luxury houses for sale Deep River, United States

Tucked away on 2.53 picturesque acres in Ivoryton, this inviting Cape Cod offers the perfect blend of privacy, space, and natural beauty. With 3 bedrooms, 3 baths, and over 3,400 square feet, the home is surrounded by gardens, beautiful meadow, a tranquil pond, and plenty of space to simply enjoy the peaceful setting. Entertain or unwind on the expansive patio and deck while taking in the serene surroundings. A detached 3-car garage and well-maintained interiors complete this truly special property - offering a rare opportunity to enjoy secluded country living with timeless charm.

Two hours from New York City. Two hours from Boston. A world away from both. Privacy is the ultimate luxury. This masterfully re-imagined 5,234 sq. ft. compound located in historic Ivoryton, a village within the town of Essex, sits behind newly established hedges on nearly two flat, manicured acres - completely turn-key, completely private. The grounds are designed for outdoor living. A 20 X 40 gunite pool flows into a hydrangea-framed landscape. Three bluestone patios for entertaining, dining, and quiet retreat. A newly built two-car garage, wired with new electrical and EV charger-ready. Inside, the transformation is total. A chef's kitchen built around a custom black cherry island with Sub-Zero refrigerator, new double wall oven, and cooktop. A butler's pantry adds a second refrigerator and dedicated wine fridge. Four bedrooms with private en suite bathrooms, including a reimagined primary suite with spa-level finishes. Two home offices. And the sunroom - a fully restored 1920s porch with original terra cotta floors and sweeping estate views. Every room is professionally curated with bespoke wallcoverings and custom light fixtures. Steps from the Ivoryton Playhouse, The Copper Beech, and Prive Swiss. Minutes to Connecticut River marinas. Long Island Sound 15 minutes beyond. A truly unique property located in what Yankee Magazine ranks as the #1 small town in New England.

The spacious main house and separate guest/rental house sit on 3.64 park like acres abutting Chester Land Trust property. The front to back living/dining room features two large picture windows overlooking the rear landscape and a vaulted ceiling with second floor balcony. The cook's kitchen features newer appliances, granite counters, tile floor and eating area with sliding glass doors to a deck with Pau Lope decking. There is also a comfortable sitting area and half bath. The other end of the first floor has the primary bedroom with a large dressing room and bath. A separate den/office overlooks another rear deck. To complete the first floor is a large family room or office. Upstairs are four more bedrooms and a hall bath. The separate guest house is 720 square feet and has a kitchen, full bath, living/dining room and comfortable bedroom. It is currently rented. The property is in a convenient area to Chester Village featuring restaurants and specialty shops, the elementary school and Route 9.

Wonderful waterfront antique home on 1.6 acres. The Parker Bull House, circa 1754 located in Ivoryton overlooking the Falls River, this gracious home is a unique blend of original antique features with updated modern amenities. The large sunlit kitchen has granite countertops and stainless-steel appliances, hardwood floors, and is adjacent to a spacious pantry/laundry room, heated sunroom, and a covered porch. The living room has a fireplace and leads to a formal dining room, both rooms with American Chestnut wide board flooring, and the dining room also has a fireplace and a beehive oven. A parlor serves as a comfortable family room, and there is also a powder room on the first floor. Upstairs, the primary bedroom has an ensuite updated full bath; two additional bedrooms and another updated full bathroom. A large walk-up attic has plenty of room for storage, and a back staircase leads to the kitchen. The property includes a barn/garage, fabulous antique shed and an original outhouse. This home is next to Prive Swiss and across the street from Copper Beech Inn.

Nestled in the heart of the quaint village of Ivoryton, this circa 1920 home offers timeless charm and exceptional opportunity. Featuring 4 bedrooms, 2.5 bathrooms, and over 1,800 square feet of living space, this home has been in the same family since 1966 and is ready for its next chapter. The main level includes a traditional living room, dining room, kitchen, and fireplace, while all bedrooms are located on the second floor. Hardwood floors run throughout much of the home, and a large unfinished attic offers added potential. Enjoy relaxing on the welcoming wraparound front porch or entertaining on the rear patio overlooking the expansive .61-acre lot. Additional outbuildings include a detached garage and storage shed. Priced with updating in mind, this property presents a wonderful opportunity to make it your own in one of the shoreline's most picturesque communities. Ivoryton offers local restaurants, the renowned Ivoryton Playhouse, and Copper Beech Inn, scenic beauty, and easy access to the CT River and nearby shoreline beaches.

