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MLS ID KEY977565Last updated Oct 15, 2026

Single Family

42 Philip Drive

Pending · Montgomery · Orange County, NY 12549

Bedrooms
3 Beds
Bathrooms
3 Baths
Year built
2003
Est. monthly taxes
$1,104.25
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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.

Listing snapshot

Days on site
59 days
Listed on MLS
May 11, 2026
Full baths
2
Half baths
1
Annual property tax (MLS)
$13,251
Tax year
2025
Area source (MLS)
Public Records
Listing brokerage
Houlihan Lawrence Inc.
MLS ID
KEY977565
Last updated
Oct 15, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
2003
Garage
Yes
Garage spaces
2
Parking
Attached, Driveway, Electric Vehicle Charging Station(s), Garage
Water source
Well
Sewer
Septic Tank
Utilities
See Remarks

Interior features

Basement
Finished, Full, Storage Space, Walk-Out Access
Heating
Hot Air, Oil
Cooling
Central Air
Interior
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
Flooring
Carpet, Ceramic Tile, Laminate, Wood
Fireplace
Yes
Fireplaces
1

Exterior features

Architectural style
Colonial
Construction materials
Aluminum Siding, Vinyl Siding
Exterior
Garden, Lighting, Rain Gutters
Private pool
Yes

Schools (MLS)

Elementary school
Montgomery Elementary School
Elementary school district
Valley Central (Montgomery)
Middle school
Valley Central Middle School
Middle school district
Valley Central (Montgomery)
High school
Valley Central High School
High school district
Valley Central (Montgomery)

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. MLS status changed
  3. First seen on this site

Location

Montgomery · Orange County, NY 12549Show interactive map
42 Philip Drive

Montgomery · Orange County, NY 12549

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
MLS amounts are prefilled when available and can be edited. Confirm what fees include. Unknown fee frequencies cannot be converted automatically.Property expenses: MLS values where available; missing values stay blank.

Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.