Chicago 1031 Exchange Properties For Sale

5259 S Ashland Ave

Chicago, IL 60609

1031 Exchange Property
Retail for Sale
$4,477,850 CAD
12,901 SF

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.

Contact:

Network Commercial Real Estate, llc.

Property Subtype:

Storefront Retail/Office

Date on Market:

2025-12-04

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7200-02 S Stony Island Ave

Chicago, IL 60649

1031 Exchange Property
Multifamily for Sale
$4,546,740 CAD
21,600 SF

Air Conditioning
Kitchen
Smoke Detector

Chicago Multifamily for Sale - South Chicago

Triton is pleased to present 7200–02 S. Stony Island Avenue, a 24-unit multifamily investment opportunity located in the rapidly appreciating South Shore neighborhood of Chicago. This stately brick walk-up offers a highly desirable unit mix of twelve (12) spacious 2 bed / 1 bath and twelve (12) 1 bed / 1 bath apartments. The property has been meticulously maintained with significant capital improvements, blending modern upgrades with timeless vintage character. Each unit features expansive floor plans, large living rooms, generous bedroom sizes, and abundant natural light. Interior renovations include condo-quality finishes such as stainless steel appliances, in-unit laundry, updated kitchens and baths, and beautifully refinished hardwood flooring. All apartments are equipped with individual HVAC and hot water tanks, reducing owner operating costs. Building-level improvements include updated electrical and plumbing systems, a newer steel rear porch, extensive masonry and tuckpointing work, freshly painted exterior, keyless entry and intercom system installed, new wrought iron gate, security cameras, new doors throughout, and freshly updated interior hallways. South Shore continues to benefit from transformative public and private investment, including the nearby Obama Presidential Center and major infrastructure upgrades. Since ownership acquired the property, beyond the capital improvements, they have increased the gross rent amount by 23% . 7200–02 S. Stony Island offers investors the chance to acquire a stabilized, cash- flowing asset in current condition. A new owner can unlock slight rent increases and achieve an 7.42% cap rate, allowing for a significant cash-on-cash return for many years to come.

Contact:

Triton Realty Group, LLC

Property Subtype:

Apartment

Date on Market:

2025-11-19

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9438 S Ashland Ave

Chicago, IL 60620

1031 Exchange Property
Retail for Sale
$3,443,122 CAD
2,400 SF

Chicago Retail for Sale - South Chicago

We are pleased to present an exceptional investment opportunity—a newly constructed Starbucks property completed in 2022, featuring a secure 10-year lease with Starbucks Corporation (NASDAQ: SBUX S&P: BBB+). This property is strategically positioned as a pad site to Jewel-Osco Grocery Store, ensuring strong consumer traffic and visibility. Situated at highly visible and heavily traveled corner of S. Ashland Ave. and W. 95th Street. The surrounding area is home to a variety of well-established retailers, including McDonald's, Taco Bell, Burger King, Walgreens, BMO Bank, Dollar Tree, and Dunkin' Donuts, Subway and more, making this location highly desirable for continued foot traffic and long-term growth. The asset is backed by a stable NN lease structure, offering minimal landlord responsibilities and ease of management. With over (7) seven years remaining on the lease term, the investment benefits from (4), 5-year extension options, providing long-term stability. Additionally, rent increases of 10% every 5 years ensure steady income growth throughout the lease duration. For more information or inquiries, please contact Michael Murphy or Christopher Mauriello.

Contact:

Douglas Elliman Commercial

Property Subtype:

Storefront

Date on Market:

2025-04-18

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More details for 556 47th St, Chicago, IL - Land for Sale

