The 1960 house at 25 Massacre Lane stands directly on Scarborough Beach, with 144 feet of sandy shoreline and a private boardwalk running down to the water. Its September 23, 2026 closing led five reported home sales in the Portland metro area for the week ending September 27, 2026, a group that came to $14.63 million combined.
The week reached from the open coast to the lakes: a water-view house at Pilot Point in Cape Elizabeth, a penthouse at Hobsons Landing on the Portland waterfront, an unfinished Sebago Lake project in Raymond and a beach cottage near Goose Rocks Beach in Kennebunkport. The oldest homes on the list date to 1960 and the newest was completed in 2024. Every property on the list sits on or near the water.
No. 1 — $4,500,000 · 25 Massacre Lane, Scarborough, Maine
Five bedrooms, a wall of picture windows and a stretch of Scarborough Beach at the door define 25 Massacre Lane, the Prouts Neck property that led the metro for the week. The house sold for $4,500,000 on September 23, 2026. Built in 1960 and updated over the years, it holds a reported 3,029 square feet and comes with private beachfront access.
The residence faces southeast, which brings sunrise over the ocean and daylight through the rooms across the day. Picture windows and sliding doors open onto a beachfront deck, putting the main gathering space a step from the sand.
The grounds run to almost half an acre and include 144 feet of sandy beachfront, reached by a private boardwalk. Prouts Neck is an enclave of white sand beaches and rugged rocky shoreline on the Scarborough coast, and listing materials identify the community as the setting for the seascapes of the painter Winslow Homer.
Doris Homer Real Estate, Inc. held the listing side of the transaction. The sale ranked No. 1 in RealtyWire’s Portland Metro Area Top 5 for the week ending September 27, 2026. The individual listing agent could not be verified.
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No. 2 — $2,800,000 · 11 Pilot Point Road, Cape Elizabeth, Maine
Water shows up in nearly every window at 11 Pilot Point Road, a five-bedroom house on Pilot Point in Cape Elizabeth. The September 22, 2026 sale brought $2,800,000. The house dates to 1960 and carries a reported 3,689 square feet.
A large kitchen anchors the interior, and woodwork and architectural detailing run through the rooms. Three of the bedrooms are en suite, and the floor plan offers two distinct primary-bedroom options.
Mature gardens and stonework frame a large deck oriented to the view, and Trundy Point and the Greenbelt trails lie nearby. The property previously changed hands for $1,325,000 in 2020. It was the second-highest reported home sale in the Portland metro area for the week.
Portside Real Estate Group was the listing brokerage on the sale. The individual listing agent could not be verified.
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No. 3 — $2,600,000 · 387 Commercial Street #710, Portland, Maine
Unit 710 at 387 Commercial Street is a penthouse at Hobsons Landing, the 2024 building on Portland’s downtown waterfront, and it closed on September 22, 2026 for $2,600,000. The two-bedroom, three-bath home measures a reported 1,672 square feet.
Panoramic water views and private roof decks come with the top floor. Custom cabinetry and custom woodwork run through the rooms, and the kitchen is fitted with a 36-inch Wolf range, a Sub-Zero refrigerator and a Marvel wine refrigerator. One garage parking space transfers with the home, with the potential for a second, along with a separate storage area.
Building amenities include a lobby with concierge, a clubroom with fireplace, deck and full kitchen, a fitness room, a reservable guest suite, a dog wash, a courtyard, shared work space and a shared Tesla and bicycles. The address puts restaurants, galleries, museums, music venues, private marinas and the working waterfront within walking distance. The transaction ranked No. 3 among reported home sales in the metro for the week.
Town & Shore Real Estate held the listing on the downtown penthouse. The individual listing agent could not be verified.
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No. 4 — $2,375,000 · 28 Whitetail Lane, Raymond, Maine
A two-acre waterfront parcel on Sebago Lake, off Raymond Cape Road in Raymond, sold for $2,375,000 as a house still mid-project. The transfer is dated September 22, 2026. The midcentury residence at 28 Whitetail Lane was built in 1969 and has since been opened up and expanded, with a new roof and new second-floor framing already in place.
According to the listing, an architectural plan set and a septic design are available and approved permits are ready for resubmittal, leaving a builder or a hands-on buyer to complete the designed project or finish it to their own specification. The plans make room for six bedrooms, including a first-floor suite, above a daylight walk-out basement.
The site has western exposure, with mountain views, postcard sunsets and direct access to its own sandy shoreline. Expansive windows frame water views from nearly every room, and a canopy of mature trees screens the property. It placed No. 4 among the metro’s reported home sales for the week.
RE/MAX By The Bay was the listing brokerage for the Sebago Lake property. The individual listing agent could not be verified.
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No. 5 — $2,358,000 · 9 Crescent Avenue, Kennebunkport, Maine
One block from the access to Goose Rocks Beach in Kennebunkport, 9 Crescent Avenue is a contemporary beach cottage built in 2011 with a reported 1,811 square feet. The property previously changed hands for $568,000 in 2010, before the current residence was completed in 2011.
The four-bedroom house uses a reverse floor plan, lifting the main living level to catch peek-a-boo ocean views. A cathedral-ceiling great room with exposed wooden beams serves as the gathering space, and the sleeping quarters are arranged as four separate, private areas.
An expansive deck takes in the ocean breeze and glimpses of the water, and the grounds are planted as English cottage-style gardens with dense landscaping. Goose Rocks Beach itself runs three miles of white sand.
The September 24, 2026 sale brought $2,358,000, and the property closed $508,000 above its final asking price of $1,850,000. The listing went under contract 3 days after the current listing date. Pack Maynard and Associates was the listing brokerage on the Kennebunkport cottage. The sale ranked No. 5 in RealtyWire’s Portland Metro Area Top 5 for the week. The individual listing agent could not be verified.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, September 27, 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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