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15 Chipmunk Lane

Woodstock, NY 12498
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Bed 3

Bed

Bath 3

Bath

SqFt2,265

Sqft

Acres1.09

Acres(Lot)

*** OPEN HOUSE 7/12 SUNDAY 11-1pm *** Rarely does a Woodstock home come along with this much soul, flexibility, and built-in opportunity. Tucked away on just over an acre off private Chipmunk Lane, this charming 2265 sq ft Cape Cod cottage style home captures the feeling people come to Woodstock hoping to find: a little privacy, a little magic, a little room to create, and a home that feels deeply personal from the moment you arrive. At the heart of the main house is a wonderfully memorable kitchen, full of color, character, and warmth. This is not a showroom kitchen trying too hard. It is the kind of kitchen where meals stretch into stories, friends gather around the island, coffee starts slowly, and the house begins to feel like home. The adjoining living areas continue that same s pirit, offering inviting spaces for conversation, quiet mornings, winter nights in front of the wood stove, and the everyday rhythm of country life. The main home offers two bedrooms and two full baths, along with a highly useful first-floor office/flex room off the living room that can easily function as a guest room, studio, work-from-home space, or possible first-floor sleeping area. Upstairs, vaulted ceilings and exposed beams bring classic Cape Cod charm to a second living area that could become a media room, playroom, creative workspace, or future bedroom or bath, depending on your needs. What makes this property especially rare is the legal, fully licensed short-term rental component. Connected through the center mudroom yet able to live entirely separately, the one-bedroom guest suite creates meaningful income potential without compromising the privacy or normal function of the main home. With its own entrance, separate driveway, private parking, and established Airbnb history, it feels less like an afterthought and more like a thoughtful second world on the property. For artists, makers, musicians, remote workers, weekenders, or anyone looking for a Woodstock home that can support both lifestyle and income, the versatility here is exceptional. Live in the main house and rent the guest suite. Keep the suite for visiting friends and family. Use it as a detached-feeling studio, wellness space, or creative retreat. The layout gives you options now and flexibility for whatever comes next. The setting is equally compelling. Over an acre gives the property breathing room, with mature trees, garden moments, and a tucked-away feeling that still keeps you close to the village proper of Woodstock. Historic Kingston, Saugerties, hiking, restaurants, music, shops, and farm-to-table favorites are all within easy reach, and the Kingston Thruway exit is less than 10 minutes away for a more convenient connection back to New York City. This is the rare Woodstock combination buyers keep hoping to find but almost never do: character, privacy, legal short-term rental income, separate living spaces, creative flexibility, and a location that feels both hidden away and connected to everything. A cottage home with charm, a property with purpose, and a lifestyle that is ready to begin on day one. *** OPEN HOUSE 7/12 SUNDAY 11-1pm ***

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Detail Ic Property Details

Property Type : Residential

Price : $915,000

AD Id : 87741318

MLS Id : 20263805

Beds : 3

Lot Size : 1.09 Acres

Living Area Size : 2,265

Year Built : 1954

Garage : 1

County : Ulster

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 3 Full Baths: 3

    Room Information

    Has Basement: Yes Basement: Full, Unfinished
  • Flooring Information

    Wood
  • Interior Features

    Beamed Ceilings, In-Law Floorplan, Kitchen Island, See Remarks, Vaulted Ceiling(s) Appliances: Gas Range, Oven, Refrigerator, Range Hood
  • Heating & Cooling

    Has Heating: Yes Heating: Baseboard, Hot Water, Wood Stove

  • Building Information

    Year Built: 1954 Building Area Total: 2265 Patio And Porch Features: See Remarks Private Pool: No
  • Exterior Features

    Exterior Features: Fire Pit, Garden, Outdoor Shower, Private Entrance, Private Yard

  • Lot Information

    Main Square Feet: 1.09 Acres Lot Size Acres: 1.09 Lot Size Square Feet: 47480.4 Lot Description: Back Yard, Front Yard, Level, Private, See Remarks, Wooded

  • Listing Price Information

    Listing Price: $915000

  • Tax Information

    Parcel Number: 27.4-4-22 Tax Lot: 22 Tax Block: 4 Annual Tax: $11670 Tax Legal Desc: 27.4-4-22

  • Parking Information

    Additional Parking, Carport, Deck, Driveway, Guest, Private, See Remarks, Attached, Garage

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 1

  • Location Information

    WaterSource: Private, Well
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Nearby Home Value

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56 Lauren Court, Woodstock, NY, 12498 $2,300,000 3 4 2,613 2,613 SqFt
328 John Joy Road, Woodstock, NY, 12498 $569,000 2 2 1,300 1,300 SqFt
110 Cottontail Lane, Woodstock, NY, 12498 $539,000 4 3 2,265 2,265 SqFt
110 Cottontail Lane, Woodstock, NY, 12498 $539,000 4 3 2,265 2,265 SqFt
72 Van Dale Road, Woodstock, NY, 12498 $749,000 3 3 1,991 1,991 SqFt
639 W Saugerties Road, Woodstock, NY, 12498 $2,200,000 3 2 3,530 3,530 SqFt
29 Maurizi Lane, Woodstock, NY, 12498 $825,000 4 3 2,372 2,372 SqFt
5 Lazy Brook Lane, Woodstock, NY, 12498 $799,000 4 3 2,480 2,480 SqFt
5 Lazy Brook Lane, Woodstock, NY, 12498 $799,000 4 3 2,480 2,480 SqFt
5 Downer Lane, Woodstock, NY, 12498 $1,200,000 4 4 3,172 3,172 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 07/10/2026 @ 09:37

MLS: 20263805 LISTED BY: Dylan Taft, Taft Street Realty, Inc. SOURCE: Hudson Valley Catskills Region Multiple List Service (Ulster County Board of REALTORS)

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