Chicago Retail for Sale - Northwest City

West Division Street retail corridor in Chicago’s trendy Wicker Park/Bucktown neighborhood—known for extra-wide sidewalks ideal for outdoor seating, plus a concentration of popular bars, restaurants, and boutiques—these properties deliver high visibility and strong foot traffic. With versatile spaces and favorable zoning, this portfolio is ideally suited for a wide range of retail uses, making it an attractive investment for those seeking to capitalize on this thriving, coveted corridor.

Property Subtype:

Storefront Retail/Residential

Date on Market:

2025-12-12

Chicago Retail for Sale - South Chicago

GSA Leased Property. Initial 10 year Lease with 8 yrs remaining. GSA occupies 8,776sf (67.8%) of the +/-12,901sf one story building. GSA is a relocation from a few blocks away to a more modern facility. The GSA portion is a Social Security Office that has been in the area for over 20 yrs. They have invested nearly one million dollars in the buildout in this location. Rent commencement date for the GSA lease was May 15, 2023. The remaining 4,214 sf consists of 3 value added retail stores. Unit 5255 is +/-1,180sf and is currently vacant. Unit 5257 is +/- 1,575sf and is leased to a nail salon on a mo/mo basis with a gross lease. Unit 5259 is +/- 1,380sf and is leased to a convenience store with a modified gross lease. Newly remodeled building includes new roof, new HVAC systems and total modern interior renovation of the GSA leased space. An added bonus to this investment is that the annual $111, 122 Tenant Improvement allowance reinmbursed to the Landlord thru 5/31/2028 is not factored in the calculated $233,903 NOI. Estimated annual NOI thru 05/31/2028 is approximately $345,025. That increases the cap rate to approximately 10.61% thru May 2028.

Property Subtype:

Storefront Retail/Office

Date on Market:

2025-12-04

Chicago Retail for Sale - South Chicago

Constructed in 2018, this single tenant net leased freestanding Goodwill store represents a ground-up new construction combined with a partial adaptive reuse, delivering a fully renovated asset with zero landlord responsibilities in a dynamic retail corridor bordering the southwestern edge of Chicago and Evergreen Park. Its location between both high-income and emerging neighborhoods drives robust inbound donation traffic and consistent outbound shopper activity. Positioned on Western Avenue with a rare 320 feet of frontage and on-site parking, the property benefits from exceptional visibility and access to more than 31,000 vehicles per day. Additionally, the site is shadow anchored by major national retailers including Walmart, Sam’s Club, Meijer, and Menards, and sits within a vibrant retail and medical corridor that brings strong daytime and employee populations. The submarket exhibits extremely low retail vacancy for spaces with Western Avenue exposure, underscoring the strong tenant demand in the area. Recent nearby lease transactions have achieved gross rents of more than $20/SF higher than the subject property, highlighting the below-market rent and NNN pass-through expenses. The property is leased to the largest of the 150 regional Goodwill organizations across the world, operating roughly 100 stores between greater Chicago and Milwaukee with $360 Million in 2024 revenues. The thrift retail sector continues to experience powerful growth driven by sustainability trends, affordability, and the enduring popularity of the “treasure hunt” shopping experience. As a resilient, recession-resistant retail category, the sector tends to do better in economic downturns. With its strong tenant, below-market rent, thrift sector trends, and location in a stable and dynamic Chicago retail corridor, this asset represents a rare opportunity to acquire a newly constructed, high-visibility retail property with a strong fundamentals and long-term upside. Owner is a licensed Illinois managing real estate broker.