Highest and best due by Monday, 6/8 at 5 pm. Welcome to 140 Ironworks Road, a lovely 3-bedroom, 2.5-bathroom Colonial nestled on a gorgeous park-like 1.95-acre private lot in Clinton. This home seamlessly blends private country charm with everyday convenience. Situated just 3.9 miles from local shopping and I-95. From the moment you arrive, you will be captivated by the serene surroundings, beautifully manicured gardens, and a fantastic garden shed perfect for your outdoor hobbies. Inside, the warm and inviting interior, features gleaming hardwood floors that flow through most of the main living areas. The heart of the home is the kitchen, complete with timeless granite countertops, while the nearby fireplace-featuring an efficient insert with a built-in blower-keeps the living space cozy. Directly off the main floor, a lovely enclosed porch offers a sunlit haven to enjoy your morning coffee or unwind while taking in views of your private backyard oasis. Upstairs, the spacious primary bedroom suite serves as a peaceful retreat, boasting an updated bathroom accented with sleek quartz countertops. Two additional well-appointed bedrooms provide plenty of room for family or guests along with an office/bonus room. Need more space? A generous walk-up attic offers incredible potential to be finished into a home office, gym, or playroom. Enjoy total peace of mind thanks to a brand-new roof installed in August of 2024. This property is ready for its next chapter!

Discover the perfect blend of mid-century character and modern efficiency in the heart of Chester Village. This impeccably maintained home offers a vibrant walk-to-everything lifestyle, just steps from award-winning dining, boutiques, and the theater. Officially a 2-bedroom home per town records, the layout offers incredible flexibility. The main level features a stunning den currently utilized as a primary suite. This light-filled space features a private, fully renovated ensuite full bath and a handsome armoire for storage, offering a sophisticated retreat for those seeking first-floor living. Note: This serves as the primary bath for the main level, enhancing the suite feel of the space. Upstairs, you will find two additional well-appointed rooms and a second fully renovated full bath, providing ample space for guests or a home office. The home's infrastructure has been flawlessly upgraded, featuring a new 50-year roof, on-demand propane heat/hot water, and an electric heat pump for heating and cooling (A/C on the first floor). The updated eat-in kitchen is a chef's delight, while the professional landscaping and beautiful stone patio create a private oasis for outdoor entertaining. Rarely does a home combine such high-end mechanical peace of mind with the undeniable charm of a downtown location. Turn-key and ready for its next chapter-experience the best of Chester right outside your front door.

Welcome to 27 Birch Mill Trail, an absolute gem nestled in one of Essex's most desirable and picturesque neighborhoods. Combining classic New England charm with modern comforts, this beautifully home offers 2,216 square feet of inviting living space, perfectly situated on a generous and private 1.32-acre lot. Step inside to hardwood floors that flow seamlessly throughout the main living areas, creating a warm and sophisticated ambiance. The standout feature of the home is the stunning custom country kitchen. Designed for both the casual cook and the frequent entertainer, it boasts: Handcrafted custom cabinetry with ample storage; granite countertops; A spacious breakfast bar, perfect for morning coffee, quick meals, or chatting with the chef. With a thoughtful and spacious layout, this home provides everyone with their own piece of sanctuary: Set back on 1.32 acres, the outdoor space offers a perfect blend of open lawn space and mature trees, giving you a private retreat for gardening, outdoor dining, or just enjoying the quiet sounds of nature. Located in a lovely, peaceful neighborhood, you are just minutes away from the historic charm of downtown Essex, renowned shopping, dining, and the Connecticut River.

