The five highest-priced home sales reported in MetroWest & Western Suburbs, Massachusetts for the week ending November 1, 2026, came from five different towns, all of them in Middlesex County: Weston, Concord, Lexington, Natick and Boxboro. Together they totaled $22.27 million.
Every one of the five is a single-family home, and they range from a lakefront property to an estate with a barn to a contemporary with a golf simulator. Below the $9 million sale at the top, the other four closed within $175,000 of one another.
No. 1 — $9,000,000 · 43 Pine St, Weston, Massachusetts
The week’s top sale was 43 Pine Street in the South Side section of Weston, a Colonial estate that sold for $9,000,000. Built in 2006 and since renovated, the home sits on 2.40 acres, the largest lot in this Top 5, and at 12,117 square feet it is also the largest home of the five.
Inside are six bedrooms, seven full baths and two half baths, and eight fireplaces, including ones in the living room, dining room, family room and primary bedroom. The family room has a vaulted ceiling, and the kitchen looks out over the grounds. The bedrooms have their own baths, and a guest suite has a separate entrance. Coffered ceilings, crown molding and custom built-in cabinetry run through the main rooms, along with hardwood, tile and stone floors.
Much of the estate’s appeal is outdoors. A custom in-ground pool and a spa are set off by a broad patio and professionally landscaped, fenced grounds. The renovated barn has a loft, stalls and a half-court basketball court. Below the main floors, a finished walk-out lower level has room for recreation, a fitness space or a car collection, and garage capacity across the property comes to 12 spaces. The property last sold for $5.6 million in 2016.
Jill Boudreau of eXp Realty LLC – Corporate Office was the listing agent. Kandi Pitrus of Berkshire Hathaway HomeServices Commonwealth Real Estate represented the buyer.
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No. 2 — $3,425,000 · 38 Ripley Hill Rd, Concord, Massachusetts
In Concord, 38 Ripley Hill Road sold for $3,425,000. The Colonial was built in 1994, the oldest home in this week’s group, and it stands on 1.89 level acres on a cul-de-sac, with mature trees, perennial gardens and a stone wall around a fenced yard. Conservation trails, historic sites and the town center are all within easy reach.
The 5,209-square-foot home has five bedrooms, three full baths and a half bath. French doors, large windows and custom built-ins give the main floor its character, and three fireplaces warm the living and family rooms. Formal living and dining rooms sit alongside more casual spaces, and the kitchen has high-end appliances and a sunny dining area. A private home office and a first-floor guest suite round out the main level, with a sunroom besides.
Upstairs are the primary suite and three more bedrooms. Among their features are a private study or sitting room, built-ins with a window seat and a private outdoor terrace. The second floor also has a family bath and its own laundry. Out back, an expanded bluestone patio with a firepit makes room for dinners outside.
The home was listed by Senkler, Pasley & Whitney of Coldwell Banker Realty – Concord. KC Winslow of Barrett Sotheby’s International Realty represented the buyer.
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No. 3 — $3,325,000 · 218 Follen Rd, Lexington, Massachusetts
Atop Follen Hill in Lexington, 218 Follen Road went under contract 12 days after it was listed and sold for $3,325,000. The Colonial was completed in 2022, and it spreads its living space over three levels on a 0.27-acre lot, the smallest of this week’s five. The property last sold for $1.255 million in 2021, before the current home was built.
At 5,099 square feet, the home has five bedrooms, five full baths and a half bath. The kitchen is built for real cooking, with professional-grade appliances, several ovens, a large island and a walk-in pantry, finished with polished nickel faucets and fixtures. Marble, custom hardwood floors and designer lighting carry through the rooms, along with remote-controlled window shades and a Sonos sound system wired through the whole home. Formal living and dining rooms serve for entertaining.
The walk-out lower level opens up into a broad, flexible space with a wet bar and a family room with a fireplace. Outside are a mahogany deck and paver patios, each with a gas grill hookup, and the grounds are professionally landscaped. The Minuteman Bike Path and Wilsons Farm are both less than a mile away, Bowman Elementary School is about a mile off, and Route 2 is a short drive.
Karen M. Lovett of Compass and Darbie Stokes were the listing agents. Deborah Fogarty of Coldwell Banker Realty – Lexington represented the buyer.
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No. 4 — $3,270,000 · 31 Arcadia Rd, Natick, Massachusetts
The newest home in this Top 5 is 31 Arcadia Road in Natick, built in 2026 on the South Lake section of Lake Cochituate. It sold for $3,270,000. The wooded, gently sloping 0.99-acre lot is on a cul-de-sac and has more than 300 feet of lake frontage, a private dock and a new 28-foot dock.
The farmhouse-style Colonial has 6,000 square feet, four bedrooms, five full baths and a half bath. More than 40 windows look out over the lake. The kitchen is centered on an island that seats seven, with inset cabinetry, quartz counters and Wolf and Sub-Zero appliances. A family room has a fireplace, and the home also includes a game room, an exercise room and a bonus room. There is also a walkout lower level, a deck, a porch and a three-car garage.
Steve Leavey of Keller Williams Realty was the listing agent and also represented the buyer, so the same agent was on both sides of the sale.
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No. 5 — $3,250,000 · 556 Middle Rd, Boxboro, Massachusetts
The week’s fifth sale was 556 Middle Road in Boxboro, a contemporary home built in 2024 on land bordering Steele Farm. It sold for $3,250,000.
The custom home covers 7,244 square feet on 1.38 gently sloping acres, with five bedrooms, five full baths and two half baths. A floating staircase rises through rooms with soaring ceilings and walls of glass, and a designer wine wall stands in the main living space. The kitchen has two islands and professional-grade appliances and opens to the great room and dining room. There are two primary suites, one of them on the first floor, and two home offices.
From the main floor, a 14-by-34-foot covered lanai overlooks a heated in-ground pool, an outdoor kitchen pavilion and fire features, in a private wooded setting. The yard is fenced and professionally landscaped. The finished walkout lower level is given over to recreation, with a golf simulator, a custom bar, a wine room and a fitness area. A heated four-car garage completes the property.
Susan Dilorenzo of Green Apple Home, LLC was the listing agent. Builder’s Edge Realty Group of Larkin & Larkin 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, November 1, 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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