$699,000
 $3,752 est/mo Sourced by Back At You

41 Philip Drive,Montgomery, NY 12549

Montgomery, NY 12549

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Description

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.

Details

MLS #1002140
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusPending
Year2004
Days On Site163
Listing Provided ByStonewall Realty Group LLC | Antoinette M. Caruso

Features

Bed(s)4
Bath(s) 4 Total
SQ Feet3,011
Garage2
BasementY
Acreage2.00

Interior

CoolingCentral Air
HeatingOil
Interior FeaturesBuilt-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
AppliancesDishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer

Exterior

Construction MaterialsVinyl Siding

Parking

Garage Yes / NoYes
Parking FeaturesDriveway, Garage, Off Street

Utilities

UtilitiesSee Remarks
SewerSeptic Tank

Taxes

Tax Year2025
Tax Assessed Value265700
Tax Annual Amount13978.51

Area Information

StateNY
CountyOrange County
CityMontgomery
Zip Code12549
Community NameWinding Oaks Subdivision
School DistrictValley Central High School
Elementary SchoolMontgomery Elementary School
High SchoolValley Central High School
Listing VS Median (in Winding Oaks Subdivision)
Price:
$699,000
low | high
Med:
$719,000
47.138769670959% of Average
sqft:
3,011
low | high
Med:
3,206
43.540352042511% of Average
$ / sqft:
$232
low | high
Med:
$225
53.186716317428% of Average
On site:
163
low | high
Med:
168
97.02380952381% of Average
Sourced by Back At You

Market Activity 12549

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Learn More About This Property

StateNY
CountyOrange County
CityMontgomery
Zip Code12549
Community NameWinding Oaks Subdivision
School DistrictValley Central High School
Elementary SchoolMontgomery Elementary School
High SchoolValley Central High School
Listing VS Median (in Winding Oaks Subdivision)
Price:
$699,000
low | high
Med:
$719,000
47.138769670959% of Average
sqft:
3,011
low | high
Med:
3,206
43.540352042511% of Average
$ / sqft:
$232
low | high
Med:
$225
53.186716317428% of Average
On site:
163
low | high
Med:
168
97.02380952381% of Average
Sourced by Back At You
Nearby Listings (Within 1/10 mile)
Price: $524K - $873K
sqft: 2,000 - 3,500
Nearby Listings Property ImageNearby Listings Details
42 Philip Drive Property Photo 1
$739,000
42 Philip Drive
Montgomery, NY 12549
Listing Updated: October 13, 2026 at 9:14:33 AM PDT