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Orange County, NY Short Term Rental Properties for Sale

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Residential Rental Property on 36 Acres
$1,298,000
36.00 Acres

Residential Rental Property on 36 Acres

1 Royal Acres Dr, Middletown, NY 10940

Seven-building residential rental property with 36 acres in Mount Hope.

  • One‑of‑a‑kind 7‑building residential rental property on 36 acres.
  • Grandfathered residential‑commercial property.
  • Updated buildings with income potential of $322,000 annually.
  • Potential for higher income through Airbnb rentals.
  • Includes a pond and a large, old barn.
Updated: Jan 16
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Charming Duplex in New Windsor
Pending
$600,000
0.43 Acres

Charming Duplex in New Windsor

2 Dimiceli St, New Windsor, NY 12553

Duplex with income potential and short-term rental possibilities.

  • Duplex with multiple rental income opportunities: Includes a currently rented 2‑bedroom unit, a 2‑bedroom unit with a bonus 1‑bedroom studio, and a separate studio space.
  • Recent significant mechanical upgrades: New roof (2023), furnace, water heater, water softener, and well water UV filter.
  • Nearly 3,000 sqft of living space with unique layout: Offers flexibility for homeowners and investors.
  • Prime location in Cornwall Central School District.
  • Desirable interior features: Hardwood floors, cathedral ceilings, and bowed windows provide ample natural light.
Updated: Dec 3, 2025
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Updated Duplex in Warwick Village
Pending
$689,000
0.11 Acres

Updated Duplex in Warwick Village

Well-maintained duplex with historical charm, close to amenities.

26 High St, Warwick, NY 10990
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Lakefront Duplex with Rental Income
$665,000
1,471 SF

Lakefront Duplex with Rental Income

Lakefront duplex on Greenwood Lake, perfect for rental income.

636 Jersey Ave, Greenwood Lake, NY 10925
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Based on your search, we've compiled 4 Potential Opportunities for your consideration. Besides 4 Active listings in Orange County, NY, we suggest exploring several alternatives:

Orange County, NY Short Term Rental Properties Investment Opportunities Market Analysis

Explore 4 short term rental properties for sale in Orange County, NY, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 29,625 square feet of properties for sale, with an estimated market value of $1,954,000.

Prices for short term rental properties in Orange County, NY start at $600,000, averaging $651,333, and reaching up to $689,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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