These are the highest-priced home sales reported in Greater Worcester, Massachusetts for the week ending November 1, 2026. The five homes sold for a combined $5.817 million, with prices running from $975,000 to $1,337,000, and each sale came from a different town: Bolton, Shrewsbury, Grafton, Sutton and Boylston.
The group spans nearly three centuries of building, from an 18th-century home to one built last year. In two of the five sales, the same agent was on both sides.
No. 1 — $1,337,000 · 26 Corn Rd, Bolton, Massachusetts
A stone entrance and a winding drive lead to 26 Corn Road in Bolton, a Craftsman home built in 2004 on 6.53 acres. The property is surrounded by conservation trails, mature woods, water features and gardens. It sold for $1,337,000, the top price of the week, and it has both the largest lot and the most living space of the five, at 5,183 square feet.
The home was custom-designed with its original owners, and the interiors are finished with rich millwork, tall ceilings and three fireplaces, one of them in the living room and another in the primary bedroom. The living room ceiling is finished in hand-applied silver leaf. In the kitchen, maple and cherry cabinetry surrounds a 48-inch Wolf gas range with two ovens, a griddle and an indoor grill, along with a 48-inch Sub-Zero refrigerator. There are four bedrooms and four bathrooms, three full and one half, as well as an office and a mudroom.
The finished lower level walks out to the grounds and has a media room, an exercise room, a lounge and space for guests. Outside are bluestone patios and walkways, a mahogany deck and an irrigation system. The home also has whole-home audio, a standby generator and an oversized three-car garage.
Suzanne Dutkewych of Hazel & Company was the listing agent, together with Christopher Mackin. Dutkewych also represented the buyer, so the same agent was on both sides of the sale.
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No. 2 — $1,210,000 · 231 Gulf St, Shrewsbury, Massachusetts
In Shrewsbury, the Colonial at 231 Gulf Street sold for $1,210,000. Built in 2005, the home is set well back on a private 0.77-acre lot, and its composite deck and patio look over a level yard with woods behind it. With five bedrooms and five bathrooms, four full and one half, it has the most bedrooms and the most bathrooms in this week’s group, across 4,887 square feet.
A two-story foyer opens to formal living and dining rooms finished with hardwood floors, wainscoting and a coffered ceiling. The kitchen has Viking appliances, granite and a center island, and it opens to a sunken family room with a stone fireplace and Brazilian cherry floors. The main floor also has a home office with built-ins and a bay window, and a four-season sunroom with a slider out to the deck.
Upstairs, the primary suite has a tray ceiling, a private bonus room and a bath with a soaking tub, a glass shower and a skylight. The finished walk-out lower level adds a recreation room with a bar, space now used as a home gym, and a fifth bedroom with its own full bath. There is also a walk-up attic and a three-car attached garage.
Paul Neavyn of Gibson Sotheby’s International Realty was the listing agent, and Erika Creamer of REMAX Executive Realty represented the buyer.
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No. 3 — $1,155,000 · 24 Cortland Way, Grafton, Massachusetts
The newest home in the Top 5 is at 24 Cortland Way in Grafton, a Colonial with a transitional design built in 2025 in the Cortland Estates neighborhood. It sold for $1,155,000. The home has four bedrooms, three bathrooms (two full and one half), 3,238 square feet, a fireplace and a two-car garage, on a sloped lot of 0.99 acres with views of Worcester County. The first floor centers on a kitchen with an island and a pantry that opens to the dining area and family room, with a home office and a bonus space nearby. On the second floor, the primary suite has a walk-in closet and its own bath, and three more bedrooms share a full bath. Grafton’s commuter rail station and Routes 90 and 146 are minutes away. The property last sold for $70,000 in 2018, before the current house was built.
Kyle James McNamara of Keller Williams Realty Leading Edge was the listing agent, and Marilyn Green of RE/MAX Signature Properties represented the buyer.
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No. 4 — $1,140,000 · 182 Manchaug Rd, Sutton, Massachusetts
The home at 182 Manchaug Road in Sutton sits on the shore of Manchaug Lake, and the water shapes much of the property. A private dock and a set of stairs down into the lake for swimming sit along the waterfront, and a patio with a built-in fire pit, a deck and a covered patio face the lake views. The Contemporary home was built in 2019 and has two bedrooms, four bathrooms (three full and one half) and 3,111 square feet on a 5,500-square-foot lot.
Wood beams run across the ceilings of the main level. The living room has a gas fireplace framed by custom built-ins, and the kitchen has stainless appliances, gas cooking and an island with seating at a breakfast bar. A sunroom looks out over the water. One bedroom on this floor has its own full bath, with a clawfoot tub, and a walk-in closet. The primary suite is upstairs, with a private bath and generous closet space.
The finished lower level walks out to the yard and has a family room, a second full kitchen with granite counters, a bonus room and a full bath with laundry. The property last sold for $1.125 million in 2025.
The home went under contract four days after it was listed and sold for $1,140,000. The Balestracci Group of Lamacchia Realty, Inc. listed it with Matthew Jette and also represented the buyer, so the same agent was on both sides of the sale.
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No. 5 — $975,000 · 9 Bay Path Dr, Boylston, Massachusetts
The oldest home in the group, 9 Bay Path Drive in Boylston, is a Colonial built in 1750 and moved in 1975. It sold for $975,000. The home stands on 2.28 private, wooded acres, with landscaped grounds, underground sprinklers and underground utilities.
Its age shows in the hard-pine floors, the latchkey doors and four brick fireplaces, one of them in the dining room, while the kitchen has a JΓΈtul wood stove. The first floor has been expanded and includes several living spaces and a heated sunroom walled in glass. Upstairs, the primary suite has a walk-in closet and a full bath with a jacuzzi tub, and two more bedrooms share another full bath alongside a bonus room that works as a sitting area or second office. In all, the home has three bedrooms, three bathrooms (two full and one half) and 3,320 square feet. The property last sold for $400,000 in 1988.
Jackie Cohen of Coldwell Banker Realty – Worcester was the listing agent, and Gina B. Lewis of ERA Key Realty Services – Worcester 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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