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For sale
  • Price cut: $20.9K (6/26)
    $699,000

    41 Philip Drive, Montgomery, NY 12549

    4beds
    3,011sqft
    Loading
    Single Family Residence, Residential
    Built in 2004
    2 Acres Lot
    $-- Zestimate®
    $232/sqft
    $-- HOA

    What's special

    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.
    65 days
    |
    843
    |
    45
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Stonewall Realty Group LLC 845-492-0319,

    Antoinette M. Caruso 845-492-0319,

    Ralph Caruso ll 845-494-7383,

    Stonewall Realty Group LLC

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1002140MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Heating
      • Oil
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer
      • Laundry: Washer/Dryer Hookup
      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)
      • Basement: Finished,Full,Walk-Out Access
      • Attic: Full,Walkup
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 3,011
      • Total interior livable area: 3,011 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Garage, Off Street
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Lot
      • Size: 2 Acres
      Details
      • Parcel number: 3342890320000002002.0000000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence, Residential
      Materials
      • Vinyl Siding
      Condition
      • Year built: 2004

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: See Remarks

      Community & HOA

      Community
      • Subdivision: Winding Oaks Subdivision
      HOA
      • Has HOA: No
      Location
      • Region: Montgomery

      Financial & listing details

      • Price per square foot: $232/sqft
      • Tax assessed value: $265,700
      • Annual tax amount: $13,978
      • Date on market: 5/29/2026
      • Cumulative days on market: 57 days
      • Listing agreement: Exclusive Right To Sell
      • Exclusions: Chest Freezer and Additional Refrigerator

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/26/2026Price change$699,000-2.9%$232/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1002140 Report a problem
        6/18/2026Price change$719,900-2.6%$239/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1002140 Report a problem
        5/29/2026Listed for sale$739,000+71.9%$245/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1002140 Report a problem
        11/16/2004Sold$429,900$143/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $265,700
        2024-- $265,700
        2023-- $265,700
        2022-- $265,700
        2021-- $265,700
        2020-- $265,700
        2019-- $265,700
        2018-- $265,700
        2017$12,043 $265,700
        2016-- $265,700
        2015-- $265,700 +1.1%
        2014-- $262,700
        2013-- $262,700
        2012-- $262,700
        2011-- $262,700 -6.4%
        2010-- $280,600
        2009-- $280,600 -14.6%
        2007-- $328,400
        2006-- $328,400
        2005-- $328,400 +556.8%
        2004-- $50,000
        2002-- $50,000
        Find assessor info on the county website

        Monthly payment

        Estimated monthly payment$1,822
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 12549

        Getting around

        0 / 100
        Car-Dependent
        13 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Montgomery Elementary School
        • Middle: Valley Central Middle School
        • High: Valley Central High School

        Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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