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    Woodstock, NY
    Short Term Rental

    Woodstock, NY Short Term Rental Properties for Sale

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    Saugerties, NY Bearsville, NY Kingston, NY West Hurley, NY Lake Hill, NY Mount Tremper, NY Hurley, NY Willow, NY
    Five-Cottage Short-Term Rental Compound
    Updated: May 18
    Five-Cottage Short-Term Rental Compound

    2465 Glasco Turnpike, Woodstock, NY 12498

    $1,995,000
    4,331 sqft 6.06 AC lot
    Five cottages totaling 4,331 square feet on 6.06 wooded acres
    Short‑term rental license conveys with the property
    2024 cap rate was closer to 10; 2025 cap rate was 7 with all cottages rented
    Cottage 2 was fully renovated in 2024
    Cottage 3 includes two bedrooms, two bathrooms, a balcony, fireplace, and spiral staircase
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    Mixed-Use Building with Retail
    Updated: Aug 16
    Mixed-Use Building with Retail

    59 5-9 Rock City Rd, Woodstock, NY 12498

    $3,295,000
    8,325 sqft
    8,325‑square‑foot mixed‑use building constructed in 1935
    12 total units: eight residential and four retail
    Five residential units operate as short‑term rentals; three are leased to annual tenants
    Four retail units have tenants in place under leases
    Short‑term rental license and zoning for boutique hotel operation
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    Woodstock Cabins with Rental Freedom
    Woodstock Cabins with Rental Freedom

    2465 Glasco Turnpike, Woodstock, NY 12498

    $2,500,000

    Five renovated cabins on 6 acres with proven rental income.

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    Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
    Based on your search, we've compiled 7 Potential Opportunities for your consideration. Besides 3 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.

    Two-Home Duplex Property
    Two-Home Duplex Property

    534-538 Platte Clove Road, Tannersville, NY 12485

    $329,900
    1,754 sqft 0.50 AC lot

    Half-acre residential income property with a four-bedroom main residence and separate one-bedroom cottage.

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    Updated Duplex with Private Yard
    Updated Duplex with Private Yard

    95-97 Livingston Street, Saugerties, NY 12477

    $399,000
    1,776 sqft 0.15 AC lot

    Two-unit layout with patio access, public utilities, and driveway and carport parking.

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    Updated Home with Flexible Living
    Updated Home with Flexible Living

    95-97 Livingston Street, Saugerties, NY 12477

    $399,000
    1,776 sqft

    Updated home offers flexible living as a single-family or two-unit.

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    Duplex Property with Cottage
    Duplex Property with Cottage

    534-538 Platte Clove Road, Tannersville, NY 12485

    $329,900
    0.50 AC lot

    Two residences include a covered porch, rear deck, and separate sauna structure on a half-acre parcel.

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    Woodstock, NY Short Term Rental Properties Market Trends and Statistics

    Explore 3 short term rental properties for sale in Woodstock, NY, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 12,656 square feet of properties for sale, with an estimated market value of $7,790,000.

    Sale prices for short term rental properties in Woodstock, NY start at $1,995,000, averaging $2,596,666, and reaching up to $3,295,000 — 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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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Duplexes 4
    Short term rental properties 3
    Apartment buildings 1

    Demographics Overview

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

    High-Yield Neighborhoods for Investment

    Identify Woodstock submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

    Neighborhood Average Price
    12498 $2.4M

    Listings Trend

    New vs delisted commercial listings in Ulster County

    New Delisted

    Total CRE Inventory on Market (SF)

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