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39 Orchard Drive, 
Ossining, NY 10562

$779,000


4

Beds


2

Baths


2,448

Sq Ft


Single Family


Virtual Tour

Coming Soon

Listed by

Valerie Cascione

Compass Greater Ny, LLC.

Last updated:

September 20, 2026, 09:43 PM

MLS#

1052611

Source:

OneKey MLS

About This Home

39 Orchard Drive

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.

Home Facts

Single Family

2 Baths

4 Bedrooms

Built in 1929

Price Summary

779,000

$318 per Sq. Ft.

MLS #:

1052611

Last Updated:

September 20, 2026, 09:43 PM


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

2

Full Bathrooms:

1

Interior

Living Area:

2,448 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

2,448 Sq. Ft.

Year Built:

1929


Lot

Lot Size (Sq. Ft):

18,727


Finances & Disclosures

Finances

Price:

$779,000

Price per Sq. Ft:

$318 per Sq. Ft.

Source:OneKey MLS
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.