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$1,350,000
3 Beds ⋅ 2 Baths ⋅ 73578477 MLS
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.

1 Millets Ln, Manchester

Listing courtesy of Listing Agent: Jessica Molisse from Listing Office: William Raveis R.E. & Home Services.
$1,050,000
7 Beds ⋅ 6 Baths ⋅ 73573259 MLS
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.
$1,935,000
4 Beds ⋅ 4 Baths ⋅ 73549845 MLS
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.
$2,299,000
4 Beds ⋅ 5 Baths ⋅ 73535212 MLS
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
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
“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
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.
$999,000
3 Beds ⋅ 3 Baths ⋅ 73479727 MLS
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.
$17,500,000
5 Beds ⋅ 6 Baths ⋅ 73386848 MLS
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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