luxury houses for sale Middlesex County, United States

This 2-bedroom loft-style townhouse at Woodgate offers a smart, functional layout in a community that recently completed a full exterior renovation - new roofs, siding, windows, decks, and doors throughout. The main level features a vaulted living room, galley kitchen, full bath, guest bedroom, and first-floor laundry. Upstairs, the primary suite includes large windows and an open balcony overlook. A private deck off the back faces woods for added privacy. Move-in ready with a low-maintenance lifestyle. Minutes from Route 9, Route 91, downtown Middletown, Wesleyan University, and Middlesex Hospital, with easy access to Hartford and New Haven. HOA is $441/month, inclusive of a special assessment funding the complex-wide exterior renovation.

Every Day a Getaway! Some properties ask you to choose between full-time living & vacation living. Not this one. Set in the heart of Old Saybrook, this fully furnished 7-room Cape Cod delivers the ease of a residence with the spirit of a seasonal retreat - and comes with a private guest house. The main home offers 3 bdrms,, 2 baths & includes a coveted 1st fl bdrm for single-level living. A large eat-in kitchen flows into an adjacent family room, while a formal living room provides a more refined space for entertaining. The recently added sunroom is the standout: bright, expansive, and framed by multiple sliders & abundant windows that draw the outdoors in. Upstairs, the primary BR is a retreat unto itself - generously sized, with ample closets, a sitting area, and direct access to a personal balcony. Morning coffee or an evening glass of wine feels different from up here. Guests get a private 500-sq. ft guest house with a kitchenette, full bath, & living room. A spiral staircase leads to a large bdrm loft with its own small balcony. The location does the rest of the work. O S's Main St.- with its restaurants & shops - is close by, Fenwick Golf Course is minutes away for golfers. Harvey's Beach sits just 0.4 miles away, with OS's town beach just 0.2 miles beyond. For commuters, I-95 and Route 9 are both nearby, and Amtrak puts Boston and New York City within 2.5 hours. A home, a vacation, and a place for the people you love to visit - all in one address.

Move right into this light-filled, spacious high ranch nestled on a quiet, low-traffic street in the highly sought-after Riverbend neighborhood. A dramatic two-story foyer welcomes you into an open-concept main level designed for comfortable everyday living and effortless entertaining. The sun-drenched living room features soaring cathedral ceilings, a cozy fireplace, and flows seamlessly into the dining area with sliding doors leading to a spacious deck-perfect for indoor-outdoor living. Bamboo flooring extends through the dining area and updated kitchen, which boasts granite countertops, ample cabinetry, and all appliances included. The main level offers three generously sized bedrooms, including a private primary suite with en-suite bath and walk-in closet. A full hall bath serves the additional bedrooms. The finished walk-out lower level provides exceptional flexible living space with a large family room, a dedicated office or flex area, a full bathroom, -ideal for guests, working from home, or multi-generational living. Additional highlights include LVP flooring, central air conditioning, a two-car garage, a high-efficiency natural gas tankless wall-hung boiler providing both heat and hot water, roof (2018), and first-floor laundry with washer and dryer included. Ideally located close to shopping, hospital, restaurants, parks, schools, and major commuter routes, this meticulously maintained home offers the perfect combination of space, updates, efficiency, and location.

A rare combination of privacy, functionality, and sweeping water views distinguishes this exceptional year-round shoreline estate, ideally situated in one of Westbrook's most desirable coastal enclaves. Positioned on the quiet, exclusive end of Seaside Avenue just steps from a pristine private beach, the residence is set upon a rare double lot that offers an uncommon sense of openness, tranquility, and room to grow. Thoughtfully designed for effortless coastal living and grand-scale entertaining, the home is bathed in natural light and frames spectacular vistas of Long Island Sound from multiple viewing decks. The heart of the home features a bright, open-concept main level that seamlessly connects the living, dining, and kitchen areas. This floor hosts two bedrooms, including a convenient additional ensuite-perfect for guests, an office, or multi-generational living. The primary suite privately perched on the third floor has it's own living area and a deck for morning coffee or sievening sunsets. The thoughtfully finished lower level serves as a seamless indoor-outdoor transition, complete with a kitchenette and full bath for effortless post-beach gatherings.