Property Subtype:

Freestanding

Date on Market:

2025-11-10

Chicago Retail for Sale - Lincoln Park

The Boulder Group is pleased to exclusively market for sale a single tenant net leased Enterprise property in Chicago, Illinois. Enterprise has been successfully operating from this location since 1985 and executed a lease extension in 2015 demonstrating commitment. The current lease runs through February 2033 and features signi?cant 2.25% annual rental escalations. The lease is also absolute triple net and presents no landlord responsibilities. This is a rare, dense urban in?ll site in the heart of Wrigleyville, presenting a potential covered land opportunity as the tenant holds no renewal options. The property bene?ts from its position within Chicago’s vibrant Lakeview neighborhood. There are over 106,000 people living within one mile of the property, those of which earn an average household income exceeding $183,000. The property is surrounded by major demand drivers including Advocate Illinois Masonic Medical Center (397 beds), Advocate Outpatient Center, Belmont Harbor, Diversey Harbor, Jewel-Osco, Whole Foods, and Wrigley Field. Situated just two blocks from Wellington Station, served by the Purple and Brown CTA lines with a combined 38,000 daily riders, the property offers exceptional transit access. It is also surrounded by major thoroughfares, including Diversey Pkwy (16,700 vehicles per day), Halsted St (12,400 VPD), Lincoln Ave (13,000 VPD), Belmont Ave (17,700 VPD), and Lake Shore Dr (161,000 VPD). Enterprise Rent-A-Car, founded in 1957 by Jack Taylor in St. Louis, Missouri, is a global leader in the car rental industry. Initially a small leasing company with just seven vehicles, Enterprise grew under Taylor’s vision of exceptional customer service and a focus on local markets. Today, it operates over 9,500 locations in more than 100 countries, offering a wide range of vehicles for personal and business use. The company, still family-owned through Enterprise Mobility, emphasizes ?exibility with services like daily rentals, long-term leases, and innovative programs such as Enterprise CarShare and Exotic Car Collection, catering to diverse customer needs.

Property Subtype:

Freestanding

Date on Market:

2025-11-06

Chicago Retail for Sale - Northwest City

Property Subtype:

Health Club

Date on Market:

2025-10-30

Chicago Retail for Sale - South Chicago

High CTA Ridership: The site benefits from being 1 block from the CTA “L” Pulaski station, which saw total entries of 942,000 riders in 2024, making it the Orange Line’s second highest ridership location. Excellent Highway Accessibility: Strategically located just 1.5 miles from Interstate 55, a major arterial route connecting the southwest suburbs to downtown Chicago, which sees approximately 190,000 vehicles per day—providing exceptional regional access and high visibility for commercial traffic. High Traffick Retail Corridor: Pulaski Rd. (34,440 VPD) runs throughout the entire City of Chicago, providing strong traffic counts and visibility to the immediate area. Other retailers include Jewel-Osco, McDonald’s, Chipotle, and Walgreens, among others.

Property Subtype:

Bank

Date on Market:

2025-10-10

Chicago Retail for Sale - South Chicago

The Property consists of +/-1.05 acres and a one-story, +/-14,033-square-foot strategically located between the University of Illinois Chicago and the Illinois Medical District. Due to its irreplaceable location, the Property ranks in the top 11th percent of all CVS pharmacies in Illinois, according to Placer.ai. The lease is guaranteed by CVS Health Corp. (NYSE: CVS). In Association With Isaiah Harf, IL Lic #471019332

Property Subtype:

Drug Store

Date on Market:

2025-09-18

Chicago Retail for Sale - South Chicago

Arm Chair investment with fortune 500 (Ranked #111) national credit tenant (NYSE: DG). Major commercial corridor next to McDonald and many recognized businesses. The lease just renewed and this location is one of the busiest dollar general location in Chicagoland. The huge land can offer another future upside potential to add about 5000 sqft additional retail /drive thru space on outlot.

Property Subtype:

Freestanding

Date on Market:

2025-08-04

Chicago Retail for Sale - Northwest City

Vesper Aesthetics, current owner, will sign a 5-year $29/sqft NNN lease at closing.

Property Subtype:

Storefront Retail/Office

Date on Market:

2025-07-07

Chicago Retail for Sale - South Chicago

NNN Investment and great long term tenants mix. 100 % Occupied with 8 tenants. Very visible and busy 6 corner business corridor. Very dense population area with countless car and foot traffic. Built 2007.

Date on Market:

2025-05-14

Chicago Retail for Sale - South Chicago

SRS Real Estate Partners-Midwest, LLC is pleased to offer the opportunity to acquire the fee simple interest (land & building ownership) in an absolute NNN leased, freestanding, Pizza Hut investment property located in Chicago, Illinois. The tenant, PH S Stoney Island LLC, will sign a brand new 15 year lease with 3 (5-year) options to extend at close of escrow, demonstrating their commitment to the site. The lease features 10% rental increases every 5 years throughout the initial term and at the beginning of each option period, growing NOI and hedging against inflation. The lease is absolute NNN with zero landlord responsibilities making it an ideal, management free investment opportunity for a passive investor.

Property Subtype:

Restaurant

Date on Market:

2025-04-02

Elmwood Park Retail for Sale - Oak Park Area

SRS Multi-Tenant Investments is pleased to offer the opportunity to acquire the fee simple interest (land & building ownership) in an absolute NNN leased, 2-tenant investment property located in Elmwood Park, Illinois. The tenant, Little Newton’s, has an agreement in place to extend the lease until 6/30/2037, bringing the term remaining to over 12 years with 4 (5-year) options to extend, demonstrating their commitment to the site. Foss Swim School has over 4 years of term remaining. Both leases currently feature 1.5% annual rental increases throughout the initial term and Little Newton’s extend throughout each option period, steadily growing NOI and hedging against inflation. The leases are absolute NNN in structure with zero landlord responsibilities making it an ideal investment opportunity for a passive investor.

Property Subtype:

Freestanding

Date on Market:

2025-03-17

Chicago Retail for Sale - South Chicago

Net leased investment property for sale. The Tenant S2 Express grill operates 11 successful restaurants in the Chicagoland area. Leases are triple net with virtually no Landlord responsibilty. Lease started on Janaury 1, 2020. 10% bump on June 1, 2028. Tenant has (1) 10 year renewal option that also has a 10% bump upon renewal and another 10% increase on 6/1/2038. S2 Grill was founded in 2019 by Andre and Suheir Williams as an extension of their popular nightlife venue - S2 Ultra Bar in Calumet Park, IL. During the course of relocating, they received so much positive feedback from customers via social media about their food that the next logical step was to open a restaurant instead, where people could continue to enjoy their cuisine and so S2 Express Grill was born.

Property Subtype:

Restaurant

Date on Market:

2025-03-06

Bensenville Retail for Sale - O'Hare

HMX Realty Advisors exclusively presents for sale a rare opportunity to acquire a property featuring a restructured absolute triple net lease with CVS, an investment-grade tenant (NYSE: CVS), further enhanced by a sublease with AutoZone, a leading auto parts retailer. This structure offers an exceptionally secure and predictable income stream for the next 17 years, mitigating typical retail investment risks. CVS entered a new 20-year lease in 2022 in exchange for a significant rent reduction. Key Advantages: Investment-Grade Security: While the property is currently occupied by AutoZone, the primary lease obligation rests with CVS, a Fortune 500 company. This provides a substantial layer of financial security, as CVS remains contractually bound to the lease, regardless of AutoZone's occupancy. This eliminates the risk of vacancy or tenant turnover typically associated with single-tenant properties. Think of it as having the stability of CVS as your tenant, even with the benefit of AutoZone's daily operations. De-risked Retail Investment: Unlike traditional retail investments, where tenant closures are a concern, this property has already navigated that potential challenge. CVS strategically subleased the location to AutoZone after getting a significant rent reduction and more lease term. This proactive approach by CVS effectively de-risks the investment for you. Strong Location & Market: The property is situated in a high-traffic area in Bensenville, near O'Hare International Airport, and benefits from the strong retail presence of nearby Walgreens. This prime location contributes to the success of AutoZone and reinforces the long-term value of the real estate. Attractive Entry Point: The current rental rate of $194,450 per year reflects a strategic rent reduction negotiated by CVS in conjunction with their 20-year lease extension. This creates an attractive entry point for investors seeking a stable, long-term return with no management responsibilities whatsoever. Unique Investment Narrative: This property offers a compelling narrative – a secure, long-term lease with an investment-grade tenant, enhanced by a successful sublease to a well-established retailer. This unique structure allows for a lower cap rate justification, reflecting the reduced risk profile compared to typical retail investments. The property is very close to O’Hare International Airport in Chicago, one of the busiest airports in the United States. There are many shipping and warehousing uses nearby which service the airport and give this area a significant daytime population. Retailers in the immediate area include PB, Popeye’s, Dunkin Donuts, Speedway, UPS, Burger King, Shell, Walgreens and McDonald’s.

