$619,900
5 Bed • 2 Bath
110-112 S Jacqueline Street
New Windsor, NY 12553
Listed with RE/MAX Benchmark Realty Group
$799,000
Est. $5,734/moChester, NY 10918 · Orange County
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This well-maintained 4-bedroom, 2.5-bath home on 3 private acres is anchored by an expansive 3-tier Trex deck system and an on ground pool with 8-foot deep end, complemented by a sun deck and pool-surround walkway. The 2,516 square-foot home features 9-foot ceilings with wood molding, with hardwood floors and tile throughout the main floor. The main floor flows from a welcoming foyer through the kitchen and family room, with a separate living room and formal dining room, plus laundry and a half bath. Upstairs, four bedrooms and two full baths provide ample space. The basement offers generous storage, and the 2-car garage completes the layout with a spacious driveway for multiple vehicles. The property is move-in ready with significant recent upgrades: oil furnace replaced October 2020, central air replaced June 2022, and a whole-house filter and water softener system installed April 2024. Propane gas serves the kitchen and dryer, while the fireplace has been converted to propane for convenience but retains the option to revert to wood burning. The home features a sub-panel electric system with manual transfer switch for seamless generator backup in the event of power outages. Located in a quiet Chester cul-de-sac with mountain and woodland views, the home is perfectly positioned for both primary residence and weekend getaway living. Just steps from the Heritage Trail system for outdoor recreation, and only minutes from Legoland, shopping, dining, and all area conveniences.
As reported by the listing office; verify enrollment with the district.
Listed with Keller Williams Realty · Jacob Fried · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 17, 2026, 8:07 PM ET. ©2026 One Key MLS.
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Market Insights
Current Listings
New in the last 30 days
26
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
$589,900
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Listed with KW Hudson Valley United