Sweeping mountain and valley views plus country charm make this home the perfect Catskill getaway. Located off a Scenic Byway and 10 minutes from skiing, hiking, and great restaurants, you can enjoy the feeling of being on top of your own mountain while also being close to all the area has to offer. As you arrive, the wrap-around deck is the perfect spot for taking in the breathtaking panorama views of the rolling hills and meadows. This area expands your options for outdoor dining or morning coffee watching the sun rise. The sweet entryway is a great place to drop your things before heading into the spacious living room with multiple seating areas and rustic wood accents. The heart of the home is the spacious kitchen and dining room with high ceilings, exposed beams and a wood stove to keep you cozy. This room is made for long hangs and delicious meals together -- and it doesn't hurt that the views continue through the sliding doors that connect back to the deck. On this floor you'll also find a full bathroom, generous laundry room and pantry, two bedrooms and an office. Up the spiral staircase to the sun-filled second floor with two lofted rooms which can be used as bedrooms, an office or maybe even a painting studio with its beautiful south-facing light. There's also more storage for tucking away your things. Recent improvements include a new furnace and propane tank, updated electrical service, new pressure tank and more. Outside the property offers vistas from every side of the house, beautiful perennial landscaping with mature lilacs and a vigorous rhubarb patch, as well as a chicken coop/run and ample space and sun for gardening. And, of course, don't miss the two car garage with even more space for storing cars and everything you need for your mountain adventures. This home is ideally located between the Hudson Valley and the Northern Catskills. Windham Ski Mountain is just 10 minutes away, it's about 30 minutes to the new shops and restaurants in Catskill, and under 40 to Hudson (including the Amtrak train. ). All of this and only 2 hours to the GW Bridge in NYC.
Single-familyProperty Type
1940Year Built
1.86 acresLot Size
$189Est. Price/Sq.Ft.
2 car garageParking
Listing by Hillary Kolos• Compass Greater NY, LLC
Listing by Giorgia Lucciola• Compass Greater NY, LLC
Bought with Shaw Country Realty, Broker-Owner Shaw• Shaw Country Realty, Inc.
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Earn from this home
Rent
$2,356/mo
Redfin rental estimate
List your home for rent
Market trends in 12422, NY
Last updated July 2026
Sale-to-List Price
97.2%
0.0% MoM
Median sale price
$705K
$0 MoM
Avg. days on market
69d
0 days MoM
Recently sold homes
1
0 MoM
Provided by Redfin
Sale history for 506 Cunningham Rd
Date
Event
Price
HVCRMLS #20252082
Aug 8, 2025
Sold
$510,000
$210/sq ft
Jul 8, 2025
Pending
—
Jun 18, 2025
Contingent
—
Jun 9, 2025
Listed
$510,000
$210/sq ft
HVCRMLS #142111
Aug 11, 2022
Sold
$450,000
$185/sq ft
May 19, 2022
Listed
$475,000
$195/sq ft
+57
Imagine sitting on the expansive porch watching the beautiful valley or simply turn your head and look at the stellar mountains, surrounded by open fields on a quiet country road. This original 1940's Sear's home has unlimited possibilities with the layout, not to mention the perennial gardens that are all set and ready for your enjoyment . Conveniently located only minutes to the heart of Windham with ski slopes, hiking trails, golf and restaurants. You don't want to let this one pass you by!
Global MLS #202218183
Aug 11, 2022
Sold
$450,000
$185/sq ft
May 19, 2022
Listed
$475,000
$195/sq ft
+57
Year
Property tax
Land + Additions
Assessment*
2023
$1,663 (−56.2%)
$13,000 + $82,000
$95,000
2022
$3,801 (+6.7%)
$13,000 + $82,000
$95,000
2021
$3,563 (−29.8%)
$13,000 + $82,000
$95,000
2020
$5,074 (+60.9%)
$13,000 + $82,000
$95,000
2019
$3,152 (−30.8%)
$13,000 + $82,000
$95,000
2018
$4,553 (+55.6%)
$13,000 + $82,000
$95,000
2017
$2,927
$13,000 + $82,000
$95,000
2016
$2,926 (+0.4%)
$13,000 + $82,000
$95,000
2015
$2,915 (−0.3%)
$13,000 + $82,000
$95,000
2014
$2,925
$13,000 + $82,000
$95,000
Tax history for 506 Cunningham Rd
Year
Property tax
Land + Additions
Assessment*
2023
$1,663 (−56.2%)
$13,000 + $82,000
$95,000
2022
$3,801 (+6.7%)
$13,000 + $82,000
$95,000
2021
$3,563 (−29.8%)
$13,000 + $82,000
$95,000
2020
$5,074 (+60.9%)
$13,000 + $82,000
$95,000
2019
$3,152 (−30.8%)
$13,000 + $82,000
$95,000
2018
$4,553 (+55.6%)
$13,000 + $82,000
$95,000
2017
$2,927
$13,000 + $82,000
$95,000
2016
$2,926 (+0.4%)
$13,000 + $82,000
$95,000
2015
$2,915 (−0.3%)
$13,000 + $82,000
$95,000
2014
$2,925
$13,000 + $82,000
$95,000
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Raw Mls Property Sub Type: Single Family Residence
Lot Information
Lot Features: Meadow
Lot Size : 1.86
Lot Size Area: 1.86
Lot Size Units: Acres
Lot Size Acres: 1.86
Zoning: Res 1
Financial
Tax Information
Tax Annual Amount: $5,729
Utilities
Utility Information
Water Source: Private, Well
Electric: 200+ Amp Service
Sewer: Septic Tank
Location
Schools Information
High School District: Cairo-Durham Central School District
Location Information
Directions: From Kingston take I-87 North. Exit 21 to 23W. Slight right on NY 145 North. Left onto Stone Bridge, merge onto County Road 20, continue on Cochran, left onto Cunningham. House will be on the right.
Public facts
Beds: 3
Baths: 1.0
Sq. Ft.: 1,960
Stories: 1.0
Lot Size: 1.36 acres
Style: Single Family Residential
Year Built: 1940
Year Renovated: —
County: Greene County
APN: 193000A03200000030040000000
Home facts updated by county records on Mar 14, 2024
Around this home
Schools
Cairo Elementary School
Public PreK-5 • Assigned • 12.0mi
8/10
Cairo Durham Middle School
Public 6-8 • Assigned • 7.8mi
6/10
Cairo Durham High School
Public 9-12 • Assigned • 7.8mi
4/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
2/10 Heat Factor
7 days above 88° expected this year, 16 days in 30 years
2/10 Wind Factor
4% chance of strong winds in next 30 years
1/10 Air Factor
0 unhealthy days expected this year, 0 days in 30 years
Provided by First Street
Historical weather
Durham, NY • 12422
Average low and high temperatures (°F)
25
14
29
15
47
28
56
37
62
46
75
57
80
63
74
57
70
52
59
42
44
32
31
18
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 8.4 hours in
June and 3.3 hours in December, placing it below the
U.S. average for solar exposure.