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    Illinois Short Term Rental Properties for Sale

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    50 properties
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    Historic Duplex with Short-Term Rental
    Updated: Jun 30
    Historic Duplex with Short-Term Rental

    209 S Prospect Street, Galena, IL 61036

    $850,000
    4,608 sqft
    4,608 square feet arranged as two separate residences
    Each residence offers 3 bedrooms and 3 bathrooms
    City of Galena short‑term rental license for 4‑person occupancy
    Built in 1900 with Federal‑style brick construction and Greek Revival influences
    Elevated setting with panoramic views across Galena and surrounding countryside
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    6-Unit Riverfront Short-Term Rental
    Updated: Jun 18
    6-Unit Riverfront Short-Term Rental

    1435 W Main Street, Grafton, IL 62037

    $750,000
    2,865 sqft 0.45 AC lot
    Six‑unit nightly rental property built in 2018
    2,865 SF building on 0.4469 acres
    Riverfront setting with views from every suite
    Covered decks plus a level backyard with picnic tables, grills, and fire pit
    Nearby bike path provides riverfront recreation access
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    Historic Four-Unit Guest House
    Historic Four-Unit Guest House

    617 State Street, Alton, IL 62002

    $485,000
    4,300 sqft 0.21 AC lot

    Fully furnished hospitality property with separate kitchens and appliances in each living unit.

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    Turnkey Short-Term Rental Event Property
    Turnkey Short-Term Rental Event Property

    798 Karbers Ridge Rd, Elizabethtown, IL 62931

    $1,800,000
    5,600 sqft 88.00 AC lot

    Turnkey short-term rental and event property with a lodge-style home, partially finished pole barn, and seven rental units.

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    Mixed-Use Property with Airbnb
    Mixed-Use Property with Airbnb

    126 S Main Street, Stockton, IL 61085

    $115,000
    2,228 sqft 0.08 AC lot

    Two-level commercial property combines furnished short-term lodging with flexible office or retail space.

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    2-Unit Brick Duplex
    2-Unit Brick Duplex

    3847 N Spaulding Avenue, Chicago, IL 60618

    $1,050,000
    0.08 AC lot

    Two residences feature updated interiors, refreshed building systems, and a heated, air-conditioned garage.

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    12-Unit Resort Property
    12-Unit Resort Property

    24366 Payne Road, Shannon, IL 61078

    $1,200,000
    2,720 sqft 10.00 AC lot

    Established year-round lodging operation with cabins, duplex-style buildings, shared guest facilities, and an on-site office and shop.

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    Historic Quadplex with Courtyard
    Historic Quadplex with Courtyard

    617 State St, Alton, IL 62002

    $485,000
    4,300 sqft 0.21 AC lot

    Four furnished living units include individual kitchens and appliances.

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    Waterfront Short-Term Rental Compound
    Waterfront Short-Term Rental Compound

    27717 W Grass Lake Drive, Spring Grove, IL 60081

    $749,900
    1.13 AC lot

    Three furnished units support short-term rental operations, personal use, or a combined ownership arrangement.

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    Furnished Mixed-Use Property
    Furnished Mixed-Use Property

    815 N MILWAUKEE Avenue, Chicago, IL 60622

    $1,400,000
    0.06 AC lot

    Standalone commercial property with loft space, basement storage, and a private rooftop area.

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    Six-Unit Apartment Building
    Six-Unit Apartment Building

    8624 S Maryland Ave, Chicago, IL 60619

    $595,000
    3,952 sqft

    Independent residential layouts include private kitchens, living rooms, and dining areas for flexible rental operations.

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    Updated Two-Unit Duplex
    Updated Two-Unit Duplex

    209 W CLARA Avenue, Peoria, IL 61614

    $375,000
    0.45 AC lot

    Each residence has an attached garage, an updated kitchen, and its own bedroom and bathroom configuration.

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    Multifamily Building with On-Site Parking
    Multifamily Building with On-Site Parking

    8624 S Maryland Avenue, Chicago, IL 60619

    $595,000
    0.07 AC lot

    Separate kitchens, living rooms, and dining areas provide independent layouts across the residential units.

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    Furnished Mixed-Use Building with Loft
    Furnished Mixed-Use Building with Loft

    815 N Milwaukee Ave, Chicago, IL 60622

    $1,400,000
    2,500 sqft

    Standalone commercial building with loft space, full basement, furnished interiors, private rooftop, and dual-zone HVAC.

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    Updated Duplex
    Updated Duplex

    215-217 W CLARA Avenue, Peoria, IL 61614

    $350,000
    0.47 AC lot

    Each residence has two bedrooms, a full bathroom, a living room, and an updated kitchen.

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    Remodeled Duplex with Attached Garage
    Remodeled Duplex with Attached Garage

    920 E Beaumont Avenue, Greenville, IL 62246

    $280,000
    2,069 sqft 0.72 AC lot

    Two separate units offer flexible short-term rental, long-term leasing, or owner-occupancy arrangements.

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    Two-Story Mixed-Use Building
    Two-Story Mixed-Use Building

    902 N Main St, Princeton, IL 61356

    $299,000
    9,200 sqft

    Two floors combine commercial areas with rental units and substantial building updates.

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    Furnished Multifamily Triplex
    Furnished Multifamily Triplex

    1136 N 8TH Street, Quincy, IL 62301

    $179,900
    0.27 AC lot

    Three units offer separate gas and electric metering with shared public water service.

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    Mixed-Use Property with Guest Suites
    Mixed-Use Property with Guest Suites

    3505 E Apple Canyon Rd, Apple River, IL 61001

    $349,900
    2,386 sqft

    Flexible property combining an office layout with two separately accessed, licensed guest accommodations.

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    Brick Triplex with Coach House
    Brick Triplex with Coach House

    214 Chicago Avenue, Oak Park, IL 60302

    $1,150,000
    0.14 AC lot

    Oak Park property combines three apartments, a renovated coach house, basement laundry, and a detached garage.

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    Renovated Triplex
    Renovated Triplex

    309 E Adams St, Morton, IL 61550

    $420,000
    2,560 sqft

    Three separate units include a three-bedroom residence and two furnished one-bedroom apartments with private upstairs access.

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    Brick Triplex With Owner’s Duplex
    Brick Triplex With Owner’s Duplex

    1347 W Granville Avenue, Chicago, IL 60660

    $1,485,000

    Three-unit brick property with private laundry, HVAC, parking, and a backyard near transit and neighborhood amenities.

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    Rehabilitated Triplex with Lower Unit
    Rehabilitated Triplex with Lower Unit

    6627 S Maryland Avenue, Chicago, IL 60637

    $849,000
    3,300 sqft

    Legal three-flat featuring a duplex residence, separate lower-level apartment, and comprehensive permitted renovation.

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    Mixed-Use Building with Rooftop Bar
    Mixed-Use Building with Rooftop Bar

    140 Washington Square, Washington, IL 61571

    $4,900,000
    0.11 AC lot

    Brick downtown property combines restaurant, brew pub, rooftop bar, and four short-term rental units.

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    Illinois Short Term Rental Properties Market Trends and Statistics

    Explore 50 short term rental properties for sale in Illinois, showcased through 50 active listings on our real estate platform. These investment opportunities span a total of 102,499 square feet of properties for sale, with an estimated market value of $40,989,641.

    Sale prices for short term rental properties in Illinois start at $115,000, averaging $953,247, and reaching up to $4,900,000 — 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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