One of Manchester-by-the-Sea’s prettiest homes, the historic Col. Israel Tappan House offers the rare combination of antique character, beautiful updates, exceptional outdoor spaces, and an incredible village location. Just moments from downtown, the harbor, Singing Beach, shops, restaurants, and the commuter rail, this is a home where you are truly in the heart of Manchester on one of its most beloved streets. Bright, warm, and loaded with character, the home blends original architectural details with thoughtful renovations designed for modern living. A beautifully updated chef’s kitchen is bright and sunny with breakfast bar, ample cabinetry, and Viking range. The dining area opens to an expansive deck, creating wonderful indoor-outdoor flow for entertaining, dining, or simply enjoying the landscaped surroundings. Formal living and dining rooms add charm and versatility, while large windows and southern exposure fill the home with natural light. Upstairs, the primary suite enjoys its own private deck and seasonal views toward Manchester Harbor, joined by two additional bedrooms and a full bath. A separate, spacious suite above the heated garage offers tremendous flexibility as an office, studio, or 4th bedroom and is complete with a recently added full bath. The finished lower level provides additional living and recreation space leading to a screened-in porch. Outside, the property is every bit as special. Beautifully landscaped grounds create a private oasis in the heart of the village, with mature plantings, multiple decks, a screened porch, and fire pit offering inviting spaces to gather, entertain, or unwind. Morning coffee on the deck, summer evenings around the fire, a stroll into town for dinner, or a walk to the beach and harbor, this is a home that captures the Manchester lifestyle beautifully. Historic yet comfortable, elegant without being formal, and exceptionally well located, 12 Bennett is a rare opportunity to own a truly special home in the heart of Manchester-by-the-Sea.
Manchester-by-the-Sea Colonial, with a contemporary flow, privately sited, yet moments from Downtown. Set on a serene cul-de-sac just a mile from schools and the town center, this property offers a rare balance of privacy and convenience. Three bedrooms and two full baths are complemented by exceptional room for expansion, including a spacious unfinished walk-up attic, accessed from the main level. The heart of the home is an open-concept eat-in kitchen and family room, anchored by a wood-burning fireplace, vaulted ceiling, and opening through sliders to an expansive deck and hot tub area overlooking a lush lawn, mature trees, and the woods beyond. A private, picturesque setting for both everyday living and entertaining. The sun-filled home office, overlooking the backyard, has direct access to the walk-up attic. Rounding out the first floor, is a bedroom and full bath, formal living and dining rooms, and a versatile bonus room offering additional flexibility. Upstairs, two generously proportioned bedrooms share a full bath, complemented by an expansive loft, with a vaulted ceiling and skylights, offering flexible living space with views to the level below, ideal as a media room, lounge, or secondary office. The unfinished basement offers exceptional scale, with high ceilings and defined areas for a workshop, gym, game space, and laundry, along with abundant storage. A two-car garage completes the offering. This is a home that offers both classic charm and genuine room to grow, in a setting that feels wonderfully private while remaining close to everything Manchester-by-the-Sea has to offer. Floor plans and video tours are available on the listing. Open Houses: Friday 4–5:30 PM Saturday & Sunday 11 AM–1 PM.
Welcome to 25 Bennett Street, a truly special Manchester-by-the-Sea home where character, comfort, light, and location come together. Set on beautiful grounds moments from the heart of the village, this three-bedroom home offers a wonderful sense of space and warmth, with two full bathrooms and a half bath, beautiful hardwood floors, a formal dining room, and an abundance of natural light throughout. The home has an inviting, comfortable quality that makes it equally suited to everyday living, entertaining, and enjoying the quiet moments that make a house feel like home.Outside, the beautiful yard offers room to relax, garden, entertain, or simply enjoy the changing seasons. There is something particularly appealing about having a lovely piece of land while being able to walk to nearly everything that makes Manchester-by-the-Sea so special.The lifestyle is exceptional. From 25 Bennett Street, the village, harbor, Singing Beach, restaurants, shopping, and commuter rail are all within walking distance. Start the morning with coffee in the village, spend the afternoon at the beach, stroll to the harbor, meet friends for dinner, or take the train into Boston. It is a rare combination of coastal beauty, village convenience, and easy access to the city. Manchester’s highly regarded public school system is also consistently recognized among the top 10 in Massachusetts.And then there is the history. Dating to circa 1674, 25 Bennett Street is believed to be the second-oldest surviving home in Manchester-by-the-Sea and one of only 61 surviving homes in Massachusetts dating from 1660 to 1700. The house began as a half house and evolved through the generations into a classic New England saltbox. More than 350 years later, its story continues- not simply as a remarkable historic home, but as a beautiful place to live and experience the very best of Manchester- by- the-Sea.
