luxury houses for sale Middlesex County, United States

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.

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

Welcome to your next chapter at 51 Witch Hazel Drive, a beautifully maintained Cape tucked away at the end of a quiet cul-de-sac. Offering the perfect blend of comfort, flexibility, and privacy, this home is ideal for gathering with loved ones, working from home, or simply enjoying everyday life. Set on a sunny lot with beautifully curated landscaping, the property provides a peaceful retreat while remaining convenient to shoreline amenities. Inside, the thoughtfully designed floor plan is perfect for everyday living and entertaining. The living room features a wood-burning fireplace framed by custom built-ins, while the formal dining room flows seamlessly into the spacious kitchen with granite countertops, abundant cabinetry, and a walk-in pantry. French doors open to a three-season porch overlooking the backyard. The main level also includes a home office, spacious mudroom and full bathroom. Above the attached two-car garage, a large finished room offers flexible space for a family room, or guest retreat. Upstairs are three generously sized bedrooms, including a light-filled primary suite with a sitting area, newly remodeled bathroom, and oversized walk-in closet. An updated full bath and second-floor laundry complete the upper level. Outside, enjoy a Brazilian walnut Ipe deck, three-season porch, in-ground saltwater pool, pool house, fire pit area, and open lawn space for gardening, entertaining, or relaxing. This home truly checks all the boxes! Offers by 6pm Monday

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.

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

Coastal living meets worry-free luxury in this completely remodeled, turn-key masterpiece! Absolutely everything is brand new, offering the peace of mind you deserve with a new roof, energy-efficient windows, and a top-tier heating and cooling system. The heart of the home features a stunning, fully redesigned gourmet kitchen and flawlessly updated bathrooms with modern finishes. Nestled in a highly desirable location, this property grants exclusive access to a coveted private beach-perfect for sun-soaked days and evening strolls. Boat enthusiasts and foodies alike will love the close proximity to local marinas and the vibrant town center. Do not miss this rare opportunity to own a brand-new home in an unbeatable location!

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.

Quintessential New England living in the heart of Deep River. This exceptional Antique home was masterfully expanded in 1987, seamlessly doubling its size while capturing the essence of a classic Colonial-offering the space, flow, and functionality for today's living. The home's design celebrates period-inspired architecture including custom-milled woodwork, wide-plank pumpkin pine floors, and carefully selected reproduction details creating warmth and authenticity. Multiple living and dining spaces unfold effortlessly, anchored by six fireplaces, including an impressive 12' natural stone Rumford. With seven spacious bedrooms-each with its own private bath-the home is uniquely suited for multi-generational living, hosting, or continued hospitality use. The third-floor suite offers a private retreat with a wood-burning fireplace, perfect for extended family or guests. A new kitchen addition further enhances flexibility, easily accommodating in-law living or private guest quarters. Curated perennial gardens, a white oak pergola, and a beautifully crafted stone terrace create a setting designed for gathering and relaxation. Enjoy evenings by the fire pit, surrounded by timeless landscape design. This property offers style, comfort and charm all amidst the local shops, restaurants, marinas, and nearby shoreline destinations-all within two hours of both NY and Boston. Previously, an Award-Winning Bed & Breakfast, and currently featuring two Airbnb guest suites with private access.

Perched over the CT River on one of the largest lots on Main, the David Watrous House offers water views from each room. This 1850 architectural treasure offers over 4,000 square feet of living space, plus an additional 1,500+ square foot walkout lower level. A detached oversized 3-bay post-and-beam carriage house offers exceptional workshop/studio space, stained glass windows and crowned by a copper cupola with antique weathervane. A side porch entry leads to chef's kitchen with handcrafted Vermont solid cherry cabinetry, granite countertops, stainless appliances, a tin ceiling and dramatic 10-foot island. Formal dining with antique chandelier and fireplace make for elevated home entertaining. The dramatic riverfront great room with wall-to-wall windows, a river-facing 2nd kitchen, fireplace, and expansive deck captures ever-changing water views. A den, living room, office with cherry built-ins, 10+ foot ceilings and full bath offer flexibility on 1st flr. Upstairs, restored original chestnut floors lead to multiple living spaces, full laundry, a 3rd kitchen and a primary suite with gas fireplace with marble en suite. Recent upgrades include new windows, patio, driveway, refreshed landscaping, Buderus furnace, upgraded 400-amp electrical, restored chimneys, whole-house generator, and updated roofing. Stone pathways lead to private riverside seating areas for amazing sunsets. Rare chance to claim a home of notable architectural significance with recognized press coverage.

