Single Family Homes for Sale in Manchester, MA

Home for Sale

Nestled on one of the highest and most private lots in the coveted Hickory Hill neighborhood, Whaleback offers an exceptional lifestyle in Manchester-by-the-Sea. Spanning nearly two acres, this residence boasts lush landscaping and sweeping views of Kettle Cove and the Great Lawn on Coolidge Point. Ideal for entertaining, the formal living room seamlessly connects to a charming enclosed deck?perfect for relaxing summer evenings. The oversized primary suite is a true retreat, featuring his-and-hers walk-in closets and a private deck for taking in manicured gardens and the distant sparkle of the Atlantic. A spacious game room invites cozy nights with a fireplace, custom bar, and billiards table, tailored for casual gatherings. Just minutes from Manchester Village and a short walk to Black and White beaches, Hickory Hill combines seclusion with convenience. And with a school district consistently ranked among the best in the state- this home is as smart a choice as it is a stunning one.

Home for Sale

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, and direct train access to Boston. An extraordinary opportunity to own one of the North Shore?s most iconic seaside homes.

Home for Sale

Great opportunity! 4-bedroom, 3-bathroom Garrison Colonial in a fantastic Manchester location. Lovingly cared for by the current owners for decades, this home has good bones, solid systems and awaits your updates. The deck overlooks the private .54 acre fenced yard with mature plantings. Great first floor living space with fireplaced living room, dining room open to kitchen, family room with fireplace and sliders to the deck, plus full bath with laundry. 4 bedrooms and 2 full baths upstairs, including an en-suite bath in the primary. Brick patio, AC splits on first floor, whole house generator, new roof and exterior paint in 2022, town sewer. In one of the north shores best communities with a top-rated school system and convenient to town, beaches, train to Boston and 128. Bring your personal touches to make this home yours!

Home for Sale

Manchester-by-the Sea with harbor views! Renovate or build your dream house on this unique property located approximately 1 mile from world famous Singing Beach and 1.2 miles from picturesque Tucks Point. Sitting less than a half mile from the center of downtown Manchester-by-the-Sea, this property features a legal apartment, quiet backyard, and off-street parking. Dont miss this opportunity to live in a quintessential Cape Ann town. The classic New England main street, beautiful harbors and beaches, wonderful restaurants and shops, and proximity to Boston make this one of the nicest towns on the North Shore.

Home for Sale

Custom crafted Nantucket-Style home located steps away from the center of Manchester-by-the-Sea. The open floor plan provides flexible placement of primary rooms. The fireplaced living room, dining room and family room are bright and airy and feature custom millwork, crown molding and lovely wood floors. The wonderful chef's kitchen is equipped with top-of-the-line stainless steel appliances, custom while cabinetry, handsome granite counters, and adjoining eat-in area. Sliding glass doors lead out to the wood deck, which overlooks the lawn and gardens. Upstairs finds the impressive primary suite, with cathedral ceilings, double closets and marble bath. Three additional bedrooms with wall-to-wall carpeting and shared tiled bath. A generous laundry room completes this level. The third floor provides ample multiple spaces for game room, TV room or home office. One car attached garage. A leisurely stroll to top-rated Manchester schools, commuter rail to Boston, beaches and shopping.

Home for Sale

This beautiful Shingle-style residence sits graciously atop 1+ acre with views of the outer harbor and islands. Featured in Northshore Magazine, this carefully designed and renovated 4 bedroom home, built in 1993, boasts an easy flowing floorplan with appealing attention to detail from custom millwork to cabinetry, paneling and moldings. The open kitchen has a fireplaced sitting area and breakfast nook with views. The butler?s pantry with a wet bar abuts the formal dining room. Just off the kitchen, you'll find an office and a sunny family room with soaring ceilings. The living room has french doors leading to a bluestone patio. In addition to 4 spacious en suite bedrooms ? the primary suite has an Atlantic-facing sitting area, 2 walk in closets and a marble double shower. The finished walkout lower level has a library, game room, mudroom and bath. Bonus: 3-car garage w electric charger. Comfort, modernity and elegance - all in a beautiful and unforgettable one-of-a-kind home.

Home for Sale

Welcome to 8 Knight Road, a rare gem tucked away at the end of a quiet, tree-lined street in one of Manchester-by-the-Sea?s most desirable village neighborhoods. This delightful four-bedroom, two-bath Cape-style home offers a warm, welcoming floor plan that?s perfect for everyday living and effortless entertaining.The sun-filled first floor features a spacious eat-in kitchen, a cozy fireplaced living room, an elegant dining area, and an expansive family room with serene views of the adjacent wooded lot?bringing a sense of peace and privacy to your everyday. Upstairs, you?ll find three generously sized bedrooms, a full bath, and a convenient laundry area, offering comfort and functionality for all.Set on a lovely lot with both front and back yards, there?s ample outdoor space for gardening, play, or potential expansion. All this, just a short stroll from Manchester?s top-rated schools and the charming village center of Manchester-by-the-Sea.

Home for Sale

Located on a spectacular site comprising more than six acres sits this Adirondack style contemporary home that blends seamlessly with its surroundings. Reminiscent of one of the Great Camps, the 1989 residence was constructed of natural materials with exposed wooden beams and massive fireplaces giving the home a spacious feel while retaining a cozy ambiance. The focal point of the home is the vaulted timber great room with a large stone fireplace and beautiful views through the virtual glass wall. Ideal for entertaining the home is extremely private where you can relax and bask in the rugged backwoods of Manchester by the Sea. The extensive decks and screened porch offer a panoramic view of the landscape while serving as a nexus between indoor living and the great outdoors. The property has great potential to be transformed into your vision of something very special.