Unique opportunity in Manchester-by-the-sea! Great in town location that has the flexibility to become your dream house. Renovate the stately main house and the legal lower level 1 bedroom apartment or start over and build exactly what you want: a 2 family or a spacious single family. Easy access to Essex County Club and a short walk to the elementary and high schools. Buyer to perform their own due diligence. Utilities, town water and sewer are at the site. Bring a contractor and builder to explore your options. Showings are by appointment only.
Don't just drive by; you have to come inside and out back to see what a gem this is! This is a fantastic, spacious home with a large, private lot. Perfect for entertaining, playing games, enjoying the quiet natural surroundings, and exploring the woods. Beautifully renovated 4 bedroom expanded ranch on quiet dead-end road with new kitchen (quartz and stainless), large island, 2 full bathrooms, new hardwood floors, 600sf addition, new minisplit for heat and a/c. Large flat lower yard has patio, plantings, garden area, and shed. Large flat middle yard has firepit, patio and gazebo. Upper level for exploring. Also, a Generac backup generator, lots of closet space and storage, 5 off-street parking spots. New roof, new hot water heater, new lighting throughout, new electrical and windows... Walk to town, train and Singing beach. Enjoy all that Manchester-by-the-sea has to offer!
Village Living. Elevated. What if the Village of Manchester were right outside your door? Brand new and effortlessly stylish, this sophisticated townhome offers the best of downtown living with thoughtfully designed spaces, high ceilings, elegant moldings, and beautiful finishes throughout. The chef-inspired kitchen is made for gathering, featuring Bosch appliances, a generous apron-front island, and seamless flow into the inviting living room. The serene primary suite offers a luxurious private bath, while two additional rooms provide exceptional flexibility for guests, a home office, or a den. The finished lower level adds even more space for recreation, fitness, or entertaining. Convenient, Turn-Key Living.
Village Living. Elevated. What if the Village of Manchester were right outside your door? Brand new and effortlessly stylish, this sophisticated townhome offers the best of downtown living with thoughtfully designed spaces, high ceilings, elegant moldings, and beautiful finishes throughout. The chef-inspired kitchen is made for gathering, featuring Bosch appliances, a generous apron-front island, and seamless flow into the inviting living room. The serene primary suite offers a luxurious private bath, while two additional rooms provide exceptional flexibility for guests, a home office, or a den. The finished lower level adds even more space for recreation, fitness, or entertaining. Convenient, turn - key living.
Your search for a spacious in-law suite ends here! Nestled on a private half-acre lot, this 4+ bedroom, 3.5 bath home offers abundant natural light, an inviting floor plan, and a special opportunity to enjoy the tranquility of this desirable Manchester enclave. The spacious lower level of this stylish home features a flexible space which could readily serve as an in-law suite, home office, or ideal guest quarters. First floor welcomes you with a great room with soaring vaulted ceilings, a stylish eat-in kitchen with access to rear deck, dining area, den, and half bath with laundry. On the second floor you will discover 3 bedrooms with shared bath, and a private primary suite with walk-in closet and en suite bath. Attached 2-car garage, central AC, generous closet space, moment's walk to White and Black beaches, all this in an entirely peaceful setting. This lovely property was thoughtfully designed and impeccably maintained by the diligent current owners.
Set 150 feet above sea level on nearly 13 acres in one of Manchester-by-the-Sea’s most coveted locations, 370 Summer Street offers a rare opportunity to own an extraordinary North Shore estate. Reached by a long private drive, the property commands sweeping views of Kettle Cove and Crow Island. Designed by Marcus Gleysteen of MGA with interiors by Lena Fransioli of Zoe Design, the home blends organic modern architecture with timeless craftsmanship. Stone, wood, and metal leaf finishes include a striking copper leaf wall, live-edge maple stairs, bubinga paneling, and a stainless steel freestanding fireplace beneath arched ceilings soaring to 23 feet. Abutting Hooper Trask Conservation Pasture, the estate enjoys access to 2,000+ acres of protected land, trails, beaches, the harbor, village center, top-ranked schools, and the commuter rail.
