About 42 Philip Drive
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.
Features of 42 Philip Drive
| MLS® # | 977565 |
|---|---|
| Price | $739,000 |
| Bedrooms | 3 |
| Bathrooms | 3.00 |
| Full Baths | 2 |
| Half Baths | 1 |
| Square Footage | 3,400 |
| Acres | 2.20 |
| Year Built | 2003 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Colonial |
| Status | Active |
Community Information
| Address | 42 Philip Drive |
|---|---|
| Subdivision | Winding Oaks Subdivision |
| City | Montgomery |
| County | Orange County |
| State | NY |
| Zip Code | 12549 |
Amenities
| Utilities | See Remarks |
|---|---|
| Parking | Attached, Driveway, Electric Vehicle Charging Station(s), Garage |
| # of Garages | 2 |
| View | Trees/Woods |
| Is Waterfront | No |
| Has Pool | Yes |
| Pool | Above Ground |
Interior
| Interior | Carpet, Ceramic Tile, Laminate, Wood |
|---|---|
| Interior Features | Breakfast Bar, Central Vacuum, Crown Molding, Eat-in Kitchen, Entrance Foyer, Formal Dining, High Ceilings, Kitchen Island, Open Kitchen, Pantry, Primary Bathroom, Quartz/Quartzite Counters, Walk Through Kitchen, Walk-In Closet(s) |
| Appliances | Dryer, Electric Range, Gas Cooktop, Microwave, Refrigerator, Washer |
| Heating | Hot Air, Oil |
| Cooling | Central Air |
| Has Basement | Yes |
| Basement | Finished, Full, Storage Space, Walk-Out Access |
| Fireplace | Yes |
| # of Fireplaces | 1 |
| Fireplaces | Family Room |
Exterior
| Exterior Features | Garden, Lighting, Rain Gutters |
|---|---|
| Lot Description | Cul-De-Sac, Landscaped, Level, Private, Wooded |
| Windows | Oversized Windows |
| Construction | Aluminum Siding, Vinyl Siding |
School Information
| District | Valley Central (Montgomery) |
|---|---|
| Elementary | Montgomery Elementary School |
| Middle | Valley Central Middle School |
| High | Valley Central High School |
Additional Information
| Date Listed | May 11th, 2026 |
|---|---|
| Days on Market | 132 |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | Houlihan Lawrence Inc. |
|---|

