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Sale Pending at 39 Orchard Dr, Ossining, NY 10562 | MLS# 1052611 | Listing updated on 2026-10-09
Photo 1 of Sale Pending at 39 Orchard Dr, Ossining, NY 10562 | MLS# 1052611 | Listing updated on 2026-10-09
Photo 2 of Sale Pending at 39 Orchard Dr, Ossining, NY 10562 | MLS# 1052611 | Listing updated on 2026-10-09
Photo 3 of Sale Pending at 39 Orchard Dr, Ossining, NY 10562 | MLS# 1052611 | Listing updated on 2026-10-09
Photo 4 of Sale Pending at 39 Orchard Dr, Ossining, NY 10562 | MLS# 1052611 | Listing updated on 2026-10-09
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$779,000

Monthly Est:$3,877

  • Beds Icon4 Beds
  • Beds Icon
    2 Baths
  • Beds Icon2,448sqft

39 Orchard Dr, Ossining, NY 10562

$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 vau
lted 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 OneKey MLS-NY

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Westchester County

  • City

    Ossining

  • 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

DateEventPrice

10/09/2026

Source: mls_logoOneKey MLS-NY #KEY1052611

Pending

$779,000

$318/sqft

09/18/2026

Source: mls_logoOneKey MLS-NY #KEY1052611

Coming Soon

$779,000

$318/sqft

09/18/2026

Source: mls_logoOneKey MLS-NY #KEY1052611

Listed for Sale

$779,000

$318/sqft

Nearby Homes

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.

Advertising Broker: Derek Greene | The Greene Realty Group