42 Philip Drive Montgomery, NY $ 769,900
42 Philip Drive
$ 769,900
Recently Listed
Open House 5/17 12pm - 3pm
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42 Philip Drive

Montgomery, NY, 12549
$ 769,900
Bedrooms3 Baths2.1 Sq 3,400

Monthly Estimate*

$ 4,740

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Single Family Home for sale in Montgomery, NY

for $769,900 with 3 bedrooms and 2 full baths, 1 half bath. This 3,400 square foot home was built in 2003 on a lot size of 2.2.

Thoughtfully designed, expertly built, and meticulously maintained, this 2003 Stunning 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 study/den, 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, this elegant home perfectly blends privacy, comfort and convenience, ideal for embracing the peaceful Hudson Valley Lifestyle.

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Open House

5/17/2026 12:00 PM - 3:00 PM
42 Philip Drive Montgomery, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 769,900

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 13,251

Style

Colonial

Lot Size

2.2

Year Built

2003

Town/City

Montgomery

County/Region

Orange

MLS | Web ID

977565

Features
Interior
Interior Amenities 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
Basement Finished Full Storage Space Walk-Out Access
Flooring Carpet Ceramic Tile Laminate Wood
Total Fireplaces 1
Fireplace Features Family Room
Basement Features Finished Full Storage Space Walk-Out Access
Basement (Y/N) Y
Window Features Oversized Windows
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 3
Total Baths 3
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General
Sewer Septic Tank
Heating Hot Air Oil
Cooling Central Air
Utilities See Remarks
Appliances Dryer Electric Range Gas Cooktop Microwave Refrigerator Washer
Garage Spaces 2
Patio/Porch Features Deck Patio
Architectural Style Colonial
Pool Features Above Ground
Security Features Smoke Detector(s)
Construction Materials Aluminum Siding Vinyl Siding
Year Built 2003
View Trees/Woods
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 334289-032-000-0002-009.000-0000
Accessibility Visitor Bathroom
County Orange County
Property Type Residential
HOA N
Subdivision Name Winding Oaks Subdivision
Garage Y/N Y
Other Structures Shed(s)
Total Rooms 11
Full Baths 2
Directions 84 west to exit 28 (208 Maybrook/Walden) go left on 208 to right onto Neelytown Road to right onto 416 to left on Canning Road to left on 211 to E. Kaisertown Road to right onto Philip Drive . See #
High School Valley Central High School
City Montgomery
Senior Community Y/N N
High School District Valley Central (Montgomery)
Carport Y/N N
Elementary School Montgomery Elementary School
Property Attached Y/N N
Tax Annual Amount 13251
Middle/Junior High School Valley Central Middle School
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Valley Central (Montgomery)
Elementary School District Valley Central (Montgomery)
Tax Assessed Value 247580
Year Built Effective 2003
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Exterior
Exterior Amenities Garden Lighting Rain Gutters
Parking Features Attached Driveway Electric Vehicle Charging Station(s) Garage Attached Driveway Electric Vehicle Charging Station(s) Garage
Water Source Well
Foundation Details Concrete Perimeter
Waterfront Y/N N
Road Responsibility Public Maintained Road
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Internal Only
Street Number 1 42
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* Excluded Features
List By
Johnette Berlingieri

Listing Agent

Houlihan Lawrence Inc.

Broker

845-473-9770

Contact

Affordability Calculator

$5,845
Per Month
81%
19%
0%
Monthly Principal & Interest
$4,740
Monthly Property Taxes
$1,104
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4892214 Elementary School
4892263 Middle School
Valley Central High School High School
Pricing History
DatePricePrice ChangeDescription
5/11/2026$769,900 Listed Price

Map


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42 Philip Drive, Montgomery, NY, 12549 is a Single Family Home for sale at $769,900 with 3,400 sqft and a lot size of 2.2. 42 Philip Drive has 3 bedrooms, 2.1 baths, and was built in 2003. The property's zip code is 12549 which is in Montgomery, NY