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Illinois Short Term Rental Properties for Sale

24 results
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Turnkey Duplex Investment Opportunity
$139,751

Turnkey Duplex Investment Opportunity

615 S English Ave, Springfield, IL 62704

Fully furnished duplex operating as a high-performing short-term rental.

  • Turnkey duplex generating nearly $3,000/month gross income as a short‑term rental.
  • Fully furnished, including all appliances, furniture, and upholstery.
  • Strong rental history with zero vacancies and no operational issues.
  • Cosmetically updated with new flooring and a new water heater.
  • Operational manuals and vendor contacts provided for seamless transition.
Updated: Jan 8
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Furnished Historic Apartment Building
$725,000

Furnished Historic Apartment Building

520 S Grand Ave, Springfield, IL 62703

Turnkey investment opportunity with 12 furnished units in Springfield.

  • Listed under appraised value, presenting an immediate investment advantage.
  • Turnkey investment with 12 fully furnished 1‑bedroom units, ready for immediate rental income.
  • Recent upgrades in select units (2025) including new furnishings, modern cabinetry, updated appliances, and refreshed bathrooms.
  • Historic brick building with newer windows and roof (approx. 2016) ensuring durability and energy efficiency.
  • Each unit is move‑in ready with complete furniture package, kitchen essentials, and flat‑screen TVs.
Updated: Jan 8
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Mississippi River View Rental Cabins
$850,000

Mississippi River View Rental Cabins

10 furnished cabins with strong rental history overlooking Mississippi River.

1000 Calhoun St, Savanna, IL 61074
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Lake Marie Lakefront Investment Property
$1,099,000
0.39 Acres

Lake Marie Lakefront Investment Property

Lakefront property with two rental units, pier, and pole barn.

26048 W Forest Ave, Antioch, IL 60002
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Chicago Brown Brick 2-Unit
$994,900
0.08 Acres

Chicago Brown Brick 2-Unit

Completely transformed 2-unit property in Irving Park neighborhood.

3847 N Spaulding Ave, Chicago, IL 60618
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Furnished Historic Apartment Building Investment
$725,000

Furnished Historic Apartment Building Investment

Turnkey, furnished 12-unit apartment building in Springfield, Illinois.

520 S Grand Ave, Springfield, IL 62703
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Waterfront Cottages on Loon Lake
$299,000
0.19 Acres

Waterfront Cottages on Loon Lake

Rare waterfront property with three cottages and income potential.

40286 West Shore Dr, Antioch, IL 60002
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Grafton Commercial Property on Main
$429,000
1,600 SF

Grafton Commercial Property on Main

Turn-key commercial property in Grafton's historic district with development potential.

222 E Main St, Grafton, IL 62037
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Chicago Duplex with Airbnb Potential
$950,000
0.05 Acres

Chicago Duplex with Airbnb Potential

Duplex near transportation and amenities, potential for short-term rentals.

1730 W Beach Ave, Chicago, IL 60622
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St. Joseph Multifamily Opportunity
$475,000
0.34 Acres

St. Joseph Multifamily Opportunity

Versatile 8-bed/4.5-bath building near I-74 in St. Joseph, IL.

808 N 3Rd St, Saint Joseph, IL 61873
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Turn-Key Uvita Hospitality Property
$1,180,000

Turn-Key Uvita Hospitality Property

Centrally located property with furnished cabinas and expansion potential.

Tropical Jungle Oasis, Aurora, IL 60504
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Tangled Roots Investment Opportunity
$5,250,000
0.11 Acres

Tangled Roots Investment Opportunity

Multifaceted hub with restaurant, brew pub, rooftop bar, and Airbnbs.

140 Washington Sq, Washington, IL 61571
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Carbondale Multifamily Property For Sale
$56,800

Carbondale Multifamily Property For Sale

Large unit with six bedrooms, ideal for various uses.

701 W Cherry St, Carbondale, IL 62901
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Renovated Multifamily Property in Berwyn
$520,000

Renovated Multifamily Property in Berwyn

Fully renovated duplex with income potential in Berwyn, Illinois.

2108 Highland Ave, Berwyn, IL 60402
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Turnkey Two-Flat Investment Property
$699,999
0.07 Acres

Turnkey Two-Flat Investment Property

Modernized two-flat in Chicago, ideal for investors or owner-occupants.

321 S Richmond St, Chicago, IL 60612
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Well-Maintained Duplex in Murphysboro, IL
$199,000
0.65 Acres

Well-Maintained Duplex in Murphysboro, IL

Duplex near Route 13, ideal for investors or landlords.

5559 Country Club Rd, Murphysboro, IL 62966
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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
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Marshall Boulevard Four-Flat Investment
$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
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Chicago Ridge Condo with Garage
$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
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Rehabilitated Chicago Multifamily Investment Property
$250,000

Rehabilitated Chicago Multifamily Investment Property

Newly renovated two-unit building with high-income potential in Chicago.

5805 S La Salle St, Chicago, IL 60621
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Designer Home Near Lakeview
$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
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Stylish Condo with City Views
$395,000

Stylish Condo with City Views

Southeast corner condo with sweeping city views in River North.

30 E Huron St, Chicago, IL 60611
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Gold Coast Investment Portfolio
$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
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Historic Mixed-Use Building For Sale
$899,000
7,019 SF

Historic Mixed-Use Building For Sale

Updated mixed-use building near courthouse with retail and residential spaces.

200 W Main St, Belleville, IL 62220
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Based on your search, we've compiled Potential Opportunities for your consideration. Besides 24 Active Listings in Illinois

Illinois Short Term Rental Properties Investment Opportunities Market Analysis

Explore 24 short term rental properties for sale in Illinois, showcased through 24 active listings on our real estate platform. These investment opportunities span a total of 84,506 square feet of properties for sale, with an estimated market value of $10,466,121.

Prices for short term rental properties in Illinois start at $199,000, averaging $1,162,902, and reaching up to $5,250,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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