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Cook County, IL Sports & Entertainment Properties for Sale

28 results
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Downtown Homewood Commercial Building
$649,900
0.31 Acres

Downtown Homewood Commercial Building

1933 Ridge Road, Homewood, IL 60430

Spacious commercial building in downtown Homewood with parking.

  • Prime Downtown Homewood Location: Exceptional visibility and accessibility.
  • Expansive 7,000+ SF Commercial Building: Offers substantial space.
  • Private Parking for 20+ Vehicles: A rare and valuable amenity.
  • Flexible B‑2 Zoning: Suitable for a wide range of business uses.
  • Two Large Studio Spaces, Multiple Offices, and Ample Storage: Versatile layout.
Updated: Nov 7, 2025
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Bucktown-Wicker Park Commercial Opportunity
$780,000
0.05 Acres

Bucktown-Wicker Park Commercial Opportunity

1893 N Milwaukee Avenue, Chicago, IL 60647

Prime location near The 606 Trail, ideal for various businesses.

  • Prime Bucktown‑Wicker Park location on Milwaukee Avenue.
  • Steps from The 606 / Bloomingdale Trail.
  • High visibility and strong foot traffic.
  • Suitable for a variety of business types (restaurant, retail, gallery, fitness, etc.).
  • Surrounded by restaurants, cafes, boutiques, and art spaces.
Updated: Nov 17, 2025
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Lakeview Commercial Building on Lincoln
$1,550,000
0.10 Acres

Lakeview Commercial Building on Lincoln

Two-story commercial building with open space in Chicago's Lakeview.

3121 N Lincoln Avenue, Chicago, IL 60657
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Turnkey Auto Spa Opportunity
$350,000
0.15 Acres

Turnkey Auto Spa Opportunity

Well-maintained auto spa with multiple revenue streams and growth potential.

15865 Dixie Highway, Harvey, IL 60426
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Barrington Executive Center Opportunity
$695,000
12,309 SF

Barrington Executive Center Opportunity

Mixed-use building in downtown Barrington near Metra Northwest train line.

102 N Cook Street, Barrington, IL 60010
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Main Street Commercial Property
$350,000
2,925 SF

Main Street Commercial Property

Commercial property on Main Street with warehouse and vacant lot.

135 E Main Street, Glenwood, IL 60425
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Wicker Park Commercial Property For Sale
$1,449,950
5,185 SF

Wicker Park Commercial Property For Sale

5,185 SF split-level commercial property in Wicker Park/Bucktown corridor.

1910 W North Avenue, Chicago, IL 60622
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Barrington Executive Center Opportunity
$695,000
0.17 Acres

Barrington Executive Center Opportunity

Mixed-use building in downtown Barrington near Metra station.

102 N Cook Street, Barrington, IL 60010
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Remodeled Yoga & Dance Studio
$35,000
0.07 Acres

Remodeled Yoga & Dance Studio

Turnkey yoga and pole dancing studio in Country Club Hills.

4057 w. 183rd st 183rd Avenue, Country Club Hills, IL 60478
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Chicago Nightlife Venue with Apartment
$2,100,000
0.13 Acres

Chicago Nightlife Venue with Apartment

Established nightclub with real estate, business, and residential apartment.

9999 CONFIDENTIAL S Pulaski Road, Chicago, IL 60632
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Established Nightclub with Real Estate
$1,490,000

Established Nightclub with Real Estate

Iconic nightclub for sale with real estate and equipment.

2759 S Pulaski Road, Chicago, IL 60623
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Fulton Market Redevelopment Opportunity
$9,750,000
23,000 SF

Fulton Market Redevelopment Opportunity

23,000 SF redevelopment site in Fulton Market neighborhood.

1375 W Lake Street, Chicago, IL 60607
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Updated Leased Property For Sale
$850,000

Updated Leased Property For Sale

Updated single-story building with four units, fully leased in Chicago.

5844-5848 W MONTROSE Avenue, Chicago, Chicago, IL 60634
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Single Tenant Net Lease Investment
$8,622,000
22,000 SF

Single Tenant Net Lease Investment

Long-term net lease with rental increases in a high-traffic area.

6101 N Broadway St, Chicago, IL
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Commercial Space with Storage
$385,000
1,260 SF

Commercial Space with Storage

Versatile commercial space suitable for retail, office, or wellness uses.

2633 W Bryn Mawr Avenue C3, Chicago, IL 60659
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Lakeview Commercial Condo Opportunity
$1,299,950
4,000 SF

Lakeview Commercial Condo Opportunity

Versatile 4,000 SF commercial condo in prime Lakeview location.

4422 N Clark Street, Chicago, IL 60640
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Renovated Retail Space with Planet Fitness
Contact for pricing
36,646 SF

Renovated Retail Space with Planet Fitness

Retail property with long-term leases and rent growth potential.

20909-20939 S Cicero Ave, Matteson, IL
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Historic Skokie Theater For Sale
$950,000
4,800 SF

Historic Skokie Theater For Sale

Renovated live music venue in Skokie's downtown shopping district.

7924 N Lincoln Avenue, Skokie, IL 60077
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Iconic Venue on Weed Street
$4,000,000
18,512 SF

Iconic Venue on Weed Street

Trophy retail asset occupied by Joe’s on Weed.

940 W Weed St, Chicago, IL
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Evanston NNN Investment Opportunity
$6,250,000
67,800 SF

Evanston NNN Investment Opportunity

NNN single tenant sports facility investment opportunity in Evanston, Illinois.

2454 Oakton Street, Evanston, IL 60202
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Historic Chicago Landmark Event Venue
$9,995,000

Historic Chicago Landmark Event Venue

Renovated landmark building in Chicago, ideal for diverse events.

201 S Ashland Avenue, Chicago, IL 60607
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Multi-Use Flex Building Opportunity
Contact for pricing
90,643 SF

Multi-Use Flex Building Opportunity

90,000+ SF flex building on 7.42 acres available for sale.

8101 W 183rd Street, Tinley Park, IL 60487
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Mixed-Use Building with Retail Space
$5,920,000
11,370 SF

Mixed-Use Building with Retail Space

Two-story mixed-use building with retail and medical tenants.

1455 N Milwaukee Ave, Chicago, IL
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Grocery Anchored Shopping Center
Contact for pricing
179,106 SF

Grocery Anchored Shopping Center

Grocery-anchored neighborhood center in Chicago MSA.

3357 S King Dr, Chicago, IL
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Cook County, IL Sports & Entertainment Properties Investment Opportunities Market Analysis

Explore 28 sports & entertainment properties for sale in Cook County, IL, showcased through 28 active listings on our real estate platform. These investment opportunities span a total of 81,566,756 square feet of properties for sale, with an estimated market value of $104,253,900.

Sale prices for sports & entertainment properties in Cook County, IL start at $35,000, averaging $685,880, and reaching up to $7,865,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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