Short Term Rental

Pine Plains, NY Short Term Rental Properties for Sale

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Lakefront Land with Private Island
Updated: May 29
Lakefront Land with Private Island

71 Lake Shore Road, Pine Plains, NY 12567

$975,000
0.85 AC lot
Twin Island Lake waterfront package on 0.85‑acre mainland plus ownership of a private island and a 0.01‑acre lake access parcel
Mainland property includes a barn with loft and electricity available, plus a floating dock and fire pit
Private island is currently operated as an Airbnb and includes a warming gas fireplace, covered kitchen area, raised platform with safari tent and bed, outdoor fire pit, on‑site toilet, and solar shower
Island ownership includes one of only two private islands on Twin Island Lake
Unobstructed lakefront views across the water to Stissing Mountain
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Based on your search, we've compiled 5 Potential Opportunities for your consideration. Besides 1 Active listings in Pine Plains, 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.

Converted Duplex on Private Acreage
Converted Duplex on Private Acreage

32 Old Route 199, Red Hook, NY 12571

$899,000
3,500 sqft 4.00 AC lot

Two well-appointed units, multiple outbuildings, and fireplace-equipped living offer flexible ways to generate income or house extended family.

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Ranch-Style Duplex with Outbuildings
Ranch-Style Duplex with Outbuildings

32 Old Route 199, Red Hook, NY 12571

$899,000
4.00 AC lot

Two residential units sit on four acres with decks and porches, plus a studio cottage and former sheep barn storage.

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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 0.15 AC lot

Updated home perfect for Airbnb, homeowner, or investor.

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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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Pine Plains, NY Short Term Rental Properties Market Trends and Statistics

Explore 1 short term rental properties for sale in Pine Plains, NY on our real estate platform. These investment opportunities span a total of 0 square feet of properties for sale, with an estimated market value of $975,000.

Sale prices for short term rental properties in Pine Plains, NY start at $975,000, averaging $975,000, and reaching up to $975,000 — 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 2
Short term rental properties 1

Demographics Overview

Population 2,498
Population Growth (5Y) -15.4%
Median Household Income $95,982
College Educated 63.6%

Listings Trend

New vs delisted commercial listings in Dutchess County

New Delisted

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