luxury houses for sale Middlesex County, United States (page 2)

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.

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.

Nestled in Westbrook, Connecticut, 331 Dennison Road is a quintessential private retreat that seamlessly blends indoor comfort with outdoor splendor. This casual residence features a bright, open floor plan highlighted by a grand great room with a cozy fireplace, perfect for quiet evenings or lively gatherings. The kitchen opens directly onto a charming patio, ideal for alfresco dining overlooking the pool and woods. Outside, an inviting inground pool is encircled by a meticulously curated flower garden, while a dedicated, fenced-in vegetable garden with raised beds and a custom shed awaits the home gardener. With the convenience of a spacious first-floor primary suite, this home offers a thoughtful layout designed for modern living in a serene, park-like setting. Offering geothermal heating/cooling system and owner owned solar panels for a very efficient low cost utilities.

Multiple offers - Seller requests highest and best, Monday, 7/27 by 5PM. No escalation clauses. Fantastic Opportunity in the Heart of Chester! Discover the potential of this charming 2 Bedroom, 1.5 bath ranch, perfectly situated within walking distance to downtown Chester. The highlight of this home is a newer, heated sunroom boasting wood floors, cathedral ceilings and an abundance of natural light overlooking a private 2.39 acre lot. The partially finished, walk-out lower level offers excellent flexible living space, complete with a half bath (with room to expand to a full shower) and a small kitchenette - ideal for an in-law or guest suite. Key features include: New oil-fired furnace; public water; central air; whole house generator; 200 amp electrical service; freshly painted interior, one car garage and storage shed. Bring your updates and vision to life! With fabulous expansion possibilities, this property is ready for its next chapter. Enjoy being just steps away from Chester's vibrant village center, known for its boutiques, acclaimed restaurants, art galleries, theater and the historic Chester Ferry crossing the Connecticut River.

24 New City Street is by far one of the most admired riverfront homes in Essex. This gracious Gambrel Cape was built in 1953 with just two owners since. The lush setting commands sweeping views overlooking the CT River from every room in the house. Enter the house through the front door and step into the foyer, which leads to the heart of the home. There are beautiful wide-board floors throughout the house, custom millwork, and other thoughtful architectural touches. There is a large and well-appointed chef's kitchen, formal dining room, and a full bathroom with a laundry area. There is also a formal living room, a den/family room, and lovely sunroom, and three wood burning fireplaces. Upstairs is the primary bedroom featuring an ensuite bath and two roomy walk-in closets. There are also two more bedrooms, both with ensuite bathrooms. A two-car (plus) garage and basement on the lower level. Outside is a boathouse built in 1992 with an expansive first-floor workshop with high ceilings. A charming spiral staircase leads to two more rooms and a bathroom on the second floor. The first floor is heated by a wood-burning stove, and the second floor is heated with propane heater. This offering includes a second land parcel of .83 acres of land and a dock.

Where Architectural Inspiration Meets the Majesty of the Connecticut River. Perched majestically on 15.22 acres along the eastern bank of the Connecticut River, 89 River Road offers a rare convergence of architectural pedigree, natural beauty, privacy, and fully realized lifestyle design. Designed, owned, and meticulously crafted by one of America's leading architects, this 12,836-square-foot compound, completed in 2018, was conceived to inspire creativity, wellness, and a connection to the outdoors. Protected by parkland, Nature Conservancy, and Land Trust preserves, the heart of the home is defined by extensive, floor-to-ceiling glass walls that command uninterrupted, panoramic vistas of the Connecticut River while a scenic jeep road offers direct access to Chapman Creek and the River beyond. A seamless flow connects the breathtaking entertaining and living areas with a variety of outdoor decks and terraces. The estate offers a rare sanctuary designed to fuel both the mind and the body. It features an unparalleled suite of dedicated, professional- grade spaces that defy the ordinary. The Creative Hub: Fulfill your creative inspirations in one of four dedicated studios: a sky-lit art studio, a sky-lit writing/drawing studio, a fabrication studio, and a fully equipped woodworking shop.

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 1,200 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 first class mechanical systems, 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.

Welcome to 8 Meeting House Road, a secluded and serene retreat. This special property was the former Reverend John Marsh parsonage circa 1818. It has been privately owned for the last 41 years by the same family and is now ready for a new steward. This gracious historic home features a light-filled eat-in kitchen, a fabulous enclosed sunporch overlooking verdant views of the property, and multiple fireplaces. There are several multifunctional rooms including a library with built-in bookcases, a music room, and a generously sized great room with beamed cathedral ceilings. There are also five spacious bedrooms and 2.5 updated bathrooms. The property is set on over four acres with stone walls running throughout, and outbuildings, including a carriage house that has plenty of space for a workshop, a studio, or an office. Behind the carriage house you'll find a natural in-ground gunite pool in a lush private setting. This is a rare opportunity to own an intact historic property with this kind of heritage in the Connecticut River Valley.

