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Street View
$739,000
Monthly Est:$3,678
3 Beds
- 3 Baths
2 full baths + 1 half bath
3,400sqft
42 Philip Dr, Montgomery, NY 12549
$739,000
$3,678/moEst:
Get Pre-Approved
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

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
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
| Date | Event | Price |
|---|---|---|
05/11/2026 Source: | Price Decreased | $739,000 -4.01% $217/sqft |
05/11/2026 Source: | Listed for Sale | $769,900 $226/sqft |
Nearby Homes
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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.
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