$999,900
 $5,368 est/mo Sourced by Back At You

206 Greycourt Road,Chester, NY 10918

Chester, NY 10918

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Description

INCREDIBLE PROPERTY!!! MUNICIPAL WATER!!! MONROE WOODBURY SCHOOL DISTRICT!!! Welcome to 206 Greycourt Road, Chester, NY A truly rare and remarkable offering in the heart of Orange County, Presenting an extraordinary opportunity to acquire a standout property with exceptional visibility, flexible OP zoning, multiple structures, and limitless potential. Positioned on one of Chester's most highly visible corridors with easy access to Route 17, this distinctive property combines historic character, income potential, and future development possibilities in one compelling package. Situated within the Town of Chester's OP Zoning District, the property offers a level of flexibility seldom found in today's market. Whether your vision includes professional offices, hospitality related uses, boutique commercial ventures, residential income production, event oriented concepts, or a mixed-use redevelopment, the foundation is already in place for something truly special. At the heart of the property stands a magnificent Victorian residence, thoughtfully expanded in 1850 from the original home dating back to 1790, which now serves as the garage. Rich in history, architectural character, and timeless craftsmanship, this remarkable structure offers a rare glimpse into the region's past while providing an inspiring setting for the future. A classic rocking chair front porch sets a welcoming tone, inviting guests to slow down and appreciate the property's timeless charm. Beyond the front door, a grand foyer unfolds into an elegant formal living room that transitions effortlessly into a spacious family room, where soaring ceilings, original hardwood floors, and beautifully preserved period details create an atmosphere of warmth, character, and enduring sophistication. A formal dining room, beautiful kitchen, and convenient first-floor powder room complete the main level. Ascending the impressive staircase, the second floor offers four spacious bedrooms, an additional sitting room that could easily function as a fifth bedroom or office, a large full bathroom, and a dedicated laundry room. Above, a substantial walk-up attic provides exceptional storage or future expansion opportunities. Complementing the main residence is a second detached home featuring two bedrooms and one full bathroom, ideal for rental income (currently rented), caretaker accommodations, employee housing, or additional business flexibility. Two substantial barn structures further elevate the property's possibilities. One stands proudly as a striking architectural centerpiece ready for adaptive reuse, while the second offers the opportunity to restore and reimagine a piece of the property's rich history. Together, these structures provide endless potential for creative redevelopment, storage, workshops, event space, or specialty commercial applications. Infrastructure is equally impressive, with public water service and three separate water meters already in place, providing flexibility for multiple users or future configurations. Location remains one of the property's strongest assets. With unparalleled visibility, easy access to Route 17, and close proximity to the Villages of Chester, Goshen, and Monroe, this property is positioned at the crossroads of commerce, convenience, and growth. Nearby amenities include The Heritage Trail, award winning shopping, renowned local restaurants, farm markets, recreational destinations, and the highly sought after Monroe Woodbury School District. Properties of this caliber, character, and versatility are rarely available. Whether you're seeking a trophy investment, a headquarters location, an income producing asset, or the canvas for your next transformative project, 206 Greycourt Road offers an opportunity limited only by imagination. Additional property across the street also be available for the right buyer. Schedule your private tour today and discover the extraordinary potential of one of Chester's most captivating properties.

Details

MLS #1003998
Listing TypeFor Sale
Sub-TypeResale
StatusPending
Year1870
Days On Site90
Listing Provided ByCronin & Company Real Estate | Frank Muccari

Features

SQ Feet4,032
Garage2
BasementY
Units3
Acreage3.20

Interior

CoolingNone
HeatingForced Air
Interior FeaturesEntrance Foyer, Formal Dining, High Ceilings, Natural Woodwork, Original Details, Pantry, Washer/Dryer Hookup

Exterior

Construction MaterialsFrame

Parking

Garage Yes / NoYes
Parking FeaturesDriveway, Garage

Utilities

UtilitiesElectricity Connected
SewerSeptic Tank

Taxes

Tax Year2025
Tax Assessed Value200000
Tax Annual Amount14462.75

Area Information

StateNY
CountyOrange County
CityChester
Zip Code10918
School DistrictMonroe-Woodbury High School
Elementary SchoolNorth Main Street
High SchoolMonroe-Woodbury High School
Listing VS Median (in 10918)
Price:
$999,900
low | high
Med:
$547,450
95.249524952495% of Average
sqft:
4,032
low | high
Med:
2,023
99.826388888889% of Average
$ / sqft:
$248
low | high
Med:
$271
40.552026062341% of Average
On site:
90
low | high
Med:
69
100% of Average
Sourced by Back At You

Market Activity 10918

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Learn More About This Property

StateNY
CountyOrange County
CityChester
Zip Code10918
School DistrictMonroe-Woodbury High School
Elementary SchoolNorth Main Street
High SchoolMonroe-Woodbury High School
Listing VS Median (in 10918)
Price:
$999,900
low | high
Med:
$547,450
95.249524952495% of Average
sqft:
4,032
low | high
Med:
2,023
99.826388888889% of Average
$ / sqft:
$248
low | high
Med:
$271
40.552026062341% of Average
On site:
90
low | high
Med:
69
100% of Average
Sourced by Back At You
Listing Updated: August 20, 2026 at 2:14:16 AM PDT