$1,050,000
5 Bed • 4.5 Bath • 4,499 Sq. Ft.5 bd · 4.5 ba · 4,499 sqft
102 Pleasant Hill Road
New Windsor, NY 12553
Listed with Howard Hanna Rand Realty
$824,900
Est. $5,513/moMiddletown, NY 10941 · Orange County
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Welcome to your peaceful retreat! Built in 2021, this exceptional Craftsman ranch combines timeless architectural style with high-end modern craftsmanship. Situated on a expansive, private 3.4-acre lot at the end of a quiet dead-end road, this home offers the ideal blend of secluded country living and everyday convenience—just minutes from local shopping, dining, and top-rated schools. Inside, you will find a thoughtfully designed open layout featuring superior finishes and incredible attention to detail. The home offers 3 spacious bedrooms and 2.5 baths, providing comfortable single-level living at its finest. Enjoy the privacy of your sprawling grounds, perfect for outdoor entertaining, gardening, or relaxing in a serene natural setting. Don't miss the opportunity to own a virtually new, custom-built Craftsman home on a rare private lot!
As reported by the listing office; verify enrollment with the district.
Listed with Field Pointe Realty LLC · Daniel P Neil · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Oct 15, 2026, 9:08 AM ET. ©2026 One Key MLS.
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Market insights
Current listings
New in the last 30 days
79
Oct 2026
Average price
Active listings
$552,055
Oct 2026
Average days on market
Active listings
155 days
Oct 2026
Computed from 330 active OneKey MLS listings in Middletown, NY.
$1,050,000
5 Bed • 4.5 Bath • 4,499 Sq. Ft.5 bd · 4.5 ba · 4,499 sqft
102 Pleasant Hill Road
New Windsor, NY 12553
Listed with Howard Hanna Rand Realty
$795,000
4 Bed • 3 Bath • 3,160 Sq. Ft.4 bd · 3 ba · 3,160 sqft
1964 State Route 32
New Windsor, NY 12553
Listed with RE/MAX Benchmark Realty Group
$775,000
4 Bed • 3 Bath • 3,212 Sq. Ft.4 bd · 3 ba · 3,212 sqft
1150 E Mombasha Road
Monroe, NY 10950
Listed with RE/MAX Benchmark Realty Group