Your Beach Retreat Awaits! Completely renovated and thoughtfully redesigned, 86 Fenwood Drive offers the perfect opportunity for a year-round residence or summer getaway. Ideally located just minutes from the kayak launch, cove, and beach, this charming home sits on a beautifully landscaped, level lot filled with mature plantings and inviting outdoor spaces. Step inside to discover a stunning custom kitchen featuring GE Cafe appliances, white shaker cabinetry, quartz countertops, and character-grade flooring that flows throughout the home. The bright and welcoming front living room is anchored by a cozy wood-burning fireplace, creating the perfect gathering space. At the rear of the home, the spacious family room showcases soaring ceilings, exposed beams, shiplap accents, and an abundance of windows overlooking the backyard. This versatile space could easily be converted into an additional bedroom if desired. Adjacent to the family room is a beautifully updated full bath featuring a new vanity with marble top and a stylish tiled shower. Convenient first-floor laundry is located just off the hallway leading to the bedroom wing. Both bedrooms offer generous proportions, while the primary suite boasts an oversized walk-in closet and a luxurious en-suite bath complete with heated floors, a soaking tub, updated vanity, and a large walk-in shower. The updates continue throughout the property, including a new propane tank, new septic system, central air condition

No stone was left unturned at this turn key beach house in the Chalker Beach Association! Completely and professionally renovated from bottom to top, this 3 bedroom cottage is open, light and airy and ready for you to move in, just in time for summer! A spacious living room opens into the lovely eat-in kitchen with custom cabinets, stainless steel appliances and beautiful crown moulding. A bright sunroom off the kitchen will be a great place to spend the afternoon reading a book and relaxing or a fun little playroom. On the other side of the house 3 bedrooms and 1.5 baths with a flexible laundry/mudroom are all fresh with beautiful finishes. The house is heated and cooled with all new split units, so each room can control their own temperatures. All new: windows, doors, roof, septic, appliances, walls, floors, lighting, split units, washer and dryer - virtually everything! Outside enjoy a new patio, landscaping and an oversized 1 car garage with ample space for a golf cart, work bench and storage for all your beach gear. Come take a look, it's your chance to have a new home at the beach!

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.

Looking for a home with heart and soul? One that has been lovingly maintained and thoughtfully updated? This gracious 3,800 sqft Colonial sits proudly on a beautiful lot in one of Killingworth's most desirable neighborhoods. At the heart of the home is a beautifully appointed cook's kitchen that opens seamlessly to a sun-drenched family room, where expansive windows frame views of the private backyard and surrounding natural beauty. A first-floor office provides the perfect work-from-home space, while a well-designed mudroom keeps everyday life organized. An inviting living room and charming powder room complete the main level. Upstairs, you'll find 4 generously sized bedrooms, including a spacious primary suite featuring a large walk-in closet and an elegantly updated bath. A standout feature is the exceptional play and recreation room - ideal for movie nights, sleepovers, a home gym, game room, or whatever suits your lifestyle. With access from both the 1st and 2nd floors, it offers remarkable flexibility. Need even more space? The finished 3rd floor includes a 5th bedroom and full bath, making it perfect for guests, an au pair, or a private retreat. An unfinished lower level provides excellent storage and future expansion. Surrounded by mature trees and peaceful natural beauty, this move-in ready home offers timeless appeal, generous living spaces, and a setting you'll look forward to coming home to!

Nestled within the prestigious Fox Hopyard Golf Club community, this exceptional new construction home offers the perfect blend of luxury, comfort, and resort style living. Thoughtfully designed with approximately 2,500 square feet of living space, the residence features 3 bedrooms, a spacious bonus room, and an open concept floor plan ideal for both everyday living and entertaining. Sun filled interiors, quality craftsmanship, and carefully selected finishes create an inviting atmosphere throughout. The well appointed kitchen flows seamlessly into the main living areas, while the flexible bonus room provides the perfect space for a home office, media room, fitness area, or guest accommodations. Located on one of Connecticut's most sought after golf course communities, residents can enjoy membership to the renowned Fox Hopyard Golf Club, consistently recognized as one of New England's premier golf destinations. Community amenities include a newly constructed pool, tennis courts, pickleball courts, and the popular On The Rocks restaurant, offering a true country club lifestyle just outside your door. Ideally situated just over the Lyme border, this remarkable home combines the tranquility of a scenic golf course setting with convenient access to the Connecticut shoreline, marinas, dining, and major routes to both Boston and New York City. A rare opportunity to enjoy new construction within a vibrant and highly desirable golf course community.

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.

