Single Family
39 Orchard Drive
Pending · Ossining · Westchester County, NY 10562
- Bedrooms
- 4 Beds
- Bathrooms
- 2 Baths
- Year built
- 1929
- Est. monthly taxes
- $1,672.08
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About this home
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 including New Boiler and radiant floor heating system (main) + radiant baseboard on second floor (2023) and New Roof (2024). A truly special Ossining home ready for its next chapter.
Listing snapshot
- Days on site
- 40 days
- Listed on MLS
- Sep 23, 2026
- Full baths
- 1
- Half baths
- 1
- Annual property tax (MLS)
- $20,065
- Tax year
- 2026
- Area source (MLS)
- Public Records
- Listing brokerage
- Compass Greater NY, LLC
- MLS ID
- KEY1052611
- Last updated
- Oct 10, 2026
General features
- Property type
- Single Family
- Property subtype
- Single Family Residence
- Year built
- 1929
- Garage
- Yes
- Garage spaces
- 2
- Parking
- Detached, Driveway, Garage, Oversized
- Water source
- Public
- Sewer
- Public Sewer
- Utilities
- Cable Connected, Electricity Connected, Phone Connected, Sewer Connected, Trash Collection Public, Water Connected
Interior features
- Basement
- Bilco Door(s), Full, Storage Space, Unfinished
- Heating
- Oil, Radiant, Radiant Floor
- Cooling
- None
- Interior
- Cathedral Ceiling(s), Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, Formal Dining, Pantry, Storage, Walk Through Kitchen
- Appliances
- Dishwasher, Dryer, Electric Range, Refrigerator, Washer
- Flooring
- Combination, Hardwood, Laminate, Wood
- Fireplace
- Yes
- Fireplaces
- 1
Exterior features
- Architectural style
- Colonial
- Construction materials
- Vinyl Siding
- Exterior
- Basketball Hoop, Garden, Mailbox
- Private pool
- No
Schools (MLS)
- Elementary school
- Brookside
- Elementary school district
- Ossining
- Middle school
- Anne M Dorner Middle School
- Middle school district
- Ossining
- High school
- Ossining High School
- High school district
- Ossining
School information is provided by the MLS. Confirm attendance eligibility with the school district.
Recent activity
- Listing updated from MLS
- MLS status changed
- First seen on this site
Location
Estimate monthly payment
Estimated monthly principal & interest—
Monthly property taxNot provided
Monthly association / maintenance feesNot provided
Estimated monthly total of entered costs—
Listing data is supplied by the MLS and may change without notice.