Bronzeville Land Parcel Available - 556 47th St

Chicago, IL 60653

1031 Exchange Property
Land for Sale
$1,591,359 CAD
21,000 AC Lot

Chicago Land for Sale - South Chicago

Presented by the Midwest Investment Advisors team with KW Commercial and Keller Williams ONEChicago. Located in the thriving neighborhood of Bronzeville, Chicago, this land parcel portfolios offers a prime opportunity to invest in an area poised for development. With significant cultural value and a rapidly growing economic landscape, Bronzeville is attracting attention from developers, businesses, and investors alike. This land portfolio includes 2 parcels, all strategically located to capitalize on the neighborhood's ongoing revitalization and increasing demand for both residential and commercial developments. The land parcels in this portfolio range in size and zoning, offering flexibility for various development possibilities. These include: 556 E 47th St. | 14,980 SF | Zoned B3-2. | APN - 20-03-424-025-0000 4644 S Saint Lawrence | 6,020 SF | Zoned B3-2. | APN - 20-03-424-017-0000 Total | 21,000 SF | Zoned B3-2. | Purchase Price - $1,155,000 Bronzeville Neighborhood Development Bronzeville has become a key area for urban development in Chicago, benefiting from several major projects. The Bronzeville Lakefront Project is one of the largest undertakings in the area, transforming the former Michael Reese Hospital site into a mixed-use development that includes residential units, retail, and office spaces. Additionally, the Artis Senior Living Center and Boxville Marketplace continue to shape the neighborhood’s identity, bringing commercial activity and community-focused ventures to the area. Positive Economic Indicators Bronzeville’s economic outlook is highly favorable for investors: Rising Property Values: The neighborhood has seen significant appreciation in property values, fueled by development projects and increasing demand. Job Growth: Employment opportunities, particularly in healthcare, education, and technology, are expanding, contributing to the neighborhood's economic vitality. Transportation Access: Bronzeville boasts excellent public transportation options, making it a convenient location for both residents and businesses. Overall, this land parcel represents a strong investment opportunity in a neighborhood that combines historical significance with modern economic growth. With competitive pricing and a variety of development possibilities, these land parcels are well-positioned to benefit from the ongoing transformation of Bronzeville.

Contact:

Midwest Investment Advisors

Property Subtype:

Commercial

Date on Market:

2025-03-30

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More details for 5701 W Roosevelt Rd, Cicero, IL - Multifamily for Sale

Price Improved | 8% Cap Rate | Rental Upside - 5701 W Roosevelt Rd

Cicero, IL 60804

1031 Exchange Property
Multifamily for Sale
$2,548,930 CAD
18,000 SF

Private Bathroom
Kitchen

Cicero Multifamily for Sale - Cicero/Berwyn Area

The Proano Commercial Group is pleased to present a compelling investment opportunity at 5701 W. Roosevelt Road in Cicero, Illinois. This turnkey 18-unit mixed-use property features two commercial storefronts and sixteen residential apartments, including a mix of studios, one-bedroom, and two-bedroom units. The building is 90% renovated, enjoys high occupancy, and is efficiently operated with separate utilities and individual furnaces. Situated just one mile from I-290 and approximately nine miles from downtown Chicago, the asset sits on a prime corner lot and includes an adjacent vacant parcel, offering a unique opportunity for future development or additional income streams. Located just one mile from I-290 and approximately 9 miles southwest of downtown Chicago, this prime corner site sits at the intersection of Roosevelt Road and 57th Avenue in Cicero. The property fronts Roosevelt Road, a major two-lane east/west thoroughfare, with a public alley to the south. The immediate area features a diverse mix of commercial and mixed-use buildings, apartment complexes, and single-family homes—particularly along 57th Avenue. Cicero itself is a predominantly residential suburb with commercial corridors and scattered industrial areas, bordered by North and South Lawndale to the east, Oak Park and Austin to the north, Berwyn to the west, and Stickney to the south. This is a rare opportunity to acquire a stabilized asset in a vibrant, well-connected urban-suburban setting with strong surrounding infrastructure. Highlights: Prime Location – Corner site at Roosevelt Rd. & 57th Ave., 1 mile to I-290, 9 miles to downtown. Strong Market – Surrounded by residential, commercial, and mixed-use properties. Mixed-Use – 18 units: 2 retail + 16 residential (6 studios, 6 one-beds, 4 two-beds). Solid Build – 3-story masonry, 15,547 sq. ft. Updated Units – 90% of residential units renovated. Reliable Income – Long-term retail tenants, high residential occupancy. Efficient Ops – Separate utilities and individual furnaces. Expansion Potential – Includes adjacent vacant lot. Turnkey Asset –Cash-flowing, low maintenance, strong upside. Capital Improvements: 2024: -Two new hot water heaters installed -Complete remodel of both commercial unit bathrooms 2023: - Roof replaced over 5701 section - Plumbing upgraded (50% copper / 50% galvanized) - Lintels replaced - Tuck-pointing completed 2019: - All furnaces replaced (converted from radiator heating system) 2017: - Windows replaced throughout 2014-Present: - Interior renovations completed on most residential units to support market rent growth

Contact:

Coldwell Banker Commercial Realty

Property Subtype:

Apartment

Date on Market:

2025-03-24

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More details for 700 W Irving Park Rd, Bensenville, IL - Retail for Sale

Re-Priced CVS with AutoZone Chicago IL - 700 W Irving Park Rd

Bensenville, IL 60106

1031 Exchange Property
Retail for Sale
$5,252,174 CAD
10,941 SF

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.

