39 Orchard Drive, Ossining, NY 10562

• 4 beds |
• 2 baths |
• 2,448 sqft

Property Description

Set back on a lush, level .43-acre property and framed by mature trees, this classic 1929 Dutch Colonial offers a wonderful sense of privacy and calm. Quiet and tucked away, yet convenient to the many amenities that make Ossining such a desirable place to call home, the setting is one of this property’s standout features. Inside, the gracious traditional layout reflects the craftsmanship and character of an earlier era, with solid wood doors, wood floors, ample closets, and charming architectural details throughout. A welcoming foyer opens to the formal living room with fireplace and formal dining room. The eat-in kitchen connects to a bright family room addition with vaulted ceiling and direct access to the yard, while a fabulous screened-in porch just off the dining room provides an inviting seasonal space for morning coffee, casual meals, or summer evenings. A convenient half bath completes the first floor. Upstairs are four comfortably sized bedrooms with generous closet space and a full hall bath, along with access to a large walk-up attic offering exceptional storage. The full basement provides laundry, utilities, additional storage, and a dedicated workshop area. Outdoors, the expansive level property features mature plantings, open lawn, ample driveway parking, and a spacious detached 2 1/2 car garage with attic storage. Lovingly maintained by its longtime owners, this nearly century-old home combines period character, substantial property, comfortable living space, and thoughtful updates made over the years. A special Ossining home ready for its next chapter.

Listing Status:

Active

Data Last Updated:

September 23, 2026 at 7:19AM

Listing Office:

Compass Greater NY, LLC : 914-238-0676

MLS ID:

1052611

Interior

• General: Cathedral Ceiling(s)Ceiling Fan(s)Eat-in KitchenEntrance FoyerFormal DiningPantryStorageWalk Through Kitchen
• Appliances: DishwasherDryerElectric RangeRefrigeratorWasher
• Basement: Bilco Door(s)FullStorage SpaceUnfinished
• Flooring: CombinationHardwoodLaminateWood
• A/C: None
• Heating: OilRadiantRadiant Floor
• Fireplace: Living RoomWood Burning StoveFireplaceFireplaces: 1

Exterior

• General: Basketball HoopGardenMailbox
• Style: Colonial
• Other Structures: Shed(s)PorchScreened
• Parking: DetachedDrivewayGarageOversized

Construction

• General: Two

Location

• Originating MLS: onekey2
• School District: Ossining
• County: Westchester County

Lot

• Zoning: 4203-090-009-00000-000-0063-000-0-5
• Fencing: Back Yard

Utilities

• Utilities: Cable ConnectedElectricity ConnectedPhone ConnectedSewer ConnectedTrash Collection PublicWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: onekey2
• Exclusions: Basement Freezer and Work Bench