NEW PRICE – 200K PRICE IMPROVEMENT. Gorgeous custom-built home in Manchester-by-the-Sea is set on a beautifully professionally landscaped lot, surrounded by extensive woodlands and miles of trails. This 4-bedroom, 5-bath residence offers a first floor primary suite and a sophisticated elegant interior. At the center of the home, a dramatic two-sided stone fireplace creates an inviting focal point. The stunning kitchen features white cabinetry, granite counter tops, all-new appliances, and access to an expansive deck overlooking the lovely garden. A custom outdoor stone fireplace creates the perfect setting for entertaining. A 2023 extensive renovation created a brand new family room, fourth bedroom/office, full bathroom, and laundry room; ideal for in-laws. The finished lower level offers versatile space with abundant storage. Close to downtown Manchester with its beaches, harbor, commuter rail and top rated schools.
Sense of place is the initial impression one ascribes of 23 Ocean Street in Manchester-by-the-Sea. This spectacular Contemporary home could easily be sited on the rugged Northern California coast, yet here we are on the refined North Shore of Boston. The property overlooks White Beach, the coastal marshes spreading toward Black Beach and the open Atlantic Ocean. The elevated position above the shoreline ensures privacy and enhances the rhythm of the sea. The great room has cathedral ceilings, fireplace, bookcases and walls of glass that frame the ever-changing views. Sliders lead out to magnificent multi-level decks that provide sublime entertaining spaces. The kitchen features contemporary white cabinetry, high-end appliances (Thermador, SubZero, Meile). The primary suite has luxe bathroom, fireplace and a home office in the tower. How cool! An intimate library, two additional bedrooms, one en-suite rounds out this level. First level bonus room with bath, two car garage & gardens.
Set privately within Manchester-by-the-Sea’s coveted Woodholm neighborhood, this distinctive custom estate blends timeless neoclassical architecture with contemporary living. Surrounded by mature landscaping and beautifully designed outdoor spaces, the property offers exceptional privacy while remaining moments from downtown, Singing Beach, and commuter routes. A dramatic entry opens to expansive living spaces filled with natural light, oversized windows, elegant millwork, and seamless indoor-outdoor flow. The thoughtfully designed floor plan features multiple gathering spaces including a sun-filled great room, formal dining room, spacious family room with fireplace, and an open-concept kitchen with center island, stone countertops, stainless appliances, and casual dining area. Exceptional outdoor spaces include stone patios, reflection pool, mature plantings & gardens, manicured grounds, and an expansive rooftop deck ideal for entertaining or relaxing.
Cape Ann coastal living at its best! Near picturesque beaches, scenic trails, and all that Manchester by the Sea has to offer, this rare find features spacious rooms, flexible living areas, and exceptional indoor/outdoor spaces designed for entertaining, relaxing, and hosting. Set on a beautiful private lot with gardens, stone walls, flowering trees, yard space, and oversized shed. Three-bedroom septic with versatile floor plans including four second-floor rooms plus a walk-out lower level with living room, large room, and 3/4 bath ideal for in-law or au pair use. Granite and stainless kitchen with island opens to a large deck. Living room with wood floors and sliders leads to gardens and outdoor shower. Luxurious primary suite with vaulted ceiling, soaking tub, custom walk-in shower, and abundant closets. Flexible fourth room for office, nursery, or guests. Finished lower level with private entrance. Close to White Beach, the village of Manchester, and Singing Beach to enjoy.
“Ocean Lodge” NEW PRICE! $3,695,000:One of the North Shore’s most distinctive private family estates. Distant hilltop views; traditional classic home on 8,058 private, but manageable acres. Tennis, pool, stable/paddock, 3-car heated garage/ guest apt., FAA designated heliport. Adjacent to Essex County Club golf course & miles of nature trails. Wildlife pond & active beaver lodges. Minutes from village, beaches, harbor, train. Top-ranked schools. 6 BR/8bath. New owner may wish to continue existing updates. Furnishings & golf cart negotiable. Shown by Appointment only. 24 hour property surveilance.
