Getaway from it all in this beautiful, well maintained chalet. Sit in front of the wood stove after a long day of skiing and enjoy the amazing mountain views. The back of the property is bordered by DEC and the neighboring property to that is Ski Windham. Only a 10 minute drive to the slopes and all that Main Street Windham has to offer! With minimal tree clearing you could have a direct view of Hunter Mountain. Excellent Condition
Single-familyProperty Type
1989Year Built
6 acresLot Size
$416Est. Price/Sq.Ft.
Listing by Lacey Sala• Coldwell Banker Village Green
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Sell
$351,602
Est. take-home
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Refinance
$0
Est. cash available
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Rent
$2,754/mo
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Market trends in 12444, NY
Last updated September 2026
Sale-to-List Price
97.4%
+1.8% MoM
Median sale price
$804K
$109K MoM
Avg. days on market
39d
92 days MoM
Recently sold homes
4
2 MoM
Provided by Redfin
Sale history for 371 Bailey Rd
Date
Event
Price
HVCRMLS #118296
Dec 19, 2018
Sold
$320,000
$221/sq ft
Nov 16, 2017
Listed
$325,000
$224/sq ft
+5
Getaway from it all in this beautiful, well maintained chalet. Sit in front of the wood stove after a long day of skiing and enjoy the amazing mountain views. The back of the property is bordered by City of New York land and the neighboring property to that is Ski Windham. Only a 10 minute drive to the slopes and all that Main Street Windham has to offer! With a little tree clearing you could have a perfect view of Hunter Mountains slopes.
Global MLS #201722464
Dec 21, 2018
Sold
$320,000
$221/sq ft
Nov 16, 2017
Listed
$325,000
$224/sq ft
Public Records
Jun 3, 1994
Sold
$116,000
$80/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$5,035
$49,700 + $256,500
$306,200
2025
$5,035 (+0.6%)
$49,700 + $256,500
$306,200
2024
$5,004
$49,700 + $256,500
$306,200
2023
$5,008 (+4.5%)
$49,700 + $256,500
$306,200
2022
$4,790 (−0.3%)
$49,700 + $256,500
$306,200
2021
$4,804 (−36.0%)
$49,700 + $256,500
$306,200
2020
$7,511 (−1.7%)
$49,700 + $256,500
$306,200
2019
$7,637 (+58.7%)
$49,700 + $256,500
$306,200
2018
$4,814
$49,700 + $256,500
$306,200
2017
$4,813 (+3.2%)
$49,700 + $256,500
$306,200
2016
$4,663 (+0.6%)
$49,700 + $256,500
$306,200
2015
$4,633 (+3.9%)
$47,000 + $250,200
$297,200
2014
$4,459
$47,000 + $250,200
$297,200
Tax history for 371 Bailey Rd
Year
Property tax
Land + Additions
Assessment*
2026
$5,035
$49,700 + $256,500
$306,200
2025
$5,035 (+0.6%)
$49,700 + $256,500
$306,200
2024
$5,004
$49,700 + $256,500
$306,200
2023
$5,008 (+4.5%)
$49,700 + $256,500
$306,200
2022
$4,790 (−0.3%)
$49,700 + $256,500
$306,200
2021
$4,804 (−36.0%)
$49,700 + $256,500
$306,200
2020
$7,511 (−1.7%)
$49,700 + $256,500
$306,200
2019
$7,637 (+58.7%)
$49,700 + $256,500
$306,200
2018
$4,814
$49,700 + $256,500
$306,200
2017
$4,813 (+3.2%)
$49,700 + $256,500
$306,200
2016
$4,663 (+0.6%)
$49,700 + $256,500
$306,200
2015
$4,633 (+3.9%)
$47,000 + $250,200
$297,200
2014
$4,459
$47,000 + $250,200
$297,200
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
3
Baths
2
Stories
1.7
Lot width
—
Lot depth
—
Lot size
6 Acres
Year renovated
—
Sq. Ft.
1,449
Year built
1989
Style
Single Family Residential
County
Greene County
APN
193800A09400000050070000000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 25, 2026.
Property details
Parking
Parking Information
Parking Features: Off Street
Interior
Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Total Integer): 2
Room 1 Information
Type: Full Bathroom
Level: First
Room 2 Information
Type: Bedroom
Level: First
Basement Information
Basement: Full
Laundry Features
Laundry Features: In Basement
Interior Features
# of Rooms Total: 2
Interior Features: Paddle Fan
Appliances: Dishwasher, Dryer, Electric Water Heater, Oven, Range, Refrigerator, Washer
Door Features: Sliding Doors
Window Features: Bay Window(s)
Exterior
Exterior Features
Patio And Porch Features: Deck, Porch
Roof: Asphalt
Other Structures: Shed(s)
Property Information
Property Sub Type: Single Family Residence
Living Area: 1,449
Construction Materials: Log
Security Features: Security System
Lot Information
Lot Size Acres: 6
Lot Size Square Feet: 261,360
Lot Features: Rock Outcropping, Secluded, Mountain(s), Views, Wooded
Financial
Tax Information
Tax Annual Amount: $4,740
Tax Annual Amount: $4,740
Financial Details: General Taxes: $2,231
Financial Details: School Taxes: $2,509
Utilities
Heating & Cooling
Has Heating
Heating: Baseboard, Electric
Utility Information
Sewer: Septic Tank
Water Source: Other, See Remarks
Location
School Information
School District: Windham-Ashland-Jewett
Location Information
Directions: Rt 23W, left on CR 17, go 2 miles, take left on Goshen St, take left on Bailey, go 1 mile driveway on left - locked gate at bottom of driveway
Public facts
Beds: 3
Baths: 2.0
Sq. Ft.: 1,449
Stories: 1.7
Lot Size: 6 acres
Style: Single Family Residential
Year Built: 1989
Year Renovated: —
County: Greene County
APN: 193800A09400000050070000000
Home facts updated by county records on Sep 25, 2026
Around this home
Schools
Windham Ashland Central School
Public PreK-12 • Assigned • 1.9mi
6/10
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
1/10 Heat Factor
4 days above 86° expected this year, 10 days in 30 years
2/10 Wind Factor
3% chance of strong winds in next 30 years
2/10 Air Factor
0 unhealthy days expected this year, 1 days in 30 years
Provided by First Street
Historical weather
Jewett, NY • 12444
Average low and high temperatures (°F)
26
14
30
15
47
28
56
36
62
45
75
55
79
60
74
53
70
50
59
41
44
31
32
18
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 8.3 hours in
June and 3.3 hours in December, placing it below the
U.S. average for solar exposure.
8.3 hrs
3.3 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$574,000 – $694,000
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