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    Woodstock, NY Short Term Rental Properties for Sale

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    Saugerties, NY Shady, NY Kingston, NY
    Turnkey Woodstock Mixed-Use Investment
    $3,900,000
    8,325 SF

    Turnkey Woodstock Mixed-Use Investment

    5-9 Rock City Road, Woodstock, NY 12498

    High-income mixed-use building in the heart of Woodstock, NY.

    • Turnkey, high‑income mixed‑use building in the heart of Woodstock, NY.
    • Immediate cash flow from 12 units (8 residential, 4 retail) with existing leases.
    • Licensed for Short Term Rentals and zoned to operate as a boutique hotel.
    • Value‑add opportunity to convert existing leased residential units to Short Term Rentals.
    • Includes a separate cottage, currently used as retail, with the option to convert to a residential unit.
    Updated: Feb 16
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    Woodstock Cabins with Rental Freedom
    $2,500,000

    Woodstock Cabins with Rental Freedom

    2465 Glasco Turnpike, Woodstock, NY 12498

    Five renovated cabins on 6 acres with proven rental income.

    • Unrestricted rental rights, granted by NYS Supreme Court, allow rentals of any length, anytime.
    • Turnkey property featuring five fully renovated/newly built, independently operating cabins.
    • Proven income history of over 13 years as a short‑term rental.
    • Over 6 private acres offering multiple possibilities (rental, family compound, wellness retreat).
    • Each cabin features fireplaces and hot tubs, with peaceful outdoor areas; one cabin is fully wheelchair accessible.
    Updated: May 15, 2025
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    Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Woodstock, NY, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Opportunities in Nearby Cities

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

    Tannersville Multi-Unit Investment Opportunity
    $799,000
    2,842 SF

    Tannersville Multi-Unit Investment Opportunity

    Two residences on one property, ideal for rental income.

    98 Spruce St, Tannersville, NY 12485
    View details
    Updated Home with Flexible Living
    $425,000
    1,776 SF

    Updated Home with Flexible Living

    Updated home perfect for Airbnb, homeowner, or investor.

    95-97 Livingston Street, Saugerties, NY 12477
    View details
    Two Homes in Tannersville, NY
    $329,900
    1,754 SF

    Two Homes in Tannersville, NY

    Two homes on half acre near Hunter Mountain.

    534-538 Platte Clove Road, Tannersville, NY 12485
    View details
    Saugerties Village Mixed-Use Opportunity
    $1,299,000
    4,827 SF

    Saugerties Village Mixed-Use Opportunity

    Historic brick building with retail storefront and income-producing apartments.

    92 Partition Street, Saugerties, NY 12477
    View details

    Woodstock, NY Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 2 short term rental properties for sale in Woodstock, NY on our real estate platform. These investment opportunities span a total of 8,325 square feet of properties for sale, with an estimated market value of $3,900,000.

    Sale prices for short term rental properties in Woodstock, NY start at $3,900,000, averaging $3,900,000, and reaching up to $3,900,000 — 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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    New Listings Trend, 12 Mo

    Number of new listings by month over the past year in Woodstock.

    Leading Commercial Asset Segments

    Short term rental properties 2

    Woodstock Demographics Overview

    Population 4,530
    Population Growth (5Y) -9.5%
    Median Household Income $80,221
    College Educated 91.3%

    Top Neighborhoods for Investment

    Discover the areas of Woodstock with the highest concentration of for-sale assets and compare their average market prices.

    Neighborhood Price Range Average Price
    12498 $2.5M - 3.9M $3.2M

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