{"id":102245,"date":"2025-06-25T05:00:16","date_gmt":"2025-06-25T12:00:16","guid":{"rendered":"https:\/\/www.redfin.com\/blog\/?p=102245"},"modified":"2025-07-01T13:48:06","modified_gmt":"2025-07-01T20:48:06","slug":"most-expensive-home-sales-chicago-il-may-2025","status":"publish","type":"post","link":"https:\/\/www.redfin.com\/blog\/most-expensive-home-sales-chicago-il-may-2025\/","title":{"rendered":"The Most Expensive Home Sales in Chicago, IL in May 2025"},"content":{"rendered":"<p><span style=\"font-weight: 400;\">Chicago is an imposing city, with massive skyscrapers, miles of waterfront, and all of the amenities you could ask for. It blends Midwestern grit with global sophistication, offering everything from world-class museums to iconic deep-dish pizza.\u00a0<\/span><\/p>\n<p><span style=\"font-weight: 400;\">The Windy City\u2019s housing market hasn\u2019t been as turbulent as many of the other largest U.S. cities. Prices have risen steadily since 2012 \u2013 slower than the national average \u2013 helping the city remain relatively affordable. This has helped attract <\/span><a href=\"https:\/\/www.chicagotribune.com\/2025\/05\/14\/chicago-census-population-growth\/\" data-wpel-link=\"external\" target=\"_blank\" rel=\"external noopener noreferrer\"><span style=\"font-weight: 400;\">new residents<\/span><\/a><span style=\"font-weight: 400;\">, though a lot of newcomers choose to live in suburbs <\/span><a href=\"https:\/\/www.chicagotribune.com\/2025\/05\/16\/naperville-census-third-largest-city-illinois\/\" data-wpel-link=\"external\" target=\"_blank\" rel=\"external noopener noreferrer\"><span style=\"font-weight: 400;\">like Naperville<\/span><\/a><span style=\"font-weight: 400;\">. However, a <\/span><a href=\"https:\/\/www.chicagotribune.com\/2025\/02\/16\/editorial-how-ill-conceived-affordable-housing-becomes-unaffordable-for-chicago\/\" data-wpel-link=\"external\" target=\"_blank\" rel=\"external noopener noreferrer\"><span style=\"font-weight: 400;\">growing housing shortage<\/span><\/a><span style=\"font-weight: 400;\"> could throw a wrench into things.\u00a0<\/span><\/p>\n<p><span style=\"font-weight: 400;\">Even with today\u2019s economic uncertainty, the luxury housing market is still active in Chicago. Penthouse condos and 20th-century masterpieces make up most of the city\u2019s high-end offerings, with a majority located in the Lincoln Park neighborhood.\u00a0<\/span><\/p>\n<p><span style=\"font-weight: 400;\">Here were the most expensive home sales in <\/span><a href=\"https:\/\/www.redfin.com\/city\/29470\/IL\/Chicago\" data-wpel-link=\"exclude\"><span style=\"font-weight: 400;\">Chicago<\/span><\/a><span style=\"font-weight: 400;\"> in May, according to data from <\/span><a href=\"http:\/\/redfin.com\" data-wpel-link=\"external\" target=\"_blank\" rel=\"external noopener noreferrer\"><span style=\"font-weight: 400;\">Redfin<\/span><\/a><span style=\"font-weight: 400;\">.\u00a0<\/span><\/p>\n<p><img fetchpriority=\"high\" decoding=\"async\" class=\"aligncenter wp-image-87756 size-blog-post\" src=\"https:\/\/www.redfin.com\/blog\/wp-content\/uploads\/2023\/10\/prairie-avenue-mansions-chicago-il-getty-945x630.jpg\" alt=\"\" width=\"945\" height=\"630\" srcset=\"https:\/\/www.redfin.com\/blog\/wp-content\/uploads\/2023\/10\/prairie-avenue-mansions-chicago-il-getty-945x630.jpg 945w, https:\/\/www.redfin.com\/blog\/wp-content\/uploads\/2023\/10\/prairie-avenue-mansions-chicago-il-getty-300x200.jpg 300w, https:\/\/www.redfin.com\/blog\/wp-content\/uploads\/2023\/10\/prairie-avenue-mansions-chicago-il-getty-1024x683.jpg 1024w, https:\/\/www.redfin.com\/blog\/wp-content\/uploads\/2023\/10\/prairie-avenue-mansions-chicago-il-getty-768x512.jpg 768w, https:\/\/www.redfin.com\/blog\/wp-content\/uploads\/2023\/10\/prairie-avenue-mansions-chicago-il-getty-225x150.jpg 225w, https:\/\/www.redfin.com\/blog\/wp-content\/uploads\/2023\/10\/prairie-avenue-mansions-chicago-il-getty-450x300.jpg 450w, https:\/\/www.redfin.com\/blog\/wp-content\/uploads\/2023\/10\/prairie-avenue-mansions-chicago-il-getty.jpg 1200w\" sizes=\"(max-width: 945px) 100vw, 945px\" \/><\/p>\n<h2><b>The most expensive home sales in Chicago: May 2025<\/b><\/h2>\n<h3><span style=\"font-weight: 400;\">1. <\/span><a href=\"https:\/\/www.redfin.com\/IL\/Chicago\/2210-N-Orchard-St-60614\/home\/13351002\" data-wpel-link=\"exclude\"><span style=\"font-weight: 400;\">2210 N Orchard St, Chicago, IL 60614<\/span><\/a><\/h3>\n<ul>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>Sale price<\/b><span style=\"font-weight: 400;\">: $6,700,000<\/span><\/li>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>List price<\/b><span style=\"font-weight: 400;\">: $7,450,000<\/span><\/li>\n<\/ul>\n<p><span style=\"font-weight: 400;\">On a triple lot in Lincoln Park, this 7,975-square-foot corner home offers space and privacy in the heart of the city. Highlights include 6 bedrooms, 5 bathrooms, a formal living room, dedicated office, media room, and gym.