$650,000
3 Bed • 3 Bath • 2,603 Sq. Ft.3 bd · 3 ba · 2,603 sqft
38 Chapel Court
Pine Bush, NY 12566
Listed with eXp Realty
$899,000
Est. $5,699/moMiddletown, NY 10940 · Orange County
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Tucked away on 4 sprawling, private acres, this 5,360-square-foot contemporary estate delivers the rare combination of country seclusion, equestrian-ready grounds, and true move-in luxury. Whether you're searching for a peaceful retreat, room to bring your horses, or a multigenerational layout with built-in flexibility, 289 Pine Grove Road checks every box. Step through the soaring foyer into a light-filled main level anchored by cathedral ceilings, skylights, and rich hardwood floors throughout. The gourmet eat-in kitchen, with granite countertops and a generous pantry flows into a formal dining room built for hosting, while the sunken living room and enclosed sunroom with its own wet bar create effortless indoor entertaining space. Upstairs, the primary suite is a true retreat: vaulted ceilings, a cozy fireplace, a dedicated sitting area, and a private balcony overlooking sweeping water and countryside views. The spa-inspired primary bath features custom stone finishes, and two additional spacious bedrooms plus a second full bath complete the upper level. The fully finished, walk-out lower level adds exceptional flexibility, with its own kitchen, full bath, bedroom and additional office/den makes it the perfect accessory apartment, guest suite, or home office setup. Outside, the property truly sets itself apart: mature barn structures and stables ready for horses, a peaceful stream winding through the land, a custom Koi pond, and a charming gazebo overlooking the fenced yard. Multiple deck, patio, and balcony areas make it easy to take in the Hudson Valley sunsets from every angle. Rounding out the offering is a 2-car attached garage all set within the highly regarded Minisink Valley Central School District. Properties combining this much land, living space, and equestrian infrastructure rarely come to market. Schedule your private tour today before it's gone.
As reported by the listing office; verify enrollment with the district.
Listed with Curasi Realty, Inc. · Pedro Garcia · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Nov 2, 2026, 2:07 AM ET. ©2026 One Key MLS.
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Market insights
Current listings
New in the last 30 days
78
Nov 2026
Average price
Active listings
$539,634
Nov 2026
Average days on market
Active listings
154 days
Nov 2026
Computed from 333 active OneKey MLS listings in Middletown, NY.
$650,000
3 Bed • 3 Bath • 2,603 Sq. Ft.3 bd · 3 ba · 2,603 sqft
38 Chapel Court
Pine Bush, NY 12566
Listed with eXp Realty
$995,000
6 Bed • 4 Bath6 bd · 4 ba
127-129 Hill Road
Goshen, NY 10924
Listed with Howard Hanna Rand Realty
$800,000
4 Bed • 2.5 Bath • 2,364 Sq. Ft.4 bd · 2.5 ba · 2,364 sqft
7 Cottonwood Court
Central Valley, NY 10917
Listed with Sage Realty Center LLC