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    Chester, IL Residential Income Properties for Sale

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    Chicago, IL Springfield, IL Hoffman Estates, IL
    Mixed-Use Property with Executive Suite
    $945,000
    12,400 SF

    Mixed-Use Property with Executive Suite

    541b Hillview Drive, Chester, IL 62233

    Two-building mixed-use property with development potential and luxury apartment.

    • Two buildings totaling 20,400 sq ft on 5.63 acres.
    • Commercially zoned by the City of Chester, and farm by the County assessor.
    • Includes a 2,400 sq ft, 4‑bedroom executive suite apartment.
    • 8,000 sq ft building (built in 2006) features wide entry doors and a huge loft.
    • Full commercial appraisal available upon request.
    Updated: Nov 1, 2025
    View details
    Historic Mixed-Use Building in Chester
    $180,000
    5,720 SF

    Historic Mixed-Use Building in Chester

    104-106 W Stacey Street, Chester, IL 62233

    Historic mixed-use building with retail and residential income potential.

    • Historic landmark building in the heart of the business district.
    • Positive cash flow from 4 rented one‑bed, one‑bath apartments. Includes range and refrigerator in apartments.
    • Two street‑level storefronts suitable for retail or other businesses.
    • Full basement with outside access offering potential for various uses.
    • Brick construction.
    Updated: Dec 28, 2025
    View details
    Based on your search, we've compiled 15 Potential Opportunities for your consideration. Besides 2 Active listings in Chester, IL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 5 Off-Market properties to explore as potential leads, 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.

    Historic Mixed-Use Building For Sale
    $395,000
    3,270 SF

    Historic Mixed-Use Building For Sale

    Historic Ste Genevieve mixed-use building with retail and residential spaces.

    234 Market Street, Ste Genevieve, MO 63670
    View details
    Downtown Perryville Mixed-Use Property
    $179,000
    1,248 SF

    Downtown Perryville Mixed-Use Property

    Versatile commercial space with income-generating Airbnb in thriving downtown.

    115 N Jackson Street, Perryville, MO 63775
    View details
    Mixed-Use Property in Downtown Perryville
    $3,030,000
    20,600 SF

    Mixed-Use Property in Downtown Perryville

    Multi-tenant property with residential and commercial units in downtown Perryville.

    104-110 N Jackson Street, Perryville, MO 63775
    View details
    16-Acre Mountain Retreat with Cabin
    $650,000
    810 SF

    16-Acre Mountain Retreat with Cabin

    Secluded 16-acre mountain retreat with proven short-term rental income.

    Ste Genevieve, MO 63670
    View details

    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.

    Residential Land in Westfield Meadows
    $35,000
    1.26 Acres

    Residential Land in Westfield Meadows

    Large residential parcel in established neighborhood, offering space and privacy.

    304 Victorian Drive, Steeleville, IL 62288
    View details
    Residential Land in Steeleville, IL
    $45,000
    2.29 Acres

    Residential Land in Steeleville, IL

    2.29 acre lot for residential construction in Steeleville, Illinois.

    0 Victorian Drive, Steeleville, IL 62288
    View details
    Residential Land in Cutler, Illinois
    Contact for pricing

    Residential Land in Cutler, Illinois

    Vacant residential lot, ready for building your dream home.

    517 WEST Street, Cutler, IL 62238
    View details
    Recreational Land Near Lake Perry
    $90,000
    22,215 SF

    Recreational Land Near Lake Perry

    Half-acre recreational lot with utilities near Lake Perry amenities.

    1003 Port Perry Drive, Perryville, MO 63775
    View details

    Explore Off-Market Properties in Chester, IL

    Consider similar Off-Market properties in Chester, IL. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    831 Lehmen Dr

    831 Lehmen Dr

    APARTMENT HOUSE (5+ UNITS)
    Value Estimation by Request
    831 Lehmen Dr, Chester, IL 62233-1279
    View details
    1508 Hyland Rd, Unit 1510

    1508 Hyland Rd, Unit 1510

    APARTMENT HOUSE (5+ UNITS)
    Value Estimation by Request
    1508 Hyland Rd, Chester, IL 62233-1243
    View details
    647 State St

    647 State St

    APARTMENT HOUSE (5+ UNITS)
    Value Estimation by Request
    647 State St, Chester, IL 62233-1678
    View details
    982 State St

    982 State St

    APARTMENT HOUSE (5+ UNITS) • 0.24 Acres
    Value Estimation by Request
    982 State St, Chester, IL 62233-1652
    View details
    1414 Ct St 1416th Ct St

    1414 Ct St 1416th Ct St

    APARTMENT HOUSE (5+ UNITS) • 1.89 Acres
    Value Estimation by Request
    1414 Ct St 1416th Ct St, Chester, IL 62233
    View details

    Chester, IL Residential Income Properties Investment Opportunities Market Analysis

    Explore 7 residential income properties for sale in Chester, IL on our real estate platform. These investment opportunities span a total of 18,120 square feet of properties for sale, with an estimated market value of $1,125,000.

    Sale prices for residential income properties in Chester, IL start at $180,000, averaging $562,500, 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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