Built in 2023, the four-bedroom residence at 14 W Superior St led a week in which the five highest-priced home sales reported across the Chicago metro area totaled $22.35 million.
The five sales span Gold Coast, Lincoln Park, Glenview and Sherwood Forest, with Lincoln Park holding back-to-back spots at No. 2 and No. 3. Build years stretch from a 1968 mid-century modern house in Glenview to a 2025 new-construction home in Lincoln Park. On the brokerage side, Compass agents listed the No. 2 and No. 5 sales, and @properties Christie’s International Real Estate agents listed No. 3 and No. 4.
No. 1 — $8,000,000 · 14 W Superior St Unit 7000, Chicago, Illinois
Heading this week’s Chicago home sales is a full-floor residence at One Chicago, the tower on West Superior Street between Dearborn and State streets, blocks from the lakefront. The home carries a reported 6,085 square feet and changed hands for $8 million in a sale that closed on September 8, 2026.
The unit has 360-degree views, private outdoor space and direct elevator access. One Chicago holds 77 residences beginning on the 44th floor, finished with wide-plank European oak floors, custom stepped ceiling details and full-height windows around an open plan. Kitchens are custom-designed by O’Brien Harris, and primary baths pair floor-to-ceiling slab porcelain with custom vanities and lit mirrors, Kallista fixtures and oversized showers with cantilevered benches controlled by Kohler’s programmable DTV system.
Arrival starts at a covered motor court with dedicated valet, where a door team meets residents at hands-free elevators leading to homes secured by Latch entry systems. Setbacks in the building’s design create large terraces, including a private owners’ amenity deck. Residents receive membership in the diamond-level private club at Life Time Athletic Resort and Spa, and a Whole Foods and restaurants occupy the ground level. The building sits where the Gold Coast meets River North.
The residence went under contract 27 days after the current listing date, and the $8 million closing ranked No. 1 in RealtyWire’s Chicago Metro Area Top 5 for the week. Nancy Tassone of Jameson Sotheby’s Intl Realty was the listing agent. Tassone has appeared in two earlier RealtyWire Top 5 roundups for the Chicago metro area.
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No. 2 — $4,100,000 · 531 W Grant Pl, Chicago, Illinois
New construction in east Lincoln Park took the No. 2 spot. The seven-bedroom single-family house at 531 W Grant Pl, built in 2025 with a reported 6,300 square feet, sold for $4.1 million, and the transaction was completed September 9, 2026. It belongs to the Residences at Grant Place, an eight-lot development of extra-wide homes.
Listing materials identify Merrion Development Group as the builder and JenMarie Design as the interior designer. The house rises four levels above grade, with an elevator, tall ceilings on every floor and an attached subterranean garage that parks up to five cars. Inside are a half-floor primary suite, three laundry setups and room for an exercise space, golf simulator or study.
Outside, a 27-foot-wide private backyard and a large roof deck are joined by direct access to the half-acre private park in Webster Square. Lake Michigan, Oz Park, Lincoln Park Zoo, the Nature Boardwalk, North Pond and the Peggy Notebaert Museum are within walking distance, as are Francis Parker, Latin School and Lincoln Elementary.
The $4.1 million sale placed the listing at No. 2 in RealtyWire’s weekly Chicago Metro Area Top 5. Marc Zale of Compass was the listing agent. Zale has two earlier RealtyWire Top 5 appearances in the Chicago metro area. Matt Laricy of Americorp, Ltd represented the buyer.
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No. 3 — $3,600,000 · 2705 N Bosworth Ave, Chicago, Illinois
A brick and limestone house on an extra-wide 55-by-125-foot lot in Lincoln Park ranked third at $3.6 million, with a closing date of September 8, 2026. The seven-bedroom residence at 2705 N Bosworth Ave was built in 1992, previously changed hands for $701,000 in 2003, and was reimagined and expanded in 2005. It has a reported 5,676 square feet.
