Recently Listed Open House 7/19 3:30pm - 5:30pm
4 Plains Road
Walden, NY, 12586 $ 439,900
Bedrooms3 Baths1.1 Sq 2,048 Monthly Estimate*
$ 2,778
for $439,900 with 3 bedrooms and 1 full bath, 1 half bath. This 2,048 square foot home was built in 1790 on a lot size of 1.3.
Some people walk into a house built in 1790 and see only what they would want to change. You are not one of those people. You look up and find hand-hewn beams running the length of the ceiling, the axe marks still visible in the wood, and you understand immediately that no budget on earth can manufacture that. You look down at wide plank floors, boards far wider than anything milled today, worn to a soft glow by more than two centuries of footsteps. Something in you settles. You have been holding out for a house that was actually made by hand, and they almost never come up for sale. This is a home that rewards people who notice things. The deep window casings that hold the afternoon light. The painted wainscoting and the papered walls that someone chose with real care. The fireplaces you gather around when the weather turns, every one of them working, and down in the stone cellar, the original walk-in cooking hearth where every meal in this house was once made, still standing exactly as it was built. You do not restore a detail like that. You inherit it, and you become the person lucky enough to live alongside it. At the end of the day you retreat to a primary suite that feels like its own quiet corner of the house, beams overhead, wide boards underfoot, and a fireplace of its own for the nights you want to read until the fire dies down. Waking up here does not feel like waking up anywhere else. Here is the part that lets you exhale. Loving an old house usually means bracing for the big-ticket surprises, but the important things here are already handled. The windows were replaced about 8 years ago, the cesspool was updated in the same stretch, and the home runs on natural gas heat. So you get all the soul of 1790 with far less of the worry, free to spend your attention on the details you fell for rather than the systems behind the walls. Step outside and the land does the rest. There is a pond on your own 1.30 acres, willows leaning over the water, the kind of view that makes a Sunday disappear. A great old shade tree spreads over the lawn, wide enough to sit under all afternoon, with room to plant a garden, build a fire pit by the water, and spread out in a way you cannot in town. Come evening you can take the porch, listen to the quiet, and feel a good distance from everything you needed a break from. The location quietly works in your favor. This sits in the Valley Central school district, one of the most sought-after and genuinely affordable in the county, which helps the value hold. Angry Orchard's cider house is practically down the road for a slow afternoon in the Wallkill Valley, the shops and cafes of the village of Montgomery are minutes away, and when the city calls you are roughly 70 miles from the George Washington Bridge with the Thruway and I-84 close at hand. Houses like this were built to outlast everyone who lives in them. The people who love old homes understand that owning one is less about buying a property and more about becoming its next caretaker. If that is you, this one has been waiting a long time for someone who would see it.
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Open House
7/19/2026 3:30 PM - 5:30 PM
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesInteriorInterior Amenities Beamed Ceilings Built-in Features Chandelier Double Vanity Entrance Foyer Natural Woodwork
Basement Full Unfinished Walk-Out Access
Flooring Carpet Hardwood
Total Fireplaces 5
Fireplace Features Basement Bedroom Family Room Living Room
Basement Features Full Unfinished Walk-Out Access
Basement (Y/N) Y
Window Features Bay Window(s)
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 3
Total Baths 2
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GeneralSewer Cesspool
Heating Baseboard Natural Gas
Cooling None
Utilities Electricity Connected
Appliances Convection Oven Cooktop Dishwasher Refrigerator Stainless Steel Appliance(s)
Patio/Porch Features Covered Porch
Architectural Style Colonial Farmhouse
Construction Materials Clapboard Frame
Year Built 1790
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 334289-006-000-0003-001.000-0000
Waterfront Features Pond
County Orange County
Property Type Residential
HOA N
Garage Y/N N
Other Structures Barn(s)
Total Rooms 9
Full Baths 1
High School Valley Central High School
City Montgomery
Senior Community Y/N N
High School District Valley Central (Montgomery)
Carport Y/N N
Elementary School East Coldenham Elementary School
Property Attached Y/N N
Tax Annual Amount 8876
Middle/Junior High School Valley Central Middle School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Valley Central (Montgomery)
Elementary School District Valley Central (Montgomery)
Tax Assessed Value 168000
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ExteriorParking Features Off Street Off Street
Water Source Well
Waterfront Y/N Y
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* Excluded FeaturesList ByBrian J CaplickiListing Agent
Kw Hudson Valley UnitedBroker
Affordability Calculator
- Monthly Principal & Interest
- $2,778
- Monthly Property Taxes
- $740
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Walden, NY
Average List Price $481,927
Percent of Sale Price 10%
About Walden, NY 12,588 Population
10% Since 2002
$ 75,763 Median Income
39.6 Median Age
33% Households with Children
Trends Information provided by ATTOM Data Solutions.
4892529 Elementary School
4892263 Middle School
Valley Central High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 7/15/2026 | $439,900 | | Listed Price |
4 Plains Road, Walden, NY, 12586 is a Single Family Home for sale at $439,900 with 2,048 sqft and a lot size of 1.3. 4 Plains Road has 3 bedrooms, 1.1 baths, and was built in 1790. The property's zip code is 12586 which is in Walden, NY