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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 Lake Hill, NY Mount Tremper, NY Hurley, NY Willow, NY West Hurley, NY
    5-Cottage Apartment Compound
    Updated: May 18
    5-Cottage Apartment Compound

    2465 Glasco Turnpike, Woodstock, NY 12498

    $1,995,000
    4,331 sqft 6.06 AC lot
    5‑cottage compound on 6.06 acres totaling 4,331 SF
    R3 zoning and a driveway with private entrances
    All five cottages are rented with a mix of short- and long‑term tenants; short‑term rental license conveys
    Cap rate with all cottages rented: 2025 was 7; 2024 was closer to 10
    Well water service and engineered septic (septic tank)
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    Turnkey Woodstock Mixed-Use Investment
    Updated: Feb 16
    Turnkey Woodstock Mixed-Use Investment

    5-9 Rock City Road, Woodstock, NY 12498

    $3,700,000
    8,325 sqft 0.32 AC lot
    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.
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    Woodstock Cottages Investment Opportunity
    Woodstock Cottages Investment Opportunity

    2465 Glasco Turnpike, Woodstock, NY 12498

    $1,995,000
    6.00 AC lot

    Five unique cottages on six wooded acres near Woodstock.

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    Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
    Mixed-Use Income Building
    Mixed-Use Income Building

    5-9 Rock City Road, Woodstock, NY 12498

    $3,295,000

    Turnkey mixed-use property with leased retail space and multiple residential units, including short-term rentals.

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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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    Based on your search, we've compiled 9 Potential Opportunities for your consideration. Besides 5 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.

    Ranch Duplex with Wood-Burning Fireplaces
    Ranch Duplex with Wood-Burning Fireplaces

    32 Old Route 199, Red Hook, NY 12571

    $899,000
    4.00 AC lot

    Two ranch living units with wood-burning fireplaces, outdoor decks, and on-site well and septic on a private drive.

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    Duplex with Outdoor Hot Tub
    Duplex with Outdoor Hot Tub

    98 Spruce St, Tannersville, NY 12485

    $799,000
    0.50 AC lot

    Duplex property with two separate residences, including covered porch and outdoor hot tub, plus municipal water and sewer.

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    Duplex with Cottage and Sauna
    Duplex with Cottage and Sauna

    534-538 Platte Clove Road, Tannersville, NY 12485

    $329,900
    1,754 sqft 0.50 AC lot

    Two connected homes on a private half-acre lot, including a sauna structure and an income-producing Airbnb cottage.

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    Two-Unit Residential Income Property
    Two-Unit Residential Income Property

    32 Old Route 199, Red Hook, NY 12571

    $899,000
    4.00 AC lot

    Two spacious living units on four acres, with wood burning fireplaces, wood stove, and pastoral outdoor living spaces.

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    Woodstock, NY Short Term Rental Properties Market Trends and Statistics

    Explore 5 short term rental properties for sale in Woodstock, NY, showcased through 5 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 $13,485,000.

    Sale prices for short term rental properties in Woodstock, NY start at $1,995,000, averaging $2,697,000, and reaching up to $3,700,000 — 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 6
    Short term rental properties 5
    Apartment buildings 2

    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 $2.7M

    Listings Trend

    New vs delisted commercial listings in Ulster County

    New Delisted

    Total CRE Inventory on Market (SF)

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