26 Webster Road, Woodstock, NY, 12498 | $9,950

Escape to this serene sanctuary tucked along a scenic hillside in Woodstock, just off Upper Byrdcliffe Road as you ascend toward Overlook Mountain. Just five minutes from the center of town, yet feeling completely immersed in the woods, this tranquil retreat blends nature and comfort, offering treetop views with glimpses of distant mountain peaks--and a gentle stream running through the property, adding to the sense of total escape.
The spacious home features five bedrooms and three and a half bathrooms, ideal for hosting family and friends. A light-filled sunroom, lush with greenery, flows seamlessly into a cozy living area. The living room is anchored by dramatic two-story windows that frame the surrounding forest, creating a calming, immersive backdrop.
A dining area set beside the fireplace connects easily to the open kitchen, where a breakfast bar keeps everyone engaged while meals are prepared. The layout is designed for both gathering and ease, making everyday living and entertaining feel effortless.
For a truly unique touch, a hidden door--revealed by tipping a book--opens to a private entertainment space complete with a pool table, sound system, and fitness area.
Just outside, a dedicated wellness deck offers a sauna, hot tub, and cold plunge, creating a private spa experience surrounded by nature.
Steeped in Woodstock's rich musical history, the home has quietly hosted some of the world's most celebrated musicians, adding to its creative and inspiring energy.
While it may be hard to leave, the home is ideally located to enjoy some of the region's best offerings. Woodstock's vibrant dining scene includes favorites like Silvia and Good Night, alongside a rich mix of music, art galleries, and wellness studios. Kingston is just a 20-minute drive, and the renowned antiquing destination of Hudson is only 45 minutes away.
Rooted in the area's creative legacy, this home offers both retreat and inspiration, with modern comforts including central air, laundry, and ample space to unwind.

Features

  • Type: Single Family
  • Bedrooms: 5
  • Baths: 3 full / 1 half
  • Laundry: Laundry Room
  • Style: Contemporary
  • Year Built: 1972
  • Heating: Forced Air
  • Cooling: Central Air, Ductless, Multi Units
  • Acreage: 3.63
  • Lot Desc: Views, Wooded
  • View: Mountain(s), Trees/Woods
  • School District: Onteora
  • Appliances: Dishwasher, Gas Range, Microwave, Refrigerator, Washer/Dryer
  • Lease Term Type: Seasonal
  • MLS#: 20261557
  • Days on Market: 33 days
  • Website: https://www.raveis.com
    /prop/20261557/26websterroad_woodstock_ny?source=qrflyer
Copyright © 2026  Hudson Valley Catskill Region MLS
Information is deemed reliable but is not guaranteed accurate by the 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. Source: Hudson Valley Catskills Region
Listing courtesy of Hudson Dwellings Realty

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Frank KolbSenior Vice President - Coaching & Strategic, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 81725

203.980.8025

Frank.Kolb@raveis.com

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  • Is available to meet with you in our office, your home or office, evenings or weekends
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26 Webster Road, Woodstock, NY, 12498

$9,950

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Frank Kolb

Senior Vice President - Coaching & Strategic

William Raveis Mortgage, LLC

Phone: 203.980.8025

Frank.Kolb@raveis.com

NMLS Mortgage Loan Originator ID 81725

5/6 (30 Yr)
Adjustable Rate Conforming*
30 Year
Fixed-Rate Conforming
15 Year
Fixed-Rate Conforming
Loan Amount $7,960 $7,960 $7,960
Term 360 months 360 months 180 months
Initial Interest Rate** 5.625% 6.625% 5.750%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.133% 6.739% 5.952%
Monthly Tax Payment N/A N/A N/A
H/O Insurance Payment $75 $75 $75
Initial Principal & Interest Pmt $46 $51 $66
Total Monthly Payment $121 $126 $141

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.