Top 10 Most Expensive Streets in Irving Park, Chicago, IL

The following are the Top 10 most expensive streets in Irving Park. The average price for homes on these streets range from $535,485.29 to $1,460,138.89.

1. Lincoln Avenue

Average Price: $656,001.11
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2. Hermitage Avenue

Hermitage Avenue is the 2nd most expensive street in Chicago. It has condos, single-family homes, townhouses, land, and multi-units built from 1888 to 2025, ranging in price from $65,000 to $2,929,000. It is home to the 4730 N. Hermitage, 5022 N. Hermitage, Hermitage Court Condos, 5026 N. Hermitage, 100 N. Hermitage, 524 N. Hermitage, 1849 N. Hermitage, 1611 N. Hermitage, Hartland Park, 5844 N. Hermitage Ave., 4881 N. Hermitage, 2643 N. Hermitage, Birchwood Court, 5748 N. Hermitage, 4876 N. Hermitage, 7436 N. Hermitage, Westhaven Park, Columbia Place, Hermitage Manor, 4045 N. Hermitage, and Back of the Yards subdivisions.

Average Price: $733,604.94
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3. Huron Street

Huron Street is the 3rd most expensive street in Chicago. It has condos, single-family homes, townhouses, land, and multi-units built from 1891 to 2026, ranging in price from $16,000 to $4,500,000. It is home to the 451 Huron Condos, The Pinnacle, Huron Pointe, Huron Street Lofts, Chicago Place, 30 East Huron, Hermitage, 30 E. Huron, Tuxedo Park, 1322 W. Huron, 33 W. Huron, Montreux Condos, River North Commons, 950 W. Huron, Noble Square, 1508 W. Huron, City Club, 400 W. Huron, 2330 W. Huron, 945 W. Huron, 56 W. Huron, 351 W. Huron, 2258 W. Huron, River West Courts, and 1748 W. Huron subdivisions.

Average Price: $641,560.11
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4. Grant Place

Grant Place is the 4th most expensive street in Chicago. It has condos, single-family homes, land, co-ops, and townhouses built from 1988 to 2025, ranging in price from $257,500 to $4,300,000. It is home to the The Portals, 432 W. Grant, and 455 S. Grant Pl. subdivisions.

Average Price: $1,460,138.89
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5. Grace Street

Grace Street is the 5th most expensive street in Chicago. It has condos, townhouses, single-family homes, and multi-units built from 1903 to 2025, ranging in price from $200,000 to $2,599,000. It is home to the Park View East, 1714 W. Grace, 1622 W. Grace, 1724 W. Grace, Lofts at 1800, 841 W. Grace, 1137 W. Grace, Portage Park Condos, and 1151 W. Grace subdivisions.

Average Price: $564,202.09
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6. Washington Boulevard

Washington Boulevard is the 6th most expensive street in Chicago. It has condos, single-family homes, land, multi-units, and townhouses ranging in price from $25,000 to $2,565,000. It is home to the 1151 W. Washington, 1000 W. Washington Lofts, 3101 W. Washington, Washington Square, 909 W. Washington, Union Park Lofts, Skybridge, Acorn Lofts, 817 W. Washington, 1141 W. Washington, The George On Washington, Westgate Terrace, 1347 W. Washington, 1109 W. Washington Blvd., 900 W. Washington Blvd., 2809 W. Washington, and Homan Square subdivisions.

Average Price: $578,209.23
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7. Monroe Street

Monroe Street is the 7th most expensive street in Chicago. It has condos, townhouses, land, single-family homes, and multi-units built from 1912 to 2021, ranging in price from $12,000 to $3,200,000. It is home to the The Flats on Monroe, 1228 W. Monroe, 955 W. Monroe, Park 1500 Lofts, 950 West Monroe, Monroe Manor, The Metro, 1526 W. Monroe, Park Monroe, 2212 W. Monroe, Metropolis Condominiums, Carmichael Place, The Legacy at Millennium Park, 1148 W. Monroe, 1234 W. Monroe, Block Y, 2136 W. Monroe St., Mentor Building, 1000 W. Monroe, Chelsea Townhomes, 1244 W. Monroe, Westhaven Park, 1400 W. Monroe, and Metropolitan Place subdivisions.

Average Price: $544,172.99
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8. Oak Street

Oak Street is the 8th most expensive street in Chicago. It has condos and townhouses built from 1995 to 2015, ranging in price from $435,000 to $3,200,000. It is home to the 30 W. Oak, Oak Club Condos, and Oak Street Terrace subdivisions.

Average Price: $1,064,000
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9. Bosworth Avenue

Bosworth Avenue is the 9th most expensive street in Chicago. It has condos, townhouses, single-family homes, multi-units, and land built from 1890 to 2025, ranging in price from $135,000 to $3,850,000. It is home to the Bosworth Place, 1307 N. Bosworth, Altgeld Commons, 3701 N. Bosworth, 1501 W. Bosworth, 1315 N. Bosworth, Southport Corridor, 3607 N. Bosworth, 2650 N. Bosworth Avenue, 1232 N. Bosworth, 1228 N. Bosworth, and 1238 N. Bosworth subdivisions.

Average Price: $744,114.48
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10. 14th Street

14th Street is the 10th most expensive street in Chicago. It has condos, land, and multi-units built from 1910 to 2008, ranging in price from $238,500 to $770,000. It is home to the 1400 Museum Park, Lawndale, and 757 W. 14th subdivisions.

Average Price: $535,485.29
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