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    Windham, NY Retail Properties & Spaces for Sale

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    Profitable Restaurant & Steakhouse Investment
    $2,500,000
    10,994 SF

    Profitable Restaurant & Steakhouse Investment

    5658 2 & 3, Windham, NY 12496

    Turnkey restaurant with multiple income streams in the Catskills.

    • Turnkey, Profitable Restaurant: The Chicken Run offers immediate income.
    • Prime Location: High‑visibility corner location at the intersection of Route 23 and South Street, near Windham Mountain.
    • Multiple Income Streams: Includes The Chicken Run Restaurant, Messina's Restaurant space, residential home (rental potential), and EV charging station building.
    • Expansive Capacity & Amenities: Indoor seating for 250, full bar, enclosed porch, outdoor seating with fire pit, and outdoor stage.
    • Streamfront Property with Mountain Views: Stunning frontage on the Batavia Kill with mountain views.
    Updated: Dec 12, 2025
    View details
    Mixed-Use Building in Windham, NY
    $690,000
    2,500 SF

    Mixed-Use Building in Windham, NY

    5355 Rte 23, Windham, NY 12496

    Legal four-family mixed-use building in the heart of Windham.

    • Pre‑approved plans and grant for building modification and expansion, including a rear extension and conversion of the first floor to a large commercial space.
    • Approved construction grant covers 75% of lift, foundation, and associated costs required by flood zone regulations.
    • Legal four‑family mixed‑use building in the center of the historic Windham Mountain Resort area.
    • Potential for passive income through renting all four units (residential and commercial) or utilizing AirBNB/VRBO.
    • Prime Main Street location with high visibility and ample free public parking in the rear.
    Updated: Mar 3
    View details
    Windham Multi-Use Victorian Property
    $850,000
    3,700 SF

    Windham Multi-Use Victorian Property

    Rare multi-use property in the heart of Windham, New York.

    5320 Rte 23, Windham, NY 12496
    View details
    Thriving Restaurant and Apartments
    $1,125,000
    5,300 SF

    Thriving Restaurant and Apartments

    Profitable restaurant with two apartments in Windham, NY.

    5335 State Route 23, Windham, NY 12496
    View details
    Hensonvonville Building and Lot
    Pending
    $698,000
    1.20 Acres

    Hensonvonville Building and Lot

    Building and lot for sale in Hensonvonville, New York.

    49 Rte 65, Windham, NY 12496
    View details
    Based on your search, we've compiled 63 Potential Opportunities for your consideration. Besides 5 Active listings in Windham, NY, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 54 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.

    Mixed-Use Property Near Ski Resorts
    $180,000
    4,905 SF

    Mixed-Use Property Near Ski Resorts

    Storefront, office, and warehouse space near Catskill Mountains ski resorts.

    5572 Washington Street Ext, Prattsville, NY 12468
    View details
    Mixed-Use Storefront Opportunity
    $180,000
    4,905 SF

    Mixed-Use Storefront Opportunity

    Flexible storefront near ski resorts with remodeling potential.

    5572 Washington Street Ext, Prattsville, NY 12468
    View details
    Iconic Tavern Bar For Sale
    $450,000
    3,152 SF

    Iconic Tavern Bar For Sale

    Well-established tavern with apartment in Greene County, NY.

    3663 Route 67, Freehold, NY 12431
    View details
    Iconic Tavern Bar For Sale
    Contact for pricing
    3,152 SF

    Iconic Tavern Bar For Sale

    Well-established tavern with apartment in Greene County, NY.

    3663 Freehold Hts, Freehold, NY 12431
    View details

    Explore Off-Market Properties in Windham, NY

    Consider similar Off-Market properties in Windham, 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.

