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487 Black Meadow Road, Chester, NY 10918

Orange County

Key Facts

6Beds
4Baths
4,204Sq Ft
1872Year Built
1.00Lot (acres)
2Garage

Description

A Landmark Farmhouse with a Story to Tell. Standing proudly since 1872, this historic Colonial farmhouse is one of the very first homes built on Black Meadow Road and remains a meaningful piece of Chester’s agricultural past. Once surrounded by hundreds of acres of open farmland and dairy cows, the home still carries the soul of a working farm while offering the comforts of modern living. With over 4,000 square feet of living space, the home blends authenticity with thoughtful updates. Original architectural elements—including wide-plank floors, carefully refinished—add warmth and character throughout. Two staircases provide access to the second floor, reflecting the home’s natural evolution over time. The kitchen is rich in historic detail, highlighted by authentic hand-hewn wood support beams, original to the house and a true testament to 19th-century craftsmanship. Modern enhancements integrate seamlessly, including granite countertops, custom cabinetry, stainless steel appliances, and new high-performance HPL flooring designed for durability. The layout includes six bedrooms and four bathrooms, with twin primary suites located on opposite wings of the home, each offering walk-in closets and a sense of privacy. The welcoming foyer features new hardwood floors, while the spacious mudroom has been updated with new tile flooring and a full bathroom, ideal for everyday country living. A sunken family room with a fireplace creates a cozy gathering space, and the large formal dining room, featuring newly refinished hardwood floors, is perfectly suited for holidays and special occasions. At the rear of the home, a sun-filled sunroom offers a peaceful retreat—ideal for indoor plants, a reading nook, or a creative space that enjoys natural light throughout the day and connects the home to its surrounding landscape. The basement reflects the home’s practical history. While rustic, it once served as a working space where wine was produced beginning in the 1950s, complete with original shelving used for canning and seasonal storage. Outside, raised garden boxes invite you to plant vegetables, herbs, or flowers—continuing the tradition of working the land and enjoying the rewards of homegrown living. Additional features include a two-car garage with upper-level storage and a location that offers the peace of country life with convenience—just one hour from NYC. This is more than a residence—it is a historic home, lovingly maintained, ready to welcome its next chapter.

Property Information

Property Type

Residential

Sub-Type

Single Family Residence

Style

Colonial

Year Built

1872

Living Area

4,204 sq ft

Lot Size

1.00 acres

Garage Spaces

2

Days on Market

158

MLS® Listing#

960665

Property Features

Interior

Cathedral Ceiling(s)Crown Molding

Appliances

DishwasherDryerGas RangeRefrigeratorStainless Steel Appliance(s)

Cooling

Ductless

Heating

Baseboard

Basement

FinishedFull

Parking

Off Street

Construction

Frame

Other Structures

Garage(s)

Utilities

Natural Gas AvailableElectricity ConnectedNatural Gas ConnectedSewer Connected

Sewer

Septic Tank

Water Source

PrivateWell

Schools

Elementary:
Park Avenue Elementary School
Middle:
Warwick Valley Middle School
High:
Warwick Valley High School

Financial Details

Annual Taxes

$16,731

Assessed Value

$265,000

Parcel Number

332289-012-000-0001-080.000-0000

Affordability Calculator

$139,999

Estimated monthly payment

$3,726/mo

Principal $559,996 · Est. interest $781,244 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Chester, NY

$680,952
Median Listing Price
53
Median Days on Market
2,316
Median Sq Ft
$266
Median Price / Sq Ft
89
Active Listings
  • This home’s price is 3% above the area median.
  • Its price per sq ft is 37% below the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in Chester, NY.

Location

Map showing the location of 487 Black Meadow Road, Chester, NY 10918

Getting Around

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Points of Interest in Chester, NY

Showing the Chester area map.

Nearby Schools

  • Florida Union Free School District

    School · 2.6 mi away

  • S S Seward Institute

    Secondary · 2.6 mi away

  • Chester High School

    Secondary · 2.7 mi away

  • Golden Hill Elementary School

    Elementary · 3.2 mi away

  • Chester Academy

    School · 3.3 mi away

  • Chester Elementary School

    Elementary · 3.5 mi away

  • Kings Elementary School

    Elementary · 3.6 mi away

  • Orange-Ulster Boces

    School · 4.4 mi away

  • Goshen Christian School

    School · 4.4 mi away

  • Orange Ulster Boces

    School · 4.8 mi away

  • Raymond C Cramer Elementary

    Elementary · 4.8 mi away

  • Goshen Secure Center

    Secondary · 4.8 mi away

  • Greenwood Lake Middle School

    Secondary · 4.8 mi away

  • Goshen Area Parent Nursery School

    School · 5.2 mi away

  • Goshen Central School District

    Elementary · 5.4 mi away

  • St John School

    School · 5.6 mi away

  • Park Avenue Elementary School

    Elementary · 5.7 mi away

  • CJ Hooker Middle School

    Secondary · 5.7 mi away

  • Monroe Woodbury Central School-Bus Transportation

    School · 5.9 mi away

  • Small Fry Preschool

    Elementary · 5.9 mi away

Commute Calculator

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Nearby Homes

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Similar Home Values

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Moving Cost Estimate

EXIT Agents in Chester

Listing Courtesy: Joseph Baratta Company Realty - 8006283119

Presented by: Dominic Santagato

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright ©2026 OneKey MLS. All Rights Reserved
Fair Housing Notice

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by HGAR. MLS® Listing#960665. © 2026EXIT Realty®. All rights reserved.