The five highest-priced home sales reported in North Shore & North Suburbs, Illinois for the week ending November 8, 2026, came to a combined $11.745 million. All five were single-family homes, spread across Highland Park, Lake Forest, Winnetka and two Glenview neighborhoods, and together they cover more than a century of residential building, from a home finished this year to one that dates to the early 1920s.
No. 1 — $2,950,000 · 401 Marshman St, Highland Park, Illinois
The top sale of the week was a custom-built home in Highland Park’s Ravinia neighborhood that sold for $2.95 million. Completed in 2006 and clad in cedar and stone, it sits on a landscaped corner lot of 0.45 acres with mature trees. The listing likens it to a classic Hamptons home. Lake Michigan, the Green Bay Trail, the Metra train and Ravinia Festival are all moments away.
Guests arrive by a bluestone front porch with a beadboard ceiling. On the main floor, the living room and the family room each have a stone fireplace, the dining room is finished in wainscoting, and an office has French doors and a coffered ceiling. The family room, under a paneled wood ceiling, opens to the kitchen, where cream cabinetry and quartz counters surround a large wood island topped in granite. Windows on every side light the breakfast room beside it.
The home has five bedrooms and five bathrooms, four full and one half, in 5,499 square feet of living area. Upstairs, the primary suite has a lacquered tray ceiling, a sitting area and a marble bath with heated floors and a whirlpool tub. An unfinished bonus room is above the three-car garage. The finished lower level has the fifth bedroom, a recreation room with a fireplace, a game room and an exercise room. Outside are brick paver patios, a built-in grill and a built-in fire pit. The property last sold for $750,000 in 2003, before the current home was built.
Beth Wexler of @properties Christie’s International Real Estate and Elise Dayan of @properties Christie’s International Real Estate were the listing agents, and Janelle Emalfarb-Gordon of @properties Christie’s International Real Estate represented the buyer. It was one of four sales in this Top 5 listed by agents at @properties Christie’s International Real Estate.
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No. 2 — $2,600,000 · 107 N Mayflower Rd, Lake Forest, Illinois
In Lake Forest, a California Contemporary designed by architect Roy Binkley and completed in 1984 sold for $2.6 million. The cedar-clad home stands on 2.30 acres of landscaped grounds with mature trees, the largest lot among the five, and it has seasonal views of Lake Michigan and the sound of its waves.
The foyer sets the terms of the design, with limestone floors, a soaring ceiling and floor-to-ceiling windows that tie the interior to the outdoors. The main level has a kitchen by de Giulio, two bedroom suites, a laundry room and an elevator, and the living room has a fireplace. The primary suite has a sitting room, an updated bath and seasonal lake views of its own. The home has three bedrooms and four bathrooms in 4,505 square feet, along with a finished basement.
Outdoors, an in-ground pool sits among the landscaped grounds, along with terraces for entertaining, a fenced yard and a custom pergola known as the “Umbrellas.” The property last sold for $1.65 million in 2017.
Patricia Carollo of Jameson Sotheby’s International Realty was the listing agent, and Andra O’Neill of @properties Christie’s International Real Estate represented the buyer.
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No. 3 — $2,150,000 · 440 Briarhill Ln, Glenview, Illinois
The newest home in this Top 5 was finished this year in Glenview’s Park Manor neighborhood and sold for $2.15 million. It went under contract five days after it was listed. With 6,204 square feet of living area, it is also the largest of the five, set on the smallest lot, 9,626 square feet, on a cul-de-sac within walking distance of downtown Glenview, the Metra, parks and shopping.
LP SmartSide siding with natural stone accents covers the exterior. Inside, white oak floors run through rooms finished with custom millwork. The kitchen has a Wolf range, a Sub-Zero refrigerator, a walk-in pantry and an island that seats five, and it leads to a dining area and a family room with a modern gas fireplace. A first-floor office and a mudroom round out the main level.
The home has five bedrooms and five bathrooms. Upstairs, the primary suite has a tray ceiling and a bath with a freestanding soaking tub, a steam shower and radiant heated floors. The finished lower level adds a recreation room, a fitness area, a bedroom and a full bath. Out back is a covered brick paver patio, and the attached three-car garage is heated.
Connie Dornan, SFR, of @properties Christie’s International Real Estate 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. 4 — $2,050,000 · 1440 Tower Rd, Winnetka, Illinois
The oldest home among the five is a Colonial built in 1922 in Winnetka, which sold for $2.05 million. It sits on 0.97 acres along the 12th hole of the Winnetka Golf Course, about 250 feet back from the road, with golf course walks and cross-country skiing right outside the back door.
Hardwood floors run through the home. The living room has a wood-burning fireplace and custom built-ins and leads into the formal dining room, and the family room looks out over the golf course. An updated kitchen has a breakfast area, and a first-floor den adds flexible space. The primary suite has its own fireplace, a sitting area and an outdoor deck. The home has five bedrooms and three bathrooms in 3,280 square feet, a roof deck and a balcony, and a detached two-car garage. The property last sold for $665,000 in 1998, 28 years ago.
The home went under contract seven days after it was listed and sold above its $1.95 million asking price, by $100,000. Sarah Lyons of @properties Christie’s International Real Estate was the listing agent, and Katie Moor of Compass represented the buyer.
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No. 5 — $1,995,000 · 605 Glendale Dr, Glenview, Illinois
The second Glenview sale of the week was a brick home built in 1942 in the Glenayre Park neighborhood, which sold for $1.995 million. With the Park Manor sale, the two Glenview homes came to a combined $4.145 million. This one sits on 0.52 acres and keeps its architectural details in their original state. It has five bedrooms and five bathrooms, four full and one half, in 3,657 square feet, with three fireplaces, including one in the family room and one in the den, along with a partial unfinished basement and an attached three-car garage.
Pam MacPherson of @properties Christie’s International Real Estate was the listing agent.
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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.
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