luxury houses for sale Middlesex County, United States

Set in a magnificent North Cove waterfront location, this exquisitely designed and masterfully crafted residence captures striking views of the Connecticut River and Long Island Sound, all just moments from the Village of Essex. Built in 2014 with exceptional attention to detail, the nearly 6,000-square-foot home offers a timeless architectural aesthetic, beautifully balanced living spaces, and expansive walls of windows and French doors that frame the inspiring water views. Spacious stone terraces extend the living areas outdoors, while professionally landscaped grounds feature mature gardens, specimen plantings, and graceful shade trees. Inside, custom moldings, wood, tile, and marble flooring, along with a state-of-the-art hydro-air heating and cooling system, reflect the home's quality and thoughtful design. A separate finished bonus room with its own staircase offers exceptional flexibility as an au pair suite, private studio, or home office, while a three-bay garage provides ample space and convenience. The spectacular waterfront grounds are designed for both entertaining and relaxation, featuring expansive bluestone terraces, an outdoor gas fire pit, and a stunning pool and spa complex, all set against the breathtaking backdrop of North Cove and the Connecticut River. Completing this exceptional offering is a shared dock with a slip accommodating a boat up to 25 feet, making this a truly distinctive waterfront retreat.

Essex Village waterfront enjoys one-level living and truly incredible sunrise colors and direct views of spectacular sunsets over water creating reflective and ever-changing scenery. This three bedroom, modern home is nestled between Middle Cove and the Connecticut River with 190ft of direct waterfront and a completely private outdoor setting you will covet. Set on 3/4 of an acre this home comes with its own bulkhead with dockage for fast boat trips from the river to Long Island Sound and beyond. The stone patio stretches the entire length of the house and will quickly become your favorite spot. The handsome, newly renovated kitchen has extensive built-in cabinets, polished quartz countertops and is open to the family room with a fireplace and cozy dining area. The living room also has a fireplace and a wall of windows with glass sliders affording waterviews from indoors. The primary suite is seperate from the guest rooms for privacy and has a fabulous, newly remodeled bath, tiled walk-in shower, Rhol polished nickel fixtures, custom cabinets, Carrara marble dual-sink counter and soaking tub. There is a barn for all your outdoor and nautical storage needs and a finished shed that acts as a heated studio. This Village home is a quick stroll to all yacht clubs, marinas, the famed Griswold Inn, the Connecticut River Museum, restaurants, and shopping. Resort-style living, all on one level and ready to enjoy as your own year round, in one of New England's most idyllic settings.

Historic Waterfront Sanctuary on Falls River Cove Set on a private 2.57-acre peninsula surrounded by the gentle waters of Falls River and Falls River Cove, this extraordinary turn-of-the-century estate offers a rare blend of rich American history, timeless architectural character, and effortless modern luxury. Originally an 18th-century water mill and lovingly converted into a private residence in the 1900s, this historic jewel exudes warm and historic charm. Main Level & Living Spaces: Welcoming Foyer & Cozy Library: Step inside to a cozy, wood-paneled library featuring built-in bookcases and a classic wood-burning fireplace-the ideal sanctuary for reading or quiet conversation. An L-Shaped Living Room: Framed by rich paneling, and wide board floors this magnificent living space features expansive windows that capture sweeping, multi-directional views of the cove. The Oversized Eat-in Kitchen: Highlights include a charming bay window overlooking the manicured gardens and river, perfect for casual dining. The Formal Dining Room: A generous formal space anchored by a custom built-in corner cabinet, perfect for showcasing fine china or collections.

This elegant and updated historic colonial is tucked away on a quiet road on 1.4 acres. The original two-story structure was built in the mid 1800s, and the additional first-story wing was later added in 1974. The main house has a cozy living room with a fireplace, a formal dining area with a window seat, reading room, a family room/den, and a powder room. The updated galley kitchen features upscale stainless-steel appliances, lots of cabinet space for storage, and plenty of counter space. There is a sunny breakfast nook just off of the kitchen. Upstairs are two bedrooms, including the primary with ensuite bath along with another bedroom and full bathroom. The addition offers a private and separate living space, with a kitchen, living room, bedroom with ensuite bath, a den and another full bathroom. As it is connected to the original house by a breezeway, it offers a good option for use an in-law apartment or for a multi-generational living arrangement. The main house has beautiful wide-plank floors and the apartment has hardwood floors. There is a spacious two-car garage located at the end of the addition. Outside is a lush mixture of mature landscaping, lawns, and shady trees. You can enjoy the outdoor setting from the covered front porch, a patio area off of the breakfast nook, or another patio by the pool area shaded by a vine-draped pergola leading directly to the sparkling in-ground gunite pool.