Enjoy exclusive Beach Rights and ultimate coastal living in the highly desirable Chapman Beach community! Just steps from the sand, this bright and airy 3-bedroom, 1-bath seasonal cottage is the ultimate shoreline escape you've been waiting for. Inside, 828 square feet of sun-drenched living space is perfectly optimized for relaxed, carefree seaside vibes. Tucked away on a private lot along a quiet road, your outdoor oasis features a generous deck ready for summer BBQs, an expansive yard for lawn games, and a dedicated shed to stow your surfboards and beach gear. Ready for your personal touch! Just moments from the Connecticut Shoreline's finest dining, marinas, and boutique shopping, this rare gem is the timeless summer escape you've been waiting for.

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!

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.

Unparalleled Privacy & Structural Integrity: 6+ Acre Masonry Ranch! Sweeping pastoral privacy meets rock-solid craftsmanship in this classic masonry ranch. Positioned on over 6 acres of serene, picturesque land, this property offers a peaceful country escape while maintaining exceptionally convenient commuting access to Route 9. Boasting 2,200 square feet of main-level living space plus a 560 square foot partially finished walk-out basement, this home offers a sprawling and incredibly versatile footprint. The layout includes a spacious cathedral family room with masonry floor to ceiling stone fireplace and two sliders to two decks. Step inside to a home built to a higher standard. The interior features wide, expansive openings designed to meet ADA compliance guidelines, providing effortless accessibility while creating an exceptional, breezy flow that is absolutely perfect for entertaining. The rooms are well-appointed, including a large, highly functional mudroom designed to handle all your outdoor gear. The layout includes 3 spacious bedrooms, 2 full bathrooms, and 2 half bathrooms. Downstairs, the partially finished lower level provides excellent recreation space with the convenience of a direct walk-out to the yard.

Welcome to your ultimate seaside retreat at 3 Mohican Road, nestled in the highly sought-after Grove Beach Terrace neighborhood of Westbrook. This charming 3-bedroom, 2-bathroom home offers the quintessential coastal lifestyle, featuring a direct right-of-way path from your own backyard straight to the sandy shores of Long Island Sound.The main level welcomes you with a bright, open-concept layout where the kitchen, living, and dining rooms create the perfect central hub for entertaining and daily living. In the kitchen, a gas fueled Viking Stove and high end appliances complement the granite countertops, which feature a center island with an additional sink. Just off the dining area is a sun-drenched main-floor sunroom, featuring sliding glass doors that open directly onto the back deck. Additional features include a large pantry and a convenient laundry room with extra storage along with a first-floor full bath.Upstairs, the second level hosts all three bedrooms. The primary suite is a true sanctuary, complete with a spacious walk-in closet and its own private sunroom offering stunning, elevated water views.The outdoor amenities perfectly complement the interior. After a day in the sand, rinse off in the refreshing outdoor shower. When you're ready to unwind, choose between the expansive back deck or the additional side deck, which provides a perfect, shaded oasis for cool summer evenings. Don't miss this rare opportunity to live the beach life you've always dreamed of!

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.

Charming Custom Cottage in Old Saybrook - Welcome to this adorable 750-square-foot home nestled in the heart of Old Saybrook. Thoughtfully designed and full of character, this cozy retreat offers the perfect blend of timeless charm and modern comfort. Step inside to discover beautifully crafted custom wainscoting that adds warmth, elegance, and distinctive New England style throughout the living spaces. Natural light fills the home, creating a bright and inviting atmosphere that feels both spacious and welcoming. The efficient floor plan maximizes every square foot, featuring comfortable living areas, a well-appointed kitchen, and charming details that make this home truly special. Whether you're looking for a year-round residence, weekend getaway, or downsizing opportunity, this property offers easy living without sacrificing character. Outside, enjoy a manageable yard with space for relaxing, gardening, or entertaining. This adorable home was freshly painted inside and out, brand new carpeting and fresh stone on the driveway. Located just minutes from beaches, marinas, restaurants, and shopping, you'll experience all the coastal charm that Old Saybrook has to offer.

