Chicago, IL Sports & Entertainment Properties for Sale

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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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$1,550,000

0.10 Acres

Lakeview Commercial Building on Lincoln

3121 N Lincoln Avenue, Chicago, IL 60657

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

Prime location on Lincoln Avenue in Lakeview with high foot traffic.
Large, open‑concept space with 8,700+ sq ft, plus a full unfinished basement.
B1‑3 zoning offers flexibility for various commercial uses.
Two floors with separate entrances, allowing for multiple businesses.
Modern amenities including updated HVAC units, LED lighting, and bathrooms on both floors.

Updated: Oct 27, 2025

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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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$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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$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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$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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$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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$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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$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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$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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$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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$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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$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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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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$4,250,000

Ravenswood Mixed-Use Investment Opportunity

Eleven-unit, fully renovated mixed-use building in desirable Ravenswood neighborhood.

1954 W Montrose Ave, Chicago, IL 60613

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$1,100,000

7,267 SF

Mixed-Use Property with Theater Space

Mixed-use property featuring a theater and residential units.

3014 W Irving Park Rd, Chicago, IL 60618

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Based on your search, we've compiled 122 Potential Opportunities for your consideration. Besides 16 Active listings in Chicago, IL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 98 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

Explore Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

$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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$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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$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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$6,250,000

67,800 SF

TOCA Football Net Leased Property

Single tenant TOCA football property in Evanston, Illinois for sale.

2454 Oakton St, Evanston, IL 60202

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Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

$90,000

2.17 Acres

Recreational Land in Hammond, Indiana

Two wooded parcels totaling 2.17 acres, zoned for recreational development.

4302 Oak Avenue, Hammond, IN 46327

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$550,000

2.41 Acres

Prime Corner Lot in Carpentersville

2.41 acre corner lot near Randall Road corridor.

Huntley Road lot: 009, Carpentersville, IL 60110

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$550,000

2.38 Acres

Prime Land in Randall Road

2.38 acres in Carpentersville's Randall Road Commercial District.

6850 Huntley Road, Carpentersville, IL 60110

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$299,865

1.32 Acres

Crown Point Commercial Land Opportunity

1.32 acres of commercial land in a prime location.

6889 E 109th Avenue, Crown Point, IN 46307

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Explore Off-Market Properties in Chicago, IL

Consider similar Off-Market properties in Chicago, IL. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

3320 Roosevelt Rd

THEATER (MOVIE) • 17,500 SF

Value Estimation

$7,130,000

3320 Roosevelt Rd, Chicago, IL 60624

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1113 Homan Ave

THEATER (MOVIE) • 1.48 Acres

Value Estimation

$1,380,000

1113 Homan Ave, Chicago, IL 60624

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3900 Columbus Ave

BOWLING ALLEY • 27,100 SF

Value Estimation by Request

3900 Columbus Ave, Chicago, IL 60652-3751

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12341 Halsted St

BOWLING ALLEY • 15,400 SF

Value Estimation by Request

12341 Halsted St, Chicago, IL 60628

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2123 Rockwell St

THEATER (MOVIE) • 4,900 SF

Value Estimation by Request

2123 Rockwell St, Chicago, IL 60647-3070

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2135 Milwaukee Ave

THEATER (MOVIE) • 10,600 SF

Value Estimation

$605,000

2135 Milwaukee Ave, Chicago, IL 60647-4014

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2135 Milwaukee Ave

THEATER (MOVIE) • 122,600 SF

Value Estimation

$1,505,000

2135 Milwaukee Ave, Chicago, IL 60647-4014

View details

3949 Armitage Ave

BOWLING ALLEY • 5,900 SF

Value Estimation

$715,000

3949 Armitage Ave, Chicago, IL 60647-3450

View details

Chicago, IL Sports & Entertainment Properties Investment Opportunities Market Analysis

Explore 114 sports & entertainment properties for sale in Chicago, IL, showcased through 16 active listings on our real estate platform. These investment opportunities span a total of 12,213,230 square feet of properties for sale, with an estimated market value of $39,590,000.

Sale prices for sports & entertainment properties in Chicago, IL start at $125,000, averaging $899,772, 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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Chicago, IL Sports & Entertainment Properties for Sale

Bucktown-Wicker Park Commercial Opportunity

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

Lakeview Commercial Building on Lincoln

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

Wicker Park Commercial Property For Sale

Chicago Nightlife Venue with Apartment

Established Nightclub with Real Estate

Fulton Market Redevelopment Opportunity

Updated Leased Property For Sale

Single Tenant Net Lease Investment

Commercial Space with Storage

Lakeview Commercial Condo Opportunity

Iconic Venue on Weed Street

Historic Chicago Landmark Event Venue

Mixed-Use Building with Retail Space

Grocery Anchored Shopping Center

Ravenswood Mixed-Use Investment Opportunity

Mixed-Use Property with Theater Space

Explore Opportunities in Nearby Cities

Barrington Executive Center Opportunity

Barrington Executive Center Opportunity

Evanston NNN Investment Opportunity

TOCA Football Net Leased Property

Potential Development Sites for Consideration

Recreational Land in Hammond, Indiana

Prime Corner Lot in Carpentersville

Prime Land in Randall Road

Crown Point Commercial Land Opportunity

Explore Off-Market Properties in Chicago, IL

3320 Roosevelt Rd

1113 Homan Ave

3900 Columbus Ave

12341 Halsted St

2123 Rockwell St

2135 Milwaukee Ave

2135 Milwaukee Ave

3949 Armitage Ave

Chicago, IL Sports & Entertainment Properties Investment Opportunities Market Analysis

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