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    Chicago, IL Sports & Entertainment Properties for Sale

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    Cicero, IL Oak Park, IL Stickney, IL
    16 results
    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
    View details
    Lakeview Commercial Building on Lincoln
    $1,550,000
    8,700 SF

    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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    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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    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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    Theater with Residential Income Units
    $1,099,000
    5,183 SF

    Theater with Residential Income Units

    Mixed-use property featuring a theater and two renovated apartments.

    3014 W Irving Park Road, Chicago, IL 60618
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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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    Archer Heights Nightlife Venue
    $1,400,000
    0.13 Acres

    Archer Heights Nightlife Venue

    Legendary Chicago nightclub with real estate, business, and apartment.

    9999 CONFIDENTIAL S Pulaski Road, Chicago, IL 60632
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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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    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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    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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    Ravenswood Mixed-Use Investment Opportunity
    $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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    Based on your search, we've compiled 80 Potential Opportunities for your consideration. Besides 16 Active listings in Chicago, IL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 56 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

    Opportunities in Nearby Cities

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

    Versatile Commercial Space on Corner Lot
    $515,000
    6,000 SF

    Versatile Commercial Space on Corner Lot

    Adaptable commercial space with high visibility and accessibility.

    6363 W Lincoln Highway, Matteson, IL 60443
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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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    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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    TOCA Football Net Leased Property
    $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.

    Recreational Land in Hammond, Indiana
    $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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    3.51 Acres in Roselle
    $1,400,000
    3.51 Acres

    3.51 Acres in Roselle

    Two parcels totaling 3.51 acres near Roselle Metra.

    24-w737 West Central Avenue, Roselle, IL 60172
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    18.76 Acres For Redevelopment
    $12,500,000
    18.76 Acres

    18.76 Acres For Redevelopment

    18.76 acres for redevelopment at I-80 and Route 30.

    1500 West Lincoln Highway, New Lenox, IL 60451
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    Prime Corner Lot in Carpentersville
    $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
    View details

    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.

    4054 Milwaukee Ave

    4054 Milwaukee Ave

    THEATER (MOVIE)
    Value Estimation
    $700,000
    4054 Milwaukee Ave, Chicago, IL 60641-3899
    View details
    3137 Halsted St

    3137 Halsted St

    THEATER (MOVIE) • 17,900 SF
    Value Estimation by Request
    3137 Halsted St, Chicago, IL 60657
    View details
    3320 Roosevelt Rd

    3320 Roosevelt Rd

    THEATER (MOVIE) • 17,500 SF
    Value Estimation
    $7,130,000
    3320 Roosevelt Rd, Chicago, IL 60624
    View details
    1113 Homan Ave

    1113 Homan Ave

    THEATER (MOVIE) • 1.48 Acres
    Value Estimation
    $1,380,000
    1113 Homan Ave, Chicago, IL 60624
    View details
    3900 Columbus Ave

    3900 Columbus Ave

    BOWLING ALLEY • 27,100 SF
    Value Estimation by Request
    3900 Columbus Ave, Chicago, IL 60652-3751
    View details
    12341 Halsted St

    12341 Halsted St

    BOWLING ALLEY • 15,400 SF
    Value Estimation by Request
    12341 Halsted St, Chicago, IL 60628
    View details
    2123 Rockwell St

    2123 Rockwell St

    THEATER (MOVIE) • 4,900 SF
    Value Estimation by Request
    2123 Rockwell St, Chicago, IL 60647-3070
    View details
    2135 Milwaukee Ave

    2135 Milwaukee Ave

    THEATER (MOVIE) • 10,600 SF
    Value Estimation
    $605,000
    2135 Milwaukee Ave, Chicago, IL 60647-4014
    View details

    Chicago, IL Sports & Entertainment Properties Investment Opportunities Market Analysis

    Explore 72 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 106,477 square feet of properties for sale, with an estimated market value of $35,175,900.

    Sale prices for sports & entertainment properties in Chicago, IL start at $385,000, averaging $3,517,590, and reaching up to $9,750,000 — 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

    Fitness centers & gyms 49
    Theaters & concert halls 8
    Night clubs 3
    Bowling alleys 1

    Property Size Breakdown

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

    Demographics Overview

    Population 2.91M
    Population Growth (5Y) +0.6%
    Median Household Income $76,477
    College Educated 44.3%

    High-Yield Neighborhoods for Strategic Investment

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

    Neighborhood Average Price
    60659 $385K
    60647 $780K
    60634 $850K
    60618 $1.1M
    60640 $1.3M

    Taxes & Financing

    Average Loan-to-Value 65.0%

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