For Sale
Single family home for sale at 42 Philip Dr, Montgomery, NY 12549 | MLS# 977565 | Listing updated on 2026-09-18
Photo 1 of Single family home for sale at 42 Philip Dr, Montgomery, NY 12549 | MLS# 977565 | Listing updated on 2026-09-18
Photo 2 of Single family home for sale at 42 Philip Dr, Montgomery, NY 12549 | MLS# 977565 | Listing updated on 2026-09-18
Photo 3 of Single family home for sale at 42 Philip Dr, Montgomery, NY 12549 | MLS# 977565 | Listing updated on 2026-09-18
Photo 4 of Single family home for sale at 42 Philip Dr, Montgomery, NY 12549 | MLS# 977565 | Listing updated on 2026-09-18
45+
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Street View

$739,000

Monthly Est:$3,678

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon3,400sqft

42 Philip Dr, Montgomery, NY 12549

$3,678/moEst:

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  • Single Family Residence

  • Built in 2003

  • $-- HOA

  • 2.2 acres lot

  • $217/sq.ft

Description

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.

  • Houzeo last checked: 9 minutes ago
  • Listing updated: September 18, 2026 at 3:48 pm
  • Listing Provided by: Johnette Berlingieri (845) 473-9770 | Houlihan Lawrence Inc. (845) 473-9770
  • Source: OneKey MLS-NY | MLS#: 977565 OneKey MLS-NY

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Orange County

  • City

    Montgomery

  • Neighborhood

    --

  • Year Built

    2003

  • HOA Fees

    -

  • Finished Area

    3,400 sqft

  • Lot Size

    2.2 acres lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    977565

  • MLS Status

    Active

  • Days on Market

    152

  • Cumulative Days on Market

    130

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

  • Living Room

    Level: First

  • Family Room

    Level: First

  • Dining Room

    Level: First

  • Kitchen

    Level: First

  • Primary Bedroom

    Level: Second

  • Bedroom 1

    Level: Second

  • Bedroom 2

    Level: Second

  • Auxiliary Room

    Level: Second

  • Laundry

    Level: Second

  • Office

    Level: Basement

  • Basement

    Level: Basement

Interior

  • Appliances

    Dryer, Electric Range, Gas Cooktop, Microwave, Refrigerator, Washer

  • Flooring

    Carpet, Ceramic Tile, Laminate, Wood

  • Exterior Features

    Garden, Lighting, Rain Gutters

  • Interior 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(s)

  • Heating

    Hot Air, Oil

  • Sewer

    Septic Tank

  • Cooling

    Central Air

  • Window Features

    Oversized Windows

Construction

  • Year Built

    Year Built: 2003

  • Home type

    Single Family Residence

  • Construction Materials

    Aluminum Siding, Vinyl Siding

  • Architectural Style

    Colonial

  • Foundation Details

    Concrete Perimeter

Utilities & Energy

  • Laundry Features

    Laundry Room

  • Basement

    Finished, Full, Storage Space, Walk Out Access

  • Utilities

    See Remarks

  • Parking Features

    Attached, Driveway, Electric Vehicle Charging Station(s), Garage

  • Security Features

    Smoke Detector(s)

  • Pool Features

    Above Ground

  • Water Source

    Well

  • Fireplace Features

    Family Room

Other Features

  • Patio And Porch Features

    Deck, Patio

  • Lot Features

    Cul De Sac, Landscaped, Level, Private, Wooded

  • Subdivision Name

    Winding Oaks Subdivision

Price History

DateEventPrice

05/11/2026

Source: mls_logoOneKey MLS-NY #KEY977565

Price Decreased

$739,000 -4.01%

$217/sqft

05/11/2026

Source: mls_logoOneKey MLS-NY #KEY977565

Listed for Sale

$769,900

$226/sqft

Nearby Homes

Based on information from OneKey MLS, through Oct 11, 2026, 03:01AM. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group