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    Illinois Short Term Rental Properties for Sale

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    34 properties
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    Historic Brick Duplex
    Updated: Jun 30
    Historic Brick Duplex

    209 S Prospect Street, Galena, IL 61036

    $850,000
    4,608 sqft
    Federal‑style brick duplex built in 1900 with shingle roof
    Over 4,500 SF across two residences with a mix of owner‑occupant and rental‑use flexibility
    One side is licensed and operating as a City of Galena short‑term rental (4‑person occupancy) with 3 bedrooms and 3 full baths
    Short‑term rental features include a kitchen, spacious dining area, and a living room centered around a wood stove plus a private paver patio
    Owner’s residence includes an updated kitchen, 3 bedrooms and 3 baths, and an upper‑level laundry/mudroom plus a private aggregate patio
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    Two-Story Multifamily Building
    Updated: Mar 7
    Two-Story Multifamily Building

    1011 State Street, Alton, IL 62002

    $225,000
    3,826 sqft 0.21 AC lot
    2‑story building built in 1963 featuring 5 apartments: 1 efficiency, 2 one‑bedroom, and 2 two‑bedroom units
    Heating: natural gas forced air; hot water from a gas water heater
    Cooling includes wall/window unit(s)
    Water source: public water
    Parking available: on‑street
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    Stockton Multi-Use Commercial Property
    Stockton Multi-Use Commercial Property

    126 S Main Street, Stockton, IL 61085

    $125,000
    2,228 sqft 0.08 AC lot

    Versatile commercial property with income potential in Stockton, Illinois.

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    Beverly Mixed-Use Investment Opportunity
    Beverly Mixed-Use Investment Opportunity

    2022 W 95th Street, Chicago, IL 60643

    $945,000
    6,250 sqft

    Renovated Chicago mixed-use building with restaurant, office, and residential units.

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    Six-Unit Multifamily Investment Opportunity
    Six-Unit Multifamily Investment Opportunity

    8624 S Maryland Avenue, Chicago, IL 60619

    $595,000
    0.07 AC lot

    Well-maintained Chicago multifamily property with income potential.

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    Two-Unit Townhome-Style Multifamily
    Two-Unit Townhome-Style Multifamily

    2170 N Lincoln Avenue, Chicago, IL 60614

    $1,249,000

    Fully leased two-unit property with in-unit laundry, central heat and air, and two exterior parking spaces included.

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    Turnkey Waterfront Triplex Compound
    Turnkey Waterfront Triplex Compound

    27717 W Grass Lake Drive, Spring Grove, IL 60081

    $749,900
    1.13 AC lot

    Turnkey triplex with three furnished short-term rental units and private sand beach access on Grass Lake.

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    DeKalb Multifamily Investment Opportunity
    DeKalb Multifamily Investment Opportunity

    116 North 9th Street, Dekalb, IL 60115

    $649,900

    High-yield 6-unit property in DeKalb's thriving rental market.

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    Two-Unit Multifamily Property
    Two-Unit Multifamily Property

    3749 S Union Avenue, Chicago, IL 60609

    $555,555
    0.07 AC lot

    Two-unit building with updated roof and major mechanicals, supported by separate utilities for each residence.

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    Brick Multifamily with Coach House
    Brick Multifamily with Coach House

    214 Chicago Avenue, Oak Park, IL 60302

    $1,200,000
    0.14 AC lot

    Three separate income structures include a renovated brick 3-unit building, a 3BR/2BA coach house, and a detached 3-car garage.

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    Renovated Two-Unit Multifamily
    Renovated Two-Unit Multifamily

    1520 N Campbell Avenue, Chicago, IL 60622

    $875,000

    Renovated two-unit building with separate HVAC and utilities, plus a new oversized two-car garage and deck.

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    Commercial Live-Work Loft Property
    Commercial Live-Work Loft Property

    815 N MILWAUKEE Avenue, Chicago, IL 60622

    $1,450,000
    0.06 AC lot

    Fully furnished standalone loft with commercial zoning, dual-zoned HVAC, unfinished basement, and unfinished rooftop.

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    Renovated 3-Flat with Short-Term Unit
    Renovated 3-Flat with Short-Term Unit

    6835 S Clyde Avenue, Chicago, IL 60649

    $749,900
    0.08 AC lot

    Turnkey all-brick triplex with three 3BR/2BA units, a full basement, and one unit currently operating as a short-term rental.

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    Two Homes on Large Lot
    Two Homes on Large Lot

    11471 W Leland Avenue, Beach Park, IL 60099

    $404,900
    0.67 AC lot

    Two homes on one property with income potential.

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    Two-Home Residential Income Property
    Two-Home Residential Income Property

    11471 W Leland Avenue, Beach Park, IL 60099

    $395,000
    0.67 AC lot

    For sale in Beach Park, IL: two separate homes on one lot, sold as-is.

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    Turnkey Furnished Rental Portfolio
    Turnkey Furnished Rental Portfolio

    712 Seminary Street, Rockford, IL 61104

    $320,000
    2,450 sqft

    Fully occupied 6-unit rental property with proven income.

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    Renovated 3-Flat with Garage
    Renovated 3-Flat with Garage

    6835 S Clyde Avenue, Chicago, IL 60649

    $749,900

    Fully renovated all-brick triplex with three 3-bed/2-bath units, a full basement, and a 2-car garage.

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    Turnkey Furnished Rental Portfolio
    Turnkey Furnished Rental Portfolio

    722 Seminary Street, Rockford, IL 61104

    $320,000
    2,380 sqft

    Fully occupied 6-unit rental property with proven income.

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    Boutique Three-Unit Smart Apartments
    Boutique Three-Unit Smart Apartments

    1817 N Lawndale Avenue, Chicago, IL 60647

    $875,000

    Three renovated apartments in an all-electric, smart-controlled building, offered furnished and ready for short- or long-term use.

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    Turnkey Furnished Rental Portfolio
    Turnkey Furnished Rental Portfolio

    718 Seminary Street, Rockford, IL 61104

    $320,000
    2,450 sqft

    Fully occupied 6-unit rental property with proven income.

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    Well-Maintained Two-Unit Brick Building
    Well-Maintained Two-Unit Brick Building

    5632 S Wabash Avenue, Chicago, IL 60637

    $299,999

    Two-unit building with income potential and recent improvements.

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    Two-Unit Brick Multifamily Building
    Two-Unit Brick Multifamily Building

    5632 S Wabash Avenue, Chicago, IL 60637

    $299,999
    0.09 AC lot

    Well-maintained two-unit brick building with in-unit laundry and spacious three-bedroom layouts.

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    Riverfront Tiny Home Community
    Riverfront Tiny Home Community

    207 Railroad Street, New Boston, IL 61272

    $99,000

    Investment opportunity near Mississippi River with tiny homes and amenities.

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    Two-Story Commercial Building in Washington
    Two-Story Commercial Building in Washington

    120 Walnut Street, Washington, IL 61571

    $209,900
    0.12 AC lot

    Two-story commercial building with renovation potential in Washington, Illinois.

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    Illinois Short Term Rental Properties Market Trends and Statistics

    Explore 34 short term rental properties for sale in Illinois, showcased through 34 active listings on our real estate platform. These investment opportunities span a total of 24,192 square feet of properties for sale, with an estimated market value of $3,105,000.

    Sale prices for short term rental properties in Illinois start at $125,000, averaging $443,571, and reaching up to $945,000 — 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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