559 Case Road
About This Property
Welcome to 559 Case Road in Ashland-Windham, a spacious Colonial set on almost 8 private acres, surrounded by the natural beauty of the Catskills in the Upper Hudson Valley. Offering 6 bedrooms and 3.5 bathrooms, this property is a great full-time residence, weekend retreat, or investment property.
A sun-filled entryway with soaring ceilings and chandelier create a warm and inviting first impression. The main level features a large living room, along with a kitchen equipped with an electric oven, dishwasher, desk area, and an adjoining dining section with sliding doors to the back deck. A formal dining room provides additional space for gatherings. This level also has a bonus area customizable as a family room, home office, or living space for guests. A half bathroom and laundry on the first floor offer convenience and flexibility.
Upstairs, the primary bedroom includes an ensuite bathroom, complemented by three additional bedrooms and a full hall bathroom. A full basement that features two bedrooms and full bathroom, providing endless potential for a recreation area, media room, gym, or extended living quarters.
Outside, an attached two-car garage and a rear deck overlooking the expansive, wooded property-perfect for morning coffee and enjoying the peaceful surroundings.
Located near Windham Mountain Club and Hunter Mountain, this property offers access to skiing, snowboarding, and tubing, as well as year-round outdoor recreation from camping, fishing, hunting, water activities, to hiking at Catskill Park and Kaaterskill Falls. Situated in scenic Greene County, the Ashland-Windham area is highly regarded for its four-season appeal and strong demand for second homes and rental properties in the Northern Catskills. The region is also well known for historic art sites, wineries, and nearby charming towns for boutique shopping and farm-to-table dining.
With close proximity to premier Catskills destinations, and just a few hours away from NYC, 559 Case Road offers a unique opportunity to enjoy or invest in mountain living. Schedule your private showing today!
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What does this mean?
Based on our analysis, the cap rate of this property is 1.25%. A negative cap rate indicates that the property might not be feasible as an income-producing asset. The median cap rate for a near zip code 11238 is 4.23%.
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Actual monthly rental income may vary between $4,760 and $7,140 depending on unit-specific characteristics. You can change the amount using the slider to further explore.
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Cap Rate = Net Operating Income (NOI) / Property Asset Value.
When calculating the cap rate, we assume 100% occupancy. Leverage (mortgage) is not considered.
Cap Rate provided by RealtyHop and RentHop, learn more about cap rate here.
Price History
| Date / Event | Date | Event | Price |
|---|---|---|---|
| Jun 12, 2026 | Price Decreased |
$789,000
↓ $11K
(1.4%) | |
| Price Decreased | |||
| May 6, 2026 | Listed by Iaquinta Premier Properties | $800,000 | |
| Listed by Iaquinta Premier Properties | |||
| Apr 1, 2024 | No longer available | - | |
| No longer available | |||
| Jan 31, 2024 | Listed by Mountain Star Realty | $925,000 | |
| Listed by Mountain Star Realty | |||
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Center Hall Colonial in Windham with Far Reaching views of Windham , located in the Catskill Mountains. Formal Dining room, living room, family room with eat-in kitchen and half bath and entry to a large two car garage. The second floor has four bedroom with its master bedroom with an ensuite and another full bath. Full walkout basement with potential for another apartment of additional 2 bedrooms, kitchen , full bath, room with a jacuzzi and boiler room. This home is high on a small hill overlooking the mountaintain with partial views of the ski slopes on over 7 acres with a long driveway and it is surrounded by DEP land on one side. The rooms are large and the rooms boast views from the many windows that are of the surrounding mountains and vast views. Five minutes to the Windham, Mountain, Windham Path, hiking , swimming, restaurants. 2.5 hours from NYC. The manager has listed the unit size as 2912 square feet.
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| May 11, 2021 | No longer available | - | |
| No longer available | |||
Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017