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.
For sale
$1,200,000
206 Greycourt Road, Chester, NY 10918
--beds
--baths
4,032sqft
Quadruplex, Multi Family
Built in 1870
-- sqft lot
$-- Zestimate®
$298/sqft
$-- HOA
What's special
Additional sitting roomFour spacious bedroomsTwo substantial barn structuresMagnificent victorian residenceBeautifully preserved period detailsSoaring ceilingsDedicated laundry room
- 21 days |
- 316 |
- 12 |
Zillow last checked:
Listing updated:
Listed by:
Cronin & Company Real Estate 845-744-6275,
Frank Muccari 845-494-3678
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1003998
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Facts & features
Interior
Heating
- Forced Air
Cooling
- None
Appliances
- Laundry: Washer/Dryer Hookup
Features
- Entrance Foyer, Formal Dining, High Ceilings, Natural Woodwork, Original Details, Pantry
- Flooring: Hardwood
- Basement: Full,Unfinished
- Attic: Walkup
- Number of fireplaces: 3
Interior area
- Total structure area: 4,032
- Total interior livable area: 4,032 sqft
Property
Parking
- Total spaces: 2
- Parking features: Driveway, Garage
- Garage spaces: 2
- Has uncovered spaces: Yes
Lot
- Size: 3.2 Acres
Details
- Parcel number: 3322890030000001009.3100000
- Special conditions: None
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Quadruplex, Multi Family
Materials
- Frame
Condition
- Year built: 1870
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Electricity Connected
Community & HOA
Location
- Region: Chester
Financial & listing details
- Price per square foot: $298/sqft
- Tax assessed value: $200,000
- Annual tax amount: $14,462
- Date on market: 6/1/2026
- Cumulative days on market: 21 days
- Listing agreement: Exclusive Right To Sell
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/1/2026 | Listed for sale | $1,200,000$298/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Estimated monthly payment$1,822
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 10918
Nearby schools
GreatSchools rating
- 5/10North Main Street SchoolGrades: 2-5Distance: 3.6 mi
- 4/10Monroe Woodbury Middle SchoolGrades: 6-8Distance: 6.3 mi
- 7/10Monroe Woodbury High SchoolGrades: 9-12Distance: 6.4 mi
Schools provided by the listing agent
- Elementary: North Main Street
- Middle: Monroe-Woodbury Middle School
- High: Monroe-Woodbury High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- New York
- Orange County
- Chester
- 10918
- 206 Greycourt Road