Home for Sale

Classic Manchester Village Home with Singing Beach just minutes away. A wonderful opportunity to renovate or start fresh in one of the towns most desirable locations. Enjoy the convenience of living just steps to downtown, Manchester Harbor, Masconomo Park and MERSD schools. The Town of Manchester states this is a 4 bedroom home, 4th bedroom only access is through main bedroom. The property is being offered "As Is". Open House Saturday 3/1/25 11:00 - 12:30 and Sunday 3/2/25 12:00 - 2:00.

Home for Sale

Charm, character and craftsmanship are the hallmarks of this spacious customized home near Tucks Point and the harbor. Nestled in a picturesque lushly landscaped setting, this home is an ideal year-round getaway with the opportunity for seamless indoor-outdoor living. Multiple sets of French doors in almost every room on the main level lead to a roomy covered, grilling patio overlooking the grounds. Inside a flexible layout adapts easily to visiting family and guests. Gather round the butcher block topped island in the stainless kitchen to create memorable meals, relax in the spacious 3-season gazebo, sunbathe on the roomy decks, or cozy up to the fireplaces - there are 3 - on chilly New England days or nights. Bonus: near Singing Beach, the yacht club and commuter rail.

Home for Sale

Towering over Manchester Harbor, " HARBORHEAD" is perched majestically with stunning town and water views stretching from Manchester center, across the water to Peach's Point Marblehead. "Sunset Farm", the original estate, has been replaced by this fabulous New Construction modern but Classic Colonial design. Southwestern light reflects off the harbor and illuminates this sensational one of a kind waterfront home. The property was sited and thoughtfully designed to maximize its fabulous waterveiws from almost every room. Attention to detail and fine craftsmanship is evident throughout this elegant home. Car enthusiasts will thoroughly enjoy the oversized 3 bay garage with radiant floor heat and additional room for "toys". The 3 story elevator allows full access to all levels including a spacious In-law suite over the garage. Private showings only. Financial qualifications required upon booking of appointment.

Home for Sale

Eaglehead is one of the most picturesque neighborhoods in beautiful Manchester by the Sea. This expanded cape enjoys ocean breezes, the sound of crashing waves onto tall granite bluffs, and is within a stone?s throw to renowned Singing Beach via a hidden path. In addition there is a free standing building with garage and heated room above, perfect for work at home. Four ensuite bedrooms afford privacy for family and guests. An inviting open floor plan includes an efficient kitchen and dining spaces with a slider leading to a mahogany deck. There is a den, formal living room with a fireplace and sunroom. There is a whole house generator. The grounds are graced by granite boulders, mature plantings and a spacious lawn. Very close to the MBTA station, shops, restaurants and schools. This is a wonderful opportunity to live in one of the North Shore's loveliest, historic communities which proudly acclaims a highly rated school system.

Home for Sale

Tidewood - a beautifully appointed and masterfully renovated colonial estate of historical significance. Exceptionally unique in its private setting on the North Shore, the property offers unlimited ocean views and ultimate solitude. Originally built in 1660 for the Pickerings of Salem, the property was moved to Manchester in 1917 and re-erected at its current site in 1930. Tidewood was recently updated stem to stern by Windover construction with all systems improved to modern standards while maintaining the stately elegance of one of Massachusetts oldest homes. It is the perfect blend of the old (e.g. original floorboards and fireplaces) with the new (solar panels, Tesla power wall, and fully integrated smart technology). The 6,113 square feet of polished living space features five bedrooms, five full and three half bathrooms, two offices and much more. The property includes a permanent easement to a 3/4 mile shore path + private beach within the historic 40-acre Sharksmouth Estate.

Home for Sale

Sited on over 5 acres at one of the highest elevations in Manchester-by-the-Sea, this magnificent brick masonry manor offers distant hilltop views of the ocean, Kettle Island, and the Boston skyline and benefits from a southern exposure. A long private driveway leads to a spacious pea stone motor court and professionally manicured rolling lawns, which are accented with annuals and perennials, stone walls, ledge outcroppings, and majestic oak trees. A legally zoned 2-family residence consisting of The Main House, and The Wing with a total of 10 bedrooms, the manor can easily accommodate a large family and guests in their own separate spaces, while also providing the flexibility of an in-law or au pair suite. The Main House has been restored and renovated while preserving its historical details. Special features include an at-home office with separate conference room, a wine cellar, two vaults that were originally built to store liquor, billiards room and exercise room.

Home for Sale

Finely crafted New England gambrel style home on 9+ acres and located in one of Manchester-by-the-Seas most sought-after locations. This newly constructed home features 5 bedrooms/5.5 bathrooms including a first floor en-suite, two offices, a recreation room, 3 car garage + plentiful outdoor spaces including a spacious yard. The interior is perfectly curated with wide plank European oak floors + a gorgeous white on white kitchen w/inset cabinetry, professional appliances + two pantries. The living + dining area is designed for entertaining + comfortable family living with a gas fireplace and access to a large deck. Upstairs are spacious Jack-and-Jill bedrooms, a separate bedroom suite as well as the primary suite which boasts a marble bathroom and a private balcony. The above grade first level features an office, full bath and a huge recreation room with direct access to the yard. The property is located on a sleepy side street abutting hundreds of acres of conservation land + trails.