5 Beds
3½ Baths
3,893 Sqft
12.69 Acres
5 Garages

Hidden from view at the end of a long private driveway, this extraordinary contemporary retreat is set on 12.69 meticulously maintained acres and offers what is arguably one of the most breathtaking settings in all of Windham. Panoramic mountain views, vibrant sunsets painted in shades of pink and orange, a sparkling private pond, and complete privacy create a setting that feels worlds away from the stresses of everyday life. Designed to embrace the surrounding landscape, the home features soaring vaulted ceilings and walls of glass that bring the spectacular views indoors. The spacious floor plan offers five bedrooms, three full bathrooms, one half bath, a dedicated ski and boot room, and a lower-level family room with wet bar for entertaining. Outdoor living is equally impressive with an expansive wraparound deck, covered front porch, stone patio, hot tub, outdoor shower, fire pit, and lush lawns surrounding the pond. Whether enjoying morning yoga on the deck, watching wildlife pass by, or gathering with friends beneath the stars, every inch of this property was designed to connect you with nature. A newer heated two-story barn offers endless possibilities and could easily be converted into a guest house, studio, or apartment. An attached two-car garage with storage above provides plenty of room for vehicles and gear. Located just minutes from skiing at Windham Mountain Club, dining, shopping, hiking trails, CD Lane Park, and the Windham Path, this remarkable property offers the perfect balance of seclusion and convenience. Owners may also choose to join the nearby High Ridge Club, which offers a pool, tennis, pickleball, and social amenities. Properties combining privacy, views, a pond, usable acreage, and proximity to Windham's year-round recreation are exceptionally rare. This is the mountain escape buyers dream about but seldom find. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

 

The Upstate Lifestyle at 33 Elm Ridge Road, Windham

Life here moves at a pace you'll actually enjoy. Windham Mountain Club is practically in the backyard — whether that means carving runs on groomed trails in winter or teeing off at The Course at Windham Mountain Club when the snow melts, there's rarely a reason to go far for a good time. When the day calls for something lower-key, The Windham Path offers a well-maintained loop perfect for morning runs, dog walks, and bird watching, with mountain views that make the whole thing feel less like exercise and more like a gift. For a slower start to the day, the Catskill Mountain Country Store & Restaurant has earned its loyal following with exceptional breakfasts, local goods, and a free farm out back that has a way of making even a Tuesday feel like a weekend. And when the mood calls for something more contemplative, Windham Fine Arts — just minutes away on Route 23 — presents rotating exhibits from quality artists in a space that's welcoming without being precious. In short, the lifestyle this location affords is the kind that's hard to manufacture and harder to leave.

Facts & Features
MLS® # 20263447
Price $1,749,000
Bedrooms 5
Bathrooms 3.50
Full Baths 3
Half Baths 1
Square Footage 3,893
Acres 12.69
Year Built 2004
Type Residential
Sub-Type Single Family Residence
Style Contemporary
Status Pending
MLS ucbr
Community Information
Address 33 Elm Ridge Road
Area Windham
City Windham
County Greene
State NY
Zip Code 12496
Amenities
Parking Driveway, Garage Faces Front, Off Street, On Site
# of Garages 5
View Meadow, Mountain(s), Pond, Trees/Woods, Water
Is Waterfront Yes
Waterfront Pond
Interior
Interior Features Ceiling Fan(s), Central Vacuum, Granite Counters, High Ceilings, In-Law Floorplan, Open Floorplan, Vaulted Ceiling(s), Wet Bar, Walk-In Closet(s), Hot Tub
Appliances Cooktop, Dishwasher, Oven, Other, Refrigerator, Washer/Dryer, Water Heater
Heating Baseboard, Propane, Radiant
Cooling Central Air, Ceiling Fan(s)
Has Basement Yes
Basement Finished, Full, Walk-Out Access, Walk-Up Access
Fireplace Yes
# of Fireplaces 1
Fireplaces Living Room, Wood Burning
Stories Tri-Level
Exterior
Exterior Cedar, Frame, Shake Siding, Stone, Wood Siding
Exterior Features Balcony, Fire Pit, Outdoor Shower, Private Yard
Lot Description Back Yard, Cleared, Front Yard, Gentle Sloping, Landscaped, Meadow, Pond on Lot, Private, Secluded, Views, Wooded
Roof Asphalt, Shingle
Construction Cedar, Frame, Shake Siding, Stone, Wood Siding
School Information
District Wind-Ash-Jewett
Additional Information
Date Listed June 22nd, 2026
Days on Market 108
Zoning RES 1
Short Sale No
RE / Bank Owned No
Listing Details
Listing Courtesy of Coldwell Banker Village GreenW
Mortgage Calculator

This mortgage calculator can be used to figure out monthly payments of a home mortgage loan, based on the home's sale price, the term of the loan desired, buyer's down payment percentage, and the loan's interest rate.

Purchase & Financing Information

Photo of Regina Tortorella

Regina Tortorella

Office: 518-734-4200 ext. 103
Cell: 914-466-0329
Photo of Aaron Joseph Perer

Aaron Joseph Perer

Office: 518-734-4200
Cell: 845-514-0186

Yes, I would like more information from Coldwell Banker Village Green Realty. Please use and/or share my information with a Coldwell Banker Village Green representative to contact me about my real estate needs.

By clicking Inquire I agree a Coldwell Banker Village Green Realty representative may contact me by phone or text message including by automated means about real estate services, and that I can access real estate services without providing my phone number. I acknowledge that I have read and agree to the privacy policy 

Ulster County Board of Realtors LogoTHE DATA RELATING TO REAL ESTATE ON THIS WEBSITE COMES IN PART FROM THE IDX OF THE MULTIPLE LISTING SERVICE OF ULSTER COUNTY, INC. REAL ESTATE LISTINGS HELD BY BROKERAGE FIRMS OTHER THAN Coldwell Banker Village Green Realty ARE MARKED WITH IDX LOGO AND THE DETAILED INFORMATION ABOUT THEM INCLUDES THE NAME OF THE LISTING BROKER.

COPYRIGHT © 2026 BY THE MULTIPLE LISTING SERVICE OF ULSTER COUNTY, INC. ALL RIGHTS RESERVED.

ALL INFORMATION PROVIDED IS DEEMED RELIABLE BUT IS NOT GUARANTEED AND SHOULD BE INDEPENDENTLY VERIFIED. 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.