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21 Rockwood Heights Rd, Manchester
$1,979,000
4 Beds ⋅ 4 Baths ⋅ 73593229 MLS ⋅ ACTIVE Status
Perched in an elevated enclave off Pine Street near Manchester-by-the-Sea’s most desirable coastal pockets, this stunning 3,500-square-foot gut renovation offers a rare blend of modern luxury and year-round vacation living on a tranquil private pond. Designed with an remarkably spacious and versatile layout, this home provides ample space to grow and space for everyone to gather. Soaring ceilings and expansive water views set an inviting tone across a main level designed for seamlessly balancing work and play. The open-concept family room features a cozy gas fireplace and flows effortlessly into a gourmet kitchen outfitted with Café stainless steel appliances, a generous walk-in pantry, and a massive center island built for busy mornings and casual entertaining. A flexible front sitting room serves beautifully as a formal dining area, while a dedicated main-floor home office provides an ideal setup for remote professionals.Upstairs, the primary suite is a sanctuary of its own, framed by a wall of windows capturing breathtaking pond views, a spa-inspired bath, and an expansive walk-in closet. Two additional oversized bedrooms share a full bath, while the second-floor laundry area is easily accessable.The expansive landing features the ideal space to create a vingette, framing serene water views—creating a perfect reading nook. The finished third level offers incredible flexibility as a secondary family playroom and a private guest suite complete with its own full bath. This energy efficient home also features sustainable bamboo flooring throughout. Storage is abundant in every part of the entire home, complemented by a spacious attached 2-car garage. Outside, step onto the Trex deck overlooking a private yard along the water's edge. Fully energy-efficient and located just minutes from Route 128, the MBTA Commuter Rail, top-rated schools, Singing Beach, Manchester Harbor, and downtown dining, this home represents the ultimate modern coastal sanctuary.

21 Rockwood Heights Rd, Manchester

Listing courtesy of Listing Agent: Lisa Sheehan from Listing Office: .
23 Ocean Street, Manchester
$4,300,000
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.
5 Proctor St, 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.
239 Summer, Manchester
$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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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