A custom wrap-around front porch opens to an entry foyer, and the rooms carry tall ceilings, oversized windows, custom millwork and hardwood floors. The eat-in kitchen has white cabinetry, granite countertops, two ovens, Sub-Zero refrigeration and two islands, one for prep and one for gathering, next to a butler’s prep station and walk-in pantry. A double-sided fireplace joins the family room and the west-facing living room, and a two-level library with a second fireplace sits near a media room with coffered ceilings and a built-in bar.
Upstairs, the primary suite overlooks the backyard and includes two walk-in closets, a soaking tub, a frameless glass shower and a dual vanity, alongside a guest suite, a home office and a reading nook above the media room. The finished lower level adds a recreation room with a third fireplace and a bar opening to a sunken patio, plus two bedrooms and a flex space for a gym. Outdoors are a professionally landscaped yard and patio, an oversized two-car garage and a sliding-door parking pad that doubles as a basketball court. The house is in the Prescott School District, steps from Wrightwood Park, the Southport Corridor and DePaul University.
The $3.6 million closing ranked No. 3 in RealtyWire’s Chicago Metro Area Top 5 for the week. Jeanine McShea, ABR, Green, GRI and Erin McShea of @properties Christie’s International Real Estate were the listing agents. Maggie Diedrick of Keller Williams ONEChicago represented the buyer.
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No. 4 — $3,350,000 · 411 Woodland Ct, Glenview, Illinois
Glenview supplied the No. 4 sale, a 1968 mid-century modern house at 411 Woodland Ct. The September 8, 2026 closing came in at $3.35 million for the five-bedroom home, which has a reported 5,700 square feet and previously changed hands for $1,600,000 in 2025.
A down-to-the-studs renovation gave the house a new roof, a re-engineered structure and all-new windows and mechanicals while keeping its original layout. The design draws on Pacific Northwest influences, with natural materials, strong lines and a close connection to the outdoors. The property is set against The Glenview Club and the Forest Preserve, with green views.
A main-level primary suite includes a marble bath with heated floors and dual water closets, plus two large walk-in closets. A first-floor study can serve as another bedroom suite, and the four secondary bedrooms each have an en-suite bath. The kitchen pairs Wolf and Sub-Zero appliances with custom cabinetry, a Taj Mahal quartzite island, a marble backsplash, Visual Comfort lighting and a dedicated scullery, and a sunken lower-level space is set up for a future golf simulator or theater.
Ranked No. 4 in RealtyWire’s weekly Chicago Metro Area Top 5, the home went under contract 23 days after the current listing date. Kristen Canalia of @properties Christie’s International Real Estate was the listing agent. Mary Grant of @properties Christie’s International Real Estate represented the buyer.
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No. 5 — $3,300,000 · 1770 Sunnyside Ave, Highland Park, Illinois
In Highland Park’s Sherwood Forest, a custom-built house completed in 2013 at 1770 Sunnyside Ave claimed the No. 5 position at $3.3 million. The six-bedroom home went under contract 3 days after the current listing date and closed $1,000 above its final asking price of $3,299,000 on September 9, 2026. It has a reported 9,385 square feet.
A first-floor primary suite and a private elevator serving all three levels shape the layout, which also includes three fireplaces, a butler’s pantry, dual laundry rooms and a finished lower level. The stone and stucco exterior sits under a new natural slate roof from 2026 with copper components, and the systems include radiant heated floors, three independently controlled Carrier HVAC systems, whole-home generator infrastructure and 600-amp electrical service. Updates in 2026 covered refinished hardwood floors, refreshed kitchen cabinetry, an updated staircase and railings, lighting, interior and exterior paint, the driveway, landscaping, garage doors and a new pool heater.
Professionally manicured grounds surround a swimming pool, hot tub, outdoor stone fireplace, stone patio and roof deck. An automatic gated entrance leads to an attached 2.5-car garage and an additional detached 2.5-car garage.
The $3.3 million closing earned the No. 5 place in RealtyWire’s Chicago Metro Area Top 5 for the week. Jacqueline Lotzof and Stephanie Malk of Compass were the listing agents. Peggy Glickman 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, September 13, 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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