Discover the perfect blend of income potential and small-town charm with this centrally located two-unit property. Ideal for investors or owner-occupants seeking rental income, this well-maintained home offers flexibility and walkable convenience in the heart of Centerbrook. First Floor - Private entrance with direct access from the parking area. Freshly painted and flooded with natural light, this unit features a spacious living room, one bedroom, full bath, and kitchen. Hardwood floors lie beneath the carpet, ready to be uncovered. Enjoy bonus living or storage space on the private front porch. Second Floor - Accessed through the main entrance, this cozy unit is carpeted throughout for warmth and comfort. Both the living room and bedroom are generously sized with closet space in each. The large bathroom and efficient galley kitchen complete the layout. Walk-up attic access provides abundant storage. Additional features include, private outdoor space perfect for al fresco dining, garage for parking or extra storage, additional driveway parking and washer/dryer hookup in basement. This is an unbeatable Location, walk to local restaurants, shops, the post office, and galleries. Quick access to Route 9 and I-95 makes commuting a breeze. Whether you're building your investment portfolio or looking for a live-in income property, this Centerbrook gem delivers on all fronts.

Amazing custom built Nantucket style Cape situated on sprawling grounds, terraced high above a picturesque great yard & overseen by natural highlands. The setting is nothing but breathtaking! Inclusive is an inground pool engulfed by the primary hardscape which walks-out from the lower level & is situated high above the great yard. A magnificent carriage house featuring a 4 bay garage & significant apartment with full kitchen, large living room, bedroom & full bath. The primary home is a masterpiece of open flowing spaces & painstakingly milled trim, woodworking & built-in's throughout! The chef's kitchen boasts incredible cabinetry & built-in hutches that harness the expansive island & fine appliances to include Dacor gas cooktop & wall ovens as well as blended Subzero & walks-out to a blue stone patio. The great room just embraces the theme with incredible wood work, gas fireplace & French doors which open to a veranda above the pool & yard beyond an epic terrace stone wall. The main level is completed with the finely appointed primary bedroom suite as well as additional bedroom suite & mudroom with half bath. The upper level is inclusive with a 3rd suite ideal as guest space. The lower level is charming & includes a tavern room with a full custom wood bar, family room with gas fireplace, rec room & a full bath. Additional enhancements include Viessmann on-demand hot water, Buderus boiler, home-run plumbing, full house on-demand generator & much, much more!!!

Nestled in the heart of Essex Village along one of its most picturesque streets, this iconic c.1818 home welcomes you with a charming wraparound covered front porch, an inviting place to sit and relax. Inside, you'll find a perfect blend of timeless character and thoughtful modern updates, creating a home is both beautiful and comfortable. At its heart is a custom chef's kitchen featuring solid wood cabinetry, granite countertops, a Wolf 6-burner range, dual sinks, and complete with a well appointed butler's pantry. The kitchen flows seamlessly into a dining and seating area that opens to the patio & backyard. A sun filled, cozy family room with a stone floor and fireplace provides the perfect setting for quiet evenings or casual gatherings. Formal living and dining rooms, along with, half bath, and mudroom, complete this level. Upstairs, the spacious primary suite serves as a true retreat, offering dual walk-in closets, a fireplace, and a spa like bathroom. Three additional bedrooms and two full baths provide plenty of space for family and guests, while a walk-up attic adds convenient storage. French doors open to a beautiful bluestone patio overlooking the spacious fenced backyard-ideal for outdoor entertaining or simply enjoying peaceful moments at home. A handsome two-car carriage house includes a heated garage and a finished (permitted/legal) upper level apartment with a full bath, perfect for a guest suite, studio, or private office.

Tucked within an intimate enclave of just 26 thoughtfully designed homes in Essex -- often celebrated as The Best Small Town in America -- this one-owner residence, built in 2018, offers a refined yet effortless lifestyle. A free-standing design provides privacy, while the community handles lawn care and snow removal, making everyday living refreshingly simple. Low utility costs and favorable Essex taxes add to the appeal. Inside, the Centerbrook layout is bright and inviting, centered around a white kitchen with stainless appliances and a generous island that opens to a comfortable living and dining space. A sunroom extends the living area, filling the home with natural light and offering easy access to the backyard. The first-floor primary suite features dual walk-in closets and a spacious bath with a walk-in shower. In addition to a guest room, another flexible room in the front can serve as a den, office, study. With first-floor laundry and two full baths, the home blends thoughtful design with easy, low-maintenance living.