Here is your opportunity to own an extraordinary Connecticut River waterfront estate complete with a deep-water dock! This exceptional 5 bedroom, 5.5 bath residence offers unparalleled privacy and stunning panaromic views across protected conservation land, creating a setting of remarkable beauty and tranquility. Thoughtfully designed to embrace its spectacular surroundings, every room is filled with natural light and captures river views, seamlessly blending the ever-changing beauty of the water with miles of pristine, undeveloped landscape. Whether watching boats glide along the river, bald eagles and ospreys soar overhead, or vibrant sunsets reflect across the water, the connection to nature is simply unrivaled. The luxurious primary suite is a private sanctuary, perfectly positioned to showcase the breathtaking riverfront setting and spectacular sunset views. Inside, three fireplaces create warmth and ambiance, offering intimate gathering spaces for cozy evenings and seasonal get-togethers. This unique Deep River property is conveniently located to Essex Village, which is recognized as one of America's Best Small Towns where one can enjoy boutique shopping, restaurants, marinas and quintessential New England charm, all while returning to the peace and privacy of your own waterfront retreat. This stunning property is situated two hours from Boston and New York City, and offers convenient access to airports in New haven, Hartford and Providence.

Set along one of Essex's most coveted stretches of River Road, this exceptional waterfront estate offers a rare blend of understated elegance, privacy, and Connecticut River waterfront. Privately sited on nearly three acres, the property enjoys a serene, tucked-away feel while remaining just minutes from the heart of Essex Village. Custom-built and thoughtfully designed by its original owner, the residence spans over 4,600 square feet of beautifully scaled living space. Sun-filled interiors, expansive rooms, and a seamless layout create an inviting atmosphere ideal for both sophisticated entertaining and relaxed everyday living. Outdoors, the estate unfolds into a true retreat - complete with a substantial pool house, in-ground pool, and multiple areas for gathering and unwinding. Rarely does a property combine size, setting, and location so effortlessly. This is a distinguished offering in one of the Connecticut shoreline's most desirable enclaves.

Riverside Elegance Meets Neoclassical Grandeur: Experience the pinnacle of waterfront living in this breathtaking Grecian Colonial estate, perfectly situated on 3.43 pristine acres overlooking the majestic Connecticut River. Spanning an impressive 7,239 square feet, including 1,500 finished square feet on the lower level including an ensuite bedroom and recreational room with French doors opening to the expansive back yard. This residence combines timeless architectural sophistication with the serene beauty of nature. Leave the world behind as you travel up the winding driveway that sets this home back from the road for ultimate privacy. The exterior is a master class in curb appeal, featuring a three-car garage and a porte cochere, all framed by lush landscaping and your own private pond and a dock. Step through the front door into a soaring cathedral ceiling foyer. As the heart of the home, this space is open to the floor above and finished with exquisite marble flooring, offering a regal welcome to guests. The floor plan is defined by wide-open spaces that flow seamlessly from one room to the next, making it as ideal for grand-scale entertaining as it is for quiet relaxation. With six spacious bedrooms, there is ample room for family, guests. There is also a home office and a sun room both overlooking the Connecticut River. Embrace the river breeze from your choice of outdoor vantage points: This isn't just a home; it's a lifestyle.

Welcome home to this beautifully maintained 2 -bedroom,2-bathroom Cape,where classic charm meets a bright,open floor plan. The main level boasts gorgeous hardwood floors that flow seamlessly from the dining room into a spacious kitchen and a dedicated pantry for ultimate organization. Cozy up in the inviting living room,anchored by a warm wood burning stove perfect for chilly evenings. Step out onto the expansive rear deck to experience the true showstopper:spectacular, unobstructed views overlooking neighboring farmland. It's the ultimate backdrop for morning coffee,evenning sunsets, and outdoor entertaining. An oversized garage is a massive selling point for storage,hobbies, or larger vehicles, and an extra flexible room adds incredible value for buyers who need a home office or play room

Discover one of the most coveted vantage points on the lower Connecticut River-a mid-century modern sanctuary perched on a private 2.7-acre waterfront peninsula where land, river, and sky converge in perfect harmony. With an extraordinary 875 feet of water frontage embracing both the Connecticut River and the pristine Turtle Creek nature preserve, this property is a haven for bird enthusiasts and wildlife lovers alike. The dual shoreline offers the river side with tidal rhythms and sweeping panoramas stretching from Essex Harbor north to Old Lyme across the water, then south toward Long Island Sound. The marsh side along Turtle Creek hums with avian life-majestic Bald Eagles perch in the trees while Herons, Egrets, Osprey, and migrating songbirds create a symphony that changes with the seasons. Two private docks provide endless boating possibilities: launch from the deep-water river dock for open-water adventure, or drift into the tranquil creek for kayaking and wildlife observation. Inside, 5,536 square feet of light-drenched living space unfolds with effortless grace. The architecture celebrates both gathering and solitude-a chef's kitchen designed for culinary artistry flows seamlessly to indoor and outdoor dining areas, while five fireplaces anchor intimate retreats throughout.

