857 properties for sale in Chester Center, Chester town Middlesex County Connecticut

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Welcome to 58 Union Street in the heart of charming Deep River! Just moments from the vibrant downtown, this beautifully updated home offers the perfect blend of character, comfort, and modern efficiency. Inside, you'll find hardwood floors, timeless architectural charm, and a thoughtfully renovated interior featuring a remodeled kitchen with all-new stainless-steel appliances, an updated bathroom with new fixtures, plumbing and a newly created first-floor laundry room converted from the former utility space for added convenience. The electric was upgraded to 200 amps and new energy-efficient mini-split systems provide year-round heating and cooling, while solar panels help keep utility costs low. Step outside to enjoy the newly installed backyard patio-an inviting space for relaxing or entertaining. Garden enthusiasts will appreciate the unique outdoor sink with both hot and cold water, making gardening projects and outdoor cleanup easier than ever. Located just a short stroll from th

Quintessential New England living in the heart of Deep River. This exceptional Antique home was masterfully expanded in 1987, seamlessly doubling its size while capturing the essence of a classic Colonial-offering the space, flow, and functionality for today's living. The home's design celebrates period-inspired architecture including custom-milled woodwork, wide-plank pumpkin pine floors, and carefully selected reproduction details creating warmth and authenticity. Multiple living and dining spaces unfold effortlessly, anchored by six fireplaces, including an impressive 12' natural stone Rumford. With seven spacious bedrooms-each with its own private bath-the home is uniquely suited for multi-generational living, hosting, or continued hospitality use. The third-floor suite offers a private retreat with a wood-burning fireplace, perfect for extended family or guests. A new kitchen addition further enhances flexibility, easily accommodating in-law living or private guest quarters. Curat

This one owner home is tucked away on a private street in the heart of Deep River. Opportunity abounds with a large kitchen, dining room and living room. ready for you to make the design decisions suiting your needs and style. With two bedrooms on the second floor and an additional third bedroom on the first floor you'll feel instantly at home. The lower level is partially finished and is currently used as an apartment. Lovely newer deck with stairs and a whole house generator. Easy access to the many shops and restaurants and experience the welcoming community of Deep River. This home is sold AS-IS. Seller to make no repairs. Buyer to do their own due diligence

This iconic design of this sophisticated yet symbolic architectural arrangement demonstrates a presence of a formulaic style representing graceful traditional details. A stunning artisan enclave with water views of a private lake and professional organic gardeners paradise! This special 3 bedroom home has been well preserved. The bespoke quality of original hardwood flooring throughout most of the home as well as the woodwork, built in cupboards, French doors, stone floor sunroom with window surround and sliders overlooking a habitat for wildlife, turtle nesting garden pond with resident water habitat. A horticulture enthusiast setting with many special varieties of perennials. The mature cherry trees, front porch with prominent pillars from the living room will be a space you will want to entertain your guests. The kitchen is to the back right side w/ 2 bedrooms to the back of the home on the main floor and a beautiful, remodeled bathroom. The sun porch is to the right side of the hom

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

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 na

Step into a loft-style townhouse in the historic Piano Works building that blends vintage charm with modern living. With its own private entrance and location in a 4-unit outbuilding, this home offers peace and privacy-no upstairs or downstairs neighbors to worry about! With its impressive 9-foot-plus ceilings and exposed ductwork, this home exudes a chic, industrial vibe. Right outside your door, your assigned parking space awaits, while the main building offers thoughtful amenities like private storage, two shared laundry areas, a fitness center, and a community room with a kitchen. The outdoor spaces are perfect for relaxing or gathering, with landscaped patios, grills, fire pits, and a fenced dog area

Welcome to one of Deep River's hidden treasures! Ideally located in the heart of the beautiful Connecticut River Valley, this inviting condominium offers comfortable, low-maintenance living in a well-maintained 50-unit community with easy access to Routes 9 and I-95.Enjoy the convenience of nearby Main Street, where you'll find a grocery store, liquor store, charming shops, restaurants, marinas, and yacht clubs just minutes away. Freshly painted throughout, this upper level ranch unit is light-filled and features recently replaced living room flooring, a new stainless refrigerator, oven/range, and attractive new carpeting in the bedroom, making it truly move-in ready. The laundry and storage area are located on the lower level. The property includes one assigned parking space plus ample visitor parking. The HOA covers trash removal, lawn maintenance, and snow removal, allowing you to enjoy carefree living year-round. Whether you're looking for a full-time residence, a weekend getaway,

Nestled in the charming town of Deep River, between the villages of Essex and Chester, this beautiful Colonial offers the perfect blend of classic character and modern updates. Featuring 4 bedrooms, 2 full baths and 2 half baths, this spacious home is designed for comfortable living and entertaining. Enter through the welcoming foyer, where the dining room sits to the left, while French doors open to the formal living room on the right. The living room features hardwood floors and a cozy gas fireplace, providing a warm and inviting atmosphere. The kitchen was updated in 2023 with the finest material including a 5 burner gas range with an additional island oven, quartz and butcher block countertops and a casual eat-in area with sliders leading to the rear deck. To the right of the kitchen area is a convenient laundry closet along with a half bath and mudroom area adding to the home's functionality. Just off the kitchen is a spacious family room with its own private entrance, large windo

Contemporary 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 landsca

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-f

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. Addi

Welcome to your new home-a spacious townhouse-style condominium nestled in a peaceful wooded setting in desirable Deep River. This 2-bedroom, 1.5-bath home offers over 1,200 square feet of comfortable living space, featuring an open and functional layout, central air, and abundant natural light throughout. Enjoy your morning coffee on the private balcony or relax on the patio overlooking the tranquil wooded backdrop. Conveniently located just minutes from downtown Deep River, local restaurants, shopping, and Route 9, this home offers the perfect balance of privacy and accessibility. Whether you're a first-time homebuyer, downsizing, or looking for a low-maintenance lifestyle, this move-in-ready condo is an opportunity you won't want to miss

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, and resort-caliber amenities. Thoughtfully composed across 5 distinct structures, the property blends modern luxury, European influences, and timeless craftsmanship amid curated landscapes, stone pathways, terraces, and 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, and copper gutters emerge in sequence, unified by professionally landscaped grounds, irrigation, and exterior lighting that enhances the estate's serene atmosphere. Completely rebuilt in 2012, and finished in 2015, the Main Residence is a masterclass in quality and livability. Rich millwork, custom cabinetry, radiant-heated hardwood floo

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 divid

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,

134 Meadow Woods Road is a rare Connecticut Shoreline estate property offering a custom Saltbox-style home on approximately 30 private acres in one of Deep River's most desirable locations. This 3-bedroom, 2-bath country home features approximately 1,591 square feet, hardwood and wide-plank pine flooring, a cathedral ceiling, patio, and unfinished basement. Surrounded by mature woodlands, historic stone walls, and gently rolling topography, the property offers exceptional privacy, natural beauty, and flexibility. The existing residence provides immediate value as a primary home, weekend retreat, guest house, caretaker residence, rental property, or multi-generational living opportunity. Expansive acreage creates space for outdoor recreation, hiking trails, gardening, equestrian pursuits, or the creation of a private estate, family compound, or legacy property. In addition to the existing home, the property may offer future residential subdivision potential for approximately 5-7 lots, c

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank