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28 Blake St, Essex
$389,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24215911 MLS
Discover the charm of this classic New England Colonial farmhouse, built in 1900 and situated on approximately one-third of an acre. Rich in character, this inviting home offers two bedrooms, one and a half bathrooms, and hardwood floors throughout. Updated bathrooms provide a touch of modern comfort while complementing the home's timeless appeal. French doors from the kitchen and mudroom area open to a back deck overlooking the backyard, an ideal setting for morning coffee, outdoor gatherings, or simply unwinding on a crisp autumn evening. Set within a charming, sidewalk-lined neighborhood, this property offers the opportunity to enjoy the beauty and convenience of village living. Just moments from the heart of Ivoryton Village, enjoy easy access to local shops, restaurants, and the renowned Ivoryton Playhouse. A wonderful opportunity to experience the character, charm, and quintessential New England lifestyle that make this village so special.

28 Blake St, Essex

9 Ingham Hill Rd, Essex
$1,150,000
3 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24210026 MLS
This charming and updated historic colonial is tucked away on a quiet road on 1.4 acres. The original two-story structure was built in the mid 1800s, and the additional first-story wing was later added in 1974. The main house has a cozy living room with a fireplace, a formal dining area with a window seat, reading room, a family room/den, and a powder room. The updated galley kitchen features upscale stainless-steel appliances, lots of cabinet space for storage, and plenty of counter space. There is a sunny breakfast nook just off of the kitchen. Upstairs are two bedrooms, including the primary with ensuite bath along with another bedroom and full bathroom. The addition offers a private and separate living space, with a kitchen, living room, bedroom with ensuite bath, a den and another full bathroom. As it is connected to the original house by a breezeway, it offers a good option for use an in-law apartment or for a multi-generational living arrangement. The main house has beautiful wide-plank floors and the apartment has hardwood floors. There is a spacious two-car garage located at the end of the addition. Outside is a lush mixture of mature landscaping, lawns, and shady trees. You can enjoy the outdoor setting from the covered front porch, a patio area off of the breakfast nook, or another patio by the pool area shaded by a vine-draped pergola leading directly to the sparkling in-ground gunite pool.

9 Ingham Hill Rd, Essex

25 River Rd, Essex
$2,250,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24205033 MLS
Hidden in plain sight! An extraordinary pocket estate within walking distance via sidewalk to the shops, restaurants, marinas and waterfront of historic Essex Village. Built in 1803, this remarkable 3,032 SF residence occupies a rare .90 acre site, and conveys with an additional adjacent .48-acre waterfront parcel, creating a wonderfully private setting with sweeping views across a picturesque meadow and stream leading to the Falls River. Rich in character yet beautifully suited to modern living, the home features high ceilings, four fireplaces, French doors, original wooden beams, a wood-shingle roof and a stunning kitchen anchored by a professional Lacanche range. A spacious deck and covered terrace invite outdoor living while taking full advantage of the exceptional natural surroundings. Beyond the main residence, a detached 384 SF studio offers an ideal home office, fitness or creative space, while the walk-out lower level includes a charming 200 sf brick "pub room" with woodstove and an adjoining workshop. A detached two-car garage and potting shed complete the property. A rare opportunity to enjoy the romance, privacy and character of a country estate, with Essex Village and the Connecticut River just moments from your door.

25 River Rd, Essex

60 Bushy Hill Rd, Essex
$908,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24207147 MLS
Born in 1835. Reimagined for life today. Expanded to over 2,950 sq. feet, the new floor plan emphasizes light, proportion, and seamless flow from one room to the next. At its center, a beautifully composed chef's kitchen pairs a waterfall island with white cabinetry and an oversized walk-in pantry, making entertaining feel wonderfully uncomplicated. The adjoining vaulted great room is the home's defining gesture: window-lined and grounded by dramatic millwork. Three en-suite bedrooms invite family and friends to settle in with privacy. The primary suite offers two walk-in closets, while a generous upstairs lounge can easily serve as a library, office, or media room. A second-floor laundry adds discreet modern practicality. Beneath the polished interiors of an 8-month transformation, including a new roof, siding, plumbing, kitchen, baths, hardwood floors, and a Trex deck. Set on .85 acres next to the protected landscape of Bushy Hill Preserve, the property feels quietly removed while remaining close to Essex shoreline marinas, beaches, and notable restaurants-a country house with a sense of occasion and history without compromise.

60 Bushy Hill Rd, Essex

21 River Rd, Essex
$2,850,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24206047 MLS
Historic Waterfront Sanctuary on Falls River Cove Set on a private 2.57-acre peninsula surrounded by the gentle waters of Falls River and Falls River Cove, this extraordinary turn-of-the-century estate offers a rare blend of rich American history, timeless architectural character, and effortless modern luxury. Originally an 18th-century water mill and lovingly converted into a private residence in the 1900s, this historic jewel exudes warm and historic charm. Main Level & Living Spaces: Welcoming Foyer & Cozy Library: Step inside to a cozy, wood-paneled library featuring built-in bookcases and a classic wood-burning fireplace-the ideal sanctuary for reading or quiet conversation. An L-Shaped Living Room: Framed by rich paneling, and wide board floors this magnificent living space features expansive windows that capture sweeping, multi-directional views of the cove. The Oversized Eat-in Kitchen: Highlights include a charming bay window overlooking the manicured gardens and river, perfect for casual dining. The Formal Dining Room: A generous formal space anchored by a custom built-in corner cabinet, perfect for showcasing fine china or collections.

