41 Philip DriveMontgomery, NY 12549

Single Family · 4 Beds · 3 Full Baths · 1 Half Bath · 3,011 Sq. ft. | 2.00 Acres
$699,000 Active

41 Philip Drive Overview

Time on Site:
39 days

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.

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41 Philip Drive Facts & Features

  • Type Single Family
  • Sq. ft. 3,011
  • Price/Sq.ft. $232
  • Lot 2.00 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: 2004

Location/Region

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

Rent/Lease Information

  • Lease Considered: No

Tax Information

  • Tax Annual Amount: 13978.51
  • Tax Assessed Value: 265700
  • Tax Year: 2025

General Information

  • Exclusions: Chest Freezer and Additional Refrigerator
  • Parcel Number: 334289-032-000-0002-002.000-0000
  • 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: 3
  • Bathrooms Half: 1
  • Bathrooms Total: 4
  • Bedrooms Total: 4

Building Interior

  • Building Area Units: Square Feet

General Information

  • Appliances: Dishwasher,Dryer,Microwave,Oven,Range,Refrigerator,Stainless Steel Appliance(s),Washer
  • Cooling: Central Air
  • Fireplaces Total: 1
  • Heating: Oil
  • Interior 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),Washer/Dryer Hookup
  • Living Area: 3011
  • Living Area Source: Plans
  • Rooms Total: 13

Exterior

Parking Information

  • Parking Features: Driveway,Garage,Off Street

Lot Information

  • Lot Size Acres: 2
  • Lot Size Square Feet: 87120
  • Water Source: Well

Waterfront/View

  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Colonial
  • Construction Materials: Vinyl Siding
  • Property Attached: No

General Information

  • Carport: No
  • Pool Private: No
  • Sewer: Septic Tank
  • Utilities: See Remarks

41 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.

41 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
110
Average Days on Market
54
Properties for Sale
Calculations provided by Reliance Network

41 Philip Drive History

Date Event Value Agent
6/26/2026Source: OneKey MLS Price Reduction
$699,000 -2.9%
6/18/2026Source: OneKey MLS Price Reduction
$719,900 -2.6%
5/28/2026Source: OneKey MLS Status Change
Active
5/21/2026Source: OneKey MLS Added to Database
May 21, 2026
Listing provided courtesy of Stonewall Realty Group LLCAntoinette M. Caruso- MLS# 1002140MLS Provider