Welcome to 18 Orchard Heights Road, a charming modified saltbox colonial located at the end of a cul-de-sac in a desirable neighborhood. This home offers exceptional convenience, located just minutes from the boutique shops and historic charm of downtown Essex, with quick access to the vast amenities, dining, and shoreline conveniences of neighboring Old Saybrook. Inside, the home features a light-filled, functional layout designed for seamless main-level living including a first-floor primary suite, dedicated laundry space, and a recently updated kitchen with quartz countertops, stainless appliances, and ample cabinetry. A spacious family room opens to a private deck, located at the rear of the property. The second floor boasts two more bedrooms and a full bath with an additional 600 square feet (per tax card) of unfinished space, presenting an incredible opportunity to create a second primary suite, home office, play area, or bonus room tailored to your needs. Combining timeless character, thoughtful updates, and an unbeatable location near the best of the Lower Connecticut River Valley, 18 Orchard Heights Road is ready to welcome its next owners home.

Hidden in plain sight! An extraordinary pocket estate within walking distance via sidewalk to the shops, restaurants, marinas and waterfront of historic Essex Village. Built in 1803, this remarkable 3,032 SF residence occupies a rare .90 acre site, and conveys with an additional adjacent .48-acre waterfront parcel, creating a wonderfully private setting with sweeping views across a picturesque meadow and stream leading to the Falls River. Rich in character yet beautifully suited to modern living, the home features high ceilings, four fireplaces, French doors, original wooden beams, a wood-shingle roof and a stunning kitchen anchored by a professional Lacanche range. A spacious deck and covered terrace invite outdoor living while taking full advantage of the exceptional natural surroundings. Beyond the main residence, a detached 384 SF studio offers an ideal home office, fitness or creative space, while the walk-out lower level includes a charming 200 sf brick "pub room" with woodstove and an adjoining workshop. A detached two-car garage and potting shed complete the property. A rare opportunity to enjoy the romance, privacy and character of a country estate, with Essex Village and the Connecticut River just moments from your door.

The Benjamin F. Post House, c. 1801, has been thoroughly and thoughtfully updated to provide all the amenities of modern living while respecting the historical integrity of the home. A sidewalk just steps from the property leads directly into the heart of Essex Village, an approximately 20-minute walk to its shops, restaurants, marina, and waterfront. Set on a .48-acre professionally landscaped lot backing up to a quiet wooded area, the fenced-in backyard boasts a beautiful gunite pool and a generous pool deck/patio, perfect for both relaxing and entertaining. Inside on the first floor, there is a light-filled chef's kitchen, well-appointed with upscale appliances including a commercial-grade six-burner range, a large center island, and ample counter space. There is also a formal dining room, a living room with a wood-burning fireplace, and a library with a gas fireplace and built-in floor-to-ceiling bookshelves. An additional room with its own exterior entrance could serve as an office or a potential first-floor bedroom. A lovely four-season sunroom overlooks the pool deck and features a convenient wet bar complete with a beverage chiller. There is also a powder room on the first floor. Upstairs, the primary suite has an updated ensuite bathroom with marble finishes, a large walk-in closet, and a spacious sitting area. There are also two more bedrooms, another den/office area, a second updated bathroom, and laundry. Offering historic character, modern comforts, privacy, and

