Chicago, IL Sports & Entertainment Properties for Sale

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West Chicago, IL Cicero, IL Oak Park, IL David City, NE Berwyn, IL River Forest, IL Forest Park, IL Evanston, IL

19 properties

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Updated: Apr 21

Theater with Residential Income Units

3014 W Irving Park Road, Chicago, IL 60618

$1,099,000

5,183 sqft

Turn‑key 150‑seat theater with stage, seating, bar, and dressing rooms.
Two fully renovated 2BD/1BA apartments providing reliable income.
High‑visibility Irving Park Road location with 41,000+ vehicles per day.
Mixed‑use property ideal for an owner‑user.
Commercial lease in place through December.

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This listing looks promising.

Here's a quick look at some key insights for

3014 W Irving Park Road, Chicago, IL 60618

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Est. Cap Rate

8%
Above avg (5.9%)
Est. NOI

$87K
Annual
Mortgage

$525K
Jul 2005
Last Sold

Apr 2014
$411K
Property Type

Apartments (Generic)
Built 1915

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Updated: Nov 17, 2025

Bucktown-Wicker Park Commercial Opportunity

1893 N Milwaukee Avenue, Chicago, IL 60647

$780,000

0.05 AC lot

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.

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Corner Entertainment Venue with Apartment

9999 CONFIDENTIAL S Pulaski Road, Chicago, IL 60632

$1,400,000

0.13 AC lot

Turnkey nightclub and bar with three separate entrances, plus a second-floor apartment for income or owner occupancy.

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Theater and Mixed-Use Building

5401 W Madison Street, Chicago, IL 60644

$415,000

0.16 AC lot

Iconic performing-arts venue with built-in apartment income and dedicated kitchen space for food or catering concepts.

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Indoor Sports & Social Facility

2367 West Logan Boulevard, Chicago, IL 60647

$14,180,000

51,777 sqft

Year-round indoor multi-sport beach concept offered with a newly commenced net lease and an on-site electronic billboard option.

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Remodeled Fitness Studio Building

3348 W montrose Avenue, Chicago, IL 60618

$250,000

1,980 sqft

Single-story commercial building with remodeled interior, HVAC, and electrical, currently configured as a fitness studio with rear parking.

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Mixed-Use Corner Property with Event Hall

3935 South Kedzie Avenue, Chicago, IL 60632

$230,000

5,625 sqft

Mixed-use corner building with a main-level event venue and income-producing SRO units, sold as-is with violations.

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Commercial Space with Storage

2633 W Bryn Mawr Avenue C3, Chicago, IL 60659

$385,000

1,260 sqft

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

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Bar and Nightclub with Apartment

9999 CONFIDENTIAL S Pulaski Road, Chicago, IL 60632

$1,400,000

Corner bar/nightclub with three separate entrances and a 3-bedroom apartment on the second floor.

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Turnkey Fitness Space in Old Town

1513 N. Wells Street, Chicago, IL 60610

Contact for pricing

9,355 sqft

Second-generation fitness space in a high-visibility Old Town location.

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Mixed-Use Theater and Apartments

5401 West Madison Street, Chicago, IL 60644

$415,000

6,752 sqft

Purpose-built theater with mixed-use space and two apartments, offering flexible zoning and on-site residential income potential.

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Two-Unit Retail/Flex Building

3743 W Belmont Ave, Chicago, IL 60618

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13,000 sqft

Two-unit retail/flex building with nearly 14' ceilings, one exterior dock, and two drive-in doors.

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Established Nightclub with Real Estate

2759 S Pulaski Road, Chicago, IL 60623

$1,490,000

Iconic nightclub for sale with real estate and equipment.

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Chicago Theater with Ample Parking

5530 W Homer Street, Chicago, IL 60639

Contact for pricing

57,976 sqft 9.97 AC lot

Single tenant, net leased AMC Theatre with 10 years remaining.

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Turnkey Martial Arts School

6741 W Archer Avenue, Chicago, IL 60638

$499,900

Long-established martial arts school on a busy, high-traffic street, with equipment included as part of the sale.

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Updated Leased Property For Sale

5844-5848 W MONTROSE Avenue, Chicago, Chicago, IL 60634

$850,000

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

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Historic Chicago Landmark Event Venue

201 S Ashland Avenue, Chicago, IL 60607

$9,995,000

Renovated landmark building in Chicago, ideal for diverse events.

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Ground-Floor Retail Condominium

1720 W North Ave, Chicago, IL 60622

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Newer ground-floor retail suite leased to iLoveKickboxing in a mixed-use building with 17 residential units.

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Single-Tenant Fitness Facility Building

2271 N Clybourn, Chicago, IL 60614

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Single-tenant clear span bow truss building leased to Chicago Kickboxing Club under a five-year term.

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Based on your search, we've compiled Potential Opportunities for your consideration. Besides 19 Active Listings in Chicago, IL, we suggest to view alternatives - similar 53 Off-Market properties to explore as potential leads.

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.

THEATER (MOVIE)

4054 Milwaukee Ave, Chicago, IL 60641-3899

$700,000

Estimated value

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THEATER (MOVIE)

3137 Halsted St, Chicago, IL 60657

Value Estimation by Request

17,900 sqft 0.22 AC lot

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THEATER (MOVIE)

3320 Roosevelt Rd, Chicago, IL 60624

$7,130,000

Estimated value

17,500 sqft 0.04 AC lot

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THEATER (MOVIE)

1113 Homan Ave, Chicago, IL 60624

$1,380,000

Estimated value

1.48 AC lot

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BOWLING ALLEY

3900 Columbus Ave, Chicago, IL 60652-3751

Value Estimation by Request

27,100 sqft 0.63 AC lot

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Chicago, IL Sports & Entertainment Properties Market Trends and Statistics

Explore 72 sports & entertainment properties for sale in Chicago, IL, showcased through 19 active listings on our real estate platform. These investment opportunities span a total of 72,577 square feet of properties for sale, with an estimated market value of $16,559,000.

Sale prices for sports & entertainment properties in Chicago, IL start at $230,000, averaging $2,759,833, and reaching up to $14,180,000 — 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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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Demographics Overview

Population 2.91M

Population Growth (5Y) +0.6%

Median Household Income $76,477

College Educated 44.3%

High-Yield Neighborhoods for Investment

Identify Chicago submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood	Average Price
60659	$385K
60644	$415K
60632	$815K
60634	$850K
60618	$1.1M

Taxes & Financing

Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Cook County

New Delisted

Property Size Breakdown

The majority of commercial real estate listings in Chicago fall within the 10,000+ square foot range.

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