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2465 Glasco Turnpike

Woodstock, NY 12498
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Bed 7

Bed

Bath 7

Bath

SqFt4,331

Sqft

Acres6.06

Acres(Lot)

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 fireplac e 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.

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Detail Ic Property Details

Property Type : Residential Income

Price : $1,995,000

AD Id : 78890394

MLS Id : 20262489

Beds : 7

Lot Size : 6.06 Acres

Living Area Size : 4,331

Year Built : 1965

County : Ulster

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Feature Features

  • Bedroom Information

    Total beds: 7

    Bathroom Information

    Total Baths: 7
  • Flooring Information

    Hardwood, Tile, Varies
  • Roofing Information

    Shingle
  • Interior Features

    Built-in Features, Ceiling Fan(s), See Remarks Roof: Shingle Appliances: ENERGY STAR Qualified Appliances Laundry Features: Multiple Locations, See Remarks
  • Heating & Cooling

    Has Heating: Yes Heating: Ductless, Propane Stove, Radiant Floor, Varies by Unit, Wood Stove Has Cooling: Yes Cooling: Ceiling Fan(s), Ductless, ENERGY STAR Qualified Equipment, Varies by Unit

  • Building Information

    Year Built: 1965 Building Area Total: 4331 Patio And Porch Features: Covered, Deck, Patio, Porch Private Pool: No View: Trees/Woods
  • Exterior Features

    Exterior Features: Barbecue, Fire Pit, Private Entrance

  • Lot Information

    Main Square Feet: 6.06 Acres Lot Size Acres: 6.06 Lot Size Square Feet: 263973.6 Lot Description: Wooded

  • Listing Price Information

    Listing Price: $1995000 Original Price: $2295000

  • Tax Information

    Parcel Number: 27.9-1-1 Tax Lot: 1 Tax Block: 1 Tax Year: 2025 Annual Tax: $16659 Tax Legal Desc: Section.Subsection-Block-Lot.Sublot-Suffix

  • Parking Information

    Additional Parking, Driveway

  • Location Information

    WaterSource: Private, Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
110 Cottontail Lane, Woodstock, NY, 12498 $539,000 4 3 2,265 2,265 SqFt
110 Cottontail Lane, Woodstock, NY, 12498 $539,000 3 2 --
121 Tinker Street, Woodstock, NY, 12498 $420,000 1 2 1,012 1,012 SqFt
123 Tinker Street, Woodstock, NY, 12498 $470,000 2 2 1,284 1,284 SqFt
125 Tinker Street, Woodstock, NY, 12498 $425,000 -- 2 959 959 SqFt

The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the Ulster County Board of REALTORS®. 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 Ulster County Board of REALTORS®, Inc.

ByOwner last updated this listing 07/17/2026 @ 23:20

MLS: 20262489 LISTED BY: Lillian Kology, Halter Associates Realty SOURCE: Hudson Valley Catskills Region Multiple List Service (Ulster County Board of REALTORS)

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