhoods. Offering 3 bedrooms, 3 full bathrooms with limitless flexibility this property is ideal for single-level living, multi-generational households, guests, or those seeking additional living and work-from-home space. The main level features a large open kitchen with dining area, generous living spaces, hardwood floors, a wood burning fireplace, two full bathrooms, and direct access to an expansive two-level deck perfect for entertaining, outdoor dining, or relaxing in the peaceful setting. The recently remodeled walk-out lower level offers exceptional flexibility with both interior and private exterior access. This inviting space includes a large living area, kitchenette with dining space, a separate room used as a bedroom, and a beautifully updated full bathroom, creating an ideal setup for extended family, guests, recreation, or a home office. Adding to the property's unique character, the historic Essex Steam Train travels through the area, offering a charming connection to one of Connecticut's most beloved attractions. Walk to Deep River Center just a mile away, 2.5 miles to Chester and only 6 miles to Essex! You'll enjoy easy access to award-winning restaurants, boutique shopping, galleries, marinas, farmers markets, & year-round community events. Beautifully maintained & updated, newer roof, siding, public sewer & water!

15 Cloverdale Cir, Deep River

$475,000

Welcome to 13 Platt Lane in Deep River a charming multi-family home. Built in 1840, this property blends classic New England character with great investment or owner-occupied potential. Conveniently located near downtown shops, restaurants, parks, and the Connecticut River, with access to schools. The property offers a spacious yard with plenty of room to relax, entertain, garden or enjoy outdoor activities.

4 Beds ⋅ 2 Baths ⋅ 24173119 MLS

Welcome to 13 Platt Lane in Deep River a charming multi-family home. Built in 1840, this property blends classic New England character with great investment or owner-occupied potential. Conveniently located near downtown shops, restaurants, parks, and the Connecticut River, with access to schools. The property offers a spacious yard with plenty of room to relax, entertain, garden or enjoy outdoor activities.

13 Platt Ln, Deep River

$454,000

Ideally located in the heart of Deep River, this charming and versatile residence offers convenience, character, and room to grow. A sidewalk-lined street provides easy access to village shopping, dining, and Route 9, while the home itself enjoys a peaceful setting along the Deep River stream, which connects Rogers Pond and Keyboard Pond. Inside, a spacious floor plan features a first-floor primary suite with private bath, a large living room with fireplace, formal dining room, and an inviting eat-in kitchen. Multiple living spaces include a first-floor office, an upstairs den, and four to five bedrooms, providing flexibility for work, guests, or hobbies. The home is filled with natural light and has been recently refreshed and painted throughout. Outdoor living is equally inviting, with a screened porch accessed from both the living room and kitchen, and a broad brick patio overlooking a long, level lawn-perfect for games, entertaining, or simply relaxing under a shade tree. A handsome post-and-beam barn offers two garage bays plus abundant space for a workshop, storage or future renovation. Combining period charm with modern comfort, this Deep River gem offers endless possibilities in a truly convenient and scenic setting.

5 Beds ⋅ 4 Baths ⋅ 24130599 MLS

Ideally located in the heart of Deep River, this charming and versatile residence offers convenience, character, and room to grow. A sidewalk-lined street provides easy access to village shopping, dining, and Route 9, while the home itself enjoys a peaceful setting along the Deep River stream, which connects Rogers Pond and Keyboard Pond. Inside, a spacious floor plan features a first-floor primary suite with private bath, a large living room with fireplace, formal dining room, and an inviting eat-in kitchen. Multiple living spaces include a first-floor office, an upstairs den, and four to five bedrooms, providing flexibility for work, guests, or hobbies. The home is filled with natural light and has been recently refreshed and painted throughout. Outdoor living is equally inviting, with a screened porch accessed from both the living room and kitchen, and a broad brick patio overlooking a long, level lawn-perfect for games, entertaining, or simply relaxing under a shade tree. A handsome post-and-beam barn offers two garage bays plus abundant space for a workshop, storage or future renovation. Combining period charm with modern comfort, this Deep River gem offers endless possibilities in a truly convenient and scenic setting.

24 Elm St, Deep River

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