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$699,000
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Property Description
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.
Full Property Details
Full Property Details for 41 Philip Dr
General
- Price: $699,000
- Taxes: $13,978
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 1002140
- Updated: 6/26/2026
- Added to Site: 46 day(s) ago
Interior
- Number of Rooms: 13
- Interior Features: 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
- Number of Fireplaces: 1
- Appliances: Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Driveway, Garage, Off Street
Location
- County: Orange County
- Subdivision: Winding Oaks Subdivision
School Information
- High School District: Valley Central (Montgomery)
- Elementary School: Montgomery Elementary School
- Middle School: Valley Central Middle School
- High School: Valley Central High School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Oil
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: See Remarks
Structural Information
- Architectural Style: Colonial
- Detached/Attached: Detached
- Construction: Vinyl Siding
- Basement: Yes
- Basement Desc.: Finished, Full Basement, Walk-Out Access
- Sq. Ft. Source: Plans
- Year Built: 2004
Lot Features
- Lot Size (Acres): 2
- Lot Size (Sq. Ft.): 87,120
Financial Considerations
- Tax Amount: $13,978.51
Disclosures and Reports
- Special Conditions: None
- Exclusions: Chest Freezer and Additional Refrigerator
- Property ID: 334289-032-000-0002-002.000-0000
Listed by Stonewall Realty Group LLC
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Schools
Schools serving 41 Philip Dr
School District:Valley Central School District (Montgomery)
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 41 Philip Dr
Date
Details
Price
Change
Source
6/26/2026
Price Reduced
$699,000
-2.9%
MLS
6/18/2026
Price Reduced
$719,900
-2.58%
MLS
5/29/2026
Listed
$739,000
71.9%
MLS
11/16/2004
Sold
$429,900
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 41 Philip Dr
Year
Property Taxes
Change
Tax Assessment
Change
2024
$13,295
100%
$265,700
—
2021
-100%
$265,700
—
2021
$3,828
-72%
$265,700
—
2020
$13,702
10%
$265,700
—
2018
$12,502
3%
$265,700
—
2017
$12,096
1%
$265,700
—
2016
$12,027
—
$265,700
—
2015
$12,029
3%
$265,700
1%
2015
$11,719
4%
$262,700
—
2013
$11,316
—
$262,700
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 41 Philip Dr
41 Philip Drive, Montgomery, NY 12549 (MLS# 1002140) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 41 Philip Drive is currently listed for $699,000 and was received on May 29, 2026. Want to learn more about 41 Philip Drive? Do you have questions about finding other Single Family real estate for sale in Montgomery? You can browse all Montgomery real estate or contact a Coldwell Banker agent to request more information.