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 five inviting fireplaces, the home offers warmth and ambiance throughout, with thoughtfully preserved architectural details that celebrate its heritage. An in-ground heated pool creates a private backyard retreat—perfect for summer gatherings, relaxation, or entertaining after a day at the shore. Enjoy an unbeatable walk-to-everything location just moments from the beach, playground, charming town center, dining and community events. The spacious two-story barn includes valuable extra storage or flexible space for hobbies, beach gear, game room or workshop use. Located in a desirable beach community, this special property also boasts a proven and successful rental history, offering excellent income potential or a seamless blend of personal use and investment opportunity. A rare opportunity to own a piece of history in a prime shoreline setting—where coastal lifestyle, character, and convenience come together beautifully.

Experience the very best of Connecticut shoreline living in this beautifully renovated 4+ Bedroom, 2.5-bath coastal cottage, ideally situated in the heart of Clinton. Thoughtfully updated while preserving its timeless charm, this turnkey home features a stunning new kitchen, beautifully renovated bathrooms, all-new windows, new appliances throughout, updated electrical, and HVAC system-offering the perfect blend of classic character, modern comfort, and peace of mind. Bright, inviting interiors and stylish finishes create an effortless flow for everyday living and entertaining. Set on a spacious, level lot with a large, private backyard, the property also features a detached two-car garage and plenty of room to relax, gather, or enjoy summer evenings outdoors. The location is truly exceptional-just a short walk to Clinton's marinas, sandy beaches, waterfront restaurants, charming downtown shops, and the beloved Lobster Landing. Whether you're launching your boat for the day, grabbing one of Connecticut's most famous lobster rolls, or taking an evening stroll along the shoreline, everything that makes this coastal community so special is just moments from your doorstep. Designed for year-round living or effortless weekend getaways, this move-in-ready shoreline gem offers the rare combination of classic New England character, modern updates, and an unbeatable walkable location in one of Clinton's most sought-after waterfront neighborhoods!

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

Amazing colonial on over 2 acres in the lovely country setting of Haddam. The 2-stall stable (interior walls are down) with water and electric on a level large lot, offers the opportunity for horses or other livestock. Some of the wonderful features of this home include~ First floor primary bedroom suite, large eat in country kitchen with stainless steel appliances, fireplace with insert in family room. Beautiful hardwood through-out on first floor, central vac, and generator with hook-up. The bedrooms are wonderfully large and most have walk in closets. The room over the garage (unfinished) can add so much space if desired. Enjoy the huge walk out basement perfect for storage or finishing. Great back deck overlooking level private back yard. Cool exterior lighting and large fire pit adds so much! This house is a feel good house that you must see.

Welcome to 83 Old Post Road in Old Saybrook. This antique colonial offers a unique blend of historical charm and great potential, nestled on a sprawling 1.7-acre lot within walking distance to the heart of town. Boasting 5+ bedrooms and 2.5 bathrooms, this spacious home exudes timeless character with features such as wide pine wood floors, covered porches, period details, and abundant natural light throughout. The true allure of this property lies in its potential for expansion and possible subdividing. With 1.7 acres of land at your disposal, there's ample room to bring your vision to life and create the ultimate dream home. Whether you're looking to add a pool, a guest house, or explore the option of subdividing, there are endless possibilities. Conveniently located within walking distance to town, this exceptional property enjoys easy access to local shops, restaurants, beaches, and more. Don't miss your chance to own a piece of Old Saybrook history and start imagining the possibilities!

Imagine this... you're sitting on your deck at 254 Park Rd., sipping your morning coffee, listening to the soothing babbling brook below. The new Anderson windows in front are wide open, along with your kitchen swing door, allowing a refreshing breeze to fill the space. The large living room is filled with the sounds of summer, leading to your generously sized bedrooms and updated bathroom. Your home exudes a sense of tranquility, begging you to unwind and enjoy your surroundings. Whether it's a cup of coffee on the deck, a hike in the nearby trails, or a quick ride to the river for some boating, the options are available. Before you head out, head down to the finished lower level, grab your suit in the laundry room, and make your way through the bonus space past the bedroom and through to the back door where you keep your outdoor gear. Grab a towel from the new full bathroom and step out onto the back walkout. Driving your car down to the back is a breeze, thanks to the extra driveways, so you don't have to carry anything up. Later on, you sit at the firepit by the brook looking back at the best purchase youve ever made. This home has been completely updated, and all you need to bring is yourself and the coffee beans. Get ahead, schedule your showings today. Major items such as the septic system, well pump, footing drainage, and more have been upgraded. Please refer to the attached file for a complete list.