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4 Beds
2 Baths
2,448 sqft

$779,000

39 Orchard Drive, Ossining NY, 10562

Price per sqft$318.22
Built in1929
Property size2,448 sqft
Property typeResidential
Courtesy of Compass Greater NY, LLC, Valerie Cascione Listing Contact: 914-238-0676

Overview

Active

Listed Sep 23, 2026

Updated 3 days ago

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.

$5,183/mo

Est. mortgage payment based on a $779,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
1052611

Interior Features

Bedrooms
4
Bathrooms
2
Fireplace
Yes
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
0.43 Acres

Other Property Details

Taxes
$20,065
Tax Frequency
Annually
Garage
Yes
55+/Senior Community
No

Listings courtesy of OneKey MLS as distributed by MLS GRID

All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor The Nancy Kennedy Team shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Properties displayed may be listed or sold by various participants in the MLS.

Based on information submitted to the MLS GRID as of 4:43 AM UTC on 10/2/2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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