Property Subtype:

Freestanding

Date on Market:

2025-02-26

Chicago Retail for Sale - Lincoln Park

This offering is presented by KW Commercial and Keller Williams ONEChicago. Located at 3219 N. Clark Street in Chicago’s vibrant Lake View neighborhood, this property offers a unique redevelopment opportunity. The building, originally constructed in 1925 and classified as Class C, features a gross leasable area (GLA) of 6,992 square feet. With a current tenant occupying the ground floor, the upper floors are primed for conversion to residential apartments, making this a compelling mixed-use investment. Redevelopment Opportunity Residential Conversion: Potential to transform the 2nd and 3rd floors into (4) 900 SF residential apartments at $65,000 per unit for the renovation. 2nd Floor: (2) 2-bedroom, 2-bathroom unit with a pro forma rent of $3,250 per month. 3rd Floor: (2) 2-bedroom, 2-bathroom unit with a pro forma rent of $3,250 per month. Ground Floor Commercial Space: Maintains income stability with 3,300 SF of medical office or retail space under a pro forma NNN rent of $33.00/SF annually. Cash Flow Opportunity During Pre-Renovation Phase The current tenant’s lease, which began on January 1, 2006, runs through December 31, 2027. Starting in January 2026, the base rent will increase to $18,063 per month. This structure provides an investor with the opportunity to generate consistent cash flow (rental income) while obtaining plans and permits for renovations. Renovation work cannot commence until the tenant vacates the property, offering the investor time to prepare while maintaining financial stability. Financial Summary The purchase price is $2,000,000. The ground-floor lease provides consistent income, with the base rent increasing to $18,063 per month ($31.00/SF) by 2026. The existing lease, which runs through 2027, ensures stable revenue while providing time for the planned residential conversion. Tenant Information Blum Animal Hospital, part of the national VCA Animal Hospitals Inc. network, currently occupies the ground floor. VCA is recognized for its high-quality pet care and extensive network of over 1,000 locations, providing a stable and reputable tenant for the property during the renovation. Location and Market Overview Nestled in the affluent and dynamic Lake View neighborhood, the property enjoys a prime location surrounded by shopping, dining, and cultural attractions. It offers excellent visibility, high foot traffic, and proximity to public transportation, enhancing its appeal to both residents and businesses. Investment Highlights This property combines the security of a long-term, reputable tenant with the significant upside of redevelopment potential. Mixed-use redevelopment offers diversified income streams. Phased renovation approach allows for cash flow during construction. Prime location in a thriving community ensures ongoing demand for residential and commercial spaces. Triple Net Lease (NNN) structure minimizes landlord expenses while maintaining stable cash flow Projected total annual income of $220,600 highlights the value of the planned conversion. The property at 3219 N. Clark Street is an exceptional opportunity for investors seeking to capitalize on Lake View’s robust real estate market while ad. adding value through strategic redevelopment and operational flexibility.