<\/span><\/p>\n<h3><span style=\"font-weight: 400;\">2. <\/span><a href=\"https:\/\/www.redfin.com\/IL\/Chicago\/1841-N-Orchard-St-60614\/home\/26791821\" data-wpel-link=\"exclude\"><span style=\"font-weight: 400;\">1841 N Orchard St, Chicago, IL 60614<\/span><\/a><\/h3>\n<ul>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>Sale price<\/b><span style=\"font-weight: 400;\">: $5,500,000<\/span><\/li>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>List price<\/b><span style=\"font-weight: 400;\">: $5,850,000<\/span><\/li>\n<\/ul>\n<p><span style=\"font-weight: 400;\">This Chicago stunner on Orchard Street spans 8,380\u202fsq\u202fft with 6 bedrooms and 6.5 bathrooms. Also nestled on a triple-lot corner in Lincoln Park, it mixes grand entertaining spaces, a private library, gym, and media room.<\/span><\/p>\n<h3><span style=\"font-weight: 400;\">3. <\/span><a href=\"https:\/\/www.redfin.com\/IL\/Chicago\/1845-N-Orchard-St-60614\/home\/179790226\" data-wpel-link=\"exclude\"><span style=\"font-weight: 400;\">1845 N Orchard St, Chicago, IL 60614<\/span><\/a><\/h3>\n<ul>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>Sale price<\/b><span style=\"font-weight: 400;\">: $5,000,000<\/span><\/li>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>List price<\/b><span style=\"font-weight: 400;\">: $5,495,000<\/span><\/li>\n<\/ul>\n<p><span style=\"font-weight: 400;\">This 8,380-square-foot Lincoln Park home has 6 bedrooms, 6 bathrooms, a wine room, media lounge, elevator, and 4-car garage. It\u2019s in the same building as the previous home.\u00a0<\/span><\/p>\n<h3><span style=\"font-weight: 400;\">4. <\/span><a href=\"https:\/\/www.redfin.com\/IL\/Chicago\/1913-N-Burling-St-60614\/home\/175639545\" data-wpel-link=\"exclude\"><span style=\"font-weight: 400;\">1913 N Burling St, Chicago, IL 60614<\/span><\/a><\/h3>\n<ul>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>Sale price<\/b><span style=\"font-weight: 400;\">: $4,800,000<\/span><\/li>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>List price<\/b><span style=\"font-weight: 400;\">: $4,990,000<\/span><\/li>\n<\/ul>\n<p><span style=\"font-weight: 400;\">Another home on one of Lincoln Park\u2019s most coveted blocks, this 7-bedroom home offers over 6,300 square feet of custom living space. It comes with a private elevator, rooftop deck, and a yard built for entertaining.<\/span><\/p>\n<h3><span style=\"font-weight: 400;\">5. <\/span><a href=\"https:\/\/www.redfin.com\/IL\/Chicago\/1721-N-Winchester-Ave-60622\/home\/13355578\" data-wpel-link=\"exclude\"><span style=\"font-weight: 400;\">1721 N Winchester Ave, Chicago, IL 60622<\/span><\/a><\/h3>\n<ul>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>Sale price<\/b><span style=\"font-weight: 400;\">: $4,500,000<\/span><\/li>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>List price<\/b><span style=\"font-weight: 400;\">: Unavailable<\/span><\/li>\n<\/ul>\n<p><span style=\"font-weight: 400;\">A custom home covering 6,400 square feet, with 5 bedrooms and 5 bathrooms. A private elevator, rooftop deck, and three-car garage are the highlights.\u00a0<\/span><\/p>\n<h3><span style=\"font-weight: 400;\">6. <\/span><a href=\"https:\/\/www.redfin.com\/IL\/Chicago\/56-W-Huron-St-60654\/Ph\/home\/195259611\" data-wpel-link=\"exclude\"><span style=\"font-weight: 400;\">56 W Huron St. Ph, Chicago, IL 60654<\/span><\/a><\/h3>\n<ul>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>Sale price<\/b><span style=\"font-weight: 400;\">: $4,500,000<\/span><\/li>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>List price<\/b><span style=\"font-weight: 400;\">: $4,750,000<\/span><\/li>\n<\/ul>\n<p><span style=\"font-weight: 400;\">This 4,312-square-foot River North penthouse has 4 bedrooms, 4.5 bathrooms, and a private elevator opening into a dramatic two-story living space. Features include a chef\u2019s kitchen, wet bar, and floor-to-ceiling windows.