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luxury properties for sale Middlesex County, United States

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39

Property Essex (United States)

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.

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$1,695,000
4bedrooms
4bathrooms
land 3,399

By William Pitt Sotheby's International Realty

18

Property Westbrook (United States)

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.

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$464,999
3bedrooms
1bathroom
land 607

By William Pitt Sotheby's International Realty

40

Property Clinton (United States)

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!

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$805,000
4bedrooms
3bathrooms
land 1,700

By William Pitt Sotheby's International Realty

37

Property Essex (United States)

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.

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$3,295,000
3bedrooms
3bathrooms
land 1,295

By William Pitt Sotheby's International Realty

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32

Property Essex (United States)

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.

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$795,000
3bathrooms
land 526

By William Pitt Sotheby's International Realty

40

Property Haddam (United States)

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.

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$1,095,000
5bedrooms
3bathrooms
land 1.8ha

By William Pitt Sotheby's International Realty

Contract pending
38

Property Essex (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.

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$759,900
3bedrooms
3bathrooms
land 6,515

By William Pitt Sotheby's International Realty

Contract pending
36

Property East Haddam (United States)

Welcome to the charming Gingerbread House, a custom-built home in the desirable Hadlyme section of East Haddam. Set back from the road and surrounded by beautifully landscaped grounds, this distinctive property offers privacy, character, and thoughtful updates throughout. The main level features an open floor plan with wide-plank flooring, a country kitchen, dining area, and a comfortable family room with custom built-ins and a gas fireplace. The expansive primary suite is the home's centerpiece, offering over 800 square feet of private living space with cathedral ceilings, stained-glass accents, a gas fireplace, and a full bath with a jacuzzi tub and double shower. A staircase leads to a third-floor loft, perfect for a home office, reading nook, fitness area, or creative space. The partially finished lower level adds flexibility with a bedroom, full bath, and additional storage or expansion potential. Outside, a wraparound deck overlooks the level yard, creating an ideal setting for relaxing or entertaining. The detached garage features 12-foot ceilings and a floored second story, making it ideal for a workshop, hobbyist, craftsman, or home-based business. Recent improvements include a new roof (2025), complete exterior painting (2026), propane water heater (2023), well pump (2020), and updated appliances (2020-2021). A truly special property offering charm, space, and privacy in one of Connecticut's most picturesque settings.

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$509,900
2bedrooms
3bathrooms
land 8,296

By William Pitt Sotheby's International Realty

31

Property Haddam (United States)

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.

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$679,000
4bedrooms
3bathrooms
land 8,417

By William Pitt Sotheby's International Realty

36

Property Killingworth (United States)

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!

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$929,900
5bedrooms
4bathrooms
land 1.1ha

By William Pitt Sotheby's International Realty

37
Video

Property with pool Essex (United States)

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.

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$2,600,000
5bedrooms
6bathrooms
land 7,527

By William Pitt Sotheby's International Realty

Contract pending
35

Property Clinton (United States)

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!

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$550,000
3bedrooms
3bathrooms
land 7,891

By William Pitt Sotheby's International Realty

35

Property Deep River (United States)

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.

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$1,199,999
9bedrooms
9bathrooms
land 1,821

By William Pitt Sotheby's International Realty

25

Property Essex (United States)

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

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$2,195,000
8bathrooms
land 3,157

By William Pitt Sotheby's International Realty

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