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Make your appointment to see 73 Long Hill Road, tucked away in the heart of charming Deep River, one of Connecticut's most beloved river towns. This 4-bedroom home offers small-town character combined with unbeatable convenience - historic Essex and Chester town centers are less than 5 minutes away, offering waterfront dining, boutique shopping, art galleries, and a vibrant year-round community. Outdoor enthusiasts will love the nearby walking and nature trails, perfect for morning hikes or peaceful weekend strolls. A wonderful opportunity to enjoy the best of the lower Connecticut River Valley lifestyle!

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24208355 MLS

Make your appointment to see 73 Long Hill Road, tucked away in the heart of charming Deep River, one of Connecticut's most beloved river towns. This 4-bedroom home offers small-town character combined with unbeatable convenience - historic Essex and Chester town centers are less than 5 minutes away, offering waterfront dining, boutique shopping, art galleries, and a vibrant year-round community. Outdoor enthusiasts will love the nearby walking and nature trails, perfect for morning hikes or peaceful weekend strolls. A wonderful opportunity to enjoy the best of the lower Connecticut River Valley lifestyle!

73 Long Hill Rd, Deep River

$769,000

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

3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24208142 MLS

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

103 Bushy Hill Rd, Deep River

$699,900

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

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24205311 MLS

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

77 Falls Landing Rd, Deep River

$549,900

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.

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24205608 MLS

Generous proportions, versatile living spaces and exceptional outdoor amenities define this beautifully appointed four-bedroom, two-bath split-level ranch. The open-concept kitchen, living and dining areas feature hardwood floors, creating an inviting and connected main living space. A fireplace anchors the living room, while the kitchen features stainless steel appliances, including a Sub-Zero refrigerator/freezer. The expansive family room is enhanced by exposed beams and opens directly to a covered patio overlooking the private backyard. Additional rooms provide outstanding flexibility for home offices, a den, fitness room, playroom or other uses. An impressive multi-level deck extends the living space outdoors, offering a beautiful setting for entertaining and relaxing. Set on 1.2 private acres, the property also features a three-car garage with abundant parking and storage. Ideally positioned in an established neighborhood near the Connecticut River, with downtown Deep River and Essex just minutes away, this property offers a wonderful balance of privacy, convenience and quintessential Connecticut River Valley living.

24 Long Hill Rd, Deep River

$289,900

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.

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

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.

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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

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?!

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 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

$850,000

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.

3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24192283 MLS

Modern style abounds in this 3-bedroom, 2 full bath, 2 half bath home offering exceptional flexibility, character, and entertaining space. The open-concept main level features vaulted ceilings, dramatic architectural lines, and seamless flow between the kitchen, dining, and living areas. A striking firebox anchors the living room, while the four-season sunroom opens through French doors to a private tiered deck complete with a custom stone fireplace-perfect for outdoor gatherings year-round. The second floor offers two bedrooms plus a spacious primary suite with cathedral ceilings and a truly one-of-a-kind spa bath inspired by a traditional retreat, featuring custom tilework and natural stone accents for a serene, luxurious experience. The finished lower level includes a recreation room and custom-designed bar, creating the ideal space for entertaining. A two-car garage is complemented by a third attached bay leading to a professional woodworking shop with French door access to the beautifully landscaped backyard. Set on picturesque grounds with a gentle stream along the eastern boundary, the property also features mature fruit trees and a productive vegetable garden. Whether you're an entertainer, hobbyist, home-based business owner, or seeking potential in-law living space, this unique property offers endless possibilities and versatile living in a truly special setting.

170 Bushy Hill Rd, Deep River

$289,900

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.

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

$1,150,000

VC Property Group is proud to present a rare two-parcel assemblage in Deep River, Connecticut, featuring a newer construction single-family residence, a five-unit mixed-use building with four residential apartments and one retail unit, and a contiguous 0.30-acre vacant parcel. Located in the highly desirable Lower Connecticut River Valley, the property is just 0.4 miles from Downtown Deep River and approximately 1 mile from Downtown Chester, providing convenient access to acclaimed restaurants, boutique shopping, marinas, and the region's historic village centers. Deep River continues to benefit from strong residential demand driven by limited housing inventory and spillover from neighboring Chester and Essex. The assemblage offers immediate cash flow with meaningful long-term upside, including the potential for a municipal lot line adjustment to combine the vacant parcel with the single-family residence, creating a premium residential asset, or to retain the parcel for future single-family development. Combining stabilized income, intrinsic residential value, and embedded development optionality, this offering presents a compelling investment opportunity in one of Connecticut's most desirable river communities.

