Sylvia Woods

42 Philip Drive

Montgomery, NY
$ 739,000 Beds 3 Baths 2.5 Sq 3,400
Monthly Estimate* How much can I afford?

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.

Single Family

  • Price
  • $ 739,000
  • City
  • Montgomery
  • Bedrooms
  • 3
  • Full Bathrooms
  • 2
  • County
  • ORANGE
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 2.2 Acres
  • Zip
  • 12549
  • Sqr Footage
  • 3,400
  • Year Built
  • 2003
  • Taxes
  • $ 13251
  • Style
  • Colonial
  • MLS#
  • 977565
Listed By: Houlihan Lawrence Inc.
Data Source: Listings courtesy of OneKey® MLS as distributed by MLS GRID

Features

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 No
Subdivision Name Winding Oaks Subdivision
Garage Y/N Yes
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 No
High School District Valley Central (Montgomery)
Carport Y/N No
Elementary School Montgomery Elementary School
Property Attached Y/N No
Tax Annual Amount 13251
Middle/Junior High School Valley Central Middle School
Additional Parcels Y/N No
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
PostalCity Montgomery
AttributionContact 845-473-9770
Year Built Effective 2003
Listing Appliances Dryer, Electric Range, Gas Cooktop, Microwave, Refrigerator, Washer

Interior Features

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
Formal Dining Yes
Basement Features Finished, Full, Storage Space, Walk-Out Access
Basement (Y/N) Yes
Window Features Oversized Windows
Fireplace Y/N Yes
Half Baths 1
Total Bedrooms 3
Eat-in Kitchen Yes
Total Baths 3
General Features 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 Yes
Entrance Foyer Yes

Exterior Features

Exterior Amenities Garden,Lighting,Rain Gutters
Parking Features Attached,Driveway,Electric Vehicle Charging Station(s),Garage
Water Source Well
Parking Features Attached, Driveway, Electric Vehicle Charging Station(s), Garage
Foundation Details Concrete Perimeter
Waterfront Y/N No
Road Responsibility Public Maintained Road
General Features Ext. Garden,Lighting,Rain Gutters

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Mount Vernon, NY office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% 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.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Montgomery Elementary School
Middle School Valley Central Middle School
High School Valley Central High School

Price History

5/11/2026 Listed $769,900
7/31/2026 5% - $739,000

Property vs Zip Code Average in 12549

Price
AVG $830K
$740K
Taxes
AVG $14,139
$13,251
Year Built
AVG 1979
2003
Visits
AVG 123
297
Data Provided by Inside Real Estate®

Areas That We Cover

42 Philip Drive Montgomery, NY is a Single Family Home for sale at $739000 with 3400 sqft and a lot size of 2.2 Acres Acre(s). 42 Philip Drive Montgomery has 3 bedrooms, 2 baths and was built in 2003. The property's zip code is 12549 which is in Montgomery, NY

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% 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.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Sylvia Woods

Sylvia Woods

Broker/Owner

914-523-5624

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