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    Chester, NY Residential Income Properties for Sale

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    Historic Mixed-Use Income Property
    $949,000
    7,493 SF

    Historic Mixed-Use Income Property

    1 Winkler Pl, Chester, NY 10918

    Mixed-use property in historic downtown Chester with income potential.

    • Terrific mixed‑use income producer with potential rent roll of close to $10,000 monthly.
    • 7 units (3 residential apartments, 4 office/retail) over 7,493 SF.
    • Completely renovated in 1998 (down to the studs), including electric & plumbing.
    • Historic building ("American House") in historic downtown Chester, once frequented by Babe Ruth.
    • Walking distance to Heritage Trail and downtown businesses.
    Updated: Aug 12, 2025
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    Updated Mixed-Use Chester Village Property
    $1,498,888

    Updated Mixed-Use Chester Village Property

    37-39 Main St, Chester, NY 10918

    Fully leased mixed-use property with development potential in Chester Village.

    • Fully Leased Property: Includes a well‑established restaurant and three updated apartments, providing immediate and reliable rental income.
    • Prime Location in Chester Village: Situated on Main Street, offering high visibility and walkability to shops, parks, and amenities.
    • Bonus Rear Lot: The additional parcel at 9 Bank Street provides opportunities for expansion or development.
    • Updated Mixed‑Use Building: A modernized property that blends historic charm with contemporary upgrades.
    • Ample Municipal Parking: Convenient public parking ensures easy access for tenants and customers.
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    Based on your search, we've compiled 7 Potential Opportunities for your consideration. Besides 2 Active listings in Chester, NY, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 1 Off-Market properties to explore as potential leads

    Explore Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Monroe Multifamily Development Opportunity
    $8,995,000

    Monroe Multifamily Development Opportunity

    56 acres with 10 buildings, private lake, development potential.

    32-55 Claire Dr, Monroe, NY 10950
    View details
    2 Acres Mixed-Use Development Land
    $1,950,000
    2.00 Acres

    2 Acres Mixed-Use Development Land

    2 acres in Woodbury, NY, with mixed-use development potential.

    348 Rte 32, Monroe, NY
    View details
    Goshen Farmland: 81 Acres Near Legoland
    $1,500,000
    81.50 Acres

    Goshen Farmland: 81 Acres Near Legoland

    Prime 81-acre farm with development potential near Legoland.

    302 Reservoir Rd, Goshen, NY 10924
    View details
    Shovel Ready Development Opportunity
    $6,900,000

    Shovel Ready Development Opportunity

    178-unit development opportunity in Goshen, NY.

    Greenwich Ave, Goshen, NY 10924
    View details

    Explore Off-Market Properties in Chester, NY

    Consider similar Off-Market properties in Chester, NY. 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.

    162 Trout Brk Rd

    162 Trout Brk Rd

    CAMPGROUND, RV PARK • 9,816 SF
    Value Estimation by Request
    162 Trout Brk Rd, Chester, NY 10918
    View details

    Chester, NY Residential Income Properties Investment Opportunities Market Analysis

    Explore 3 residential income properties for sale in Chester, NY on our real estate platform. These investment opportunities span a total of 4,452 square feet of properties for sale, with an estimated market value of $949,000.

    Sale prices for residential income properties in Chester, NY start at $949,000, averaging $949,000, and reaching up to $949,000 — 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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