{"title":"Sleepy Hollow, Chicago, IL housing market","url":"https://cribber.ai/market-intelligence/chicago-il/sleepy-hollow","summary":"The average asking price for the ZIPs associated with Sleepy Hollow, Chicago was $397,201 in October 2026, down 0.7% from September 2026. There were 268 active listings in the ZIPs associated with Sleepy Hollow, Chicago during October 2026, up 1.1% from September 2026.","sections":[{"id":"prices-inventory","title":"What are homes listed for in Sleepy Hollow, Chicago, IL?","observationPeriod":"November 2025–November 2026 · November 2026 is month to date"},{"id":"market-pace","title":"How long do homes stay on the market in Sleepy Hollow, Chicago, IL?","observationPeriod":"November 2025–November 2026 · November 2026 is month to date"},{"id":"seller-pressure","title":"Homes listed for 60+ days in Sleepy Hollow, Chicago, IL","observationPeriod":"Observed November 9, 2026"},{"id":"bedroom-trends","title":"Sleepy Hollow, Chicago, IL home prices & inventory by bedroom count","observationPeriod":"November 2025–November 2026 · November 2026 is month to date"}],"takeaways":[{"metric":"monthlyAsk","text":"The average asking price for the ZIPs associated with Sleepy Hollow, Chicago was $397,201 in October 2026, down 0.7% from September 2026."},{"metric":"monthlyInventory","text":"There were 268 active listings in the ZIPs associated with Sleepy Hollow, Chicago during October 2026, up 1.1% from September 2026."},{"metric":"monthlyAge","text":"The average time on market for the ZIPs associated with Sleepy Hollow, Chicago was 41.9 days in October 2026, up 6.4% from September 2026."},{"metric":"monthlyPsf","text":"The average asking price per square foot for the ZIPs associated with Sleepy Hollow, Chicago was $225 in October 2026, down 2.1% from September 2026."},{"metric":"staleInventory","text":"On Nov 9, 2026, 36.9% of active listings with a known listing age in Sleepy Hollow had been listed for at least 60 days."},{"metric":"segment-bed-2-monthlyAsk","text":"The average asking price for 2-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago was $276,233 in October 2026, up 1.9% from September 2026."},{"metric":"segment-bed-2-monthlyPsf","text":"The average asking price per square foot for 2-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago was $250 in October 2026, up 1.1% from September 2026."},{"metric":"segment-bed-2-monthlyInventory","text":"There were 32 active listings for 2-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago during October 2026, down 5.9% from September 2026."},{"metric":"segment-bed-2-monthlyAge","text":"The average time on market for 2-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago was 45.5 days in October 2026, up 29.9% from September 2026."},{"metric":"segment-bed-3-monthlyAsk","text":"The average asking price for 3-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago was $344,882 in October 2026, down 1.6% from September 2026."},{"metric":"segment-bed-3-monthlyPsf","text":"The average asking price per square foot for 3-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago was $246 in October 2026, down 3.8% from September 2026."},{"metric":"segment-bed-3-monthlyInventory","text":"There were 59 active listings for 3-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago during October 2026, down 14.5% from September 2026."},{"metric":"segment-bed-3-monthlyAge","text":"The average time on market for 3-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago was 29.8 days in October 2026, up 46.8% from September 2026."},{"metric":"segment-bed-4-monthlyAsk","text":"The average asking price for 4-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago was $357,529 in October 2026, up 7.4% from September 2026."},{"metric":"segment-bed-4-monthlyPsf","text":"The average asking price per square foot for 4-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago was $193 in October 2026, up 3.5% from September 2026."},{"metric":"segment-bed-4-monthlyInventory","text":"There were 55 active listings for 4-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago during October 2026, up 17.0% from September 2026."},{"metric":"segment-bed-4-monthlyAge","text":"The average time on market for 4-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago was 28.7 days in October 2026, up 14.3% from September 2026."},{"metric":"segment-bed-5-monthlyAsk","text":"The average asking price for 5-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago was $426,284 in October 2026, down 5.5% from September 2026."},{"metric":"segment-bed-5-monthlyPsf","text":"The average asking price per square foot for 5-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago was $196 in October 2026, up 1.6% from September 2026."},{"metric":"segment-bed-5-monthlyInventory","text":"There were 32 active listings for 5-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago during October 2026, up 10.3% from September 2026."},{"metric":"segment-bed-5-monthlyAge","text":"The average time on market for 5-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago was 29.5 days in October 2026, down 14.6% from September 2026."},{"metric":"segment-bed-6-monthlyAsk","text":"The average asking price for 6-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago was $422,022 in October 2026, down 2.9% from September 2026."},{"metric":"segment-bed-6-monthlyPsf","text":"The average asking price per square foot for 6-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago was $159 in October 2026, down 0.9% from September 2026."},{"metric":"segment-bed-6-monthlyInventory","text":"There were 40 active listings for 6-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago during October 2026, up 17.6% from September 2026."},{"metric":"segment-bed-6-monthlyAge","text":"The average time on market for 6-bedroom homes in the reporting ZIPs associated with Sleepy Hollow, Chicago was 41.5 days in October 2026, up 24.7% from September 2026."}],"snapshots":[{"metric":"staleInventory","label":"Homes listed 60+ days","unit":"percent","date":"2026-11-09","value":36.92307692307692,"sampleSize":65,"staleDays":60,"windowStart":null,"windowEnd":null}],"geography":{"name":"Sleepy Hollow","city":"Chicago","state":"IL","country":"US","kind":"neighborhood"},"historyScope":"Neighborhood-associated ZIP history","retrievedAt":"2026-11-10T06:34:18.513Z","observationStart":"2025-11","observationEnd":"2026-11","citation":"Cribber. Sleepy Hollow, Chicago, IL housing market. Neighborhood-associated ZIP history; observations 2025-11–2026-11. Retrieved 2026-11-10T06:34:18.513Z. https://cribber.ai/market-intelligence/chicago-il/sleepy-hollow","definitions":{"bedroomCoverage":"Bedroom series use ZIPs reporting the named statistic. Coverage is shown per observation; missing classifications are not zero. An absent bedroom group counts as zero only when the exact source bedroom counts reconcile to the ZIP total. Percentage changes require identical reporting ZIP sets.","askingPrices":"Listing asking prices, not completed sales.","inventory":"Listings active at any time during the named month, not a point-in-time inventory.","average":"City and multi-ZIP average prices are listing-count weighted. 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