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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.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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!!!
…By William Pitt Sotheby's International Realty
Welcome to the reimagined John Miner House on North Main Street in the charming Connecticut River Valley Village of Essex. Originally built in 1880 as a residence and tailor shop, this historic property has evolved over the years into a unique investment and lifestyle opportunity. Ideally located in the Heart of the Village, you'll enjoy a short stroll to the Connecticut River, marinas, quaint shops, and wonderful restaurants. The building now offers three beautifully updated units. The showpiece is the entire second floor-an elegant, light-filled two-bedroom apartment featuring soaring ceilings, two full baths, a spacious living room and kitchen, and an expansive deck that spans the length of the building. Perfect as your own private residence while enjoying the convenience of rental income. On the first floor, you'll find two additional units. A bright apartment with an open floor plan, two bedrooms, 1.5 baths, and its own private deck. A professional office space with flexible use potential. Recent updates include new appliances, newer roof, upgraded mechanicals, lighting, and ceiling fans. The property sits on a professionally landscaped village lot with two off-street parking spaces. Whether you're seeking a historic Essex residence, an income-producing property, or both, the John Miner House offers a rare opportunity to live in The Best Small Town in America. Located midway between Boston and New York.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
Welcome to 27 Birch Mill Trail, an absolute gem nestled in one of Essex's most desirable and picturesque neighborhoods. Combining classic New England charm with modern comforts, this beautifully home offers 2,216 square feet of inviting living space, perfectly situated on a generous and private 1.32-acre lot. Step inside to hardwood floors that flow seamlessly throughout the main living areas, creating a warm and sophisticated ambiance. The standout feature of the home is the stunning custom country kitchen. Designed for both the casual cook and the frequent entertainer, it boasts: Handcrafted custom cabinetry with ample storage; granite countertops; A spacious breakfast bar, perfect for morning coffee, quick meals, or chatting with the chef. With a thoughtful and spacious layout, this home provides everyone with their own piece of sanctuary: Set back on 1.32 acres, the outdoor space offers a perfect blend of open lawn space and mature trees, giving you a private retreat for gardening, outdoor dining, or just enjoying the quiet sounds of nature. Located in a lovely, peaceful neighborhood, you are just minutes away from the historic charm of downtown Essex, renowned shopping, dining, and the Connecticut River.
…By William Pitt Sotheby's International Realty
Tucked away on 2.53 picturesque acres in Ivoryton, this inviting Cape Cod offers the perfect blend of privacy, space, and natural beauty. With 3 bedrooms, 3 baths, and over 3,400 square feet, the home is surrounded by gardens, beautiful meadow, a tranquil pond, and plenty of space to simply enjoy the peaceful setting. Entertain or unwind on the expansive patio and deck while taking in the serene surroundings. A detached 3-car garage and well-maintained interiors complete this truly special property - offering a rare opportunity to enjoy secluded country living with timeless charm.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
Tucked within an intimate enclave of just 26 thoughtfully designed homes in Essex -- often celebrated as The Best Small Town in America -- this one-owner residence, built in 2018, offers a refined yet effortless lifestyle. A free-standing design provides privacy, while the community handles lawn care and snow removal, making everyday living refreshingly simple. Low utility costs and favorable Essex taxes add to the appeal. Inside, the Centerbrook layout is bright and inviting, centered around a white kitchen with stainless appliances and a generous island that opens to a comfortable living and dining space. A sunroom extends the living area, filling the home with natural light and offering easy access to the backyard. The first-floor primary suite features dual walk-in closets and a spacious bath with a walk-in shower. In addition to a guest room, another flexible room in the front can serve as a den, office, study. With first-floor laundry and two full baths, the home blends thoughtful design with easy, low-maintenance living.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
Discover the perfect blend of income potential and small-town charm with this centrally located two-unit property. Ideal for investors or owner-occupants seeking rental income, this well-maintained home offers flexibility and walkable convenience in the heart of Centerbrook. First Floor - Private entrance with direct access from the parking area. Freshly painted and flooded with natural light, this unit features a spacious living room, one bedroom, full bath, and kitchen. Hardwood floors lie beneath the carpet, ready to be uncovered. Enjoy bonus living or storage space on the private front porch. Second Floor - Accessed through the main entrance, this cozy unit is carpeted throughout for warmth and comfort. Both the living room and bedroom are generously sized with closet space in each. The large bathroom and efficient galley kitchen complete the layout. Walk-up attic access provides abundant storage. Additional features include, private outdoor space perfect for al fresco dining, garage for parking or extra storage, additional driveway parking and washer/dryer hookup in basement. This is an unbeatable Location, walk to local restaurants, shops, the post office, and galleries. Quick access to Route 9 and I-95 makes commuting a breeze. Whether you're building your investment portfolio or looking for a live-in income property, this Centerbrook gem delivers on all fronts.
…By William Pitt Sotheby's International Realty
HIGHEST AND BEST DUE BY MONDAY, JUNE 1ST, 12:00 NOON. Nestled in the heart of the historic Village of Essex, this exceptional antique residence masterfully blends timeless New England architecture with the sophistication and comfort of modern living. Meticulously maintained, the home offers 3bedrooms plus office, 3 full baths, and 1 half bath, with beautifully appointed interiors that honor the property's historic character while accommodating today's lifestyle. Architectural details, refined living spaces, and abundant natural light create an atmosphere of understated elegance throughout. Thoughtfully curated and impeccably cared for, the residence reflects a rare level of craftsmanship and pride of ownership seldom found in antique homes. Complementing the main residence is a detached heated and air conditioned barn, offering exceptional flexibility for a studio, workshop, home office, fitness space, or additional entertaining area. Ideally located just steps from Essex's charming Main Street, marinas, yacht clubs, boutique shopping, fine dining, and the Connecticut River, this distinguished offering represents a rare opportunity to own a truly turnkey historic home within one of Connecticut's most coveted shoreline villages.
…By William Pitt Sotheby's International Realty
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
…By William Pitt Sotheby's International Realty
Incredible investment opportunity. Mixed use/flex space including two existing apartments. Historic building that has had multiple uses including an antique book store and once a brush factory. Many updates in recent years with a variety of potential uses. Level .74 acre lot, gravel parking lot, great visibility and signage. There are two apartments and multiple office/flex spaces. The property has a total of six bathrooms, 3 full and 3 half. The owner of this property for the last 40 years has not had any flooding issues. The property is in a flood zone, there is no existing flood insurance policy.
…By William Pitt Sotheby's International Realty
Amazing Essex Village location. 4 Bank Lane is one of four parcels which create an enclave in a prime spot in Essex Village yet is private and allows the abiltiy to build new. This special setting must be seen to fully understand the concept and possibilities. Viewings by appointment only please.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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 5,739 square feet, this residence combines timeless architectural sophistication with the serene beauty of nature. Additional 1,500 sqft in the lower level with a recreation room and guest bedroom with full bath. 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, or a dedicated home office suite. Embrace the river breeze from your choice of outdoor vantage points: This isn't just a home; it's a lifestyle. Whether you are watching the seasons change over the CT River or enjoying the tranquil reflections on your private pond, this estate offers.
…By William Pitt Sotheby's International Realty
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.
…By William Pitt Sotheby's International Realty
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