42 Philip DriveMontgomery, NY 12549

Single Family · 3 Beds · 2 Full Baths · 1 Half Bath · 3,400 Sq. ft. | 2.20 Acres
$769,900 Active
Brokerage Compensation
  • Broker Compensation: YES

42 Philip Drive Overview

Time on Site:
49 days

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, this elegant home perfectly blends privacy, comfort and convenience, ideal for embracing the peaceful Hudson Valley Lifestyle.

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42 Philip Drive Facts & Features

  • Type Single Family
  • Sq. ft. 3,400
  • Price/Sq.ft. $226
  • Lot 2.20 Acres

Details

General

Association/HOA

  • Association: No

School Information

  • School District: Valley Central (Montgomery)
  • Elementary School: Montgomery Elementary School
  • Middle Or Junior School: Valley Central Middle School
  • High School: Valley Central High School

Building Information

  • Year Built: 2003

Location/Region

  • Country: US
  • County Or Parish: Orange County
  • Postal City: Montgomery
  • Subdivision Name: Winding Oaks Subdivision

Rent/Lease Information

  • Lease Considered: No

Tax Information

  • Tax Annual Amount: 13251
  • Tax Assessed Value: 247580
  • Tax Year: 2025

General Information

  • Parcel Number: 334289-032-000-0002-009.000-0000
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Senior Community: No
  • Special Listing Conditions: None

Interior

Parking Information

  • Garage Spaces: 2
  • Garage: Yes

Beds/Baths

  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total: 3
  • Bedrooms Total: 3

Building Interior

  • Building Area Units: Square Feet

General Information

  • Accessibility Features: Visitor Bathroom
  • Appliances: Dryer,Electric Range,Gas Cooktop,Microwave,Refrigerator,Washer
  • Cooling: Central Air
  • Fireplace Features: Family Room
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Carpet,Ceramic Tile,Laminate,Wood
  • Foundation Details: Concrete Perimeter
  • Heating: Hot Air,Oil
  • 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)
  • Laundry Features: Laundry Room
  • Levels: Three Or More
  • Living Area: 3400
  • Living Area Source: Public Records
  • Rooms Total: 11
  • Security Features: Smoke Detector(s)
  • Window Features: Oversized Windows

Exterior

Parking Information

  • Parking Features: Attached,Driveway,Electric Vehicle Charging Station(s),Garage

Lot Information

  • Lot Features: Cul-De-Sac,Landscaped,Level,Private,Wooded
  • Lot Size Acres: 2.2
  • Lot Size Square Feet: 95832
  • Road Responsibility: Public Maintained Road
  • Water Source: Well

Waterfront/View

  • View: Trees/Woods
  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Colonial
  • Construction Materials: Aluminum Siding,Vinyl Siding
  • Patio And Porch Features: Deck,Patio
  • Property Attached: No

General Information

  • Carport: No
  • Exterior Features: Garden,Lighting,Rain Gutters
  • Other Structures: Shed(s)
  • Pool Features: Above Ground
  • Pool Private: Yes
  • Sewer: Septic Tank
  • Utilities: See Remarks

Room Information

Room: Basement

  • Level: Basement
  • Description: Finished , walk-out, sliding glass doors, laminate plank floorring

Room: Office

  • Level: Basement
  • Description: Laminate plank flooring

Room: Dining Room

  • Level: First
  • Description: Oak flooring, Arched Doorway

Room: Family Room

  • Level: First
  • Description: Oak flooring, Fireplace, pocket door

Room: Kitchen

  • Level: First
  • Description: Oak Flooring, Oversized Windows, Eat-in, Sliding glass doors to backyard

Room: Living Room

  • Level: First
  • Description: Carpeting, Oversized windows, pocket door

Room: Auxiliary Room

  • Level: Second
  • Description: Wood flooring

Room: Bedroom 1

  • Level: Second
  • Description: Carpeted

Room: Bedroom 2

  • Level: Second
  • Description: Wood flooring

Room: Laundry

  • Level: Second
  • Description: Tile flooring

Room: Primary Bedroom

  • Level: Second
  • Description: Oversized windows, private bathroom, carpeting

42 Philip Drive Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

42 Philip Drive Market Data

Based on the last 30 days in this zip code

$658,449
Average List Price
$288
Average Price per Square Foot
4
Properties Sold
111
Average Days on Market
54
Properties for Sale
Calculations provided by Reliance Network

42 Philip Drive History

Date Event Value Agent
5/11/2026Source: OneKey MLS Added to Database
May 11, 2026
Johnette Berlingieri
Listing Agent
Listing provided courtesy of Houlihan Lawrence Inc.Johnette Berlingieri- MLS# 977565MLS ProviderContact Information: 845-473-9770