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!

Welcome to The Hammocks, a highly sought-after Coastal 55+ Community renowned for its charming architecture, vibrant lifestyle & beautifully maintained surroundings. Homeowners enjoy ownership of both the land and residence, with distinctive homes connected by brick sidewalks surrounding a picturesque Village Green. This gracious home offers an exceptional floor plan designed for comfortable one-level living, featuring a first-floor primary suite & 2 additional ensuite bedrooms on the second floor. A vaulted foyer welcomes you and opens to a private office/den, elegant dining room, and spacious gourmet kitchen. The kitchen is centered around a luxurious island, perfect for gathering and entertaining, while the dining room is warmed by a gas fireplace. The inviting living room features a wet bar and wine refrigerator and is flanked by two bright sunrooms. The larger sunroom opens through French doors to a spectacular new travertine patio, beautifully enhanced by stone walls and planters & extensive private gardens. Amenities abound, including a spacious mudroom with laundry area, half bath, abundant closet space, and direct access to the garage & rear entry. The partially finished lower level offers additional flexible space and a large storage area with extensive shelving. Modern conveniences include city water, natural gas heat, and a whole-house generator for peace of mind. Ideally located just a short distance from the beach on Long Island Sound. Enjoy the Shoreline life

Quintessential New England Gambrel Colonial with a dramatic sunroom addition and a brand new roof! Sited in a quiet cul-de-sac neighborhood, the gorgeous one acre grounds include numerous mature flowering trees and shrubs, as well as a pine tree perimeter for privacy. The original part of the 1st floor of the home includes a front to back living room with bookshelves, a formal dining room, a powder room and a cozy family room with fireplace. Completing the 1st floor is a large sunroom with a vaulted ceiling and built-ins. The upper level includes a primary bedroom with adjacent bath and 2 other bedrooms which share a bath with recent upgrades. The finished lower level has a recreation room with a fireplace with electric insert, a sauna and work room. From the main level the sunroom transitions to the beautifully landscaped and inviting deck, patio and recently added inground pool. In the 3 years of ownership, all lighting has been updated, new flooring, some mechanicals, new heating & AC, all wall coverings, new roof, pool added, updated bathrooms and the list goes on and on. It is a short drive to the historic downtowns of Old Saybrook and Essex, as well as the access to the train station and highways. Historic Old Saybrook is known for it's marinas, beaches, shops, first-class restaurants, and The Katharine Hepburn Cultural Arts Center.

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.

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!!!

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.

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.

Get ready to fall in love with this beautiful newer construction ranch that perfectly blends modern style with easy, carefree living! Bright, open, and filled with natural light, this home welcomes you with gorgeous hardwood floors throughout and an open floor plan made for everyday living and entertaining alike. The stylish kitchen is truly the heart of the home, featuring granite countertops, stainless steel appliances, and plenty of room for gathering with family and friends. The spacious primary suite is your own private escape, complete with a full bath and plenty of room to relax and recharge. Two additional oversized bedrooms and a second full bathroom offer space for everyone, whether you need guest rooms, a home office, or playroom. Main floor laundry and direct access to the attached garage make life easy and convenient. Need more space? The full walkout basement is bursting with potential and ready to become the ultimate family room, home gym or game room! Outside, the back deck is the perfect spot to sip your morning coffee while taking in stunning mountain views and spectacular sunrise skies. Add in the peace of mind of a home completed in 2020 with a full house generator, central ac, natural gas fuel, and you've found a home that checks every box - and then some!

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.