For Sale202d on marketHistoric · 236 yrs
4 Plains Road
Walden, NY, 12586 • 12586 • Orange County
$499,900
$244/sqft
-$50,000 since Jan 14, 2026
Down payment assistance available
3Beds
2Baths
2,048Sqft
1.3 acLot
1790Built
Property DNA
Character Home
Built 1790 · 236 years of history
Outdoor Living
Porch
This home is getting attention
Listed 202 days ago · 1,285 views · 82 saves
Market activity
Demand and pricing signals for this listing
1,285 views
People checking out this listing
82 saves
Buyers have saved this home
202 days on market
Established listing
$244/sqft
Price per square foot
About this home
Single Family · Built 1790 · Historic
CHARMING HISTORIC FEDERAL 1790 COLONIAL COUNTRY HOME.....situated on 1.3 acres in the in Valley Central School District Offers 3 spacious bedrooms, 1.5 baths and large living room with built in back lighted cupboard, spacious kitchen opens to the dining room with french doors leading to the enclosed porch. Full walk up attic and full unfinished basement with access to the level yard. Barn that was actually a corn crib in the day for extra storage and a spring fed pond. This home has the original wide plank flooring, 5 fireplaces, exposed ceiling beams and character throughout. Home has been fully insulated, all new windows, new roof and nothing to do but move in! Close to shopping, restaurants, parks, Rail Trail for biking or walking and local wineries. Great commuter location...minutes to Interstate 84, NYS Thruway, Beacon Train Station and Stewart International Airport. Schedule your appointment today!
Standout features identified
Our analysis highlights new roof, original wide plank flooring, and spacious bedrooms as key attractions of this home.
Estimated monthly payment
Based on current rates
$3,093/month
Principal & Interest$2,426
Property Tax$500
Insurance$167
Down payment20% ($99,980)
3%50%
Est. 6.11% rate · 30yr fixed · $399,920 loan
Full calculator →At a glance
Key facts and listing details
TypeSingle Family Residence, Residential
Year Built1790
HeatingHot Water
CoolingWall/Window Unit(s)
ParkingOpen Parking
Lot1.30 Acres
Days on Zillow202 Days
Price/sqft$244
Property
Home typeSingle Family
Sub-typeSingle Family Residence, Residential
Year built1790
Systems
HeatingHot Water
CoolingWall/Window Unit(s)
ConstructionCedar
Water / SewerOther / Septic Tank
Parking & Outdoor
ParkingDriveway
BasementFull,Unfinished,Walk-Out Access
Fireplaces5
Lot1.30 Acres
Location & Tax
Neighborhood12586
Annual tax$8,333
Parcel334289631
Bathrooms & Fees
Full baths1
Features & details
9 categories of property features
Interior Features
Interior
Beamed Ceilings
Appliances
Gas Cooktop
Gas Oven
Refrigerator
Heating
Hot Water
Cooling
Wall/Window Unit(s)
Fireplace
Wood Burning
Exterior Features
Parking
Driveway
Construction
Cedar
Patio & Porch
Porch
Utilities
Electricity Connected
Water Connected
Listing insights
Market data and value estimates
StatusFor Sale
Days on market202
Tax rate1.94%
Price/sqft$244
On marketSep 24, 2025
PostedSep 25, 2025
MLS updatedJan 14, 2026
Tour days9
Views1,285
Favorites82
How are the schools in Walden?
3 schools rated nearby
Location
Walden, NY, 12586
Price history
2 events
DateEventPrice$/sqftSource
Jan 14, 2026Price Change$499,900$244OneKey® MLS as distributed by MLS GRID
Sep 25, 2025Listed For Sale$549,900$269OneKey® MLS as distributed by MLS GRID
Price Change$499,900
Jan 14, 2026•$244/sqft•OneKey® MLS as distributed by MLS GRID
Listed For Sale$549,900
Sep 25, 2025•$269/sqft•OneKey® MLS as distributed by MLS GRID
Tax history
24 years of records
YearTax paidAssessed value
Apr 15, 2025—$168,000
Apr 15, 2024—$168,000
Apr 15, 2023—$168,000
Apr 15, 2022—$168,000
Apr 15, 2021—$168,000
Apr 15, 2020—$168,000
Apr 15, 2019—$168,000
Apr 15, 2018—$168,000
Apr 15, 2017$7,280$168,000
Apr 15, 2016—$168,000
Apr 15, 2015—$168,000
Apr 15, 2014—$168,000
Apr 15, 2013—$168,000
Apr 15, 2012—$168,000
Apr 15, 2011—$168,000
Apr 15, 2010—$168,000
Apr 15, 2009—$168,000
Apr 15, 2007—$168,000
Apr 15, 2006—$168,000
Apr 15, 2005—$168,000
Apr 15, 2004—$168,000
Apr 15, 2002—$168,000
Apr 15, 2001—$122,900
Apr 15, 2000—$122,900
Nearby homes
Neighborhood details
Local context around this listing
Walden, NY • Orange County
Nearby cities
ChesterGoshenMiddletownMonroeMontgomeryNew WindsorNewburghPort Jervis
Nearby zip codes
12586
Similar homes
Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. [Click here for more information](/mls-disclaimers/#778)
No obligation · Same-day response