Contact:

HMX1031.COM - NETLEASENAVIGATOR.COM

Property Subtype:

Freestanding

Date on Market:

2025-02-26

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5680 N Northwest Hwy

Chicago, IL 60646

1031 Exchange Property
Industrial for Sale
$1,653,360 CAD
14,000 SF

Chicago Industrial for Sale - Northwest City

Perfect 1031 or armchair investment opportunity. Building is occupied by long term tenant, Chicago School of Woodworking for 10 years. They have been in business for almost 20 years and they just extended the lease until 2030. The roof was completely torn off and replaced in 2021 and a new heating system was installed in 2023. 14,000 sq.ft. single story Industrial Building includes 1,600 sf office. New shop windows, new interior paint, and A/C in office. 12' ceiling height, 800 amp/3 phase power. 1 interior recessed dock (12'w x 14'h) with levelator. NOI $90,127.00 Blocks from I-90 and minutes from O'Hare International Airport.

Contact:

Garrett Realty & Development

Property Subtype:

Manufacturing

Date on Market:

2025-02-18

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565 W Randolph St

Chicago, IL 60661

1031 Exchange Property
Office for Sale
$15,500,250 CAD
59,225 SF

Air Conditioning
24 Hour Access
Controlled Access
Restaurant
Wheelchair Accessible
Smoke Detector

Chicago Office for Sale - West Loop

565 W. Randolph St offers investors a unique opportunity to acquire a prime asset in Chicago’s West Loop, a neighborhood celebrated for its dynamic blend of commercial and residential growth. This ±59,981 SF Class C office building, constructed in 1872, combines historical charm with modern functionality, featuring both a passenger elevator and a freight elevator. This asset provides immediate stable cash flow along with significant value-add potential through a strategic conversion plan. The property is currently 98% occupied, with nine tenants, including ground-floor anchors Proxi and Sepia—two Michelin-starred dining establishments that recently renewed their leases for another five years with additional renewal options. This established retail presence ensures strong income stability for investors. Key Conversion Opportunity: Office to Multifamily Apartments This asset presents a compelling opportunity for an office-to-residential conversion, allowing investors to capitalize on the increasing demand for multifamily units in the West Loop. The property offers a phased approach to conversion: 43,624 SF (72.8% of the building) can become available by the end of December 2024, providing the majority of the building for potential apartment conversion immediately after acquisition. An additional 1,642 SF (2.7% of the building) will become available between March and November 2026 as leases expire, offering further flexibility for phased redevelopment. The final 5,550 SF (9.2% of the building) will become available between January and April 2029 upon lease expirations, enabling investors to continue generating income from office leases while gradually converting spaces to residential use. Strategic Investment Potential This asset allows for a phased redevelopment strategy, maximizing cash flow while taking advantage of conversion opportunities as leases roll over. The property's prime location offers proximity to top-tier transportation, shopping, dining, and green spaces, making it highly attractive to prospective residential tenants. By converting the office floors to apartments, investors can tap into the strong rental market in the West Loop, while still benefiting from the stable income of long-term retail tenants. With strategic upgrades and a phased conversion plan, investors can elevate rental rates, attract premium residential tenants, and significantly enhance the property's value. The unique combination of historical architecture, Michelin-starred retail tenants, and conversion flexibility positions 565 W. Randolph St as a standout investment in one of Chicago’s most sought-after neighborhoods.

Contact:

Midwest Investment Advisors

Property Subtype:

Loft/Creative Space

Date on Market:

2024-12-23

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More details for 2744 N California Ave, Chicago, IL - Retail for Sale

Walgreens - (California Ave) Chicago, IL - 2744 N California Ave

Chicago, IL 60647

1031 Exchange Property
Retail for Sale
$10,195,720 CAD
12,515 SF

Car Charging Station

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

Contact:

NNN Investment Group of Marcus & Millichap

Property Subtype:

Drug Store

Date on Market:

2024-04-25

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More details for 3410 W Belmont Ave, Chicago, IL - Retail for Sale

Walgreens - (Belmont Ave) Chicago, IL - 3410 W Belmont Ave

Chicago, IL 60618

1031 Exchange Property
Retail for Sale
$10,037,273 CAD
14,490 SF

Air Conditioning

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

Contact:

NNN Investment Group of Marcus & Millichap

Property Subtype:

Drug Store

Date on Market:

2024-04-25

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More details for 2301-2323 W 95th St, Chicago, IL - Retail for Sale

Windfall Plaza- Beverly - 2301-2323 W 95th St

Chicago, IL 60643

1031 Exchange Property
Retail for Sale
20,392 SF

Chicago Retail for Sale - South Chicago

Value-add multi-tenant retail property located just steps from the recently redeveloped Evergreen Plaza, along 95th Street, just west of Western Avenue, in Chicago's Beverly Neighborhood. The 20,392 SF retail building is located within a high traffic commercial corridor surrounded by a mix of national and local retailers. Fronting 95th Street, Tenants benefit from visibility and exposure to 28,000+ VPD. All Tenants are on NNN leases including One Main Financial, Beverly Smiles, Beverly Furniture, and 504 Concepts. The property includes a 20-car parking lot, direct access to public transit including the 95th Street CTA bus stop directly in front of the building, and convenient access to Interstate 57 (I-57), less than three (3) miles to the east. Neighboring retailers include Whole Foods, Walmart, Sam's Club, Meijer, Menards, Chase Bank, Potbelly, Chipotle, Dollar Tree, AT&T, and Planet Fitness, among many others.

Contact:

Frontline Real Estate Partners

Property Subtype:

Storefront

Date on Market:

2024-07-09

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2948 Grand Ave

Chicago, IL 60622

1031 Exchange Property
Sports & Entertainment for Sale
35,233 SF

Chicago Sports & Entertainment for Sale - Northwest City

Cushman and Wakefield presents for sale the fee simple interest in a 35,233 square foot building located at 2948-2952 West Grand Avenue, Chicago, IL [“the Property”]. First Ascent Climbing & Fitness recently extended its lease on 30,733 square feet for its third location in the market, following the investment of $1.1 Million towards base building improvements, interior work, and exterior renovations by ownership. The Property is currently 100% occupied and considered a state-of-the-art indoor climbing facility with enclosed parking. The Property is well positioned at the northeast corner of Grand Avenue and Sacramento Boulevard, in the rapidly gentrifying Chicago neighborhood of West Ukrainian Village. The immediate area has seen a dramatic uptick in development and an increase in property values following the unveiling of “The 606” – a running and biking trail, linking West Ukrainian Village to nearby Logan Square, Bucktown, and Wicker Park neighborhoods. The prime urban location coupled with high-quality internet-resistant tenancy makes this asset a compelling opportunity for the investor seeking a stable rental income stream with value-add upside in an improving submarket.

Contact:

Cushman & Wakefield

Date on Market:

2024-01-10

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More details for 4831 S Ashland Ave, Chicago, IL - Flex for Sale

4831 S Ashland Ave , Chicago, IL 60609 - 4831 S Ashland Ave

Chicago, IL 60609

1031 Exchange Property
Flex for Sale
$227,337 CAD
2,775 SF

Chicago Flex for Sale - South Chicago

Remarks: Amazing potential! Very visible storefront on the first floor tenant is a well run business. 2nd floor host a 4 bedroom 2 bathroom! Incredibly huge! we have 4,150 sq. ft. Area has received TIF funding and is evident when you see the brand new sidewalks. City also is investing heavily in the area. Design Bridge United Yards has a whole website of the planned construction. United Yards is the winning competition proposal for the New City / Back of the Yards INVEST SOUTHWEST RFP hosted by the City of Chicago. The master plan for United Yards consists of 4 sites:

Contact:

Fulton Grace Realty

Date on Market:

2025-11-24

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9418 Irving Park Rd

Schiller Park, IL 60176

1031 Exchange Property
Office for Sale
$330,672 CAD
2,200 SF

Air Conditioning
24 Hour Access
Kitchen

Schiller Park Office for Sale - O'Hare

Vacant, self standing building for new business opportunities.

Contact:

Koral Realty

Property Subtype:

Medical

Date on Market:

2023-12-26

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Investment Grade Portfolio Offering

1031 Exchange Property
Specialty for Sale
$544,231 CAD
3,200 SF
3 Specialty Properties

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..

Contact:

PDM Investments

Date on Market:

2018-10-29

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1031 Exchange Properties for Sale in Chicago, IL, USA

Chicago Retail for Sale - South Chicago

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Chicago Multifamily for Sale - South Chicago

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Chicago Retail for Sale - South Chicago

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Chicago Retail for Sale - Northwest City

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1031 Exchange Properties For Sale

1031 Exchange Properties