8 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24193614 MLS

VC Property Group is proud to present a rare two-parcel assemblage in Deep River, Connecticut, featuring a newer construction single-family residence, a five-unit mixed-use building with four residential apartments and one retail unit, and a contiguous 0.30-acre vacant parcel. Located in the highly desirable Lower Connecticut River Valley, the property is just 0.4 miles from Downtown Deep River and approximately 1 mile from Downtown Chester, providing convenient access to acclaimed restaurants, boutique shopping, marinas, and the region's historic village centers. Deep River continues to benefit from strong residential demand driven by limited housing inventory and spillover from neighboring Chester and Essex. The assemblage offers immediate cash flow with meaningful long-term upside, including the potential for a municipal lot line adjustment to combine the vacant parcel with the single-family residence, creating a premium residential asset, or to retain the parcel for future single-family development. Combining stabilized income, intrinsic residential value, and embedded development optionality, this offering presents a compelling investment opportunity in one of Connecticut's most desirable river communities.

87 Main St, Deep River

$1,065,000

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.

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

$795,000

This five unit mixed-use opportunity is located in the quintessential downtown of Deep River, CT. The downtown corridor of this rural river community provides walkable access to a variety of goods and services including health care, grocery, hardware, restaurants, and cafes. Both commercial anchor tenants at this location have leases in place through 2030 that increase annually in accordance with the Consumer Pricing Index (CPI). All three residential units are on annual leases including (2) 1 bedroom units and (1) 2 bedroom unit. On street parking for customers and tenants. The third floor space was originally a Masonic Lodge and is currently used as storage. The space is about 1,200 square feet and recent zoning changes now allow it to be converted into at least one additional unit. Both the fire marshal and building inspector came out to assess the building and indicated that the turn time to review a proposed site plan would be 2-4 weeks. Buyer to perform all due diligence.

6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24178835 MLS

This five unit mixed-use opportunity is located in the quintessential downtown of Deep River, CT. The downtown corridor of this rural river community provides walkable access to a variety of goods and services including health care, grocery, hardware, restaurants, and cafes. Both commercial anchor tenants at this location have leases in place through 2030 that increase annually in accordance with the Consumer Pricing Index (CPI). All three residential units are on annual leases including (2) 1 bedroom units and (1) 2 bedroom unit. On street parking for customers and tenants. The third floor space was originally a Masonic Lodge and is currently used as storage. The space is about 1,200 square feet and recent zoning changes now allow it to be converted into at least one additional unit. Both the fire marshal and building inspector came out to assess the building and indicated that the turn time to review a proposed site plan would be 2-4 weeks. Buyer to perform all due diligence.

163-165 Main St, Deep River

$779,000

Tucked away on 4.4 acres of rolling countryside with direct frontage on a tranquil reservoir, this custom-built farmhouse Cape is a rare find. Thoughtfully constructed in 2002 and lovingly maintained by its original owner, the home offers three bedrooms, two and a half baths, and a first-floor primary suite with a generous walk-in closet and en suite bath. Hardwood floors, a wood-burning fireplace, and central air create an effortless balance of warmth and comfort, while the wraparound deck frames sweeping water views that shift beautifully with every season. The finished walkout basement - with soaring ceilings and heat - opens the door to additional living, entertaining, or creative space. Step outside to fish, canoe, kayak, or skate, all from your own backyard. With subdivision potential, proximity to town and Route 9, and an unbeatable position midway between Boston and New York, this is more than a home - it's a lifestyle. Research has not been done - but property may be sub dividable - looking at front of the house, it is the land to the right, from stone wall to row of pine trees.

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24163529 MLS

Tucked away on 4.4 acres of rolling countryside with direct frontage on a tranquil reservoir, this custom-built farmhouse Cape is a rare find. Thoughtfully constructed in 2002 and lovingly maintained by its original owner, the home offers three bedrooms, two and a half baths, and a first-floor primary suite with a generous walk-in closet and en suite bath. Hardwood floors, a wood-burning fireplace, and central air create an effortless balance of warmth and comfort, while the wraparound deck frames sweeping water views that shift beautifully with every season. The finished walkout basement - with soaring ceilings and heat - opens the door to additional living, entertaining, or creative space. Step outside to fish, canoe, kayak, or skate, all from your own backyard. With subdivision potential, proximity to town and Route 9, and an unbeatable position midway between Boston and New York, this is more than a home - it's a lifestyle. Research has not been done - but property may be sub dividable - looking at front of the house, it is the land to the right, from stone wall to row of pine trees.

257 W Elm St, Deep River