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$1,200,000
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Property 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.
Full Property Details
Full Property Details for 206 Greycourt Rd
General
- Price: $1,200,000
- Taxes: $14,462
- Status: Active
- Type: Multi-Family
- Source: Long_Island
- MLS ID: 1003998
- Updated: 6/3/2026
- Added to Site: 21 day(s) ago
Interior
- Interior Features: Entrance Foyer, Formal Dining, High Ceilings, Natural Woodwork, Original Details, Pantry, Washer/Dryer Hookup
- Fireplace: Yes
- Number of Fireplaces: 3
- Flooring: Hardwood
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Driveway, Garage
Location
- County: Orange County
School Information
- High School District: Monroe-Woodbury
- Elementary School: North Main Street
- Middle School: Monroe-Woodbury Middle School
- High School: Monroe-Woodbury High School
Heating & Cooling
- Cooling Type: None
- Heating Type: Forced Air
Utilities
- Sewer: Septic Tank
- Water: Public
- Utility Description: Electricity Connected
Structural Information
- Detached/Attached: Detached
- Construction: Frame
- Basement: Yes
- Basement Desc.: Full Basement, Unfinished
- Building Size: 4032
- Square Feet: 4,032
- Year Built: 1870
Lot Features
- Lot Size (Acres): 3.2
- Lot Size (Sq. Ft.): 139,392
Financial Considerations
- Tax Amount: $14,462.75
Disclosures and Reports
- Special Conditions: None
- Property ID: 332289-003-000-0001-009.310-0000
Listed by Cronin & Company Real Estate
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Schools
Schools serving 206 Greycourt Rd
School District:Monroe-Woodbury Central School District
| Name | Grades | Distance |
|---|---|---|
North Main Street School 212 North Main Street, Monroe, NY 10950 | 2-5 | 3.6 mi |
Smith Clove Elementary School 21 Smith Clove Rd, Woodbury, NY 10917 | K-1 | 6.8 mi |
Monroe Woodbury Middle School 199 Dunderberg Rd, Woodbury, NY 10917 | 6-8 | 6.3 mi |
Monroe Woodbury High School 155 Dunderberg Rd, Woodbury, NY 10917 | 9-12 | 6.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 206 Greycourt Rd
Date
Details
Price
Change
Source
6/01/2026
Listed
$1,200,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 206 Greycourt Rd
206 Greycourt Road, Chester, NY 10918 (MLS# 1003998) is a Multi-Family property with 3 units containing 0 bedrooms and 0 full bathrooms. 206 Greycourt Road is currently listed for $1,200,000 and was received on June 01, 2026. Want to learn more about 206 Greycourt Road? Do you have questions about finding other Multi-Family real estate for sale in Chester? You can browse all Chester real estate or contact a Coldwell Banker agent to request more information.
