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$779,000
Monthly Est:$3,877
4 Beds
- 2 Baths
1 full bath + 1 half bath
2,448sqft
39 Orchard Dr, Ossining, NY 10562
$779,000
$3,877/moEst:
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Single Family Residence
Built in 1929
$-- HOA
18,727 sqft lot
$318/sq.ft
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.
- Houzeo last checked: 1 hour ago
- Listing updated: October 9, 2026 at 11:31 am
- Listing Provided by: Valerie Cascione (914) 424-6903 | Compass Greater NY, LLC (914) 238-0676
- Source: OneKey MLS-NY | MLS#: 1052611

Property Details
Status
Pending
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1929
HOA Fees
-
Finished Area
2,448 sqft
Lot Size
18,727 sqft lot
Basement Area
- sqft
MLS Name
OneKey MLS
MLS Number
1052611
MLS Status
Pending
Days on Market
20
Cumulative Days on Market
15

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 2
Interior
Heating
Oil, Radiant, Radiant Floor
Flooring
Combination, Hardwood, Laminate, Wood
Interior Features
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
Exterior Features
Basketball Hoop, Garden, Mailbox
Cooling
None
Sewer
Public Sewer
Construction
Year Built
Year Built: 1929
Home type
Single Family Residence
Property Condition
Actual
Construction Materials
Vinyl Siding
Architectural Style
Colonial
Utilities & Energy
Parking Features
Detached, Driveway, Garage, Oversized
Utilities
Cable Connected, Electricity Connected, Phone Connected, Sewer Connected, Trash Collection Public, Water Connected
Fireplace Features
Living Room, Wood Burning Stove
Water Source
Public
Basement
Bilco Door(s), Full, Storage Space, Unfinished
Other Features
Disclosures
Seller Property Disclosure
Lot Features
Back Yard, Front Yard, Level
Patio And Porch Features
Porch, Screened
Price History
| Date | Event | Price |
|---|---|---|
10/09/2026 Source: | Pending | $779,000 $318/sqft |
09/18/2026 Source: | Coming Soon | $779,000 $318/sqft |
09/18/2026 Source: | Listed for Sale | $779,000 $318/sqft |
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Based on information from OneKey MLS, through Oct 09, 2026, 12:01PM. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.
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