by RH Advisors

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Orange 12586
4 Plains Road
$399,900
● House - In Contract

4 Plains Road

Montgomery, NY 12586
bedrooms
3 Beds
bathrooms
1 Bath, 1 Half Bath
square feet
2,048 Ft²
$2,704
Est. Monthly

About This Property

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.
Unit Size
2,048 Ft²
Days on Market
-
Land Size
1.30 acres
Price per sqft
$195
Property Type
House
Property Taxes
$740
HOA Dues
-
Year Built
1790

Listed By

Brian Caplicki
Brian Caplicki
Keller Williams - Hudson Valley United

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Last updated: 26 days ago (OneKey MLS #KEY1024006)

Price History

Date / Event Date Event Price
Sep 2, 2026 In contract -
In contract
Aug 13, 2026 Price Decreased $399,900
↓ $40K (9.1%)
Price Decreased
Jul 15, 2026 Listed by KW Hudson Valley United $439,900
Listed by KW Hudson Valley United
Jun 24, 2026 Temporarily off market -
Temporarily off market
May 4, 2026 Price Decreased $479,900
↓ $20K (4%)
Price Decreased
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Property Highlights

Parking Available
Fireplace
Parking Details
Parking Features: Off Street
Interior Details
Half Bathrooms: 1
Full Bathrooms: 1
Interior Features: Beamed Ceilings, Built-in Features, Chandelier, Double Vanity, Entrance Foyer, Natural Woodwork
Appliances: Convection Oven, Cooktop, Dishwasher, Refrigerator, Stainless Steel Appliance(s)
Flooring Type: Carpet, Hardwood
Rooms: 9
Has Fireplace
Fireplace Features: Basement, Bedroom, Family Room, Living Room
Fireplaces: 5
Basement: Full, Unfinished, Walk-Out Access
Exterior Details
Square Footage: 2048
Square Footage Source: $0
Architectural Style: Colonial, Farmhouse
Year Built: 1790
Waterfront Features: Pond
Other Structures: Barn(s)
Building Area Units: Square Feet
Window Features: Bay Window(s)
Construction Materials: Clapboard, Frame
Patio and Porch Features: Covered, Porch
Lot Size Area: 56628
Lot Size Units: Square Feet
Lot Size Acres: 1.3
Lot Size Square Feet: 56628
Water Source: Well
Financial Details
Tax Assessed Value: $168,000
Tax Annual Amount: $8,876
Utilities Details
Cooling Type: None
Heating Type: Baseboard, Natural Gas
Sewer : Cesspool

Building Info

Overview

    General

  • Year Built: 1790
  • Effective Year Built: 1790
  • Total Rooms: 6
  • Bedroom Count: 3
  • Bathroom Count: 2
  • Full Bathrooms: 1
  • Partial Bathrooms: 2
  • Building Condition: 6
  • Building Quality: 7
  • Construction Type: 0
  • Building Style: 1
  • Exterior Walls Type: 17
  • Interior Walls Type: 0
  • Roof Shape Type: 0
  • Roof Cover Type: 0
  • Floor Count: 200
  • Floor Cover: 0
  • Basement Type: 2
  • Basement Area: 0
  • Garage Type: 0
  • Parking Space Count: 0
  • Patio Type: 0
  • Porch Type: 6
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 56,628
  • Total Building Area: 2,048
  • Building Area: 2,048
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 0
  • Heating: 10
  • Heated Square Feet: 2,048
  • Heating Fuel Type: 3

    Utilities

  • Sewer System: 4
  • Water Service: 5

Building

  • Building Type: 0
  • Property Class: R
  • Land Acres: 0000001300
  • Standard Land Use Code: 1001
  • County Land Use Code: 210

Neighborhood

  • School District Name: Valley Central School District (Montgomery)
  • School Tax School District: VALLEY-MONTGOME
  • Census Tract: 010602

Zoning

  • Zoning: RA5

Geography

  • District: 334289
  • Section: 6.00
  • Parcel: 334289 6-3-1
  • Block: 3
  • Lot: 1.000
  • Municipality: MONTGOMERY
  • Latitude: 41.5694
  • Longitude: -74.145

    Address

  • Full Address: 4 Plains Rd
  • Address - House Number: 4
  • Address - Street Name: Plains
  • Address - Suffix Type: Rd
  • State: NY
  • City Name: Walden
  • Carrier Code: R004
  • 4-Digit Zip Code: 2433
  • Zip Code: 12586

Valuation

    Tax

  • Tax Year: 2023
  • Tax Amount: $836,282
  • Tax Rate Code Area: 334201

    Appraisal Valuation

  • Standard Deviation: 0.1737
  • Valuation Date: Feb 07, 2024
  • Confidence Score: 65
  • Final Value: 409,911
  • High Value: 481,139
  • Low Value: 338,682

    Market Valuation

  • Market Total Value: $400,000
  • Market Land Value: $107,619
  • Market Improvement Value: $292,381

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $168,000
  • Assessed Land Value: $45,200
  • Assessed Improvements Value: $122,800

    Exemptions

  • Veteran Exemption: Yes
  • Homeowner Exemption: Yes
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Orange


Similar Homes for Sale

Currently no similar homes around

Nearby Rentals

Unit for rent at 173 St Elmo Road, Wallkill, NY, 12589

$1,600 /mo

  • 1 Bed
  • 1 Bath
  • 650 ft²
173 St Elmo Road, Wallkill, NY, 12589 Listing by Glenn Ramcharitar


Frequently Asked Questions

When was property at 4 Plains Road built and last sold?
The property at 4 Plains Road was built in 1790 and last sold on Jan 1, 1970 for $0.
How much is this home worth?
The estimated value of the home located at 4 Plains Road is $411,848.
What are some comparable homes to 4 Plains Road?
There are currently no comparable homes to 4 Plains Road.