The five highest-priced home sales reported in the Portland metro area for the week ending October 18, 2026, totaled $18.5 million.
The homes were built over more than four decades, from a Dutch Colonial to post-and-beam Contemporaries, and much of the week’s business was on the water, with frontage on the ocean and on two of the region’s lakes. A Colonial with gardens, a pool and open land in Cumberland Center completes the group.
No. 1 — $9,000,000 · 41 Nubbin Way, Cumberland Foreside, Maine
The week’s top sale was a waterfront property in Cumberland Foreside with 1,070 feet of private frontage on Casco Bay. At 16.90 acres, it was also the largest piece of land among the five, and it sold for $9,000,000.
The acreage is a mix of woods and landscaped grounds on a rolling slope, and the property has ocean views. A golf course, a country club and shopping are nearby.
The home is a Dutch Colonial built in 1970, the oldest of the five, finished in clapboard over a wood frame. It has five bedrooms, the most on the list, along with three full baths and a half bath in 4,174 square feet. There are three fireplaces and a bedroom on the first floor, and the two-car garage is heated. A private pool and an outbuilding are also on the property.
The listing agent could not be verified.
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No. 2 — $3,149,400 · 34 Cragmoor Lane, Harpswell, Maine
On Bailey Island in Harpswell, 34 Cragmoor Lane is a post-and-beam Contemporary built in 2006 on the rocky edge of the Maine coast, with the shoreline just past its deck. The home looks out over the open ocean. At 5,470 square feet it is the largest home of the five, though its 0.92 acres make up the smallest lot in the group.
The exterior pairs hip and gable rooflines with shake-style siding and large windows. Inside are stone masonry, hardwood floors and radiant heat.
The living and dining areas share one open space under cathedral ceilings, centered on a stone fireplace. The kitchen opens to both and has a breakfast nook of its own. The primary suite is on the first floor, with two bathrooms, a walk-in closet and its own laundry area, and that level also has an office, a half bath and a door to the attached two-car garage. Upstairs are three more bedrooms, a second office and two full baths, while the finished lower level has a sauna and a game room. In all the home has four bedrooms and six bathrooms, the most of the five, made up of five full baths and a half bath. Outside there are an open deck and a screened porch.
The home went under contract five days after it was listed and sold for $3,149,400. The listing agent could not be verified.
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No. 3 — $2,500,000 · 267 Malcolm Road N, Bridgton, Maine
With 171 feet of frontage on Long Lake, the home at 267 Malcolm Road N in Bridgton sits on 1.91 acres at the end of Malcolm Road and has direct access to Brandy Pond and Sebago Lake. It sold for $2,500,000.
The home was completely rebuilt in 2015 in a custom post-and-beam style, which makes it the newest of the five. Glass spans the front, with wide views of Long Lake. The main living area has an open plan, a cathedral ceiling and a stone fireplace, and the kitchen has natural granite countertops. Wood floors and custom woodwork run through the home. It has four bedrooms and five bathrooms in 4,470 square feet, including a bedroom with its own bath on the first floor.
There are three kitchens in all. One is on the walkout lower level, which also has a six-seat home theater. Another is in a separate living area above the oversized garage and a carport sized for a car, boat or RV; that space has its own stone fireplace, cathedral ceiling, loft and full bath. A screened sunroom, 16 by 20 feet, has views of the lake.
The grounds are landscaped and irrigated, with hardscaping, patios, walkways and a fire pit. The property also has a cement pier and an extensive dock system.
The listing agent could not be verified.
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No. 4 — $2,000,000 · 102 Musson Road, Raymond, Maine
The property at 102 Musson Road in Raymond, in the Musson Road Association, has about 326 feet of frontage on Sebago Lake. An island lies in front of it, and large glacial rocks protect against wind and wake. It sold for $2,000,000.
Two buildings share the 1.26 acres. The main home stands about 35 feet from the water’s edge and has an open kitchen, dining and family room, finished with natural woodwork, exposed beams and a stone fireplace, with large windows facing the lake. Slightly behind it is a guest house set above a three-bay garage, with its own family room and kitchen and sliders out to a deck. The property also includes a private office and a second washer and dryer. Altogether it has four bedrooms and two bathrooms in 1,707 square feet, the smallest living area of the five, and its three garage spaces are the most on the list.
The dock takes a boat of up to 30 feet as well as jet skis, and it has shore power and running water. There is also a mooring ball and a built-in metal ramp for a 10-foot skiff. A wheelchair-accessible stone path leads to the water, and the grounds include a fire pit and a large shed.
The listing agent could not be verified.
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No. 5 — $1,850,000 · 38 Blanchard Road, Cumberland, Maine
The home at 38 Blanchard Road in Cumberland Center went under contract five days after it was listed and sold for $1,850,000, which was $50,000 above its asking price of $1.8 million. It is a Colonial built in 1997, and the same family has owned it since then.
A paved drive passes stone walls and mature plantings on the way in. The 6.09 acres border conservation land held by the Cumberland Land Trust, and trails lead from the property into the woods behind the home.
Wide pine floors cover the main level. The kitchen has a soapstone island under a beamed, vaulted ceiling and opens to a family room with a wood-burning fireplace. A living room, a dining room and a first-floor office look over gardens the owners have kept for nearly three decades, with peonies and lilacs in spring and high-bush blueberries by midsummer.
All four bedrooms are upstairs. In the primary suite, the bath has a freestanding tub and a separate shower, with marble on the vanity. There is also a bonus room above the garage. The home has two full baths and a half bath, two fireplaces and 3,496 square feet. Behind the home, an in-ground pool is set inside a post-and-rail fence, with garden beds and the woods beyond. The town center and schools of Cumberland are within walking distance, and Portland is a short drive away.
The 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, October 18, 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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See full market data on our Portland, Maine Metro Area market page.