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

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

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.

Charm, character, original features and details and the amazing farm porch. This classic antique farmhouse, perched on a knoll set back off the street with mature landscaping and privacy, yet just a short distance to restaurants, library, grocery store and pharmacy. Three bedrooms, 1.5 baths, second floor laundry room, large unfinished basement and a walk-up attic. Many seller improvements including, roof, generator switch, and electrical panel upgraded. All you need to do is unpack.

Welcome to coastal living at its finest. Nestled in a highly desirable Old Saybrook. 17 Willard St offers a perfect blend of classic New England charm and modern luxury. From the moment you arrive, the unbeatable convenience of this location is clear-enjoy a scenic, short stroll into town to explore vibrant Main Street, acclaimed The Kate Theater, dining, and boutique shopping, all while living just moments from the water. Step inside this beautifully updated Cape-style home and you are immediately greeted by a bright, open-concept design. The heart of the home is a stunning kitchen, fully equipped with sleek quartz countertops, which flows effortlessly into the inviting living room. It is a space designed equally for quiet mornings and effortless entertaining. For the ultimate in convenience, the spacious primary ensuite is located on the first floor, offering a private and peaceful retreat. The back of the home is dedicated to relaxation and year-round enjoyment. A beautiful, three season sunroom allows you to bask in natural light. Slide open the doors to discover your own outdoor oasis: a lovely patio features a retractable awning for perfect shade on warm summer days, all looking out over a level, fully fenced-in backyard. Complete with a handy storage shed for your beach gear and tools, this yard offers the perfect balance of privacy and functionality. Move-in ready and perfectly situated to enjoy the very best of Old Saybrook

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

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.

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!!!

Harbor's Edge, Unit 5 on the Connecticut Shoreline is a two bedroom townhouse with an eat-in kitchen, and an outdoor deck for enjoying nature.Upstairs, you will find two comfortably sized bedrooms and a newer full bathroom. The main floor has a nice sized family room, an eat-in kitchen and a half bath. The full basement with a washer and dryer adds to the ease of everyday living. The condo has been freshly painted. There are distance views from the deck very nice. The Long Island Sound and a few restaurants are just a short distance away. Harbor's Edge is a pet-friendly community. This is an Estate sale there are not any property disclosures.

Enjoy easy one-level living in this charming turnkey 2-bedroom home, privately tucked away from the street yet just minutes from the beautiful Clinton Town Beach. The inviting kitchen offers ample space for cooking and entertaining and is accented by a stunning vaulted pine ceiling that adds warmth and character. A bright and comfortable living room features a large bay window that fills the home with natural light, while the well-proportioned bedrooms offer both comfort and functionality. Step outside to enjoy the fenced-in yard and newer deck, creating the perfect outdoor retreat for relaxing, gardening, or simply enjoying nature. Thoughtfully updated throughout, this home features a newer roof, rebuilt garage (2015), main level laundry room, Mitsubishi mini-split AC system, and hardwood floors in the living room and bedrooms. Conveniently located close to I-95, Clinton Crossing, and the charming town center of Clinton, this home offers the perfect blend of privacy, comfort, and convenience.

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.

Nestled among the rolling hills of East Haddam and Lyme, Clover Hill Farm at 4 Hamburg Rd., seamlessly blends pre-Revolutionary War charm with 21st-century sophistication. This classic New England antique estate has been thoughtfully updated creating an exceptional retreat that honors tradition while embracing modern updates. Step inside the main residence and discover a blend of historic character and contemporary design. Flooded with natural light, the main home offers 7 bedrooms, 6 fireplaces, and terraces perfect for enjoying the surrounding natural beauty. Every corner of this entertainer's dream has been designed for gracious living and memorable gatherings. Situated on over 11 pristine acres spanning Lyme and East Haddam, this former equestrian estate can easily be turned back into a premier horse property with its generously sized barn, stable with tack room and fenced pastures. The saltwater gunite pool and pool house offer a perfect escape for you or your guests. There is more than 1,000 feet of frontage along the pristine Eightmile River with a secluded screened pavilion for your enjoyment. Located less than a half a mile from world-class golf at Fox Hopyard, the location offers both natural beauty and convenience; approx. 30 minutes to Hartford, 2 hours to Boston or NYC. More than just a home, Clover Hill Farm awaits those seeking an exceptional estate, steeped in history and charm that delight at every turn.Check out the informal video tour to preview this home

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!

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

Nestled in the heart of 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.