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42 Philip Drive

Montgomery, NY 12549 · Orange County

Beds
3
Baths
2.5
Sqft
3,400
Status
Active
On site
130 days

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About this home

Thoughtfully designed, expertly built, and meticulously maintained, this 2003 Stunning Custom built Colonial by Hillside Homes is set on a private 2.2 acre wooded lot on a cul-de-sac in the Winding Oaks Subdivision. With 3400 square feet of modern luxury, this home features a large primary ensuite, two additional bedrooms, a bonus guestroom/study, an upstairs laundry room, and 2.5 bathrooms. The kitchen was fully remodeled in 2022 with modern cabinetry, quartz counter tops and a dual gas top with electric range. Nine-foot ceilings on the main level accentuate a magnificent fireplace in the family room and large upgraded windows, while oak flooring, arched doorways and pocket doors for privacy add elegance throughout the home. A spacious two-car garage includes a modern EV charger, and the side entrance to the home opens to a great built-in mudroom bench and closet for convenience. Downstairs, a walk-out basement offers a splendid recreation room with built-in bookshelves, a spacious office, and a large storage and utility room. The beautifully landscaped property features a well-maintained pool and a large stamped concrete patio making this home great for entertaining. It also features a 12 x 16 custom built shed and a practical fenced-in vegetable garden. Close to schools and shopping with convenient access to Metro North, this elegant home perfectly blends privacy, comfort and convenience, ideal for embracing the peaceful Hudson Valley Lifestyle.

Listed with Houlihan Lawrence Inc. · Johnette Berlingieri · Source: OneKey MLS

One Key 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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$4,944.37Total / mo

Estimated Monthly Payment

Principal & interest
$3,640.12 (73.6%)
Taxes
$1,104.25 (22.3%)
Insurance
$200.00 (4.0%)

Representative rates

Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.

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Market Insights

The market around Montgomery, NY

Current Listings

New in the last 30 days

14

Sep 2026

Average Price

Active listings

$941,903

Sep 2026

Average Days on Market

Active listings

219 days

Sep 2026

Computed from 68 active OneKey MLS listings in Montgomery, NY.

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