21 River Rd, Essex

18 Orchard Heights Rd, Essex
$499,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24200706 MLS
Welcome to 18 Orchard Heights Road, a charming modified saltbox colonial located at the end of a cul-de-sac in a desirable neighborhood. This home offers exceptional convenience, located just minutes from the boutique shops and historic charm of downtown Essex, with quick access to the vast amenities, dining, and shoreline conveniences of neighboring Old Saybrook. Inside, the home features a light-filled, functional layout designed for seamless main-level living including a first-floor primary suite, dedicated laundry space, and a recently updated kitchen with quartz countertops, stainless appliances, and ample cabinetry. A spacious family room opens to a private deck, located at the rear of the property. The second floor boasts two more bedrooms and a full bath with an additional 600 square feet (per tax card) of unfinished space, presenting an incredible opportunity to create a second primary suite, home office, play area, or bonus room tailored to your needs. Combining timeless character, thoughtful updates, and an unbeatable location near the best of the Lower Connecticut River Valley, 18 Orchard Heights Road is ready to welcome its next owners home.

18 Orchard Heights Rd, Essex

88 Main St, Essex
$2,200,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24200306 MLS
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. An inviting Family Room. A spectacular Living Room. And a 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.

88 Main St, Essex

28 River Rd, Essex
$1,595,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24196638 MLS
The Benjamin F. Post House, c. 1801, has been thoroughly and thoughtfully updated to provide all the amenities of modern living while respecting the historical integrity of the home. A sidewalk just steps from the property leads directly into the heart of Essex Village, an approximately 20-minute walk to its shops, restaurants, marina, and waterfront. Set on a .48-acre professionally landscaped lot backing up to a quiet wooded area, the fenced-in backyard boasts a beautiful gunite pool and a generous pool deck/patio, perfect for both relaxing and entertaining. Inside on the first floor, there is a light-filled chef's kitchen, well-appointed with upscale appliances including a commercial-grade six-burner range, a large center island, and ample counter space. There is also a formal dining room, a living room with a wood-burning fireplace, and a library with a gas fireplace and built-in floor-to-ceiling bookshelves. An additional room with its own exterior entrance could serve as an office or a potential first-floor bedroom. A lovely four-season sunroom overlooks the pool deck and features a convenient wet bar complete with a beverage chiller. There is also a powder room on the first floor. Upstairs, the primary suite has an updated ensuite bathroom with marble finishes, a large walk-in closet, and a spacious sitting area. There are also two more bedrooms, another den/office area, a second updated bathroom, and laundry. Offering historic character, modern comforts, privacy, and

28 River Rd, Essex

160 Saybrook Rd, Essex
$1,985,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24185403 MLS
TO BE BUILT, imagine your beautiful NEW construction home here across the street from coveted south cove in Essex, Connecticut. Just minutes away from downtown Essex. Customization is possible. The striking roofline with multiple gables, elegant dormers, and a signature cupola creates architectural presence, while crisp white trim and standing-seam metal roof accents provide clean, sophisticated contrast. This brand new home features traditional New England charm with modern amenities. The expansive 3-car garage is seamlessly integrated into the design with carriage-style doors, decorative hardware, and architectural lighting, providing generous space for vehicles, recreational equipment, or a workshop without compromising curb appeal. Inside, thoughtfully designed living spaces are intended to flow effortlessly for both everyday comfort and entertaining. Large, oversized windows flood the home with natural light while framing picturesque outdoor WATER VIEWS. High ceilings, custom millwork, and timeless finishes create an atmosphere that is equally elegant and inviting. First floor primary suite allow for longevity in single floor living, with plenty of room for guests. Imagine watching your vision coming to life HERE!

160 Saybrook Rd, Essex

6 Beechwood Dr, Essex
$899,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24184426 MLS
Nestled on a private 1.82-acre homesite in picturesque Ivoryton, this stunning new construction residence offers the perfect blend of luxury, comfort, and modern design. Featuring over 2,500 square feet of thoughtfully designed living space, the home boasts 4 bedrooms, 2.5 baths, an open-concept layout, designer finishes, and exceptional craftsmanship throughout. The spacious kitchen flows seamlessly into the main living and entertaining areas, while the luxurious primary suite provides a private retreat. Set within a peaceful cul-de-sac setting, this rare opportunity offers the privacy of a large estate-sized lot with convenient access to the shoreline, village amenities, dining, and recreation. Experience the beauty and peace of mind that only a brand-new home can provide.

6 Beechwood Dr, Essex

175 River Rd, Essex
$6,595,000
3 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24164990 MLS
A rare opportunity to own a meticulously designed enclave set on nearly three private acres overlooking the Connecticut River. The main house has over 4600 square feet of beautifully scaled living space with elegant architectural finishes throughout. The first floor features a welcoming entryway which leads to a well-equipped kitchen, breakfast room, formal dining room, and both a living room and family room with fireplaces. Each room has plenty of windows that bring in natural light and showcase incredible views of the CT River. An elegant curved stairwell leads to the second floor, which is designed with privacy in mind. It features a separate wing for the primary bedroom suite, and another for two guest bedrooms and baths. An elevator services the entire structure, so every room is accessible to all and offers a possible working option for multigenerational living. The compound also features a separate spacious guest house with a full kitchen, sitting room, bedroom, and one- and one-half bathrooms situated next to the inground Gunite pool, offering another private retreat for guests, visitors, or family members to enjoy

175 River Rd, Essex

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