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Chicago, IL 1031 Exchange Properties for Sale

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10 results
Bronzeville Greystone Triplex Opportunity
$799,000

Bronzeville Greystone Triplex Opportunity

4736 S Prairie Avenue, Chicago, IL 60615

Classic Chicago greystone triplex near Green Line and lakefront.

  • Fully stabilized 3‑unit building generating $74,460 annual income with GRM 10.86 and Cap 6.6.
  • Classic 1890s Greystone on oversized 25x161 lot with 2‑car garage.
  • Spacious 3‑bedroom, 2‑bath units with separate GFA/CA, in‑unit washer/dryer, hardwood floors, high ceilings, fireplaces, and significant millwork.
  • Prime location: 1/4 block to Green Line, minutes to Lakefront, Kenwood/Hyde Park, and U of C Campus.
  • Large floorplans with multiple bays and expansive footprints.
Updated: Mar 31
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Classic Chicago Greystone Multifamily Property
$1,748,000

Classic Chicago Greystone Multifamily Property

4734-36 S Prairie Avenue, Chicago, IL 60615

Striking 6-unit Greystone in Bronzeville near Green Line.

  • Fully stabilized 6‑unit Greystone building boasting a 6.8% cap rate and $162,000 current income.
  • Spacious 3‑bedroom, 2‑bath units featuring in‑unit washer/dryer, hardwood floors, high ceilings, and fireplaces.
  • Prime Bronzeville location, conveniently close to the Green Line, lakefront, Kenwood/Hyde Park, and the University of Chicago.
  • Classic, iconic 1890s Chicago Greystone architecture with multiple bays, significant millwork, and built‑ins.
  • Large 50 ft x 161 ft lot with 4 garages.
Updated: Mar 31
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Stabilized Boutique Buildings in Bronzeville
$8,495,000

Stabilized Boutique Buildings in Bronzeville

24 condo-quality units developed in 2025, perfect for 1031 exchange.

4742-46 S Michigan Avenue, Chicago, IL 60615
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Chicago Commercial Building For Sale
$608,800
0.20 Acres

Chicago Commercial Building For Sale

Fully rented commercial building near Six Corners development.

5052 W Irving Park Road, Chicago, IL 60641
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Lincoln Avenue Storefront Investment Opportunity
$670,000
3,100 SF

Lincoln Avenue Storefront Investment Opportunity

Commercial space with established tenants, attractive CAP rate, rent escalations.

3740 N Lincoln Avenue, Chicago, IL 60613
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Bronzeville Six-Unit Greystone Building
$1,758,000

Bronzeville Six-Unit Greystone Building

Classic Chicago greystone with six units in Bronzeville.

4734 S Prairie Ave, Chicago, IL 60615
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New Construction Three-Flat Building
$1,199,000

New Construction Three-Flat Building

New construction three-flat building with three-car garage in Chicago.

4739 S Indiana Ave, Chicago, IL 60615
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Bronzeville Boutique Apartment Buildings
$8,495,000

Bronzeville Boutique Apartment Buildings

Three stabilized, condo-quality apartment buildings developed in 2025.

4742 S Michigan Ave, Chicago, IL 60615
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Luxury Corporate Housing Business
$9,900,000

Luxury Corporate Housing Business

Luxury corporate housing business for sale in Downtown Chicago.

9.9 Luxury Housing, Chicago, IL 60601
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South Loop Office Building Investment
$13,400,000
75,000 SF

South Loop Office Building Investment

75,000 SF office building in prime South Loop location.

1112 S Wabash Ave, Chicago, IL 60605
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Based on your search, we've compiled 18 Potential Opportunities for your consideration. Besides 10 Active listings in Chicago, IL, we suggest exploring several alternatives: 4 properties in Nearby Cities, 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.

Commercial Property with Corporate Tenant
$999,000
0.57 Acres

Commercial Property with Corporate Tenant

Triple net lease property with a large corporate tenant.

26w287 Saint Charles Road, Carol Stream, IL 60188
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Carol Stream Commercial Investment Property
$899,000
0.64 Acres

Carol Stream Commercial Investment Property

Triple net lease property with corporate tenant and stable income.

26w321 Saint Charles Road, Carol Stream, IL 60188
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Skokie Retail Property on Touhy
$2,380,952
2,004 SF

Skokie Retail Property on Touhy

NNN leased retail property in Skokie with high traffic.

5222 W Touhy Ave, Skokie, IL
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Skokie NNN Investment Property
$875,000

Skokie NNN Investment Property

NNN investment property in Skokie, Illinois, perfect for 1031 exchange.

5834 Howard Street, Skokie, IL 60077
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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.

Land with Essential Utilities Installed
$67,500
1.54 Acres

Land with Essential Utilities Installed

1.54-acre parcel with well, septic, electric, and barndominium shell.

369 County Road 665, Bloomingdale, MI 49026
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Land Near Long and Hemlock Lakes
$52,000
3.96 Acres

Land Near Long and Hemlock Lakes

3.96 acre parcel near lakes, ideal for building or storage.

9059 Kellogg Drive, Reading, MI 49274
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Fifteen Vacant Lots in Association
Contact for pricing
0.40 Acres

Fifteen Vacant Lots in Association

Fifteen vacant parcels in Lake Miramichi Association, Evart, MI.

VL Pawnee Trail, Evart, MI 49631
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Mature Building Site in Fairfield
$150,000
2.50 Acres

Mature Building Site in Fairfield

Land with garage/shop, utilities, and home site excavation.

1201 Walton Road, Fairfield, IA 52556
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Chicago, IL 1031 Exchange Properties Investment Opportunities Market Analysis

Explore 10 1031 exchange properties for sale in Chicago, IL, showcased through 10 active listings on our real estate platform. These investment opportunities span a total of 21,384 square feet of properties for sale, with an estimated market value of $3,155,800.

Sale prices for 1031 exchange properties in Chicago, IL start at $608,800, averaging $1,051,933, and reaching up to $1,748,000 — 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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