Date
Details
Price
Change
Source
9/23/2026
Listed
$779,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$779,000 Sale Pending
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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 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.
Full Property Details
Full Property Details for 39 Orchard Dr
General
- Price: $779,000
- Taxes: $20,065
- Status: Pending
- Type: Single Family
- Source: Long_Island
- MLS ID: 1052611
- Updated: 10/10/2026
- Added to Site: 19 day(s) ago
Interior
- Number of Rooms: 8
- Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, Formal Dining, Pantry, Storage, Walk Through Kitchen
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Living Room, Wood Burning Stove
- Appliances: Dishwasher, Dryer, Electric Range, Refrigerator, Washer
- Flooring: Combination, Hardwood, Laminate, Wood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 1
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
Exterior
- Exterior Features: Basketball Hoop, Garden, Mailbox
- Porch/Patio/Deck: Porch, Screened
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Detached, Driveway, Garage, Oversized
Location
- County: Westchester County
School Information
- High School District: Ossining
- Elementary School: Brookside
- Middle School: Anne M Dorner Middle School
- High School: Ossining High School
Heating & Cooling
- Cooling Type: None
- Heating Type: Oil, Radiant, Radiant Floor
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable Connected, Electricity Connected, Phone Connected, Sewer Connected, Trash Collection Public, Water Connected
Structural Information
- Architectural Style: Colonial
- Detached/Attached: Detached
- Construction: Vinyl Siding
- Basement: Yes
- Basement Desc.: Bilco Door(s), Full Basement, Storage Space, Unfinished
- Unfinished Attic: Yes
- Sq. Ft. Source: Public Records
- Year Built: 1929
Additional Structures
- Other Structures: Shed(s)
Lot Features
- Lot Size (Acres): 0.4299
- Lot Size (Sq. Ft.): 18,727
- Road Maintenance: Public Maintained Road
- Fence: Yes
- Lot Features: Back Yard, Front Yard, Level
- Fencing (Description): Back Yard
Financial Considerations
- Taxes Include: Trash
- Tax Amount: $20,065
Disclosures and Reports
- Special Conditions: None
- Exclusions: Basement Freezer and Work Bench
- Property ID: 4203-090-009-00000-000-0063-000-0-5
Listed by Compass Greater NY, LLC
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Listing agent
— 39 Orchard Dr —
Compass Greater NY, LLC
914-238-0676
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Schools
Schools serving 39 Orchard Dr
School District:Ossining Union Free School District
| Name | Grades | Distance |
|---|---|---|
Brookside School Pinesbridge Road, Ossining, NY 10562 | 1-2 | 0.7 mi |
Claremont School 2 Claremont Road, Ossining, NY 10562 | 3-5 | 1.3 mi |
Park School 22 Edward Street, Ossining, NY 10562 | PK-K | 1.9 mi |
Anne M Dorner Middle School Van Cortlandt Avenue, Ossining, NY 10562 | 6-8 | 1.3 mi |
Ossining High School 29 South Highland Avenue, Ossining, NY 10562 | 9-12 | 1.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 39 Orchard Dr
Tax History
Tax History for 39 Orchard Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$15,999
100%
$632,300
—
2024
100%
$633,300
7%
2020
100%
$592,300
12%
2020
100%
$529,700
10%
2020
-100%
$481,600
2%
2020
$17,823
1%
$471,200
—
2018
$17,572
53%
$471,200
1%
2017
$11,501
-93%
$466,700
3%
2017
$176,126
889%
$453,100
1548%
2016
$17,813
—
$27,500
—
2015
$17,842
-8%
$27,500
—
2013
$19,366
—
$27,500
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 39 Orchard Dr
39 Orchard Drive, Ossining, NY 10562 (MLS# 1052611) is a Single Family property with 4 bedrooms, 1 full bathroom and 1 partial bathroom. 39 Orchard Drive is currently listed for $779,000 and was received on September 23, 2026. Want to learn more about 39 Orchard Drive? Do you have questions about finding other Single Family real estate for sale in Ossining? You can browse all Ossining real estate or contact a Coldwell Banker agent to request more information.