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    Ulster County, NY Short Term Rental Properties for Sale

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    Woodstock Cottages: Investment Opportunity
    Updated: May 18
    Woodstock Cottages: Investment Opportunity

    2465 Glasco Turnpike, Woodstock, NY 12498

    $1,995,000
    4,331 sqft 6.06 AC lot
    5‑cottage property on 6 acres with a mix of short- and long‑term tenants, with the option to rent all five or live in one and rent the others
    Short‑term rental license conveys; 2025 cap rate with all cottages rented was 7, and 2024 cap rate was closer to 10
    Cottage 2 (1 bed/1 bath) was fully renovated in 2024
    Cottage 4 (1 bed/2 baths) is wheelchair‑accessible, with an accessible approach with a ramp
    Heating/cooling includes radiant floor and ductless systems; ENERGY STAR qualified appliances and ENERGY STAR qualified equipment are included
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    Updated Home with Flexible Living
    Updated: Apr 14
    Updated Home with Flexible Living

    95-97 Livingston Street, Saugerties, NY 12477

    $399,000
    1,776 sqft 0.15 AC lot
    Colonial‑style home built in 1900 with frame construction and asphalt roofing
    4 bedrooms and 2.5 bathrooms, with a wood‑burning stove in the living room
    Modern kitchen with appliances included: refrigerator, range, microwave, dishwasher, and dryer
    Hardwood and ceramic tile flooring throughout
    Private backyard with garden, plus porch and patio for outdoor living
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    Waterfront Detached Cottage Compound
    Waterfront Detached Cottage Compound

    101-113 Glenerie Boulevard, Saugerties, NY 12477

    $1,475,000
    4.10 AC lot

    Ten detached 2- and 3-bedroom cottages with separate utilities and mini-split HVAC, set on creek-front acreage.

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    Turnkey Woodstock Mixed-Use Investment
    Turnkey Woodstock Mixed-Use Investment

    5-9 Rock City Road, Woodstock, NY 12498

    $3,700,000
    8,325 sqft 0.32 AC lot

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

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    Catskills Bungalow Colony on 32 Acres
    Catskills Bungalow Colony on 32 Acres

    224 Camp Road, Ellenville, NY 12428

    $799,000
    32.70 AC lot

    Charming bungalow colony with year-round homes on 32 acres.

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    Residential Income Property with License
    Residential Income Property with License

    4868 New York 212, Willow, NY 12495

    $795,000
    2,044 sqft 3.65 AC lot

    Renovated 4–5 bedroom, 3-bath home on 3.65 acres with decks, mountain views, and a transferable short-term rental license.

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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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    Catskills Bungalow Colony on Acres
    Catskills Bungalow Colony on Acres

    224 Camp Road, Ellenville, NY 12428

    $799,000
    32.70 AC lot

    32.7-acre Catskills hideaway with eight units and pool.

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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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    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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    Renovated Kingston Mixed-Use Creative Space
    Renovated Kingston Mixed-Use Creative Space

    76 Prince, Kingston, NY 12401

    $2,800,000

    Unique, renovated mixed-use property in Kingston's Midtown Arts District.

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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 12 Potential Opportunities for your consideration. Besides 12 Active listings in Ulster County, NY, we suggest exploring several alternatives:

    Ulster County, NY Short Term Rental Properties Market Trends and Statistics

    Explore 12 short term rental properties for sale in Ulster County, NY, showcased through 12 active listings on our real estate platform. These investment opportunities span a total of 18,252 square feet of properties for sale, with an estimated market value of $7,288,000.

    Sale prices for short term rental properties in Ulster County, NY start at $399,000, averaging $1,457,600, 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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    Featured Ulster County Real Estate Agencies

    Realmo connects you with licensed Ulster County CRE brokers providing property specifications, local market pricing, and commercial transaction underwriting support.

    Win Morrison Realty
    63 John Street Kingston, NY
    Phone: 18453391144
    Four Seasons Realty Group
    35 Outlook Farm Drive New Paltz, NY 12561
    Phone: 18452550019
    www.four-seasons-realty-group.com
    Quinn Realty Group
    Highland, NY 12528
    www.quinnrealtygrp.net/

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