These were the highest-priced home sales reported in Cape Cod & the Islands, Massachusetts for the week ending November 8, 2026, and together they came to $69.875 million. Nantucket accounted for three of the five, and Edgartown and Chatham one each.
The group spans more than a century of building, from a 1916 bungalow on Chatham’s waterfront to a Nantucket home completed in 2026. The last two places on the list sold for the same price.
No. 1 — $42,500,000 · 57 Hulbert Ave, Nantucket, Massachusetts
The top sale of the week was an estate with a name and a pedigree. Known as “Blue Waters,” the harborfront home at 57 Hulbert Avenue in Nantucket was designed by William Edward Shepherd and has been owned by one family since 1972. It sold for $42,500,000.
Built in 1935, the home has eight bedrooms, the most of the five, along with seven bathrooms, six full and one half, and 6,393 square feet of living space, which also makes it the largest. The 0.62-acre property has its own red clay tennis court and direct access to the beach and the harbor.
The living room is the centerpiece. A tall doorway opens into a room with a fireplace at its center and a ribbed, vaulted ceiling designed to evoke the interior of a large ship, and two sets of doors lead out to a covered porch facing the harbor. The dining room also looks out over the water and has its own fireplace, and a breakfast room off the eat-in kitchen faces the harbor as well. The floors are pine and soft wood, and the home has several fireplaces.
Bedrooms are spread across three floors. On the top floor, the primary bedroom has a fireplace, a walk-in closet, a bath with a separate tub and shower, and a private deck over the harbor.
Jeanne Hicks of Lee Real Estate was the listing agent, and Chandra Miller of Maury People Sotheby’s International Realty represented the buyer. Lee Real Estate listed both of the week’s two highest-priced sales.
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No. 2 — $8,625,000 · 3 Manatook Way, Nantucket, Massachusetts
The newest home of the five, built in 2026, sold for $8,625,000. The property at 3 Manatook Way in Nantucket’s ‘Sconset area last sold for $1.575 million in 2025, before the current home was built. It sold furnished.
The home has four bedrooms, five bathrooms (four full and one half) and 5,500 square feet on a 0.51-acre lot with pasture views. The living room opens onto views of the private pool, and a custom fireplace separates it from the kitchen and dining area. The primary suite is on the main floor, with a walk-in closet and a bath with a freestanding soaking tub. Floors throughout are white oak.
Upstairs, a hallway porch overlooks the pool, and an office doubles as extra sleeping space. The lower level adds a family room, a bedroom with its own full bath, a gym and a wine cellar.
Jeffrey Lee of Lee Real Estate was the listing agent. Chandra Miller of Maury People Sotheby’s International Realty represented the buyer.
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No. 3 — $7,350,000 · 10 E Lincoln Ave, Nantucket, Massachusetts
In Brant Point, within reach of both Nantucket’s town and the beach, the home at 10 East Lincoln Avenue sold for $7,350,000, furnished. A widow’s walk on the roof takes in views of the harbor.
Built in 2000, the home has four bedrooms, four bathrooms (three full and one half) and 2,539 square feet. It sits on the smallest lot of the five, at 4,791 square feet. A wraparound porch leads inside to a living room with a fieldstone fireplace, open to the kitchen and dining area. French doors in the family room open to a patio set up for dining and lounging, with a gas grill and an outdoor shower.
Two of the upstairs bedrooms are primary suites with their own baths, and one of them opens to a private balcony. A queen guest room and a bunk room complete the second floor. A large storage shed is also on the property.
Gary Winn & Morgan Winn of Maury People Sotheby’s International Realty were the listing agents, and Michele Kelsey of William Raveis Nantucket represented the buyer.
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No. 4 — $5,700,000 · 37 Plain Field Way, Edgartown, Massachusetts
At the end of a lightly traveled road in Edgartown’s Katama area, 37 Plain Field Way is a modern farmhouse built in 2021 and customized by its owners working with the builder. The property last sold for $3.007 million in 2021. It sold this week for $5,700,000.
A wall of glass brings light into the open great room, where a gas fireplace and custom built-ins anchor the living and dining areas. The kitchen has marble countertops, a large center island and sliding glass panels that open to a bar beside the pool. The primary suite, an office and a powder room are on the main floor, and a second primary suite with its own bath is upstairs.
The home has five bedrooms, six bathrooms (four full and two half) and 3,606 square feet on 0.96 acres. The finished lower level includes a bedroom, a full bath and a game and media room with pool and ping-pong tables.
Outside is a heated saltwater gunite pool, 16 by 38 feet, with a sun shelf. A bluestone patio has room for several seating and dining areas, with a fire table and a separate wood-burning fire pit. The yard is fenced and professionally landscaped, with broad lawns and an enclosed outdoor shower.
The home went under contract 27 days after it was listed. Wendy Harman of Compass was the listing agent, and The Sarkis Team of Douglas Elliman Real Estate – The Sarkis Team represented the buyer.
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No. 5 — $5,700,000 · 238 Cranberry Ln, Chatham, Massachusetts
The oldest home of the five also has the most land. A long, winding lane leads to 238 Cranberry Lane in North Chatham, a 1916 bungalow on 1.60 acres on a bluff above Chatham Harbor and Pleasant Bay, with the Atlantic beyond. It sold for $5,700,000, and the property last sold for $50,000 in 2002.
The property has its own private beach and direct access to navigable water. The frame home has five bedrooms, three bathrooms (two full and one half), a fireplace and 1,896 square feet, along with a two-car garage. The lot is wooded. The listing says the zoning would allow a guest house and a pool, subject to town approval.
John Burke of William Raveis Chatham was the listing agent.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, November 8, 2026. The report may exclude private, off-market, delayed or nondisclosed transactions. Prices, property details and professional representation are reported as available at publication and may be updated following confirmation from transaction participants.
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