These are the highest-priced home sales reported on Cape Cod for the week ending October 11, 2026, and together the five came to $26.56 million. Each sale was in a different town, from North Chatham and Orleans on the outer Cape to Falmouth, Marstons Mills and East Dennis, and all five were single-family homes in Barnstable County.
Water runs through much of the list, with homes overlooking harbors and bays and one with its own dock, while the group spans nearly three decades of building, from a 1998 home to one completed in 2026.
No. 1 — $11,850,000 · 301 Whidah Road, North Chatham, Massachusetts
The week’s top sale was a waterfront home above Bassing Harbor in North Chatham, which sold for $11,850,000. Completed in 2020, it came out of a collaboration among Salt Architecture, LaBarge Homes and Martha’s Vineyard Interior Designs that ran over several years. The property last sold for $2.65 million in 2018, before the current home was built.
The home has five bedrooms, seven bathrooms and 7,259 square feet of living space on 2.18 acres, making it both the largest home and the largest lot among the five sales. Walls of glass open the rooms to the water and the light, and the floors are hardwood and tile. Decks, terraces, a screened porch and a pool area extend the living space outdoors, and the exterior is finished in shingle and wood siding.
The finished lower level is given over to entertaining, with a wine room enclosed in glass, a custom bar, a game area and a media lounge. Upstairs, the kitchen pairs sleek cabinetry with open shelving, and picture windows look out over the landscape. Outside, a private stairway leads down to the shoreline. A detached two-car garage has a guest suite above it with a bedroom, a full bath, a kitchenette and laundry.
Paul E Grover of Berkshire Hathaway HomeServices Robert Paul Properties was the listing agent for the week’s highest-priced sale, and Guthrie Schofield Group, also of Berkshire Hathaway HomeServices Robert Paul Properties, represented the buyer.
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No. 2 — $4,150,000 · 476 Baxters Neck Road, Marstons Mills, Massachusetts
At the entrance to North Bay in Marstons Mills, a custom-built waterfront home on 2.09 acres sold for $4,150,000. Its deepwater dock, supplied with water and electricity, gives direct access to open water.
Built in 2000, the shingled home has four bedrooms, four bathrooms and 4,252 square feet. Floor-to-ceiling windows fill the open living spaces with light and take in the water views, and cherry wood floors and steel beam construction speak to how it was built. The kitchen has solid wood custom cabinetry and built-ins. The primary bedroom is on the first floor, with radiant heat and a private patio on the waterfront, and the home also has two offices. A mahogany deck looks out over manicured grounds. The property last sold for $800,000 in 1997, before the current home was built.
Livia A Freitas Monteforte of Compass Massachusetts, LLC was on both sides of the sale, listing the home with Jessica Nolan, also of Compass Massachusetts, LLC, and representing the buyer.
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No. 3 — $3,750,000 · 96 Briar Spring Road, Orleans, Massachusetts
A level corner lot of 0.77 acres among the cherry trees of the Briar Spring neighborhood in Orleans is the setting for the newest home in this week’s Top 5, built in 2026 by Eastward in its coastal New England style. It sold for $3,750,000, its full asking price, after going under contract 14 days after it was listed.
The home has four bedrooms, six bathrooms and 5,200 square feet across three levels. On the main level, a great room brings together living and dining areas with a hand-built kitchen that has Thermador appliances and a butler’s pantry. The primary suite and a spacious laundry are on the same floor, so daily life can stay on one level.
Upstairs are three more bedroom suites, one of them a guest space with its own entrance above the garage, along with a large office or den. The finished lower level adds 1,500 square feet for entertaining, with nine-foot ceilings, a wet bar, a full bath and full-size windows. Outdoors, a gunite pool with a spa sits alongside a patio and a gas fire pit.
Jeffrey E Cusack of Cove Road Real Estate was the listing agent, and Lori Jurkowski of Christie’s International Real Estate Atlantic Brokerage represented the buyer.
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No. 4 — $3,509,500 · 129 Racing Beach Avenue, Falmouth, Massachusetts
In Falmouth’s Racing Beach community, a Shingle Style home a short walk from the private beach sold for $3,509,500 after going under contract five days after it was listed. The community has beach access, and the home looks out on marsh views that change with the seasons.
Built in 2005, the home has five bedrooms, five bathrooms, two fireplaces and 4,665 square feet on four stories, set on 0.73 acres. Its kitchen was renovated in 2024 around a large quartzite island, with a Viking cooktop, Wolf double ovens and a full-size Sub-Zero refrigerator and freezer. A pantry nearby has wine and beverage refrigerators.
The listing agent for this sale could not be verified in the sale record.
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No. 5 — $3,300,000 · 57 J H Sears Road, East Dennis, Massachusetts
On 1.73 private acres in East Dennis, a waterview home overlooking Sesuit Harbor and Northside Marina sold for $3,300,000. It went under contract five days after it was listed and sold $50,000 above its asking price of $3.25 million.
Built in 1998, it is the oldest home among the five sales. Finished in clapboard and shingle, it has four bedrooms, five bathrooms, three fireplaces and 3,770 square feet, with two en-suite bedrooms, one on each level. Harbor views reach across the grounds, which give the home room and privacy near the water. For time outdoors there are decks overlooking the harbor and a screened porch built in the style of a gazebo, and the home is convenient to Sesuit Harbor and the Northside beaches.
Linda Whitcomb of William Raveis Real Estate & Home Services was the listing agent, and Michelle A Ryan of Today Real Estate represented the buyer.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, October 11, 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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