A rare blend of timeless elegance and modern luxury in Manchester By The Sea, this exceptional sun-drenched estate is set on approximately 3.1 acre of beautifully landscaped, private resort anchored by an inground pool. Thoughtfully designed with soaring ceilings, expansive windows, and exquisite artisan finishes, the home offers an effortless balance of sophistication, comfort, and everyday living. The stunning open floor plan is anchored by a gourmet chef’s kitchen appointed with top of the line appliances, custom cabinetry, and generous gathering spaces, making it ideal for both intimate dinners and grand scale entertaining. The luxurious owner’s suite serves as a private retreat, featuring a cozy fireplace, elegant dressing room, spa-inspired bath, and an exclusive private deck. The versatile walk-out lower level offers exceptional flexibility with a fully equipped gym area and expansive recreation space. Completing this remarkable offering are an oversized three car garage, 1st Floor Bedroom with Full Bath, Bonus room above garage and access to Manchester’s top-rated schools. Every detail has been thoughtfully curated to deliver an extraordinary lifestyle in one of the area’s most sought after neighborhoods.
Classic 4-bedroom, 2.5-bath Cape offering timeless design, four fireplaces, multiple decks, and a two-car garage. Nestled back from the road for added privacy and a peaceful setting, this home presents an outstanding opportunity to renovate and make it your own. Inside, you'll find beautiful oak flooring, a spacious layout, and a full basement with a playroom and fireplace. The first-floor family room, located just off the kitchen, features a cozy fireplace, wet bar, window seat, and access to a private deck—an ideal space for relaxing or entertaining. The open-concept living and dining rooms create a comfortable flow, with generous gathering spaces centered around another inviting fireplace. Conveniently located just over a mile from downtown Manchester and less than two miles from the local school complex, this home combines a desirable location with exceptional potential. Bring your contractor and your vision—this property is ready for its next chapter and the opportunity to build lasting value. Buyer(s) are encouraged to conduct their own due diligence regarding all aspects of the property. Please allow 72 hours for response to any offers
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.
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.
Nestled at the end of a private cul-de-sac road in picturesque Manchester-by-the-Sea, this casually elegant four-bedroom home offers the best of both worlds as an alluring private oasis not too far from the Village. The kitchen area is pristine, bright, and airy, leading to a family room and dining area, flowing openly throughout the living and dining spaces. Other features include a charming office, large mudroom area, bonus room above the garage, and finished basement for all to enjoy. The home creates the ideal setting for lazy, sun-filled breakfasts, family time, and sunset cocktail hours on the outdoor rooftop deck or patio. The chef’s kitchen is equipped with a full Thermador package, including a double-door stainless refrigerator, dual-oven gas range, dishwasher, microwave and perfectly spaced area for a cocktail refrigerator, making cooking at home a zen experience. Carefully designed to accommodate guests and family throughout. A perfect gem in Manchester-by-the-Sea!
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.
Perched atop 8.58 private acres at one of Manchester’s highest elevations, Ocean Ledge commands breathtaking distant ocean vistas and mesmerizing celestial views. This grand residence offers an exceptional sense of privacy and scale, perfectly positioned to capture both sunrise over the water and starlit evening skies.The estate is complemented by a charming carriage house featuring an apartment above a spacious three-car garage—ideal for guests, extended family, or additional income. Equestrian enthusiasts will appreciate the four-stall barn complete with tack room and paddock, while leisure amenities abound with a Har-Tru tennis court and a stunning 40-foot pool, creating a true resort-like setting. A rare opportunity to own an elevated coastal retreat that seamlessly blends elegance, recreation, and panoramic beauty.
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
In the heart of MBTS, this stately brick residence blends timeless New England character with thoughtful modern updates. Offering 5 spacious bedrooms and 3.5 well-appointed baths, this rare in-town home provides exceptional scale, comfort, and flexibility. Inside, an open and adaptable floor plan allows for multiple living, entertaining, and work-from-home configurations. Sun-filled rooms flow seamlessly from the kitchen to the family, dining, and living spaces, creating a warm and inviting atmosphere throughout. Outdoor terraces offer peaceful settings for relaxing and gathering around the fire pit with elevated views. Coveted off-street parking adds to the appeal of this exceptional offering. Ideally located moments from the village center, commuter rail, boutique shops, restaurants, Manchester Harbor, and the treasured sands of Singing Beach, this distinguished residence presents an opportunity to own a beautiful home in one of the North Shore’s most desirable coastal communities.
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.
Privacy abounds in this one-of-a-kind breath-taking hilltop contemporary sited on 16+ acres that boasts captivating ocean views and lush rolling lawns. An open floor plan integrates the spacious eat-in kitchen, formal dining area, and cozy family room. Expansive windows and ceilings flood the home with natural light. A living room with a bucolic fieldstone fireplace offers elegant entertaining space and a wraparound deck to enjoy outdoor living with sea breezes and panoramas of the treetops.This 4-bedroom 3-bath home features a generous primary suite with a private ocean view balcony and 3 remodeled bedrooms. Added highlights include a tasteful home office built into the historical stone tower and an attached two-car garage. With walking trails and beaches nearby and easy access to Rte. 128, this charming home nestled in the natural beauty of a private enclave presents a unique opportunity that’s not to be missed.
Beautifully updated 2 bed 1.5 bath condo offering three levels of flexible living in the heart of Manchester-by-the-Sea. Located in a well maintained 21 unit complex (2004), this home features durable stone look tile flooring throughout for a clean, coastal feel. The entry level includes a rare oversized garage space, laundry area, and a spacious mudroom, with access to a private fenced patio. The main level offers an open layout with a spacious living room, dining area, a stylish kitchen with stainless steel appliances, marble countertops, farmhouse sink, and large island. A half bath and private balcony complete the space. Upstairs are two bedrooms and a generously sized full bath with a functional dual area layout. Close to shops, dining, MBTA, and renowned Singing Beach
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.
Elegant Federal Colonial in the heart of the village, thoughtfully updated to honor its historic character while offering modern comfort. This exceptional residence features sun-drenched living spaces, wide pine floors, classic fireplaces, custom built-ins, and exquisite period details throughout. The renovated chef’s kitchen boasts granite countertops, a spacious center island, and French doors that open to a private brick patio and beautifully landscaped, level grounds. With five bedrooms, six baths, and versatile bonus areas, the home provides ample space for living, working, and entertaining. A charming detached barn and separate one-bedroom apartment offer ideal accommodations for guests, rental income, or multi-generational living. Rarely available in-town location just moments from shops, dining, the train, harbor, and the beach.
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.