Cook County, IL Short term rental properties for sale

Chicago Multifamily Property with Finished Basement

$994,900

0.08 Acres

Chicago Multifamily Property with Finished Basement

3847 N Spaulding Ave, Chicago, IL 60618

Classic Chicago brown brick 2-unit with finished basement in Irving Park.

Completely renovated 2‑unit building with a 3rd unit in the finished basement, featuring all‑new electrical, plumbing, kitchens, and bathrooms.
Prime location in the highly coveted Irving Park neighborhood, directly across from Chicago International Charter School - Irving Park, and close to transportation (90/94 expressway and Blue Line).
First‑floor duplex offers a rare 4‑bedroom, 2‑bath layout with a spacious primary suite and walk‑in closet.
Fully finished, heated, and air‑conditioned 2.5‑car garage for versatile use (storage, workshop, etc.).
Second‑floor unit features an open‑concept design with quartz finishes, rich hardwood floors, and in‑unit laundry (also in the duplex unit).

Updated: Jan 17

View details

$499,000

Renovated Two-Flat in Austin Neighborhood

5038 W Fulton St, Chicago, IL 60644

Fully renovated two-flat duplex-down with vintage charm in Chicago's Austin neighborhood.

Fully renovated 7 Bed/3 Bath Two‑Flat | Duplex‑Down, ideal for owner‑occupants or investors.
Located in Chicago's fast‑appreciating Austin neighborhood.
First‑floor unit features a spacious duplex‑down layout with 2 exit doors, providing added living space and flexibility.
Modern updates throughout both units including quartz countertops, SS appliances, new cabinets, updated bathrooms, and new flooring.
Classic & historic Greystone architectural building with vintage charm and high ceilings.

Updated: Jan 14

View details

$250,000

Rehabilitated Chicago Multifamily Property

Rehabilitated two-unit building with furnishings and parking in Chicago.

5805 S La Salle St, Chicago, IL 60621

View details

$774,900

Versatile Avondale Triplex Opportunity

Three-unit building in vibrant Avondale, near transportation and amenities.

3107 N Kedzie Ave, Chicago, IL 60618

View details

Wicker Park Income-Producing Multifamily Property

$950,000

0.05 Acres

Wicker Park Income-Producing Multifamily Property

Turnkey Wicker Park multifamily property generating six figures annually.

1730 W Beach Ave, Chicago, IL 60622

View details

$520,000

Renovated Multifamily Property in Berwyn

Fully renovated duplex with income potential in Berwyn, Illinois.

2108 Highland Ave, Berwyn, IL 60402

View details

Historic Chicago Multi-Unit Investment Opportunity

$499,222

0.06 Acres

Historic Chicago Multi-Unit Investment Opportunity

Classic limestone 2-unit near downtown Chicago, fully rehabbed in 2020.

209 S Albany Ave, Chicago, IL 60612

View details

$750,000

Marshall Boulevard Four-Flat Investment

Four-flat building with coach house near transportation, shopping, and dining.

2249 S Marshall Blvd, Chicago, IL 60623

View details

$169,900

Chicago Ridge Condo with Garage

Like-new one-bedroom condo with in-unit laundry and private garage.

10620 S Central Ave, Chicago Ridge, IL 60415

View details

$180,000

525 SF

Designer Home Near Lakeview

Custom-designed apartment with modern upgrades, near the lake and amenities.

539 W Stratford Pl, Chicago, IL 60657

View details

$395,000

Stylish Condo with City Views

Southeast corner condo with sweeping city views in River North.

30 E Huron St, Chicago, IL 60611

View details

$2,785,000

1,560 SF

Gold Coast Investment Portfolio

Commercial and residential condos in a prime location.

1140 N La Salle Dr, Chicago, IL 60610

View details

Cook County, IL Short Term Rental Properties Investment Opportunities Market Analysis

Explore 12 short term rental properties for sale in Cook County, IL, showcased through 12 active listings on our real estate platform. These investment opportunities span a total of 11,326 square feet of properties for sale, with an estimated market value of $3,144,121.

Prices for short term rental properties in Cook County, IL start at $499,222, averaging $786,030, and reaching up to $994,900 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

Cook County, IL Short Term Rental Properties for Sale

Chicago Multifamily Property with Finished Basement

Classic Chicago brown brick 2-unit with finished basement in Irving Park.

Renovated Two-Flat in Austin Neighborhood

Fully renovated two-flat duplex-down with vintage charm in Chicago's Austin neighborhood.