Set along the inner harbor in prestigious Manchester, this rare waterfront estate offering over 4 acres of exceptional privacy, sweeping coastal views, and direct harbor access from a private dock. Beyond the gated entrance, the property unfolds into beautifully landscaped grounds for both grand-scale entertaining and quiet retreat, complete with a heated in-ground pool, tennis court, and multiple terraces positioned to capture breathtaking sunsets over the water. The residence blends timeless architecture with refined comfort across approximately 8,000 square feet of living space. Expansive rooms filled with natural light framed by stunning water views, while thoughtful details and elegant finishes create a sense of understated luxury throughout. The fully finished lower level features a wet bar, Spa-inspired sauna area complete with shower, enhancing the home’s resort-like atmosphere. Moments from Singing Beach, marinas, and the village, defined by scale, privacy and costal elegance
Privately set on over an acre in one of Manchester-by-the-Sea’s most sought-after coastal neighborhoods, 3 Proctor offers convenience located just 0.4 miles from Singing Beach and moments from the Village’s shops and dining. Thoughtfully designed for both grand entertaining and everyday comfort, the home showcases expansive living areas, soaring vaulted ceilings, and dramatic floor-to-ceiling windows that bathe the interiors in natural light. Multiple fireplaces add warmth and character throughout. Recent improvements include beautifully refinished hardwood floors, fresh interior paint, and enhanced landscaping, ensuring a move-in-ready experience. The flexible floor plan features five bedrooms, highlighted by a generous primary suite and a private guest suite above the garage with its own entrance—ideal for extended stays or visiting guests. Coastal living, Reimagined.
Wake to sweeping harbor and ocean views from a rare offering on coveted Harbor Street in Manchester featuring two separately deeded parcels being separate fully approved individual lots of record. The main residence offers more than 6,000 square feet of finished living space across three levels and was thoughtfully expanded in the mid-2000s. Sun-filled interiors, generous ceiling heights and hardwood floors create inviting spaces for everyday living and entertaining. The luxurious primary suite, media room, gym and home office complement today’s lifestyle. Set on approximately 0.70 acres, the property offers an expansive, private yard, wraparound deck and beautifully landscaped grounds. The separately deeded second parcel (#75) includes a permitted carriage house footprint with potential for a two-bedroom residence within the existing 1903 structure (buyer due diligence advised). Just moments from Tucks Point, this is a rare opportunity to own a distinctive waterfront estate.
Stylish coastal living in the heart of Manchester by the Sea! This beautifully updated 2 bedroom,1.5 bath condo offers three levels of versatile living space in a well maintained 21 unit complex built in 2004. From the moment you enter, the home’s clean, coastal aesthetic stands out with durable stone look tile flooring throughout. The entry level offers an exceptionally spacious oversized garage, dedicated laundry area, and generous mudroom with direct access to a private, fenced patio perfect for everyday convenience, storage, and outdoor enjoyment. The main level features a bright, open concept layout designed for both comfortable living and entertaining. The spacious living room flows into the dining area and beautifully appointed kitchen, complete with stainless steel appliances, marble countertops, farmhouse sink, and a large center island. A convenient half bath and private balcony complete this level. Upstairs, two well proportioned bedrooms share a generously sized full bath with a thoughtful dual area layout, offering both functionality and privacy. Ideally located just moments from Manchester’s charming shops, restaurants, MBTA commuter rail, and the iconic Singing Beach, this condo offers the perfect combination of style, convenience, and quintessential North Shore coastal living. Move in ready and ideally situated, come experience all that Manchester by the Sea has to offer! *Seller to pay $10,000 towards Buyers closing costs
Move right in! Amazing value in this newly renovated 1997-built home 2 miles to Singing Beach! Huge Lot! Seller just installed new grass yard / fenced in area! Beautiful real solid hardwood floors throughout. Tons of windows let the sun shine into this bright & airy home. 1st floor: Open Floor plan with tons of space + half bath. 2nd floor: 3 bedrooms, 2 Full designer baths, laundry area, + sitting room / home office. 3rd floor: amazing unfinished walk-up attic can easily be finished to add extra bedrooms, baths, or whatever you can imagine! Lower level: huge, clean basement w/ high ceilings to provide significant extra square footage for future expansion. Backyard features a huge two-tiered deck with a hot tub & outdoor shower - perfect for relaxation and entertaining. Homes like this rarely become available in this desirable area.
