luxury houses for sale Middlesex County, United States

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.

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.

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 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

Enjoy the best of Shoreline living at Hammock Point, a distinctive 55+ community nestled along the Patchogue River in Westbrook. This exceptional, sun-filled end unit offers a wonderful combination of easy living, privacy and coastal charm. Stroll to the community dock to launch your kayak or canoe, enjoy morning coffee in the waterfront gazebo, or simply watch the egrets, herons and osprey along the river's edge. A nearby marina and Bill's Seafood are within walking distance, and Westbrook Town Beach is less than a mile away. Inside, the spacious kitchen features granite countertops, generous cabinetry and a breakfast bar opening to the dining and living areas with hardwood floors and a cozy gas fireplace. Sliders lead to a private, fenced backyard, perfect for outdoor dining, gardening, and relaxing. The oversized main-level primary suite features a walk-in closet and spacious bath with double sinks. A powder room, laundry area and charming home-office nook complete the first floor. Upstairs offers a generous second bedroom, full bath and large walk-in closet-ideal for guests. An attached one-car garage, Generac whole-house generator completes the package. Kayak from the community dock, walk to the marina, spend the afternoon at the beach, enjoy dinner along the Shoreline, or simply relax in your own private backyard. At Hammock Point, there's nothing left to do but unpack, settle in and enjoy the shoreline lifestyle. The light over the kitchen table does not convey.

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.

Spectacular DIRECT WATERFRONT gem in Westbrook, located at the end of rarely available Little Stannard Beach Road. Thoughtfully updated throughout, this 4-bedroom coastal oasis exudes designer flair. The main level offers open concept living and wall-to-wall windows overlooking Salt Island and Long Island Sound. Interior updates include new flooring and cosmetic updates while the kitchen sparkles with new countertops, appliances and refreshed cabinetry. The upper level offers plenty of space for guests, complete with four bedrooms and a recently refreshed full bathroom. Outdoor amenities include a spacious deck with retractable awning, concrete seawall, outdoor shower, two sheds and ample parking for up to six vehicles. Year-round living means the vacation never has to end. Westbrook is an enchanting shoreline community with restaurants, shopping and healthcare facilities just minutes away. Easily accessible by rail and positioned perfectly midway between Manhattan & Boston.

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.

Experience the essence of Essex village living in this distinguished historic home. Perfectly positioned in the heart of the village, 17 Scholes Lane is a master class in period charm and modern amenities offering a peaceful, sun-drenched retreat where 18th-century soul blends seamlessly with high-end, contemporary finishes. Thoughtfully renovated to prioritize water view, light and flow. At its center is the airy chef's kitchen, a striking space featuring, architectural drama, soaring vaulted ceilings and oversized windows that bathe the room in natural light and maximize the expansive water view. Exquisite finishes, custom cabinetry anchored by a natural stone island, and designer details like premium Waterworks fixtures provide a polished, timeless touch. Throughout the home, the character of 1784 is vibrantly alive. You'll find original paneling, wide-plank flooring, and period doors with their authentic hardware. The first-floor primary suite offers a private sanctuary of modern luxury. The ensuite bathroom is a work of art, featuring marble-tiled floors and walls paired with elegant Waterworks appointments. Adding to the old-world charm are the three working wood burning fireplaces. One is centered in the Living Room which features a floor to ceiling bow picture window capturing the ever-changing, picturesque water view and nature.

A rare and unparalleled opportunity to acquire an iconic c.1900 property set atop a gentle rise at the head of Main Street in historic Essex Village. This substantial, professionally maintained building is comprised of two legal condominium units, and offers unmatched flexibility with its APPROVED MIXED RETAIL/OFFICE/RESIDENTIAL USE status. Potential to create your own custom Essex village pied-a-terre with an income-producing component, or to convert this current office building into your full-time Essex home. Solid and well maintained, the building is currently divided into two condominium units. Unit 'A' consists of 1,484 SF on the first floor. Unit 'B' comprises 1,977 SF on the second level and 1,083 SF on the third level. Features include a new septic system to be installed, kitchen, and a spacious second level room overlooking Main and Pratt Street with glimpses of the CT river. A terrace and private rear yard are accessed from the second level. The location is spectacular. Enjoy a commanding presence, and commanding views, of the heart of Essex village. Adjacent to shops, restaurants, yacht clubs, marinas, and artist galleries.

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!!!

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

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.