Property Subtype:

Storefront

Date on Market:

2024-08-16

Riverdale Retail for Sale - Near South Cook

Property Subtype:

Drug Store

Date on Market:

2024-05-27

Chicago Retail for Sale - Northwest City

Available individually or as a portfolio, ask about our other midwest Walgreens locations. WALGREENS Walgreens, one of the nation’s largest drugstore chains, is included in the Retail Pharmacy USA Division of Walgreens Boots Alliance, Inc. (NASDAQ: WBA), the first global pharmacy-led, health and wellbeing enterprise. Walgreens Boots Alliance has over 21,000 stores in 11 countries as well as one of the largest global pharmaceutical wholesale and distribution networks, with over 425 distribution centers delivering to more than 250,000 pharmacies, doctors, health centers and hospitals each year in more than 20 countries. CHICAGO, IL Chicago-Naperville-Elgin is one of the largest metros in the nation. The Chicagoland area is bounded to the east by Lake Michigan, expands over a 5,000-square-mile region in northeastern Illinois and extends into Wisconsin and Indiana. The metro houses 9.5 million people and comprises 14 counties. The city of Chicago contains 2.7 million residents. The greatest growth during the past 20 years occurred in the western portion of the region and was exemplified between 2020-2021. Since then, movement back into downtown Chicago is gaining headway as employers increasingly push for hybrid work schedules, while progressing tourism levels support activity in the urban core. Illinois Broker of Record: Steven Weinstock One Mid America Plaza, Ste. 200 Oakbrook Terrace, IL 60181 P: (630) 570-2200 Steven.Weinstock@MarcusMillichap.com Lic #: 471.011175

Property Subtype:

Drug Store

Date on Market:

2024-04-25

Chicago Retail for Sale - Northwest City

Available individually or as a portfolio, ask about our other midwest Walgreens locations. WALGREENS Walgreens, one of the nation’s largest drugstore chains, is included in the Retail Pharmacy USA Division of Walgreens Boots Alliance, Inc. (NASDAQ: WBA), the first global pharmacy-led, health and wellbeing enterprise. Walgreens Boots Alliance has over 21,000 stores in 11 countries as well as one of the largest global pharmaceutical wholesale and distribution networks, with over 425 distribution centers delivering to more than 250,000 pharmacies, doctors, health centers and hospitals each year in more than 20 countries. CHICAGO, IL Chicago-Naperville-Elgin is one of the largest metros in the nation. The Chicagoland area is bounded to the east by Lake Michigan, expands over a 5,000-square-mile region in northeastern Illinois and extends into Wisconsin and Indiana. The metro houses 9.5 million people and comprises 14 counties. The city of Chicago contains 2.7 million residents. The greatest growth during the past 20 years occurred in the western portion of the region and was exemplified between 2020-2021. Since then, movement back into downtown Chicago is gaining headway as employers increasingly push for hybrid work schedules, while progressing tourism levels support activity in the urban core. Illinois Broker of Record: Steven Weinstock One Mid America Plaza, Ste. 200 Oakbrook Terrace, IL 60181 P: (630) 570-2200 Steven.Weinstock@MarcusMillichap.com Lic #: 471.011175

Property Subtype:

Drug Store

Date on Market:

