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71 Lake Shore Road, Pine Plains, NY 12567

Dutchess County

Key Facts

0.85Lot (acres)

Description

The Ultimate Hudson Valley Lakefront Package: Waterfront Mainland Barn, Private Island Glamping Airbnb, Ease Side Lake Access Land & Endless Views! Welcome to a truly unprecedented real estate opportunity on the pristine waters of Twin Island Lake in beautiful Pine Plains, NY. This isn’t just a land listing; it is an extraordinary three-parcel package deal that blends rustic charm, income potential, and the kind of absolute tranquility that is rare to find. The Mainland Sanctuary (0.85 Acres) Step onto nearly an acre of gorgeous lakefront property, beautifully cleared all the way down to the water's edge. The centerpiece of the mainland is a solid, character-filled barn featuring a spacious loft that is just waiting for your vision. With electric already available, this loft could easily be transformed into a charming, creative living space, a writer's retreat, or the ultimate lakeside clubhouse. Outside, your private waterfront oasis is already set up for perfect summer days and cozy autumn nights. Launch a kayak from your floating dock, host a lakeside lunch at the picnic table, or unwind by the fire pit. The panoramic views across the water to the majestic Stissing Mountain rising in the background will quite literally take your breath away. Your Own Private Island Retreat As if the mainland weren't enough, this sale includes a literal dream feature: ownership of one of only two private islands on Twin Island Lake! Currently operating as a highly successful Airbnb, this island defines "glamping at its finest." It offers the ultimate off-grid luxury experience, fully equipped with: A cozy setup featuring a warming gas fireplace Covered kitchen area Raised Platform with Safari tent and bed An outdoor fire pit for star-gazing On-site toilet and a refreshing solar shower Whether you choose to keep running it as a lucrative short-term rental or reserve it entirely as your own secret hideaway, this island is a showstopper. Versatility & Nature at Your Doorstep To round out this incredible package, an additional 0.01-acre lake access property is included, offering even more versatility for layout and usage. This property is a haven for local wildlife. Spend your mornings sipping coffee while watching elegant swans, geese, and ducks glide across the glassy water, and spot turtles sunning themselves on the logs. It is a peaceful world entirely your own. The Location While you will feel a million miles away from the hustle and bustle, you are never isolated. This slice of paradise is located just 15 minutes from the vibrant, historic towns of Red Hook and Rhinebeck, giving you effortless access to fine dining, boutique shopping, farmers markets, and the Amtrak station. A short ride up the Taconic, this is a fast trip to escape the hectic pace of the NYC for the weekend or a summer of relaxation. Property Highlights: Total Package: 0.85-acre lakefront parcel + .25-acre Private Glamping Island + 0.01-acre lake access parcel. Structures: Barn with loft (electric available), floating dock, fire pit. Island Amenities: Turn-key Airbnb Glamping setup with gas fireplace, solar shower, and toilet. Views: Unobstructed lakefront and Stissing Mountain views. Don't miss out on one of the most unique waterfront offerings the Hudson Valley has to offer. Bring your dreams, your boat, and your sense of adventure!

Property Information

Property Type

Land

Lot Size

0.85 acres

Days on Market

20

MLS® Listing#

1006565

Property Features

Lot Features

WaterfrontClearedSee RemarksViews

Other Structures

Barn(s)

Community

ParkPlayground

Utilities

Electricity Available

Sewer

None

Schools

Elementary:
Cold Spring Early Learning Ctr
Middle:
Stissing Mountain Junior/Senior High School
High:
Stissing Mountain Jr/Sr High School

Financial Details

Annual Taxes

$2,107

Affordability Calculator

$195,000

Estimated monthly payment

$5,189/mo

Principal $780,000 · Est. interest $1,088,169 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Pine Plains, NY

$590,741
Median Listing Price
51
Median Days on Market
1,701
Median Sq Ft
$353
Median Price / Sq Ft
235
Active Listings
  • This home’s price is 65% above the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in Pine Plains, NY.

Location

Map showing the location of 71 Lake Shore Road, Pine Plains, NY 12567

Points of Interest in Pine Plains, NY

Showing the Pine Plains area map.

Nearby Schools

  • Pine Plains Central School District

    Secondary · 0.4 mi away

  • Seymour Smith Elementary School

    Elementary · 0.9 mi away

  • Seymour Smith Intermediate Learning Center

    School · 0.9 mi away

  • Cold Spring Early Learning Center

    School · 6.2 mi away

  • Kildonan School

    Secondary · 8.3 mi away

  • Millbrook School

    School · 8.8 mi away

  • Webutuck Elementary School

    Elementary · 9.2 mi away

  • Eugene Brooks Intermediate School

    Secondary · 9.3 mi away

  • Millbrook School

    School · 9.6 mi away

  • Maplebrook School

    Secondary · 10.0 mi away

  • Funshine Nursery School

    School · 10.2 mi away

  • Montessori at the Old Schoolhouse

    Elementary · 10.3 mi away

  • The Indian Mountain School

    Secondary · 10.7 mi away

  • Mill Road Elementary School

    Elementary · 10.8 mi away

  • Red Hook Central School District

    School · 11.0 mi away

  • Linden Ave Middle School

    Secondary · 11.0 mi away

  • The Association for Christian Schools International

    School · 11.1 mi away

  • Red Hook High School

    Secondary · 11.2 mi away

  • Saint Christophers School

    School · 11.3 mi away

  • Salisbury Central School

    Elementary · 11.8 mi away

Commute Calculator

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Nearby Homes

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Similar Home Values

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Moving Cost Estimate

EXIT Agents in Pine Plains

Listing Courtesy: Keller Williams Realty - 8459288000

Presented by: Kelly R. Romano

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright ©2026 OneKey MLS. All Rights Reserved
Fair Housing Notice

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by HGAR. MLS® Listing#1006565. © 2026EXIT Realty®. All rights reserved.