Luxury living just seconds from downtown Manchester-by-the-Sea, this 4 BR, 2 BA detached condo lives like a single-family home in one of the North Shore’s most sought-after communities. Enjoy four seasons of coastal charm with vibrant downtown, Masconomo Park, and Singing Beach all within a mile. Whether it’s summer beach days, fall strolls, or winter walks by the harbor, the location offers the perfect blend of convenience and classic New England character.Inside, the comforts of the home mirror the quaintness of the town. Gleaming HW floors, SS appliances, and multiple bonus rms provide flexibility for today’s lifestyle. Recent updates incl windows, heating, central air, and fresh paint throughout, making this home truly more than move-in ready. Improvement list attached with dates. If you’re ready to hang roots in this special seaside town, don’t miss the Open House Sat 2:00–3:30 and Sun 11:00–12:30.
Luxury living just seconds from downtown Manchester-by-the-Sea, this 4 BR, 2 BA detached condo lives like a single-family home in one of the North Shore’s most sought-after communities. Enjoy four seasons of coastal charm with vibrant downtown, Masconomo Park, and Singing Beach all within a mile. Whether it’s summer beach days, fall strolls, or winter walks by the harbor, the location offers the perfect blend of convenience and classic New England character.Inside, the comforts of the home mirror the quaintness of the town. Gleaming HW floors, SS appliances, and multiple bonus rms provide flexibility for today’s lifestyle. Recent updates incl windows, heating, central air, and fresh paint throughout, making this home truly more than move-in ready. Improvement list attached with dates. If you’re ready to hang roots in this special seaside town, don’t miss the Open House Sat 2:00–3:30 and Sun 11:00–12:30.
Seaway is an exceptional coastal estate located in desirable Manchester, just 45 minutes north of Boston. Set on nearly an acre with sweeping views of the Atlantic, this grand Colonial Revival home has been masterfully restored by renowned architectural firm Carpenter & MacNeille. The residence offers a combination of classic New England charm & refined modern living. Elegant formal spaces flow seamlessly into a custom chef’s kitchen with AGA range & light-filled gathering rooms, designed for comfort & entertaining. A luxurious primary suite features ocean views, spa-style bath, dressing areas, & morning bar/kitchenette. There are 5 additional ensuite bedrooms and & 3-bay carriage house. Outdoors, manicured gardens, stone terraces, & a pool create an idyllic setting for relaxation. Seaway has private deeded access to Singing Beach, is moments to the village shops, & direct train access to Boston. An opportunity to own one of the North Shore’s most iconic seaside homes.
Welcome to a truly exceptional 7.4-acre oceanfront estate in Manchester-by-the-Sea, offering direct access to the soft sands of Graves Beach—your private shoreline retreat. This rare two lot property blends classic New England charm with resort-style living, featuring panoramic water views and extraordinary privacy along one of the North Shore’s most desirable coastlines. The home offers two primary suites—one on each floor—ideal for flexibility and comfort. The grounds showcase mature, curated landscaping cultivated over decades. Additional features include a stone bungalow overlooking the beach, a caretaker’s house on separate lot, detached garage, and an ocean-facing pool and jacuzzi. Enjoy unforgettable sunrises and elegant coastal entertaining—all just 45 minutes from downtown Boston.
Manchester is located in Massachusetts. Manchester, Massachusetts has a population of 5,327. Manchester is more family-centric than the surrounding county with 41.06% of the households containing married families with children. The county average for households married with children is 30.06%.
The median household income in Manchester, Massachusetts is $193,279. The median household income for the surrounding county is $86,684 compared to the national median of $69,021. The median age of people living in Manchester is 48 years.
The average high temperature in July is 79.9 degrees, with an average low temperature in January of 18.1 degrees. The average rainfall is approximately 49 inches per year, with 43.6 inches of snow per year.