2024-04-25

Chicago Retail for Sale - South Chicago

The Boulder Group is pleased to exclusively market for sale a single tenant net leased Dollar Tree located in Chicago, Illinois. The property underwent extensive renovations in 2023 for Dollar Tree’s tenancy, coinciding with the start of their long-term lease, which runs through November 2033. The lease includes three 5-year renewal options, each featuring a $0.50/SF rent increase at commencement. Significant capital improvements were completed in preparation for occupancy, including a newly sealed and striped parking lot, upgraded parking lot lighting, an updated fire sprinkler and electrical system, and a refreshed monument sign. Additionally, the HVAC system was replaced in 2018. Dollar Tree is an investment-grade tenant with an S&P credit rating of BBB. The 15,717 square-foot building benefits from its hard corner position along South Western Avenue which experiences over 27,900 vehicles per day. Additionally, the subject property is within proximity to Interstate 57 (145,000 VPD). The asset is in an affluent pocket of Chicago where the average household income is $122,000 within 1-mile. It is also a densely populated area with 449,000 people living in a 5-mile radius. Neighboring tenants include Fairplay Foods, NAPA Auto Parts, Meineke, PNC Bank, Buona Beef, U-Haul, and several others. Furthermore, Morgan Park Highschool (1,200+ Students) is located less than one mile east of the property. This is an urban-infill location with high barriers to entry for new tenants. Dollar Tree, Inc. is an American multi-price-point chain of discount variety stores. Headquartered in Chesapeake, Virginia, it is a Fortune 500 company and operates 16,000 stores throughout the 48 contiguous U.S. states and Canada. Its stores are supported by a nationwide logistics network of 24 distribution centers. Additionally, the company operates stores under the name of Dollar Bills, as well as a multi-price-point variety chain under the Family Dollar banner.

Property Subtype:

Drug Store

Date on Market:

2023-09-08

Summit Argo Retail for Sale - Near South Cook

Hard Corner Strip Center at 63rd and Harlem. 4 retail spaces fully leased inside the retail building with long term leases and good rents. Large sign on corner for all tenants and amazing visibility. Access to both Harlem as well as 63rd. Street. Just down the street from Seat Geek Stadium and near everything Harlem has to offer. Highly dense and strong vehicle traffic. Call for Financials and additional information.

Property Subtype:

Freestanding

Date on Market:

2022-08-29

Chicago Retail for Sale - South Chicago

A nearly 22,000 square foot office/retail center located in Chicago, IL is available for sale. Assumable debt is available at 4.3% with over 4 years remaining on the term. This fully leased retail center is anchored by Dollar Tree (BBB Investment Grade Rating) and a healthcare tenant with 19 locations in Illinois. The property is ideally located one mile away from the University of Chicago campus in the high growth neighborhood of Bronzeville. Look around and see development on almost every corner. **Key Features**: - **Strategic Location**: Just west of the full interchange at 47th and Lake Shore Drive, with high traffic exposure. - **Opportunity Zone**: Eligible for preferential tax treatment. - **Strong Demographics**: 47,000+ residents within one mile. - **Parking**: 42 spaces on-site. - **Public Transit**: Half a mile from CTA Green Line 47th Street Station (373,918 annual entries). With stable tenants and a prime location, this property offers a solid investment in a growing area. . Contact us today for more details.

Date on Market:

2025-02-05

Chicago Office for Sale - South Chicago

Property Subtype:

Medical

Date on Market:

2025-09-16

Portfolio of properties for Sale - Near South Cook

Will not last long !!! - Meticulously Maintained Condo portfolio. .. NOI and CAP Rate are Pro Forma Arm Chair Investment - Current Rents are Below Market - Presents the new owner the Opportunity to increase Income, Cap rate & ROI by adjusting rents to fit the market. This is anAmazing opportunity for an investor to enter the thriving residential market at an affordable price point... Each unite separately metered - Affording an investor the flexibility to liquidate of each unit separately under their discretion. BELOW MARKET RENTS - Plenty of room to increase Rents and Revenue. Turn Key - Majority of rents are paid on time and electronically deposited.. **** Purchasing a condominium portfolio has significant advantages over purchasing a single property that features the same or better cap rate. Each condominium has an association that handles & budgets for large expenses including: parking lot, roof, exterior, foundation, structural, etc. Each condominium has their own separate duct work and HVAC systems. ***** Excellent Please note: CoStar/Loopnet manipulates the data contained in our listings without the consent of the property owner and Brokerage . Often times this creates Inaccuracies in our listings. Due to this, the accuracy of each listing should be confirmed by contacting our office or agent directly..

Date on Market:

2018-10-29