$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
$1,100,000
Est. $7,001/moMontgomery, NY 12549 · Orange County
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Conceptualized by the renowned DeGraw and DeHaan Architects, this luxury 4-bedroom, 2.5-bathroom farmhouse colonial offers over 2,600 square feet of impeccably designed living space characterized by striking charcoal-beige siding, an expansive front porch, and a 2-car attached garage. Inside, a brilliant open floor plan features light wide-plank wood flooring flowing past a custom mudroom and sleek powder room into a spectacular great room defined by soaring vaulted ceilings, exposed white beams, and a floor-to-ceiling white shiplap fireplace. The state-of-the-art chef’s kitchen serves as the heart of the home, boasting crisp white Shaker cabinetry, marble-patterned quartz countertops, a custom wood-toned range hood, and a generous contrasting wood-grain island illuminated by globe pendants. A grand oak staircase with modern black balusters leads upstairs to the opulent primary suite, which includes a massive custom-shelved walk-in closet and a spa-like ensuite with a wood-toned double vanity, a freestanding soaking tub, and an architectural shower with a dark charcoal accent wall. The second floor is completed by three sun-drenched bedrooms with large double-door closets, a beautifully appointed full hallway bathroom, and a highly functional dedicated laundry room outfitted with a utility sink and a folding counter. Beautifully nestled within the new Ponds at Montgomery subdivision in the Valley Central School District, this masterpiece is perfectly positioned just off Route 17K, placing you within a five-minute drive to the Historic Village of Montgomery and providing easy access to local parks, Interstate 84, and Stewart International Airport.
As reported by the listing office; verify enrollment with the district.
Listed with Keller Williams Realty · Richard Baxter · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Oct 15, 2026, 10:08 AM ET. ©2026 One Key MLS.
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Market insights
Current listings
New in the last 30 days
15
Oct 2026
Average price
Active listings
$894,807
Oct 2026
Average days on market
Active listings
216 days
Oct 2026
Computed from 74 active OneKey MLS listings in Montgomery, 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