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MLS ID KEY1024006Last updated Sep 9, 2026

Single Family

4 Plains Road

Pending · Montgomery · Orange County, NY 12586

Bedrooms
3 Beds
Bathrooms
2 Baths
Year built
1790
Est. monthly taxes
$739.67
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About this home

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.

Listing snapshot

Days on site
48 days
Listed on MLS
Jul 15, 2026
Full baths
1
Half baths
1
Annual property tax (MLS)
$8,876
Tax year
2025
Area source (MLS)
Public Records
Listing brokerage
KW Hudson Valley United
MLS ID
KEY1024006
Last updated
Sep 9, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1790
Garage
No
Parking
Off Street
Water source
Well
Sewer
Cesspool
Utilities
Electricity Connected

Interior features

Basement
Full, Unfinished, Walk-Out Access
Heating
Baseboard, Natural Gas
Cooling
None
Interior
Beamed Ceilings, Built-in Features, Chandelier, Double Vanity, Entrance Foyer, Natural Woodwork
Appliances
Convection Oven, Cooktop, Dishwasher, Refrigerator, Stainless Steel Appliance(s)
Flooring
Carpet, Hardwood
Fireplace
Yes
Fireplaces
5

Exterior features

Architectural style
Colonial, Farmhouse
Construction materials
Clapboard, Frame
Private pool
No

Schools (MLS)

Elementary school
East Coldenham Elementary School
Elementary school district
Valley Central (Montgomery)
Middle school
Valley Central Middle School
Middle school district
Valley Central (Montgomery)
High school
Valley Central High School
High school district
Valley Central (Montgomery)

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. First seen on this site
  2. Listing updated from MLS
  3. MLS status changed

Location

Montgomery · Orange County, NY 12586Show interactive map
4 Plains Road

Montgomery · Orange County, NY 12586

Google Maps directions

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Monthly property taxNot provided

Monthly association / maintenance feesNot provided

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Listing data is supplied by the MLS and may change without notice.