Essex Glen - free standing condominium. This is one of the largest homes at Essex Glen. 9+ foot ceilings, open floor plan, two car attached garage. Gorgeous kitchen with loads of storage and prep space. Efficiently heated with natural gas, public water, absolutely move in ready and completely private back yard with lovely patio.

Located on coveted River Road in picturesque Essex, this charming ranch-style home offers the perfect balance of privacy and convenience, set on 2 beautiful acres just minutes from Essex Village. Boasting over 1,900 square feet of living space, this 3-bedroom, 3 full bathroom home features an open floor plan filled with natural light and designed for comfortable everyday living and entertaining. The inviting living area is centered around a fireplace, while the expansive finished basement provides exceptional additional living space, ideal for a family room, home office, gym, or guest accommodations. Step outside to enjoy the outdoor patio and peaceful surroundings. Additional highlights include a two-car garage and a highly sought-after location along one of Essex's most scenic roads.

Contractors and hobbyists take note of this incredible opportunity in Killingworth! This adorable, gabled Cape is set back on a spectacular 2.3 acre lot and features two large accessory barns offering unparalleled storage, workshop, or home business possibilities. The wood-sided main home boasts 3 bedrooms, 2.5 baths, and an attached 2-car garage. Inside, this freshly painted, delightful 1937 home offers charm galore. You'll find incredible natural light throughout, a wood-beamed living room anchored by a cozy wood-burning stove, and modern updates including a kitchen with granite countertops and brand new stainless steel appliances. A sunny dining nook just off the kitchen features sliding doors that open to a large deck-perfect for summer barbecues! For ultimate convenience, the first-floor primary bedroom includes a spacious walk-in closet and a beautifully appointed en-suite bath with a separate soaking tub and large walk-in shower. Upstairs, two additional bedrooms feature charming share a full bathroom. While the house itself is a gem, the enormous versatile space in the two additional outbuildings makes this property truly one-of-a-kind. The first barn consists of 4 oversized garage doors, phase 3 electric, a heavy duty lift, a crane and a second floor prime for office space. The second barn features 3 garage doors. The adorable cape could provide income or a great place to live while your business is right out back yard. This property must be seen to take in!

Set on a picturesque street in the charming town of Essex, 7 Orchard Heights Road offers classic New England living with spacious interiors and inviting outdoor spaces designed for everyday comfort and entertaining. This well maintained Colonial features a generously sized kitchen with ample cabinetry and workspace, flowing seamlessly into the main living areas for easy gatherings and relaxed daily living. A beautiful wraparound porch creates the perfect setting for morning coffee, summer evenings, and nighttime gatherings with friends and family. Offering 5-6 bedrooms, this spacious home provides exceptional flexibility for guests, home offices, or multigenerational living. The finished third floor adds valuable additional living space, ideal for a playroom, studio, or private retreat. The finished lower level is designed for recreation and relaxation, complete with a movie room, gym area, and full bathroom. and patio with separate entrance creating the perfect extension of the home for guests spending time, entertaining and everyday enjoyment.

30 acres of stunning farmland with cleared meadows framed with beautiful stone walls, beautiful mature trees, walking and hiking trails, multiple storage buildings, and a beaver pond. The rustic farmhouse has had lots of updates over the years with a standby generator, forced hot air (With ductwork for adding central air), custom built-ins for storage, beautiful wide plank floors, a covered porch and much more. The barn/ garage has a large workshop space and/or office space and lots of storage space.

