Single Family
41 Philip Drive
Pending · Montgomery · Orange County, NY 12549
- Bedrooms
- 4 Beds
- Bathrooms
- 4 Baths
- Year built
- 2004
- Est. monthly taxes
- $1,164.88
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About this home
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.
Listing snapshot
- Days on site
- 59 days
- Listed on MLS
- May 29, 2026
- Full baths
- 3
- Half baths
- 1
- Annual property tax (MLS)
- $13,978.51
- Tax year
- 2025
- Area source (MLS)
- Plans
- Listing brokerage
- Stonewall Realty Group LLC
- MLS ID
- KEY1002140
- Last updated
- Sep 2, 2026
General features
- Property type
- Single Family
- Property subtype
- Single Family Residence
- Year built
- 2004
- Garage
- Yes
- Garage spaces
- 2
- Parking
- Driveway, Garage, Off Street
- Water source
- Well
- Sewer
- Septic Tank
- Utilities
- See Remarks
Interior features
- Basement
- Finished, Full, Walk-Out Access
- Heating
- Oil
- Cooling
- Central Air
- Interior
- 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, Open Kitchen, Primary Bathroom, Storage, Walk Through Kitchen, Walk-In Closet(s), Washer/Dryer Hookup
- Appliances
- Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer
- Fireplaces
- 1
Exterior features
- Architectural style
- Colonial
- Construction materials
- Vinyl Siding
- Private pool
- No
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
- Listing updated from MLS
- MLS status changed
- First seen on this site
Location
Estimate monthly payment
Estimated monthly principal & interest—
Monthly property taxNot provided
Monthly association / maintenance feesNot provided
Estimated monthly total of entered costs—
Listing data is supplied by the MLS and may change without notice.
