Pending
Sale Pending at 206 Greycourt Rd, Chester, NY 10918 | MLS# 1003998 | Listing updated on 2026-08-20
Photo 1 of Sale Pending at 206 Greycourt Rd, Chester, NY 10918 | MLS# 1003998 | Listing updated on 2026-08-20
Photo 2 of Sale Pending at 206 Greycourt Rd, Chester, NY 10918 | MLS# 1003998 | Listing updated on 2026-08-20
Photo 3 of Sale Pending at 206 Greycourt Rd, Chester, NY 10918 | MLS# 1003998 | Listing updated on 2026-08-20
Photo 4 of Sale Pending at 206 Greycourt Rd, Chester, NY 10918 | MLS# 1003998 | Listing updated on 2026-08-20
45+
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Street View

$999,900

Monthly Est:$4,977

  • Beds Icon-- Bed
  • Beds Icon
    -- Bath
  • Beds Icon4,032sqft

206 Greycourt Rd, Chester, NY 10918

$4,977/moEst:

Get Pre-Approved

  • Quadruplex

  • Built in 1870

  • $-- HOA

  • 3.2 acres lot

  • $248/sq.ft

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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: August 20, 2026 at 7:10 am
  • Listing Provided by: Frank Muccari (845) 494-3678 | Cronin & Company Real Estate (845) 744-6275
  • Source: OneKey MLS-NY as distributed by MLS GRID | MLS#: 1003998 OneKey MLS-NY as distributed by MLS GRID

Property Details

  • Status

    Pending

  • Type

    Multi Family

  • No. of Stories

    -

  • County

    Orange County

  • City

    Chester

  • Neighborhood

    --

  • Year Built

    1870

  • HOA Fees

    -

  • Finished Area

    4,032 sqft

  • Lot Size

    3.2 acres lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    1003998

  • MLS Status

    Pending

  • Days on Market

    154

  • Cumulative Days on Market

    79

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedroom: --

    Bathroom: --

Interior

  • Flooring

    Hardwood

  • Sewer

    Septic Tank

  • Heating

    Forced Air

  • Interior Features

    Entrance Foyer, Formal Dining, High Ceilings, Natural Woodwork, Original Details, Pantry, Washer/dryer Hookup

  • Cooling

    None

Construction

  • Year Built

    Year Built: 1870

  • Home type

    Quadruplex

  • Construction Materials

    Frame

Utilities & Energy

  • Water Source

    Public

  • Utilities

    Electricity Connected

  • Basement

    Full, Unfinished

  • Parking Features

    Driveway, Garage

Price History

DateEventPrice

08/19/2026

Source: mls_logoOneKey MLS-NY as distributed by MLS GRID #KEY1003998

Pending

$999,900 -16.68%

$248/sqft

06/01/2026

Source: mls_logoOneKey MLS-NY #KEY1003998

Listed for Sale

$1,200,000

$298/sqft

Based on information from OneKey MLS® through Nov 02, 2026, 02:16PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 OneKey MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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