<\/span><\/p>\n<h3><span style=\"font-weight: 400;\">7. <\/span><a href=\"https:\/\/www.redfin.com\/IL\/Chicago\/2140-N-Seminary-Ave-60614\/home\/13352527\" data-wpel-link=\"exclude\"><span style=\"font-weight: 400;\">2140 N Seminary Ave, Chicago, IL 60614<\/span><\/a><\/h3>\n<ul>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>Sale price<\/b><span style=\"font-weight: 400;\">: $4,000,000<\/span><\/li>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>List price<\/b><span style=\"font-weight: 400;\">: $3,950,000<\/span><\/li>\n<\/ul>\n<p><span style=\"font-weight: 400;\">This custom 5-bed, 7-bath Lincoln Park home spans 5,250\u202fsquare\u202ffeet with a barrel-vaulted kitchen, rooftop deck, elevator, and radiant-heated sidewalks.\u00a0<\/span><\/p>\n<h3><span style=\"font-weight: 400;\">8. <\/span><a href=\"https:\/\/www.redfin.com\/IL\/Chicago\/1237-W-Wrightwood-Ave-60614\/home\/192866326\" data-wpel-link=\"exclude\"><span style=\"font-weight: 400;\">1237 W Wrightwood Ave, Chicago, IL 60614<\/span><\/a><\/h3>\n<ul>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>Sale price<\/b><span style=\"font-weight: 400;\">: $3,875,000<\/span><\/li>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>List price<\/b><span style=\"font-weight: 400;\">: $3,950,000<\/span><\/li>\n<\/ul>\n<p><span style=\"font-weight: 400;\">Another Lincoln Park masterpiece, this home sits on an extra-wide lot and features 6 bedrooms, a high-end chef\u2019s kitchen, and a spa-like primary suite. The lower level includes a rec room, kitchenette, and attached garage.<\/span><\/p>\n<h3><span style=\"font-weight: 400;\">9. <\/span><a href=\"https:\/\/www.redfin.com\/IL\/Chicago\/2036-W-Dickens-Ave-60647\/home\/190317000\" data-wpel-link=\"exclude\"><span style=\"font-weight: 400;\">2036 W Dickens Ave, Chicago, IL 60647<\/span><\/a><\/h3>\n<ul>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>Sale price<\/b><span style=\"font-weight: 400;\">: $3,800,000<\/span><\/li>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>List price<\/b><span style=\"font-weight: 400;\">: $3,850,000<\/span><\/li>\n<\/ul>\n<p><span style=\"font-weight: 400;\">This new-construction home in Bucktown sits on a double lot and includes 7 bedrooms, 6.5 and bathrooms, and a three-car garage. It features a custom Italian kitchen, a spa-like primary suite, and multiple outdoor living areas.<\/span><\/p>\n<h3><span style=\"font-weight: 400;\">10. <\/span><a href=\"https:\/\/www.redfin.com\/IL\/Chicago\/2550-N-Lakeview-Ave-60614\/unit-2802\/home\/195069358\" data-wpel-link=\"exclude\"><span style=\"font-weight: 400;\">2550 N Lakeview Ave #2802, Chicago, IL 60614<\/span><\/a><\/h3>\n<ul>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>Sale price<\/b><span style=\"font-weight: 400;\">: $3,550,000<\/span><\/li>\n<li style=\"font-weight: 400;\" aria-level=\"1\"><b>List price<\/b><span style=\"font-weight: 400;\">: $3,300,000<\/span><\/li>\n<\/ul>\n<p><span style=\"font-weight: 400;\">This luxury 28th-floor condo in Lincoln Park boasts 3 bedrooms, 3.5 baths, and 3,030 square\u202ffeet of open living space with soaring ceilings and panoramic views.<\/span><\/p>\n","protected":false},"excerpt":{"rendered":"<p>Redfin compiled a list of the most expensive home sales in Chicago in May 2025. 20th-century Lincoln Park estates dominated the list.<\/p>\n","protected":false},"author":559,"featured_media":89838,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"_acf_changed":false,"site-sidebar-layout":"default","site-content-layout":"","ast-site-content-layout":"default","site-content-style":"default","site-sidebar-style":"default","ast-global-header-display":"","ast-banner-title-visibility":"","ast-main-header-display":"","ast-hfb-above-header-display":"","ast-hfb-below-header-display":"","ast-hfb-mobile-header-display":"","site-post-title":"","ast-breadcrumbs-content":"","ast-featured-img":"","footer-sml-layout":"","ast-disable-related-posts":"","theme-transparent-header-meta":"default","adv-header-id-meta":"","stick-header-meta":"","header-above-stick-meta":"","header-main-stick-meta":"","header-below-stick-meta":"","astra-migrate-meta-layouts":"set","ast-page-background-enabled":"default","ast-page-background-meta":{"desktop":{"background-color":"var(--ast-global-color-4)","background-image":"","background-repeat":"repeat","background-position":"center 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