$619,900
5 Bed • 2 Bath
110-112 S Jacqueline Street
New Windsor, NY 12553
Listed with RE/MAX Benchmark Realty Group
$775,000
Est. $4,583/moCircleville, NY 10919 · Orange County
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Tucked quietly into the landscape of Circleville, Chestnut Ridge Farm is the kind of property that feels discovered rather than simply found. Set on 7.4 acres bordered by mature woods and open countryside, this circa-1820 farmhouse offers an extraordinary sense of privacy and timeless Hudson Valley character. A long approach through rolling greenery reveals a gracious historic home surrounded by curated gardens, stone paths, towering trees, and pastoral beauty in every direction. The residence spans nearly 3,000 square feet with four bedrooms and two full baths and a half, blending historic proportions with a warm, welcoming atmosphere. Wide covered porches invite slow mornings and evening gatherings, while multiple outdoor living spaces, including a pergola dining terrace and screened gazebo tucked into the gardens, create an effortless connection to the surrounding land. Inside, the home reflects the authenticity and soul of an early farmhouse, with generous rooms, fireplaces, and a layout designed for both everyday living and large family gatherings. The grounds are equally compelling. A classic red barn, beautifully preserved and prominently marked ''Chestnut Ridge Farm,'' anchors the property with unmistakable rural charm and endless potential for hobby farming, animals, studio space, storage, or future creative use. Open lawn transitions naturally into wooded acreage, creating a private sanctuary rich with wildlife, seasonal color, and tranquility. A rare offering where history, land, and atmosphere come together to create something deeply authentic, an enduring country property with presence, privacy, and soul.
As reported by the listing office; verify enrollment with the district.
Listed with Compass Greater NY, LLC · Donna Brooks · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 17, 2026, 7:08 PM ET. ©2026 One Key MLS.
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Market Insights
Current Listings
New in the last 30 days
1
Sep 2026
Average Price
Active listings
$654,963
Sep 2026
Average Days on Market
Active listings
117 days
Sep 2026
Computed from 8 active OneKey MLS listings in Circleville, NY.
$619,900
5 Bed • 2 Bath
110-112 S Jacqueline Street
New Windsor, NY 12553
Listed with RE/MAX Benchmark Realty Group
$629,900
3 Bed • 2 Bath • 1,440 Sq. Ft.
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Listed with Howard Hanna Rand Realty
$589,900
4 Bed • 3 Bath • 1,780 Sq. Ft.
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Listed with KW Hudson Valley United