41 Philip Drive
Montgomery, NY, 12549 $ 739,000
Bedrooms4 Baths3.1 Sq 3,011 Monthly Estimate*
$ 4,550
for $739,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,011 square foot home was built in 2004 on a lot size of 2.
Welcome to 41 Philip Drive, a beautifully maintained Colonial built by Hillside Homes and set within Montgomery’s desirable Winding Oaks subdivision. Located on a quiet cul-de-sac and positioned on a private, landscaped lot backing to woods, this home offers exceptional curb appeal with a long paved driveway, mature trees, and a peaceful residential setting. Inside, the home features a bright, comfortable layout with hardwood floors, abundant natural light, and inviting spaces designed for everyday living and entertaining. The open kitchen and breakfast area include warm wood cabinetry, generous counter space, recessed lighting, a center island with seating, and sliding glass doors that extend the living space outdoors. The kitchen flows naturally into the surrounding living and dining areas, creating an ideal environment for gathering. The spacious family room enhances the home’s appeal with hardwood floors, a vaulted ceiling, ceiling fan, large windows, and a welcoming fireplace that anchors the room. A formal dining area provides an elegant setting for meals and celebrations, while the overall floor plan offers flexibility for work, relaxation, and hosting. The primary suite includes a private bath with double sinks for added comfort and convenience. The finished lower level adds approximately 1,200 square feet of versatile bonus space, offering multiple rooms ideal for a media room, playroom, fitness area, office, hobby space, or guest accommodations, complete with an additional full bathroom. Outdoors, the property features a fully usable backyard bordered by mature woods, creating a private and picturesque setting. Expansive lawn areas and established landscaping offer ample room for recreation, gardening, outdoor dining, or simply enjoying the tranquility of the surroundings. A whole-house generator adds valuable peace of mind year-round. Located in the scenic Hudson Valley, this home provides convenient access to Montgomery’s shopping, dining, parks, schools, commuter routes, and regional attractions. With its timeless design, generous living spaces, wooded privacy, and inviting indoor-outdoor flow, 41 Philip Drive presents an exceptional opportunity in one of Montgomery’s most sought-after neighborhoods.
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FeaturesInteriorInterior Amenities Built-in Features Cathedral Ceiling(s) Ceiling Fan(s) Chandelier Chefs Kitchen Double Vanity Eat-in Kitchen Entrance Foyer Formal Dining Granite Counters High Ceilings Kitchen Island Open Floorplan O
Basement Finished Full Walk-Out Access
Total Fireplaces 1
Basement Features Finished Full Walk-Out Access
Basement (Y/N) Y
Half Baths 1
Total Bedrooms 4
Total Baths 4
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GeneralSewer Septic Tank
Heating Oil
Cooling Central Air
Utilities See Remarks
Appliances Dishwasher Dryer Microwave Oven Range Refrigerator Stainless Steel Appliance(s) Washer
Garage Spaces 2
Architectural Style Colonial
Construction Materials Vinyl Siding
Exclusions Chest Freezer and Additional Refrigerator
Year Built 2004
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 334289-032-000-0002-002.000-0000
County Orange County
Property Type Residential
HOA N
Subdivision Name Winding Oaks Subdivision
Garage Y/N Y
Total Rooms 13
Full Baths 3
High School Valley Central High School
City Montgomery
Senior Community Y/N N
High School District Valley Central (Montgomery)
Carport Y/N N
Spa Features Bath
Elementary School Montgomery Elementary School
Property Attached Y/N N
Tax Annual Amount 13978.51
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 265700
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ExteriorParking Features Driveway Garage Off Street Driveway Garage Off Street
Water Source Well
Waterfront Y/N N
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* Excluded FeaturesList ByAntoinette M. CarusoListing Agent
Stonewall Realty Group LlcBroker
aworrell320@gmail.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $4,550
- Monthly Property Taxes
- $1,165
- 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.
Learn more about how to save NearbySingle family listings in Montgomery, NY
Average List Price $684,856
Percent of Sale Price 7%
About Montgomery, NY 22,967 Population
10% Since 2002
$ 72,207 Median Income
40.12 Median Age
31% Households with Children
Trends Information provided by ATTOM Data Solutions.
4892214 Elementary School
4892263 Middle School
Valley Central High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 5/21/2026 | $739,000 | | Listed Price |