These are the highest-priced home sales reported in Boston North Suburbs, Massachusetts for the week ending October 25, 2026, and together they came to a combined $7.637 million. Four of the homes are in Winchester and one is in Reading, all in Middlesex County. The group includes four single-family homes and one townhouse.
No. 1 — $1,800,000 · 30 Allen Rd, Winchester, Massachusetts
The top sale of the week was a Colonial on Allen Road in Winchester, built in 1935 and the oldest of the five homes. It sold for $1,800,000. The home has four bedrooms, three bathrooms and 3,126 square feet of living space on a 9,265-square-foot lot.
The kitchen, fitted with a Sub-Zero refrigerator and a GE Monogram range top, opens straight into a family room with a vaulted ceiling, skylights and a gas fireplace. The living room has a wood-burning fireplace of its own, and a sunroom with radiant heat adds a bright room for the colder months. A formal dining room and a half bath are also on the first floor.
The bedrooms are spread over two upper floors. The second floor has three of them, among them the primary suite, along with a full bath. The top floor has the fourth bedroom and a bonus room that could serve as an office, a playroom or a guest space. Outside, the wooded setting has a fenced yard, a patio and a stone wall, and there is an attached one-car garage. The property last sold for $905,000 in 2005.
The home went under contract five days after it was listed and sold just above its asking price. Vita Realty Group of Compass was the listing agent, and Compass also listed the No. 2 sale of the week. Joanne McDonnell of McDonnell Real Estate Group, LLC represented the buyer.
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No. 2 — $1,750,000 · 30 Farrow St, Winchester, Massachusetts
The Colonial at 30 Farrow Street in Winchester has solar panels with Tesla Powerwalls and a heated driveway, and its two-car garage is heated as well. It sold for $1,750,000. Built in 1953, the home has five bedrooms and four bathrooms, the most bathrooms of the five sales, in 3,180 square feet on a gently sloping 6,769-square-foot lot.
Oversized windows and custom interior shutters frame a bright first floor, where the living room flows into the dining room. The kitchen has a Thermador appliance package and a large breakfast nook, with access to a deck, a patio and a fully fenced yard. Mature evergreens give the yard its privacy.
On the second floor, the primary suite has a walk-in closet and a bath with a soaking tub and a standing shower. Two more bedrooms share a Jack-and-Jill bath on that floor, which also has the laundry room. The last two bedrooms and a full bath are on the third floor, with storage tucked under the eaves. The basement is unfinished, with ceilings over eight feet. The property last sold for $1.35 million in 2021.
Emily Nichols and the Carlisle Group of Compass were the listing agents, and Michael Malkin of Redfin Corp. represented the buyer. The home went under contract seven days after it was listed and sold for $51,000 above its $1.699 million asking price.
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No. 3 — $1,425,000 · 15 George St, Reading, Massachusetts
The week’s only sale outside Winchester was in Reading, where a home on George Street in the Joshua Eaton District, on the town’s West Side, sold for $1,425,000. Built in 2016, it is the newest of the five, and the property last sold for $415,000 in 2015, before the current home was built.
The home opens with a foyer under high ceilings, and an open floor plan with oversized windows lets the light reach through the main rooms. It has five bedrooms and three full bathrooms in 2,648 square feet. Two of the bedrooms are primary suites, one of them on the first floor with its own full bath, a layout suited to guests or to several generations under one roof. A walk-in pantry and a laundry room are part of the plan, and the attached two-car garage is oversized.
The 0.40-acre lot is level and wooded, with professional landscaping and decorative lighting. There is a porch and a patio, and the backyard has room for a pool or a sports court.
The home went under contract 21 days after it was listed. Susan Gormady and the Susan Gormady Group of Classified Realty Group were the listing agents, and the Reserve Team of Reference Real Estate represented the buyer.
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No. 4 — $1,375,000 · 253 Pond St, Winchester, Massachusetts
Behind the Cape at 253 Pond Street in Winchester is a 20-by-40-foot in-ground pool with a patio, and the backyard borders the Lynch School fields. Horn Pond and its walking trails are nearby, and the property has access to a public beach.
The 1952 home sold for $1,375,000. With 3,307 square feet, it has the most living space of the five, along with four bedrooms and two bathrooms on a level 0.49-acre lot.
The main level has an eat-in kitchen that opens to the backyard, a dining room with custom paneling, a formal living room with a wood-burning fireplace, three of the bedrooms and the full bath. The fourth bedroom is upstairs, as is an unfinished storage room. The walkout lower level has a family room with a second fireplace, the half bath, a laundry room and a mudroom, and it connects directly to the two-car garage. The property last sold for $1.075 million in 2024.
The home went under contract six days after it was listed and sold for $76,000 above its $1.299 million asking price. Julie Wile Fish and the Pirani & Wile Group of Gibson Sotheby’s International Realty were the listing agents, and Mark Sacco of LAER Realty Partners represented the buyer.
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No. 5 — $1,287,000 · 7 Wainwright Rd Unit 47, Winchester, Massachusetts
The only townhouse in the group is a Ledges “A” style unit on Wainwright Road in Winchester, on a private cul-de-sac. Built in 1987, it sold for $1,287,000. It has three bedrooms, three bathrooms and 2,145 square feet, with the primary suite on the first floor and a second suite and a loft on the second. The home has cathedral ceilings and tall windows, new oak hardwood floors in the finished areas and fresh paint throughout. A living room with a fireplace, a formal dining room and a kitchen with a breakfast area make up the main rooms, and there is a deck, an attached two-car garage and a walk-out basement with high ceilings.
The association takes care of landscaping, exterior maintenance and snow removal everywhere but the front garden, and residents have a clubhouse, an outdoor pool and a tennis court. Walking trails run through the adjacent Sucker Brook Conservation area. The property last sold for $795,000 in 2007.
The home went under contract four days after it was listed, the quickest of the five. Felicity F. Tuttle of Better Homes and Gardens Real Estate – The Shanahan Group was the listing agent, and Team Suzanne and Company of Compass represented the buyer.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, October 25, 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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