206 Greycourt Road, Chester, NY 10918
Local realty services provided by:Better Homes and Gardens Real Estate Realty Connect
206 Greycourt Road,Chester, NY 10918
$999,900
- - Beds
- - Baths
- 4,032 sq. ft.
- Multi-family
- Active
Listed by: frank muccari
Office: cronin & company real estate
MLS#:1003998
Source:OneKey MLS
Price summary
- Price:$999,900
- Price per sq. ft.:$247.99
About this home
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....
Contact an agent
Home facts
- Year built:1870
- Listing ID #:1003998
- Added:156 day(s) ago
- Updated:November 05, 2026 at 01:28 PM
Rooms and interior
- Flooring:Hardwood
- Dining Description:Formal Dining
- Kitchen Description:Pantry
- Basement:Yes
- Basement Description:Full, Unfinished
- Living area:4,032 sq. ft.
Heating and cooling
- Heating:Forced Air
Structure and exterior
- Year built:1870
- Building area:4,032 sq. ft.
- Lot area:3.2 Acres
- Construction Materials:Frame
Schools
- High school:Monroe-Woodbury High School
- Middle school:Monroe-Woodbury Middle School
- Elementary school:North Main Street
Utilities
- Water:Public
- Sewer:Septic Tank
Finances and disclosures
- Price:$999,900
- Price per sq. ft.:$247.99
- Tax amount:$14,463 (2025)
Features and amenities
- Laundry features:Washer/Dryer Hookup
- Amenities:Entrance Foyer, High Ceilings
Parking
- Parking description:Driveway, Garage
- Garage:Yes
- Garage spaces:2
New listings near 206 Greycourt Road
- Coming Soon
$325,900Coming Soon2 beds 2 baths1,072 sq. ft.4108 Whispering Hills, Chester, NY 10918
MLS# 1069532Listed by: KELLER WILLIAMS REALTY - Coming Soon
$299,999Coming Soon3 beds 1 baths1,046 sq. ft.14 School Street, Chester, NY 10918
MLS# 1069090Listed by: HOWARD HANNA RAND REALTY - New
$849,000Active4 beds 3 baths3,676 sq. ft.56 Hardscrabble Road, Chester, NY 10918
MLS# 1067519Listed by: HOWARD HANNA RAND REALTY - New
$360,000Active3 beds 1 baths1,561 sq. ft.33 Meadow Avenue, Chester, NY 10918
MLS# 1068790Listed by: RIVER REALTY SERVICES, INC. - New
$939,000Active4 beds 3 baths3,406 sq. ft.82 Goosepond Mountain Road, Chester, NY 10918
MLS# 1034493Listed by: MK REALTY INC - New
$365,000Active5.1 Acres90 Odyssey Drive, Chester, NY 10918
MLS# 1067328Listed by: RE/MAX TOWN & COUNTRY - New
$499,000Active3 beds 2 baths2,000 sq. ft.7 Townsend Place, Chester, NY 10918
MLS# 1045305Listed by: NATIONAL VETERANS REALTY GROUP - New
$1,599,999Active6 beds 8 baths7,034 sq. ft.69 Cedar Pond Lane, Chester, NY 10918
MLS# 1066175Listed by: PROMINENT PROPERTIES SOTHEBY'S
$945,000Active4 beds 3 baths2,777 sq. ft.504 Bull Mill Road, Chester, NY 10918
MLS# 1059896Listed by: FLAG REALTY GROUP
$975,000Active5 beds 4 baths5,312 sq. ft.53 Gibson Hill Road, Chester, NY 10918
MLS# 1065336Listed by: EXP REALTY