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$647,000
3 Beds ⋅ 2 Baths ⋅ 73576269 MLS ⋅ NEW Status
A Very Pleasant Surprise! Tucked away right on Pine Street, this sweet oasis offers a unique opportunity to reside in one of the North Shore’s most desirable coastal communities. Enjoy the perfect blend of vibrant seaside life and peaceful seclusion, with top-rated schools, the MBTA, downtown shops, dining, playgrounds, harbor, and Singing Beach all just moments from your door. Step out back to discover your own private retreat. This hidden rear unit features a beautiful granite patio bordered by lush, natural green-scape that directly backs up to the historic Powder House Reservation. Whether sipping morning coffee or unwinding after a long day, you will love the tranquility, refreshing sounds, and scenic beauty of nature surrounding this hidden gem.

95 Pine St Unit A, Manchester

Listing courtesy of Listing Agent: Marianne Round from Listing Office: Coldwell Banker Realty - Manchester.
$1,050,000
7 Beds ⋅ 6 Baths ⋅ 73573259 MLS ⋅ ACTIVE Status
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 or at the Open House Saturday, Sept 12th & Sunday, September 13th 12:00-1:30pm.

115 School, Manchester

Listing courtesy of Listing Agent: Fabyan and Filias Team from Listing Office: J. Barrett & Company.
$1,290,000
4 Beds ⋅ 2 Baths ⋅ 73571571 MLS ⋅ ACTIVE Status
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, minisplit for heat and a/c, large private lot with patio, plantings, garden area, gazebo, large flat upper yard, shed, Generac backup generator, lots of closet space and storage, 5 off-street parking spots. New roof, new hot water heater. Perfect for families of all sizes, entertaining, exploring... Walk to town, train and Singing beach. Enjoy all that Manchester-by-the-sea has to offer! Private showings can be scheduled with the list agent.

96 Old Essex Rd, Manchester

Listing courtesy of Listing Agent: Timothy Collins from Listing Office: Boston Metropolitan Realty.
$489,900
3 Beds ⋅ 2 Baths ⋅ 73556658 MLS ⋅ ACTIVE Status
You'll fall in love the minute you arrive at this Classic Cape Codder. Its unique and flexible floor planfeatures a first floor primary suite (added in 2008) with a private bath, a separate sitting room (or second bedroom), and an additional room that serves perfectly as awalk-in closet (or bedroom). The well appointed kitchen, complete with an island and an incredible corner hutch, is sure to delight any chef. The inviting beamed livingroom showcases a wood burning fireplace, beautiful built-ins, and timeless character, making it the perfect place to relax. A 1/2 bath off the kitchen rounds out the mainfloor. Upstairs, you'll find a second primary suite with its own private bath (plus washer and dryer) and generous closet space. The partially finished basement offers awood stove and abundant space ready for your finishing touches...ideal for a family room, recreation area, or office. Throughout the home, you'll appreciate the beautifulperiod details, including extensive built ins, crown molding, glass doorknobs and exceptional woodwork. Enjoy peaceful mornings or quiet evenings on the charming brickfloored three season porch or private courtyard, just off the kitchen. An outstanding bonus is the expansive space above the detached two car garage, offering endlesspossibilities as a private office, fitness room, guest suite, or studio. Recent updates include all rooms freshly painted, beautiful hardwood floors, new carpet in 1st floorbedroom and newer second floor windows. This is perfect for an extended family situation. A short walk to Derryfield Park and convenient location to major highways. Don't miss out on this exceptional property. The lot to the side of the house can be purchased separately.

540 Concord St, Manchester

Listing courtesy of Listing Agent: Meri Reid from Listing Office: Berkshire Hathaway HomeServices Verani Realty.
$1,935,000
4 Beds ⋅ 4 Baths ⋅ 73549845 MLS ⋅ ACTIVE Status
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.

14 Overledge Road, Manchester

Listing courtesy of Listing Agent: Mandy Sheriff from Listing Office: J. Barrett & Company.
$6,900,000
5 Beds ⋅ 5 Baths ⋅ 73542564 MLS ⋅ ACTIVE Status
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.

370 Summer Street, Manchester

Listing courtesy of Listing Agent: Amanda Armstrong Group from Listing Office: Compass.
$4,700,000
3 Beds ⋅ 4 Baths ⋅ 73536845 MLS ⋅ ACTIVE Status
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.

23 Ocean Street, Manchester

Listing courtesy of Listing Agent: Scott Smith from Listing Office: Coldwell Banker Realty - Manchester.
$1,599,000
4 Beds ⋅ 5 Baths ⋅ 73536474 MLS ⋅ ACTIVE Status
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.

21 Forest Lane, Manchester

Listing courtesy of Listing Agent: Evonne Blanchard from Listing Office: Coldwell Banker Realty - Manchester.
$2,299,000
4 Beds ⋅ 5 Baths ⋅ 73535212 MLS ⋅ ACTIVE Status
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.

20 Woodholm Rd, Manchester

Listing courtesy of Listing Agent: Kristin Francoeur from Listing Office: Gibson Sotheby's International Realty.
$1,289,000
3 Beds ⋅ 4 Baths ⋅ 73521623 MLS ⋅ ACTIVE Status
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.

25 Magnolia Ave, Manchester

Listing courtesy of Listing Agent: Krista Julian from Listing Office: Coldwell Banker Realty - Manchester.
$3,695,000
6 Beds ⋅ 8 Baths ⋅ 73520778 MLS ⋅ PRICE CHANGED Status
“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.

73 Forest, Manchester

Listing courtesy of Listing Agent: Lynda Surdam from Listing Office: Coldwell Banker Realty - Manchester.
$11,495,000
4 Beds ⋅ 7 Baths ⋅ 73516512 MLS ⋅ ACTIVE Status
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

5 Proctor St, Manchester

Listing courtesy of Listing Agent: Michael Carucci from Listing Office: Serhant.
$2,995,000
5 Beds ⋅ 4 Baths ⋅ 73511830 MLS ⋅ ACTIVE Status
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.

3 Proctor St, Manchester

Listing courtesy of Listing Agent: Kristin Francoeur from Listing Office: Gibson Sotheby's International Realty.
$6,900,000
5 Beds ⋅ 6 Baths ⋅ 73506966 MLS ⋅ ACTIVE Status
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.

73 - 75 Harbor Street, Manchester

Listing courtesy of Listing Agent: Gretchen Berg from Listing Office: J. Barrett & Company.
$999,000
3 Beds ⋅ 3 Baths ⋅ 73479727 MLS ⋅ ACTIVE Status
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.

159 Pine St, Manchester

Listing courtesy of Listing Agent: David Cutler from Listing Office: North Shore Realty Pros.
$11,250,000
7 Beds ⋅ 9 Baths ⋅ 73389616 MLS ⋅ ACTIVE Status
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.

4 Cobb Avenue, Manchester

Listing courtesy of Listing Agent: John Farrell from Listing Office: Coldwell Banker Realty - Beverly.
$17,500,000
5 Beds ⋅ 6 Baths ⋅ 73386848 MLS ⋅ ACTIVE Status
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.

239 Summer, Manchester

Listing courtesy of Listing Agent: Lanse Robb from Listing Office: LandVest, Inc., Manchester -by-the-Sea.

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