The five highest-priced home sales reported in MetroWest & Western Suburbs, Massachusetts for the week ending November 8, 2026, came to a combined $17.64 million. Lexington had two of the five, and Weston, Needham and Wellesley one each.
Every home on the list is a single-family residence, and the group spans more than a century of building. Two were completed this year, and the oldest went up early in the 1900s. Compass agents were on the listing side of three of the five sales.
No. 1 — $4,650,000 · 10 Chandler Cir, Weston, Massachusetts
The top sale of the week was a custom Colonial on a quiet cul-de-sac near Chestnut Street in Weston, which sold for $4,650,000. The home was designed by architect Marcus Gleysteen and built by Wellen Construction in 2009, and its setting is the draw: the 1.39-acre lot borders 30 acres of conservation land laced with trails. The listing likens the home to a Vermont country estate.
Inside, crafted wood detailing runs through the rooms, and the chef’s kitchen is oversized. Walls of glass look out over the landscaped grounds, and French doors open onto a bluestone terrace. There is also a screened porch, along with fruit trees, a garden and a stone wall on the property. The home has five bedrooms, six bathrooms and about 7,100 square feet of living space. The primary suite has a vaulted ceiling and its own fireplace, one of three in the home, and there is a gym, a home office and a finished lower level. A three-car attached garage includes a workshop. The property last sold for $1.933 million in 2008, before the current house was built.
Rosemary McCready of Compass and Ali Dobrowolski were the listing agents, and Jonathan Caldwell of ACRE Property Advisors LLC represented the buyer in the highest-priced sale of the week. The listing was one of three in this Top 5 handled by Compass agents.
See this property in Google Street View →
No. 2 — $3,550,000 · 21 Balfour St, Lexington, Massachusetts
At 7,123 square feet, the new Colonial at 21 Balfour Street in Lexington is the largest home on the list, and it sold for $3,550,000. Completed in 2026, it has six bedrooms and seven bathrooms on a 0.67-acre lot.
The main level is organized around the kitchen, which has an oversized island, Wolf appliances and a separate Sub-Zero refrigerator and freezer, with a butler’s pantry and a second prep kitchen beside it. Front and rear staircases rise from that floor, and custom millwork, cabinetry and built-ins appear throughout. A room on the main level can serve as a bedroom or an office. The primary suite is upstairs, and there are fireplaces in the family room and the primary bedroom.
Downstairs, the finished lower level walks out to the backyard. It has a beverage center, a full bath and areas for recreation and exercise, and it opens onto a broad stone patio and a custom deck. The heated two-car garage is attached. The property last sold for $270,000 in 1989, before the current house was built.
The Joyce Team of Compass was the listing agent, and Suraj Tamrakar of Keynova Group LLC represented the buyer. It was the second of three Compass listings in this Top 5.
See this property in Google Street View →
No. 3 — $3,500,000 · 4 Eliot Rd, Lexington, Massachusetts
The oldest home in this Top 5 is a Queen Anne in Lexington’s Munroe Hill neighborhood, a short distance from Lexington Center. The shingled home at 4 Eliot Road was built in 1904, then renovated and expanded in 2018, with its period character kept intact. It sold for $3,500,000.
The entrance sets the tone, with a tall-ceilinged foyer, herringbone hardwood floors and a grand staircase. The main floor has a living room with a fireplace, a formal dining room and a study. In the kitchen, a large marble island faces a La Cornue range, and there is a coffee and beverage nook. A breakfast area looks out onto the backyard.
The home has six bedrooms, six bathrooms and 6,390 square feet on a 0.52-acre lot. The primary suite has a walk-in closet and a bath with heated floors and a Victoria & Albert soaking tub. Higher in the home, two more bedrooms share a level with a bonus room and a full bath. The 2018 expansion added a heated three-car garage with storage and a mudroom fitted with built-ins, and the finished lower level offers room for fitness, recreation or work.
Behind the home, the fenced backyard has a bluestone patio, a fire pit, a built-in grill and raised garden beds, screened by mature plantings. The property last sold for $2.75 million in 2021.
The home went under contract 24 days after it was listed. Lori Talanian of William Raveis R.E. & Home Services was the listing agent, and Peter Kasseris of Serhant represented the buyer.
See this property in Google Street View →
No. 4 — $3,045,000 · 21 Winslow Rd, Needham, Massachusetts
Needham’s entry is a new Colonial at 21 Winslow Road, built in 2026 and sold for $3,045,000. It sits in a neighborhood midway between the Needham and Wellesley town centers, on a level lot of 10,454 square feet.
The open main level has 10-foot ceilings, with 9-foot ceilings on the other finished levels and full-height doors throughout. The kitchen is built around an Italian marble island and custom cabinetry, and engineered hardwood floors, continuous LED lighting and custom built-ins carry through the home. A first-floor study can also serve as a bedroom suite. There are wet bars on both the main level and the finished lower level, and a mudroom with generous storage.
The home has five bedrooms and 6,179 square feet, with six full baths and a half bath. The family room has a fireplace. Outside, a fenced, level yard surrounds a patio, and a two-car garage is attached.
The home went under contract 30 days after it was listed. Leena Agnihotri of Compass and Jill Finkelstein were the listing agents, and Michael R. Cohen of Keller Williams Realty represented the buyer. It was the third Compass listing in this Top 5.
See this property in Google Street View →
No. 5 — $2,895,000 · 37 Wall St, Wellesley, Massachusetts
The Colonial at 37 Wall Street in Wellesley went under contract seven days after it was listed and sold at its full asking price of $2,895,000. Built in 2011, it sits on a peaceful road within a short walk of the library, the train station, schools, shops and downtown.
The kitchen, with a large island and custom cabinetry, opens to a family room with a high ceiling, a fireplace and walls of windows, and sliders lead from the kitchen to a raised stone terrace. A formal dining room is sized for holiday gatherings, and there are offices on the first floor and in the lower level. The home has four bedrooms, five bathrooms and 4,800 square feet on a 10,000-square-foot lot. The primary suite has double walk-in closets and a marble bath, a second bedroom has its own bath, and the laundry room is on the second floor. The finished lower level adds a playroom, an exercise room, a bedroom and a full bath. The property last sold for $610,000 in 2011.
The Pinnacle Group of Gibson Sotheby’s International Realty was the listing agent, and Meghan Collins of RE/MAX Distinct Advantage represented the buyer.
See this property in Google Street View →
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.
Were you involved in one of these transactions? Contact RealtyWire to verify or correct your professional credit or submit information for a future edition.
