996 Dugway Road, Chatham, NY, 12037 | $898,000

Sophistication meets rustic charm in this custom-built country retreat, perched in the hills of Spencertown on coveted Dugway Road. Set on 8. 2 picturesque acres, this estate offers a rare blend of distant views, sunny meadows, and a private stream with waterfalls. The home's soul is found in its organic details: wide-plank flooring milled from the property's own timber and a soaring floor-to-ceiling fireplace crafted from native boulders.

The flowing open floor plan begins with an expansive wrap-around porch, leading into a vaulted two-story living area and a chef's kitchen featuring stainless appliances and a charming antique Glenwood cast iron stove. The main level hosts two guest bedrooms and a newly renovated full bath with laundry. Upstairs, a versatile landing/office space overlooks the great room, leading to a luxurious primary suite complete with a custom walk-in closet and a spa-like bath featuring a soaking tub and double vanity.

Modern efficiency and utility are at the forefront. Recent updates include geothermal heating and cooling, a whole-house generator, a new roof, and an electric car charging station. For the hobbyist or collector, the attached two-car garage features a separate dedicated room, ideal for a professional workshop, art studio, or a temperature-controlled wine cellar. Located minutes from the Spencertown Academy, Chatham, Hawthorne Valley and the Berkshires, this turn-key sanctuary is ready for your summer enjoyment.

Features

  • Bedrooms: 3
  • Baths: 2 full
  • Style: Contemporary
  • Year Built: 1989
  • Garage: 2-car Attached
  • Heating: Geothermal
  • Cooling: Geothermal
  • Basement: Concrete, Full, Walk-Out Access
  • Acreage: 8.2
  • Est. Taxes: $11,952
  • School District: Chatham
  • MLS#: 20261569
  • Days on Market: 40 days
  • Website: https://www.raveis.com
    /prop/20261569/996dugwayroad_chatham_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 Beach & Bartolo Realtors

William Raveis Family of Services

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Customer Service

888.699.8876

Contact@raveis.com

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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

Our Executive Mortgage Banker:

  • Is available to meet with you in our office, your home or office, evenings or weekends
  • Offers you pre-approval in minutes!
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996 Dugway Road, Chatham, NY, 12037

$898,000

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 Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $718,400 $718,400 $718,400
Term 360 months 360 months 180 months
Initial Interest Rate** 5.375% 6.125% 5.875%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.117% 6.235% 6.058%
Monthly Tax Payment $996 $996 $996
H/O Insurance Payment $92 $92 $92
Initial Principal & Interest Pmt $4,023 $4,365 $6,014
Total Monthly Payment $5,111 $5,453 $7,102

* 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.