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2465 Glasco Turnpike, Woodstock, NY 12498

Ulster County

Key Facts

4,331Sq Ft
1965Year Built
5.00Lot (acres)

Description

Rare investment opportunity in Woodstock: a collection of five unique cottages on six wooded acres located just minutes from the Village's vibrant shops, dining, and nightlife. Each home boasts a distinct personality and peaceful forest views, and all five have been successfully rented with a combination of short- and long-term tenants. Possibilities include renting all five cottages or living in one while renting the other four. Another option is to create a warm and inviting 5-cottage compound for group living. Imagine enjoying the Woodstock lifestyle with loved ones just a door-knock away. For a writer, artist, or home-business owner, perhaps one or more of the cottages could be used as a studio or office separate from home. Cottage 1 is a delightful two bedroom/one bath with a fireplace and Craftsman kitchen. Cottage 2, with one bed and one bath, was reimagined and fully renovated in 2024. Cottage 3 is peak contemporary treehouse: a stunning two bedroom/two bath, featuring dramatic windows, balcony, and fireplace, with a spiral staircase up to the primary bedroom. Bright and airy Cottage 4 is a cheerful one bedroom/two bath that is wheelchair-accessible. The first thing you'll notice about Cottage 5 is the cool roofline with a clerestory that fills the living area with light. When not relaxing at home, there's plenty to do in the area: hiking, swimming, skiing, listening to live music, visiting art galleries and antique shops, dining and shopping in Woodstock and beyond. The bus from NYC stops near Woodstock's Village Green. Amtrak is across the Hudson in the hamlet of Rhinecliff. NYC's George Washington Bridge is about 100 miles away. The short-term rental license conveys. The 2025 cap rate with all cottages rented (either short-term or long-term) was 7%, and for 2024 it was closer to 10%. Financials and rental history are available. If you're seeking an investment property, live-work dream spot, or sweet group compound in Woodstock, consider viewing this fantastic 6-acre, 5-cottage property in beautiful, famous, ever-inspiring Woodstock.

Property Information

Property Type

Commercial Sale

Sub-Type

Multi Family

Year Built

1965

Living Area

4,331 sq ft

Lot Size

5.00 acres

Parking Spaces

10

Days on Market

8

MLS® Listing#

1001723

Property Features

Cooling

Varies by Unit

Heating

ElectricHeat PumpPropaneRadiantSee Remarks

Flooring

HardwoodTile

Parking

Driveway

Construction

FrameWood Siding

Utilities

Electricity ConnectedPropaneUnderground Utilities

Sewer

Septic Tank

Water Source

PrivateWell

Financial Details

Annual Taxes

$16,313

Assessed Value

$606,800

Parcel Number

5800-027.009-0001-001.000-0000

Directions

Property is at the corner of Glasco and Rick's Road. If driving on Glasco from the Woodstock direction, it will be on the left immediately after Rick's Road.

Affordability Calculator

$399,000

Estimated monthly payment

$10,618/mo

Principal $1,596,000 · Est. interest $2,226,562 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Woodstock, NY

$1,000,000
Median Listing Price
64
Median Days on Market
2,544
Median Sq Ft
$498
Median Price / Sq Ft
22
Active Listings
  • This home’s price is 100% above the area median.
  • Its price per sq ft is 8% below the area median.

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

Location

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Points of Interest in Woodstock, NY

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Nearby Homes

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EXIT Agents in Woodstock

Listing Courtesy: Halter Associates Realty Inc - 8456792010

Presented by: Lillian Kology

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#1001723. © 2026EXIT Realty®. All rights reserved.