These are the highest-priced home sales reported in the Chicago metro area for the week ending October 11, 2026, and together the five sold for $18.832 million. Four of the homes are in Chicago and one is in Evanston, and the group splits between two condominiums and three single-family houses.
The range of ages is wide. The oldest home in the group dates to 1886, and the newest is new construction built in 2026, with a condominium completed in 2019 and another in 2023 in between.
No. 1 β $4,600,000 Β· 236 S Green St Penthouse, Chicago, Illinois
The week’s highest-priced sale was a penthouse condominium in the West Loop that sold for $4,600,000. Built in 2023 with a brick and limestone exterior, it has 7,000 square feet of living space, the most of any home in this Top 5, along with six bedrooms and eight bathrooms, five of them full and three half. That is also the most bathrooms in the group.
Inside, the home has hardwood floors, a wet bar, walk-in closets and its own elevator. Outdoor space includes a roof deck as well as a deck and a balcony. Parking is in an attached, heated two-car garage reached off the alley. The property last sold for $4.13 million in 2024.
Tim Sheahan of Compass and Mark Icuss of Compass were the listing agents. Jill Scott of Compass represented the buyer, so the brokerage was on both sides of the week’s top sale.
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No. 2 β $4,250,000 Β· 451 E Grand Ave #5510, Chicago, Illinois
In Streeterville, a condominium in One Bennett Park sold for $4,250,000. Built in 2019, the home looks out on Lake Michigan and the Chicago skyline, and a private terrace of about 350 square feet runs across its east side.
The home has 3,765 square feet, three bedrooms and four bathrooms, three full and one half. A gallery foyer leads to rooms with 11-foot ceilings, white oak floors and custom millwork, lit by fixtures from Urban Electric, Vaughan and A. Rudin. The formal dining room has lake views and opens directly to the terrace. Beyond the living room are a sitting room with custom built-ins that can work as a study, a breakfast area and a family room with a marble-front fireplace.
In the kitchen, Plain & Fancy cabinetry is paired with quartz countertops and a large island with seating. The Wolf and Sub-Zero appliances are built in, with two ovens and a wine refrigerator among them. The primary suite has lake views, two custom closets and a bath finished in natural stone, with an oversized shower, a soaking tub and a double vanity. Two garage parking spaces come with the home.
Owners in the building share a fitness center, indoor and outdoor pools, an owners’ club level and concierge service. The tower is moments from Navy Pier, Michigan Avenue and Bennett Park.
Timothy Salm of Jameson Sotheby’s Intl Realty was the listing agent, and Carrie McCormick of @properties Christie’s International Real Estate represented the buyer.
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No. 3 β $3,532,000 Β· 2119 N Kenmore Ave, Chicago, Illinois
The oldest home in this week’s group is a brick single-family home in Lincoln Park, built in 1886 and since completely restored. It sold for $3,532,000, and it went under contract 19 days after it was listed.
The restoration pairs the home’s older architecture with contemporary design. Bright, open living and dining areas lead to an eat-in kitchen with white Brookhaven cabinetry, quartz counters and appliances from Sub-Zero, Wolf and Bosch. Beyond the kitchen is a great room with a wall of windows, which opens to a mudroom and the private backyard. The living room has one of the home’s two fireplaces.
The other fireplace is in the primary suite upstairs, where the bath has a steam shower, a soaking tub and double vanities, and two walk-in closets double as dressing space. A second bedroom suite with its own bath and walk-in closet is on the same floor. The third floor has a laundry room, a skylit playroom, two full baths and three more bedrooms. Downstairs, the finished lower level adds a guest bedroom and full bath, a recreation room with a wet bar, a second laundry room and another mudroom.
In all, the three-story home has six bedrooms, six bathrooms, five full and one half, and 5,719 square feet on a 3,101-square-foot lot, with a detached two-car garage. It falls within the Oscar Mayer Elementary and Lincoln Park High School districts, and the Armitage Corridor is steps away. The property last sold for $2.9 million in 2017.
Emily Sachs Wong of @properties Christie’s International Real Estate was the listing agent, and Veronique MacDonald of Compass represented the buyer. The sale was one of two listings in this Top 5 for @properties Christie’s International Real Estate.
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No. 4 β $3,250,000 Β· 1319 Forest Ave, Evanston, Illinois
In Evanston, a stone home built in 1918 on 0.38 acres sold for $3,250,000. A wrought iron gate and a circular driveway mark the approach, and the front door opens into a vestibule enclosed in glass from floor to ceiling.
The kitchen has been newly designed around a porcelain-topped island built by Amish craftsmen, with appliances from Thermador, Wolf, Sub-Zero, Miele, Dacor and Fisher & Paykel. Coffered ceilings, herringbone hardwood floors, window seating that wraps the room and a walk-in pantry finish it. Upstairs, the second floor keeps the original rosewood paneling on its walls and ceilings, and three of its bedrooms have their own baths, including the primary suite, which overlooks the fountain and the pool.
The lower level was built for guests. A recreation room has the original stone fireplace and wide-plank floors, a bunk room has four built-in bunks with lighting, storage and charging stations, and a locker room with two showers and custom lockers serves swimmers coming in from the pool. Outside, the circular pool is set among tiered natural stone terraces.
The two-story home has five bedrooms, seven bathrooms, five full and two half, three fireplaces and 4,580 square feet, including a bedroom and full bath on the main floor. The listing says the home was once owned by toy designer Marvin Glass, whose creations included Lite Brite, Operation and Rock ‘Em Sock ‘Em. The property last sold for $2.34 million in 2018.
Dawn McKenna of Coldwell Banker Realty was the listing agent, and Melissa Siegal of @properties Christie’s International Real Estate represented the buyer.
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No. 5 β $3,200,000 Β· 2648 N Magnolia Ave, Chicago, Illinois
The newest home in the group, a new-construction single-family home on tree-lined Magnolia Avenue in Lincoln Park, sold for $3,200,000. Built in 2026 of brick and fiber cement, it has six bedrooms, six bathrooms, five full and one half, and 4,200 square feet on a 3,100-square-foot lot, with a detached two-car garage.
The main floor has 11-foot ceilings and an open plan in which the living and dining areas run together. The kitchen has Sub-Zero and Wolf appliances, a built-in coffee system, an oversized island and two walk-in pantries, and a large terrace patio sits off the family room. The primary suite has vaulted ceilings, heated floors, a freestanding soaking tub, a walk-in shower and two walk-in closets.
Below, the finished lower level has a recreation area, a wine room, a wet bar with a beverage refrigerator, a laundry room and a pet wash station. Above it all, a rooftop deck of more than 1,000 square feet looks out over the city. The property last sold for $1 million in 2025, before the current house was built.
Luke Reilly of @properties Christie’s International Real Estate was the listing agent, giving the brokerage its second listing in this Top 5. Paul Gorney of eXp Realty represented the buyer.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, October 11, 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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