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.
Pending
$779,000
39 Orchard Drive, Ossining, NY 10562
4beds
2,448sqft
Single Family Residence, Residential
Built in 1929
0.43 Acres Lot
$-- Zestimate®
$318/sqft
$-- HOA
What's special
- 47 days
- 284
- 17
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Compass Greater NY, LLC 914-238-0676,
Valerie Cascione 914-424-6903
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1052611
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Other
- Description: Large entry foyer, formal living room with fireplace, formal dining room with door to enclosed porched, eat-in kitchen, Large family room with sliding glass doors to gorgeous level yard, powder room
- Level: First
Other
- Description: 4 bedrooms, walk-up attic, full bathroom
- Level: Second
Other
- Description: Large unfinished basement with Laundry, storage, workshop and Bilco doors to yard.
- Level: Basement
Other
- Description: Huge 2.5 car garage with attic
- Level: Other
Heating
- Oil, Radiant, Radiant Floor
Cooling
- None
Appliances
- Included: Dishwasher, Dryer, Electric Range, Refrigerator, Washer
Features
- Cathedral Ceiling(s), Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, Formal Dining, Pantry, Storage, Walk Through Kitchen
- Flooring: Combination, Hardwood, Laminate, Wood
- Basement: Bilco Door(s),Full,Storage Space,Unfinished
- Attic: Storage,Unfinished,Walkup
- Number of fireplaces: 1
- Fireplace features: Living Room, Wood Burning Stove
Interior area
- Total structure area: 2,448
- Total interior livable area: 2,448 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Detached, Driveway, Garage, Oversized
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Levels: Two
- Patio & porch: Porch, Screened
- Exterior features: Basketball Hoop, Garden, Mailbox
- Fencing: Back Yard
Lot
- Size: 0.43 Acres
- Features: Back Yard, Front Yard, Level
Details
- Additional structures: Shed(s)
- Parcel number: 420309000900000000006300005
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence, Residential
Materials
- Vinyl Siding
Condition
- Actual
- Year built: 1929
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Phone Connected, Sewer Connected, Trash Collection Public, Water Connected
Community & HOA
HOA
- Has HOA: No
Location
- Region: Ossining
Financial & listing details
- Price per square foot: $318/sqft
- Tax assessed value: $632,300
- Annual tax amount: $20,065
- Date on market: 9/23/2026
- Cumulative days on market: 24 days
- Listing agreement: Exclusive Right To Sell
- Exclusions: Basement Freezer and Work Bench
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 10/9/2026 | Pending sale | $779,000$318/sqft |
Source:  OneKey® MLS as distributed by MLS GRID #1052611 Report a problem | ||
| 9/23/2026 | Listed for sale | $779,000+136.4%$318/sqft |
Source: OneKey® MLS as distributed by MLS GRID #1052611 Report a problem | ||
| 9/23/1998 | Sold | $329,500$135/sqft |
Source: Agent Provided Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $632,300 -0.2% |
| 2024 | -- | $633,300 +6.9% |
| 2023 | -- | $592,300 +11.8% |
| 2022 | -- | $529,700 +10% |
| 2021 | -- | $481,600 |
| 2020 | -- | $481,600 +2.2% |
| 2019 | -- | $471,200 |
| 2018 | -- | $471,200 +1% |
| 2017 | -- | $466,700 +3% |
| 2016 | -- | $453,100 +1547.6% |
| 2015 | $12,437 | $27,500 |
| 2014 | $12,437 | $27,500 |
| 2013 | $12,437 | $27,500 |
| 2012 | -- | $27,500 |
| 2011 | -- | $27,500 |
| 2010 | -- | $27,500 +5.9% |
| 2009 | -- | $25,980 |
| 2008 | -- | $25,980 |
| 2007 | -- | $25,980 |
| 2006 | -- | $25,980 |
| 2005 | -- | $25,980 |
| 2004 | -- | $25,980 |
| 2003 | -- | $25,980 |
| 2002 | -- | $25,980 |
| 2001 | -- | $25,980 |
| 2000 | -- | $25,980 +11.5% |
| 1999 | -- | $23,300 |
Find assessor info on the county website
Monthly payment
Climate risks
Neighborhood: Spring Valley
Nearby schools
Schools provided by the listing agent
- Elementary: Brookside
- Middle: Anne M Dorner Middle School
- High: Ossining High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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