Selden Farm, a landmark 1690s property steeped in history and set in a picturesque corner of Lyme, is once again available for new stewardship. Upheld by only three families since 1695 when it sat on over 6,000 acres, it presents a rare opportunity to own a beautiful country Antique home now set on 9 pastoral acres abutting conservation land with sweeping views of Selden Cove and the CT. River. At its heart is a gracious and authentic 5-bedroom Colonial which exudes history, charm and character. House features include a tavern room, wide board floors, original paneling & moldings, 6 fireplaces and an abundance of windows which invite lovely views and light into each room. Adjacent to the home is a 3-bay garage with self-sufficient guest accommodation for visiting family and friends. Dotted throughout the property are a renovated barn used as a studio/office/ gym, several outbuildings, a greenhouse and sunny open meadow for animals or farming. Two privately situated guest houses (one needing renovation) are ideally suited for in-law, caretaker, or income purposes. Relax by the large saltwater pool with patio and full-service cabana or play tennis on the all-weather court. The land is open, tranquil, and beautifully sited, offering long views, privacy, and a deep sense of place. Rarely does a property combine this level of authenticity, acreage, outbuildings, and river-valley setting in Lyme. Ideal for buyers seeking history, creative space or a generational retreat.

Fresh Update for a Classic Connecticut Home - Discover a beautifully restored 1955 waterfront classic. Stunning panoramic water views, privacy and walk-to-town convenience. Ascend to the family room, crowned with cathedral ceilings and expansive windows that invite the breathtaking views of the Connecticut River. A Danish gas fireplace adds a touch of sophistication, creating a cozy yet chic atmosphere year-round. At the heart of the home lies a vast chef's kitchen, a culinary masterpiece equipped with top-tier appliances and exquisite millwork by a master craftsman, ensuring both style and functionality. There is a butler's pantry, an elegant paneled library with water views, as well as an outdoor shower in the garden. The entertainment quotient soars in the spacious playroom, complete with a vaulted ceiling, a chic bar, and a sub-zero wine cooler, setting the stage for memorable games of ping pong and billiards. This riverside haven is graced with two large, sumptuous en-suite guest rooms. An entirely new primary bedroom suite was added to the original house in 2021. Gorgeous views from the primary bed as well as an extra-large dressing area and jaw-dropping primary bathroom with vaulted ceilings. Part of the restoration and renovation was the addition of a sleek new garage, housing a gym designed to cater to the wellness-minded.

Hilltop Cottage c.1900 The Perfect pied a terre in the heart of the historic Essex CT yachting village welcomes you in each season. In spring, see your professional perennial cottage garden come alive with roses, irises, and peonies. In summer, entertain friends on your large private deck overlooking more gardens and catching the breeze off Long Island Sound. In fall, join in the village Halloween parade then cozy up in front of your carefree gas fireplace. As winter arrives, stroll down to Main Street for holiday shopping in a Hallmark movie town, then watch the twinkling lights on the opposite shore of the mighty Connecticut River from your English cottage dining area. Two bedrooms, 1.5 baths, chic galley kitchen, mini splits, living room with year-round sun porch. One-car garage plus ample street parking. Freshly painted in Farrow & Ball. Window treatments and stair runner included. Furnishings are negotiable. Lock-and-leave charm and convenience minutes from I-95, Amtrak, and Tweed Airport.

Tucked away on 4.4 private acres, this true log home offers a peaceful retreat surrounded by nature. With a pond, babbling brook, and wooded setting, the property is ideal for those seeking privacy, tranquility, and the sounds of nature right outside their door. Inside, the home features warm rustic charm with two wood-burning fireplaces that provide both comfort and ambiance throughout the seasons. The spacious layout offers comfortable living areas and plenty of opportunity to make the home your own. A partially finished walkout basement provides additional flexible space, perfect for a recreation room, entertainment area, or home gym. The property also includes a spacious detached two-car garage with ample room for storage, hobbies, or workshop space. A unique opportunity for nature lovers looking for a private country setting with character and charm.

Signature building in Essex Village. Originally the EE Dickinson corporate offices; grandfathered use in a residential zone. Reimagine this amazing space, water views, Essex Village, .78 acres of land, large footprint. Rare opportunity to own a cherished piece of Essex history