The five highest-priced home sales reported in Chicago, Illinois, for the week ending November 8, 2026, came to $18.831 million combined. All five were single-family homes in Cook County, spread across Old Town, Lincoln Park and Lake View, and they span well over a century of building, from an 1880 home to one finished in 2010.
The list includes two homes that stand side by side on Burling Street in Lincoln Park, each listed by the same agent and each marketed with a note that the other was for sale.
No. 1 — $8,300,000 · 1853 N Burling St, Chicago, Illinois
The week’s top sale was a Georgian home in Old Town that sold for $8.3 million. Built in 2010, it is faced in water-struck brick, with triple-hung windows and a grand arched entry, and an elevator serves every level of the three-story home and its finished lower level.
A foyer and a gallery hall with ample wall space for art open the interior. The formal living room has 11-foot ceilings, a gas fireplace and floor-to-ceiling windows that look out on the trees, and a formal dining room sits next to it. Laura O’Brien designed the kitchen, which has marble slab counters, Wolf and Sub-Zero appliances and an oversized breakfast bar, along with a butler’s pantry outfitted with a second dishwasher, a steam oven and a coffee station. The family room, with its own gas fireplace, opens to a breakfast room, where French doors lead out to a stone terrace with a built-in grill above grounds laid out by J.W. Landscapes, including a sport court. A curved staircase with an artisan-forged metal balustrade rises toward a domed skylight and a Bocci chandelier.
The home has seven bedrooms and six bathrooms, five full and one half, in 8,691 square feet on a 5,808-square-foot lot. It is the newest of the five homes and has the most bedrooms and bathrooms in this Top 5. The primary suite includes a paneled sitting room that can serve as an office, a bedroom with a gas fireplace and French doors to a private terrace above a garden, a bath with a steam shower, soaking tub and heated marble floors, and a mahogany dressing room with a packing station. An exercise room is on the same level. The third level has three bedrooms, each with its own bath, and a library with a rolling ladder. On the roof, a firepit, lounge seating and an outdoor dining area take in views of the skyline. The lower level has radiant heated floors, a recreation room, a wet bar, a climate-controlled wine cellar and a guest suite, and a mudroom there opens into the heated, attached 2.5-car garage.
The property last sold for $2.935 million in 2007, before the current home was built.
Carrie McCormick of @properties Christie’s International Real Estate was the listing agent, and Lauren Mitrick Wood of Compass represented the buyer in the week’s highest-priced sale.
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No. 2 — $2,811,000 · 2424 N Burling St, Chicago, Illinois
Dating to 1883, this frame home on Burling Street in Lincoln Park has wood and vinyl siding and sits next door to the No. 5 sale, and the listings for the two homes each pointed to the other. It sold for $2.811 million.
Inside, an open kitchen and family room were newly renovated, with custom cabinetry, Sub-Zero and Wolf appliances, refrigerator drawers and a large island. The family room steps out to a deck, and a second deck sits on the roof of the detached two-car garage. An open staircase sweeps up to the primary suite, where the marble bath has a large soaking tub and a separate shower, and bay windows in the suite look into the trees. Two more bedrooms are on the third level, and the lower level has a flex room with a wet bar and wine refrigerator, a built-in desk, a wine closet and its own side entrance.
The home has five bedrooms and five bathrooms, four full and one half, in 4,500 square feet on a 3,149-square-foot lot, with three fireplaces. The property last sold for $810,000 in 1994.
The home went under contract four days after it was listed and sold $311,000 above its asking price of $2.5 million. Caroline Chambers of Jameson Sotheby’s Intl Realty was the listing agent, and Chambers also listed the home next door, giving the brokerage two of the listings in this Top 5. Emily Sachs Wong of @properties Christie’s International Real Estate represented the buyer.
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No. 3 — $2,800,000 · 1816 N Hudson Ave, Chicago, Illinois
Outdoor space defines this traditional brick home in Old Town, which sold for $2.8 million. Built in 2001, it has four decks, a patio and a deck with a pergola atop its detached 2.5-car garage, which also has an EV-ready 220 line.
The kitchen, renovated in 2022, has white custom cabinetry, quartzite counters, a 12-foot island and Wolf, Sub-Zero and Bosch appliances, plus a walk-in pantry and a coffee and beverage bar. A sitting area off the kitchen leads to a deck for grilling. In the living room, a quartzite fireplace is framed by oversized arched windows under a tray ceiling, and there is a separate formal dining room.
The home has five bedrooms and five bathrooms, four full and one half, and four fireplaces. On the second level, the primary suite has its own fireplace, a spa bath with a jetted soaking tub, two custom walk-in closets and a private deck. The top level opens up into a family room with skylights and a wet bar, where a full wall of French doors leads to another deck, and a bedroom or office lined on two walls with wood bookcases opens to a terrace with treetop and skyline views. Downstairs, a recreation room with heated floors and a fireplace sits alongside a fifth bedroom, and the lower level walks out to the patio.
The property last sold for $2.05 million in 2021. Rosalie Lemperis of Coldwell Banker Realty was the listing agent, and Conor Scanlon of Jameson Sotheby’s International Realty represented the buyer.
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No. 4 — $2,500,000 · 925 W Wolfram St, Chicago, Illinois
The listing pitched this Lake View property as a development opportunity. It is made up of two property index numbers on a 6,200-square-foot lot, is zoned RT-4, and lies a block off the Diversey/Sheffield corridor.
The two-story home on the site was built in 1980 of block and synthetic stucco. It has three bedrooms and three bathrooms, two full and one half, in 2,270 square feet, with cathedral ceilings, wood floors, a fireplace in the living room, a large eat-in kitchen and a partially finished basement. There is a patio and an attached two-car garage.
The property went under contract 10 days after it was listed and sold for $2.5 million, $300,000 above its asking price of $2.2 million. Bucky Cross of Baird & Warner was the listing agent, and Michael Yeagle of @properties Christie’s International Real Estate represented the buyer.
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No. 5 — $2,420,000 · 2426 N Burling St, Chicago, Illinois
Built in 1880, the oldest home in this Top 5 stands on tree-lined Burling Street in Lincoln Park, next door to the No. 2 sale, and it sold for $2.42 million. The property last sold for $1.06 million in 2017.
The two-story frame home has four bedrooms and four bathrooms, three full and one half, in 3,000 square feet on a 3,149-square-foot lot. Its main level has hardwood floors, a fireplace at the center of the living space, an updated kitchen with an island and stainless steel appliances, and a desk area. Light fills that level, which opens to a large deck that looks out over the backyard. Upstairs, the primary suite has an updated bath with a soaking tub, a double sink and a separate shower, and two more bedrooms share a full bath, with laundry on the same floor. The lower level has a large recreation room and the fourth bedroom. A roof deck tops the detached two-car garage, and the yard has an in-ground sprinkler system.
Caroline Chambers of Jameson Sotheby’s Intl Realty was the listing agent here as well as next door, and Millie Rosenbloom of Baird & Warner represented the buyer.
See this property in Google Street View →
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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