This immaculate home is set back on a large lot far from the road for maximum privacy, creating a serene personal nature reserve tucked away under a canopy of trees. With clean lines and contemporary finishes with a nod to mid-century modern, it is a classically versatile design. Inside, floor to ceiling windows allow natural light to spill in from every direction further showcasing the natural beauty of the lush surroundings. An open floorplan creates an easy flow, starting with a living area with a fireplace and wet bar, a formal dining area leading to a well-equipped kitchen with beautiful wooden cabinetry, upscale appliances and walk in pantry. Just off the kitchen work area is a breakfast nook and a large family room with built-in bookshelves. There are also two more private rooms that are currently used as offices, and a laundry and powder room. A spacious deck at the back of the house leads to a patio area surrounded by mature landscaping. Upstairs, the primary suite includes an ensuite bathroom, and three more bedrooms with another bathroom. There is another family/recreation/media room in the basement, a two-car garage, and an outdoor garden shed. This inviting private retreat is located just minutes from downtown Essex Village and all it has to offer, including restaurants, shopping, and yacht clubs.

A rare opportunity to own a meticulously designed enclave set on nearly three private acres overlooking the Connecticut River. The main house has over 4600 square feet of beautifully scaled living space with elegant architectural finishes throughout. The first floor features a welcoming entryway which leads to a well-equipped kitchen, breakfast room, formal dining room, and both a living room and family room with fireplaces. Each room has plenty of windows that bring in natural light and showcase incredible views of the CT River. An elegant curved stairwell leads to the second floor, which is designed with privacy in mind. It features a separate wing for the primary bedroom suite, and another for two guest bedrooms and baths. An elevator services the entire structure, so every room is accessible to all and offers a possible working option for multigenerational living. The compound also features a separate spacious guest house with a full kitchen, sitting room, bedroom, and one- and one-half bathrooms situated next to the inground Gunite pool, offering another private retreat for guests, visitors, or family members to enjoy

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. An inviting Family Room. A spectacular Living Room. And a 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.

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.

Steeped in history and prominently positioned in the heart of Essex Village, the distinguished "Frederick Scholes House" (circa 1890) offers a rare opportunity to own a landmark waterfront estate. Cherished by its current owners for 49 years and nestled on a quiet lane along picturesque Middle Cove, just off the Connecticut River, this property seamlessly blends timeless character with refined living. Set on a .45 private lot, this meticulously maintained antique residence spans approximately 3,769 square feet and captures serene water views from its beautifully landscaped grounds. Despite its central village location, just moments to shops, dining, and marinas, the home offers an exceptional sense of privacy and tranquility. Rich in architectural charm, the home features soaring ceilings, expansive windows, and elegant, light-filled interiors that reflect generations of thoughtful stewardship. Once known as one of the village's grand homes, its legacy continues today as a warm and inviting retreat with sophisticated style and historic integrity. Designed for both everyday living and entertaining, the property includes a spacious three-car garage and generous living areas that honor its past while accommodating modern lifestyles. The grounds unfold toward the water, offering a peaceful backdrop and a true connection to Essex's coastal beauty. This Historic Essex Village waterfront home is a rare offering where heritage, location, and lifestyle converge.

Incredible investment opportunity. Mixed use/flex space including two existing apartments. Historic building that has had multiple uses including an antique book store and once a brush factory. Many updates in recent years with a variety of potential uses. Level .74 acre lot, gravel parking lot, great visibility and signage. There are two apartments and multiple office/flex spaces. The property has a total of six bathrooms, 3 full and 3 half. The owner of this property for the last 40 years has not had any flooding issues. The property is in a flood zone, there is no existing flood insurance policy.

Step into timeless New England charm with this enchanting antique home, circa 1760, ideally set in the heart of the beloved shoreline community of Westbrook. Rich in character and history, this beautifully maintained residence blends classic period details with modern comforts for effortless coastal living. Featuring six inviting fireplaces, the home's warmth, ambiance and thoughtfully preserved architectural details celebrate this home's true heritage. An in-ground, heated pool creates a private backyard retreat while the "walk-to-everything" location makes this home a perfect escape from a hustle and bustle daily life. Just moments from the beach, charming town center, dining and community events, this home also features a two-story barn creating extra valuable storage or flexible space for hobbies, game room, beach gear or workshop space. Located in a desirable beach community, this special property also boasts a proven and successful rental history with excellent income potential or a seamless blend of personal use and investment opportunity. A rare chance to own a piece of history in a prime shoreline setting where coastal lifestyle, character and convenience come together beautifully.