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199 Paddock Road
About This Property
From the moment you step inside, you'll appreciate the warmth and character of this custom-built contemporary home. The dramatic great room features soaring ceilings, exposed timber beams, and a magnificent two-story stone fireplace, lovingly built by the original owner using stones collected from the surrounding area. This remarkable fireplace is one continuous structure, with a grand hearth in the main living room and a second fireplace in the upstairs primary bedroom. Imagine cozy evenings by the fire, surrounded by the peaceful beauty of the Catskills.
The step-down gourmet kitchen is a dream for anyone who loves to cook and entertain, featuring beautiful cabinetry, a gas cooktop, double ovens, and a built-in brick bread oven that adds another touch of old-world charm. Whether you're preparing a holiday dinner or enjoying a quiet weekend with company, this is a home designed for making memories.
With three bedrooms, two full bathrooms, and inviting living spaces throughout, there's room to gather and room to retreat.
Outside, the property is just as special. Wander through 13 wooded acres where old stone walls meander through the landscape, relax on the spacious deck, gather around the firepit, or simply enjoy the privacy and tranquility of your surroundings. Seasonal mountain views add to the beauty of the setting, with the possibility of expanding those views through selective clearing at the new owner's discretion.
An oversized detached two-car garage includes a workshop and an expansive upper level with its own separate entrance. Imagine the possibilities for an artist's studio, home office, creative workspace, or potentially a guest apartment, subject to the necessary approvals.
And while you'll feel a world away, you're just a short drive from Windham Mountain Club, Hunter Mountain, and everything that makes the Northern Catskills such a wonderful place to call home. Enjoy skiing, hiking, mountain biking, golf, farm-to-table restaurants, wineries, breweries, farmers markets, and the charming shops and restaurants of nearby Windham and the surrounding Catskills communities.
Whether you're looking for a full-time residence or a weekend escape, 199 Paddock Road offers something increasingly difficult to find: a home with genuine character, a story to tell, and the space and privacy to create your own next chapter.
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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%.
How much can I actually make?
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.
How is cap rate calculated?
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 |
|---|---|---|---|
| Oct 11, 2026 | Price Decreased |
$699,000
↓ $21K
(2.9%) | |
| Price Decreased | |||
| Sep 28, 2026 | Listed by KW Hudson Valley North | $720,000 | |
| Listed by KW Hudson Valley North | |||
Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017