    Brainard Rdg Rd

    Brainard Rdg Rd

    PARKING LOT • 0.88 Acres
    Value Estimation by Request
    Brainard Rdg Rd, Windham, NY 12496
    View details
    Rte 296

    Rte 296

    PARKING LOT • 0.19 Acres
    Value Estimation by Request
    Rte 296, Windham, NY 12496
    View details
    Windham Rdg Rd

    Windham Rdg Rd

    PARKING LOT • 7.20 Acres
    Value Estimation by Request
    Windham Rdg Rd, Windham, NY 12496
    View details
    Windham Rdg Rd

    Windham Rdg Rd

    PARKING LOT • 0.57 Acres
    Value Estimation by Request
    Windham Rdg Rd, Windham, NY 12496
    View details
    5335 Ny-23

    5335 Ny-23

    Restaurants
    Value Estimation by Request
    5335 Ny-23, Windham, NY 12496
    View details
    358 State Rte 296

    358 State Rte 296

    GAS STATION • 4,739 SF
    Value Estimation by Request
    358 State Rte 296, Windham, NY 12496
    View details
    5200-5204 Rte 23

    5200-5204 Rte 23

    GAS STATION • 4,739 SF
    Value Estimation by Request
    5200-5204 Rte 23, Windham, NY 12496
    View details
    5394 State Rte 23

    5394 State Rte 23

    SHOW ROOM, WAREHOUSE • 5,456 SF
    Value Estimation
    $565,000
    5394 State Rte 23, Windham, NY 12496
    View details
    363 State Rte 296

    363 State Rte 296

    GYM, HEALTH SPA • 3,575 SF
    Value Estimation by Request
    363 State Rte 296, Windham, NY 12496
    View details
    403 State Rte 296

    403 State Rte 296

    RESTAURANT • 2,592 SF
    Value Estimation by Request
    403 State Rte 296, Windham, NY 12496
    View details
    274 Rte 65

    274 Rte 65

    PARKING LOT • 3.35 Acres
    Value Estimation by Request
    274 Rte 65, Windham, NY 12496
    View details
    45 French Park Dr

    45 French Park Dr

    PARKING LOT • 2.80 Acres
    Value Estimation by Request
    45 French Park Dr, Windham, NY 12496
    View details
    Windham, NY 12496

    Windham, NY 12496

    PARKING LOT • 0.03 Acres
    Value Estimation by Request
    Windham, NY 12496
    View details
    5188 State Rte 23

    5188 State Rte 23

    PARKING LOT • 2.22 Acres
    Value Estimation by Request
    5188 State Rte 23, Windham, NY 12496-5901
    View details
    $200K Earnings In The Catskills Ny Restaurant And Bar For Sale

    $200K Earnings In The Catskills Ny Restaurant And Bar For Sale

    Restaurants • 1,500 SF
    Value Estimation by Request
    0 $200K Earnings In The Catskills Ny Restaurant And Bar For Sale, Windham, NY 12496
    View details
    Rte 23

    Rte 23

    PARKING LOT • 2.30 Acres
    Value Estimation by Request
    Rte 23, Windham, NY 12496
    View details
    49 Rte 65

    49 Rte 65

    RESTAURANT • 4,032 SF
    Value Estimation by Request
    49 Rte 65, Windham, NY 12496
    View details
    5386 State Rte 23

    5386 State Rte 23

    RESTAURANT • 2,944 SF
    Value Estimation by Request
    5386 State Rte 23, Windham, NY 12496-5801
    View details
    5658 State Rte 23rd, Unit 1

    5658 State Rte 23rd, Unit 1

    RESTAURANT • 2,888 SF
    Value Estimation by Request
    5658 State Rte 23rd, Windham, NY 12496-5600
    View details

    Windham, NY Retail Properties & Spaces Investment Opportunities Market Analysis

    Explore 59 retail properties & spaces for sale in Windham, NY, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 1,133,867 square feet of properties for sale, with an estimated market value of $14,298,000.

    Sale prices for stores in Windham, NY start at $115,000, averaging $510,642, and reaching up to $2,500,000 — 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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