The five highest-priced home sales reported in the Chicago metro area for the week ending October 18, 2026, came to a combined $15.74 million. Three of the sales were in Chicago, in Old Town, the Gold Coast and Lincoln Park, and the other two were in the suburbs, one in Bannockburn in Lake County and one in Hinsdale in DuPage County.
The group spans nine decades of building, from a Hinsdale home built in 1936 to a Lincoln Park home completed this year. Four of the sales were single-family homes and one was a condominium, and Compass and Jameson Sotheby’s Intl Realty each listed two of the five.
No. 1 — $3,725,000 · 1857 N Burling St, Chicago, Illinois
The top sale of the week was a limestone and stucco home on North Burling Street in Old Town, built in 1992, that sold for $3,725,000. The property last sold for $271,500 in 1991, before the current house was built.
The home has five bedrooms, five bathrooms and 5,500 square feet of living space on a 3,871-square-foot city lot. Its kitchen has been fully renovated, with Sub-Zero and Miele appliances, a pair of Gaggenau ovens, a marble island and a walk-in pantry. There are three fireplaces, in the living room, the family room and the primary bedroom, and the primary bath has a steam shower and heated floors. A separate dining room and a wet bar serve for entertaining, and the finished basement, with its own outside entrance, has a recreation area and a sleeping area.
Outdoor space is unusually generous for the city. The home has a roof deck along with other decks, a patio and a balcony, and the landscaped backyard was laid out with artificial turf, a putting green and a basketball hoop. The attached two-car garage has an electric-vehicle charger, and the home is in the Oscar Mayer School District.
The home went under contract 12 days after it was listed. Samuel Friedell of Compass was the listing agent, and Philip Skowron, also of Compass, represented the buyer. It was one of two Compass listings in this week’s Top 5, along with the Lincoln Park sale at No. 5.
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No. 2 — $3,375,000 · 28 Aberdeen Ct, Bannockburn, Illinois
In Bannockburn, a shingle-style home sold for $3,375,000. It sits on 2.40 wooded acres in Tarns Of The Moor, a cul-de-sac enclave of ten estate properties, with views across an association-maintained pond.
Built in 2016 of cedar and stone, the two-story home has five bedrooms, seven bathrooms and 5,684 square feet, the most living space of the five sales. A two-story foyer opens the main floor, where stained oak floors run through the rooms. The kitchen pairs white shaker cabinets and soapstone counters with a large island and a professional range, and the family room next to it has a stacked-stone fireplace beneath a shiplap ceiling. A pub room, a grasscloth-lined dining room, a paneled lounge and a private office round out the main level.
Upstairs, four bedrooms each have their own bath, and the primary suite has two vaulted walk-in closets. The fifth bedroom suite is on the finished lower level, along with a recreation room, a fitness studio and a games area. Outside, a rectangular pool with a sun shelf is joined by a cedar-shingled pavilion, a bluestone terrace and an outdoor kitchen, and the property also has an outdoor hot tub and an attached three-car garage. The property last sold for $2.23 million in 2017.
Linda Levin of Jameson Sotheby’s Intl Realty was the listing agent, and Janet Borden of Compass represented the buyer. The sale was one of two Jameson Sotheby’s Intl Realty listings in this week’s Top 5.
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No. 3 — $3,015,000 · 635 S Oak St, Hinsdale, Illinois
The oldest home in this week’s group is a Colonial Revival in Hinsdale’s Robbins Park Historic District, designed by Harford Field in 1936 and owned by one family. It sold for $3,015,000.
Much of the original fabric remains. Old-growth Douglas fir paneling lines rooms, Geneva metal cabinets are still in the kitchen, and the baths keep their midcentury Crane fixtures in blue, pink and white. There are floor-to-ceiling push-out windows, thick six-panel doors, a built-in record player and Indiana limestone, and the exterior combines limestone, cedar and plaster. The two-story home has five bedrooms, four bathrooms, a library and staff quarters in 4,154 square feet, with wood-burning fireplaces in the living room and the basement.
The lot covers 0.67 acres, with mature trees, a screened outdoor space, a patio and a roof deck. The listing presented the property to buyers interested in restoring the home, restoring and expanding it, or building new, and noted that the Village of Hinsdale offers incentives to help preserve the home’s appearance from the street.
The home went under contract nine days after it was listed and sold above its $2.5 million asking price by $515,000. Elaine Pagels, CSC, and Tina Porterfield, GRI, both of Berkshire Hathaway HomeServices Chicago, were the listing agents, and Pagels also represented the buyer, so the same agent was on both sides of the sale.
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No. 4 — $2,830,000 · 65 E Goethe St Apt 3W, Chicago, Illinois
The only condominium in the Top 5 was Unit 3W at 65 East Goethe Street in the Gold Coast, which sold for $2,830,000. The limestone building dates from 2001, and the residence has 4,390 square feet, three bedrooms and four bathrooms, with an elevator opening into the home.
Large windows look out over the neighborhood, including Goudy Park, and the unit has three balconies, hardwood floors, a living room fireplace and a home theater. Two heated garage spaces come with it. The building has door staff, an on-site manager and engineer, a sundeck, a receiving room and security.
Julie Harron and Michelle Kubala, both of Jameson Sotheby’s Intl Realty, were the listing agents, and Millie Rosenbloom of Baird & Warner represented the buyer. It was the second Jameson Sotheby’s Intl Realty listing in this week’s Top 5.
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No. 5 — $2,795,000 · 2228 N Southport Ave, Chicago, Illinois
The newest home in the group, a new-construction brick and fiber cement home on North Southport Avenue in Lincoln Park built in 2026, sold for $2,795,000. With six bedrooms, it also has the most bedrooms of the five. The three-story home has six bathrooms and 4,500 square feet on a 3,200-square-foot lot.
The main floor centers on a custom kitchen with a Wolf range, quartzite counters and a separate scullery kitchen with its own prep sink. The great room has built-ins on either side of its fireplace and leads to a mudroom and a covered back deck, and there is also a deck on top of the detached garage. On the second floor, the primary suite has two walk-in closets and a bath with a steam shower, a freestanding soaking tub and heated floors, alongside three more bedrooms. The finished lower level adds a family room with radiant heat, a wet bar, an office or workout room with a steam shower and a sauna, and a guest room with a full bath. Even the limestone front steps are heated.
Jeffrey Lowe of Compass was the listing agent, and Casey DeClerk, also of Compass, represented the buyer. It was the second Compass listing in this week’s Top 5, after the Old Town sale at No. 1.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, October 18, 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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