Turn off Paddock Road and follow your private driveway to a one-of-a-kind Catskills retreat, where 13 wooded acres, timeless craftsmanship, and the beauty of nature come together to create a place you'll love coming home to. 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.
Single-familyProperty Type
1990Year Built
13 acresLot Size
$305Price/Sq.Ft.
2 car garageParking
Listing by Elizabeth Alfeld• KW Hudson Valley North
Turn off Paddock Road and follow your private driveway to a one-of-a-kind Catskills retreat, where 13 wooded acres, timeless craftsmanship, and the beauty of nature come together to create a place you'll love coming home to. 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.
OneKey® MLS as Distributed by MLS Grid #1055443
Oct 10, 2026
Price Changed
$699,000
$305/sq ft
Sep 28, 2026
Listed
$720,000
$314/sq ft
HVCRMLS #20263224
Jun 13, 2026
Listed
$725,000
$316/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$5,862
$27,000 + $129,500
$156,500
2025
$5,862 (−5.9%)
$27,000 + $129,500
$156,500
2024
$6,227 (+7.5%)
$27,000 + $129,500
$156,500
2023
$5,792 (−5.5%)
$27,000 + $129,500
$156,500
2022
$6,128 (+3.6%)
$27,000 + $129,500
$156,500
2021
$5,913 (+16.0%)
$27,000 + $129,500
$156,500
2020
$5,100 (+4.0%)
$27,000 + $129,500
$156,500
2019
$4,903 (+6.9%)
$27,000 + $129,500
$156,500
2018
$4,585 (+1.2%)
$27,000 + $129,500
$156,500
2017
$4,530 (−0.1%)
$27,000 + $129,500
$156,500
2016
$4,536 (+0.2%)
$27,000 + $129,500
$156,500
2015
$4,525 (−7.8%)
$27,000 + $129,500
$156,500
2014
$4,909
$27,000 + $129,500
$156,500
Public record
Beds
3
Baths
2
Stories
2
Lot width
—
Lot depth
—
Lot size
13 Acres
Year renovated
—
Finished Sq. Ft.
2,292
Unfinished Sq. Ft.
—
Total Sq. Ft.
2,292
Year built
1990
Style
Single Family Residential
County
Greene County
APN
193000A04900000050110000000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 8, 2026.
Historical weather
Durham, NY • 12423
Average low and high temperatures (°F)
29
16
33
17
50
29
59
39
66
48
78
58
83
63
78
56
74
53
62
44
49
34
34
20
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
97/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 22% for direct sun exposure in Durham. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.5 hrs
5.8 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 199 Paddock Rd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $278,000 and $500,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $278K to $500K.