The five highest-priced home sales reported in North Shore & North Suburbs, Illinois for the week ending November 1, 2026, added up to $16.16 million. The list runs from a century-old estate on the bluffs of Lake Forest to newer and remodeled homes in Glenview, where two of the week’s sales took place, with Lake Bluff and Kenilworth rounding out the group.
Two of the homes are in Lake County and three are in Cook County. The oldest dates to 1914 and the newest to 2008, and every one of them is a single-family home.
No. 1 — $6,000,000 · 111 N Mayflower Rd, Lake Forest, Illinois
On Mayflower Road in Lake Forest, a tree-lined drive at the end of a private lane leads to a brick and plaster home built in 1914 on 3.80 acres along Lake Michigan. The property sold for $6,000,000, the highest price of the week, and its lot is the largest in this Top 5.
The three-story home has 7,149 square feet, seven bedrooms and seven bathrooms, six full and one half, along with six fireplaces and an elevator. Original millwork, high ceilings and period details run through the rooms. On the first floor, a library is lined with built-in shelves and warmed by a wood-burning fireplace, and the family room looks out to the lake through floor-to-ceiling windows on three sides. The kitchen has an island, commercial-grade appliances and both a butler’s pantry and a storage pantry.
The primary suite on the second floor has its own wood-burning fireplace and lake views, a large dressing room with built-in dressers and a vanity table, and a bath with a separate tub and shower. That floor also includes three more bedrooms, an office, a meditation room and a sitting room. The third floor adds three bedrooms, two full baths and a game room. Below, a full walk-out basement is unfinished.
Outside, the property has about 300 feet of shoreline. The grounds include a broad side yard and two stone terraces, and a stone staircase descends toward the beach, passing a gazebo with seating on the way down.
Ann Lyon of @properties Christie’s International Real Estate was the listing agent, and Anthony Mehrabian of Baird & Warner represented the buyer. Lyon’s firm also listed the No. 3 sale this week, making @properties Christie’s International Real Estate the only brokerage with more than one listing in this Top 5.
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No. 2 — $3,500,000 · 699 Bluff Rd, Lake Bluff, Illinois
In East Lake Bluff, a 1.31-acre lakefront property cut by ravines sold for $3,500,000. The current owners rebuilt and reimagined the stucco home in 2007, setting large windows to take in Lake Michigan and the wooded ravines around it.
The home has three bedrooms, the fewest in this group, along with six bathrooms, five full and one half, and 3,840 square feet. Heated walnut floors run throughout, and the home has an open staircase and a foyer. The main level is open, with a living room under a vaulted ceiling, a formal dining room, and a family room that leads into a kitchen designed by Downsview, all with views toward the water. The primary suite has floor-to-ceiling windows facing the lake and the ravines, a fireplace, separate his-and-her baths and walk-in closets. A finished lower level has a recreation room and a full bath.
The landscaped grounds include extensive hardscaping and a winding path to a deck beside the lake. A separate path follows a ravine down to the home’s own beach. The property last sold for $2.4 million in 2007.
Katherine Hudson of Compass was the listing agent. Nicole Fabiano of Jameson Sotheby’s International Realty represented the buyer.
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No. 3 — $2,300,000 · 920 Raleigh Rd, Glenview, Illinois
Glenview’s first sale on the list is a stone home in The Circles, an enclave on the east side of the village, which sold for $2,300,000. Built in 2008, it is the newest home in this Top 5 and draws on French Provincial, Tudor and traditional design. It has six bedrooms, six full bathrooms and 7,929 square feet on a 0.47-acre lot ringed by mature trees.
A two-story foyer opens to formal living and dining rooms, and a wet bar links the dining room to the kitchen. The kitchen has granite counters, Viking appliances, a center island, a walk-in pantry and a breakfast area that steps out onto a new lighted deck. In the family room, a stone fireplace rises from floor to ceiling between walls of windows. An office sits behind French doors, and a guest suite on the first floor has a spa bath and two walk-in closets.
Upstairs, the primary suite has a fireplace, a large custom dressing room and a bath with a whirlpool tub and an oversized shower. The finished lower level adds a full bar, another fireplace, a bonus room and a full bath. Outside are a patio, the new deck, fresh landscaping and a heated three-car garage with an electric-vehicle charger. The home is steps from downtown Glenview and North Shore Country Club.
The property last sold for $865,000 in 2005, before the current home was built. Connie Dornan, SFR, of @properties Christie’s International Real Estate was the listing agent, and Jackie Thom, ABR,SFR, of Engel & Voelkers Chicago North Shore represented the buyer.
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No. 4 — $2,210,625 · 1315 Somerset Dr, Glenview, Illinois
The view is the story at 1315 Somerset Drive in Glenview’s Canterbury Park neighborhood, where the backyard looks out across the fifth hole of North Shore Country Club. The home went under contract two days after it was listed and sold above its $2 million asking price, closing at $2,210,625.
Built in 1963, the brick home was substantially expanded and remodeled in 2016. It now has five bedrooms, five bathrooms, three full and two half, and 4,241 square feet on a 0.30-acre lot. The kitchen has quartz counters, marble subway tile, custom cabinetry and a center island with seating, and it opens to a family room with a fireplace set between built-in shelves. Both rooms lead into a sunroom with an 11-foot vaulted, beamed ceiling.
The primary suite has two closets and a bath with marble floors, dual vanities and a large shower with a built-in bench. Upstairs are four more bedrooms and an exercise room. A finished basement has a recreation room, a bonus room and a cedar closet. The fenced yard has a bluestone patio facing the golf course, and a bluestone walk leads to a covered front porch. The property last sold for $595,000 in 2008.
Colin Gubbins and Jennifer Romes, both of Coldwell Banker Realty, were the listing agents.
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No. 5 — $2,150,000 · 522 Kenilworth Ave, Kenilworth, Illinois
A center-entry brick Colonial at 522 Kenilworth Avenue sold for $2,150,000 after going under contract 11 days from its listing. Built in 1929, the home has five bedrooms and five bathrooms, three full and two half, on a 0.30-acre lot, and the beach lies at the end of the street.
The first floor follows a circular plan. Its kitchen, by DeGuilio, has high-end appliances, a breakfast area and a wall of windows facing the backyard, and a mudroom off the kitchen connects to the attached, heated garage. Upstairs, the primary suite fills its own wing with room for a sitting area, while the four other bedrooms are in a separate wing. The home has three fireplaces and a partly finished basement.
Out back, a brick patio sits among mature plantings. Joseph Sears School is nearby, and the Metra station is a short walk away. The property last sold for $1.475 million in 2017.
Katie Bishop of Jameson Sotheby’s Intl Realty was the listing agent, and Colleen Archer Daugherty of @properties Christie’s International 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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