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$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.
$2,999,000
4 Beds ⋅ 4 Baths ⋅ 73522804 MLS ⋅ ACTIVE Status
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!

22 Crooked Lane, 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.
$4,150,000
6 Beds ⋅ 8 Baths ⋅ 73520778 MLS ⋅ ACTIVE Status
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.

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.
$2,260,000
5 Beds ⋅ 4 Baths ⋅ 73512909 MLS ⋅ PRICE CHANGED Status
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.

18 Union Street, Manchester

Listing courtesy of Listing Agent: Fabyan and Filias Team from Listing Office: J. Barrett & Company.
$3,275,000
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.
$3,250,000
4 Beds ⋅ 3 Baths ⋅ 73503574 MLS ⋅ ACTIVE Status
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.

602 Summer Street, Manchester

Listing courtesy of Listing Agent: Lynda Surdam from Listing Office: Coldwell Banker Realty - Manchester.
$1,100,000
73494681 MLS ⋅ ACTIVE Status
This newly-created parcel offers a rare opportunity in the heart of Manchester-by-the-Sea. The property boasts sweeping views of the harbor, a "Mary Poppins view" of the downtown, and in the evening, the lights of the iconic MBTS steeple, glowing above the twinkling village. If you are looking to build a stunning home, this property is the ideal landing point. Seller has preliminary designs for 0-energy, 4 BR home with pool. You arrive from either Spy Rock Hill or Sea Street. You will be 1/2 mile from the beach in one direction and 1/2 mile from an exemplary public school in the other. You will be 2 blocks from the train and 2 blocks from a cup of coffee. Utilities are in place. The footings for the foundation are set. It is a head start on something exceptional. Given the geographical elements that give MBTS both its charm and exclusivity, this lot is a unicorn. The heavy lifting of site work is done. The vision is clear, and the walkable lifestyle cannot be beat.

1 Sea Street, Manchester

Listing courtesy of Listing Agent: Nest | Syndi Zaiger Group from Listing Office: Compass.
$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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