$625,000
4 Bed • 3.5 Bath • 3,349 Sq. Ft.
6 Fair Oaks Drive
Poughkeepsie, NY 12603
Listed with Absolute Real Estate of NY Inc
$825,000
Est. $5,379/moHopewell Junction, NY 12533 · Dutchess County
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Welcome to 289 Oak Ridge Road, a sprawling 5-acre estate property offering exceptional space, flexibility, and long-term potential in Hopewell Junction. With approximately 5,791 square feet of gross living area across two levels, this expansive residence provides a rare combination of indoor scale, outdoor amenities, and possible future upside. The main house features a flexible layout with multiple bedroom, office, den, and living area configurations, making it well-suited for a variety of lifestyle needs. The interior includes an oversized open kitchen and family room area, multiple living rooms, a large den, library/office space, and a spacious primary suite with additional adjoining rooms, office nook, sliding glass doors to the rear deck, and convenient flow back toward the kitchen area. A second kitchen on the lower level adds further flexibility for extended household use, guest space, or potential separate living arrangements, subject to verification and applicable approvals. The outdoor setting is equally impressive, with an in-ground pool, tiered decks, porches, wraparound outdoor living areas, a basketball court, pool house, additional recreational building, two sheds, and a large play structure. The property offers abundant room for entertaining, recreation, storage, gardening, hobbies, or future planning. Currently understood to be zoned for two-family use, the property may offer additional long-term possibilities. The separate apartment-style building appears large enough to potentially be reconfigured into two apartments, with one on the first floor and one on the lower level. There may also be potential to evaluate whether the main residence and accessory/apartment structure could be treated separately, depending on zoning, certificate of occupancy history, parcel configuration, septic capacity, parking requirements, code compliance, and municipal review. Whether used as a spacious private residence, multi-generational setup, income-producing opportunity, or long-term redevelopment play, 289 Oak Ridge Road offers a unique combination of land, scale, amenities, and possibility. Buyer to complete all due diligence regarding permitted uses, rental potential, subdivision potential, conversion options, and required municipal approvals.
As reported by the listing office; verify enrollment with the district.
Listed with 360 Property Management · Ryan S. Sylvestri · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 17, 2026, 5:09 PM ET. ©2026 One Key MLS.
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Market Insights
Current Listings
New in the last 30 days
27
Sep 2026
Average Price
Active listings
$606,481
Sep 2026
Average Days on Market
Active listings
153 days
Sep 2026
Computed from 156 active OneKey MLS listings in Hopewell Junction, NY.
$625,000
4 Bed • 3.5 Bath • 3,349 Sq. Ft.
6 Fair Oaks Drive
Poughkeepsie, NY 12603
Listed with Absolute Real Estate of NY Inc
$649,000
4 Bed • 2.5 Bath • 2,245 Sq. Ft.
5 Stormville Road
Hopewell Junction, NY 12533
Listed with BHHS Hudson Valley Properties
$850,000
2 Bed • 2 Bath • 1,152 Sq. Ft.
24 Silver Lane
Red Hook, NY 12571
Listed with Upstate Down