$619,900
5 Bed • 2 Bath
110-112 S Jacqueline Street
New Windsor, NY 12553
Listed with RE/MAX Benchmark Realty Group
$499,000
Est. $3,646/moChester, NY 10918 · Orange County
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This beautifully updated Chester home in the Monroe-Woodbury School District sits on 1.5 acres with a level open yard, a creek, and a wooded backdrop. From the moment you arrive, the paver walkway, landscaping, and inviting curb appeal set the tone. Inside, the main level boasts hardwood floors and an open layout with a brand-new kitchen featuring white cabinets, granite counters, and stainless steel appliances, plus a living and dining area with sliding glass doors to the deck and backyard. The first floor also has a full hallway bath and three bedrooms, including a bright primary suite with custom windows, crown molding, and an updated ensuite bath with custom tile and glass shower doors. The lower level offers a large den with a stone fireplace and wood-burning stove insert, a half bath, laundry room, and access to the attached two-car garage. Outdoor spaces include a deck off the kitchen and a covered deck from the den, perfect for relaxing or entertaining. The expansive yard is ideal for recreation, gardening, or gatherings, with the creek and woods adding privacy. Just 57 miles to NYC, this home offers both tranquility and easy access to amenities, including nearby parks with 1,500 acres of trails, playgrounds, and more. Additional perks include central air, newer siding, roof, oversized energy-efficient windows, shed, oil burner, hot water heater, and several updated appliances. Conveniently located near shopping, major highways and public transportation.
As reported by the listing office; verify enrollment with the district.
Listed with Keller Williams Realty · Jacqueline Manzolillo-Blais · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 17, 2026, 6:08 PM ET. ©2026 One Key MLS.
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Market Insights
Current Listings
New in the last 30 days
28
Sep 2026
Average Price
Active listings
$911,991
Sep 2026
Average Days on Market
Active listings
136 days
Sep 2026
Computed from 108 active OneKey MLS listings in Chester, 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
$529,000
3 Bed • 3 Bath • 2,504 Sq. Ft.
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Montgomery, NY 12549
Listed with KW Hudson Valley United