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Ossining, NY Multifamily Homes & Duplexes for Sale

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  • /11

    $585,000

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft

    58 State St, Ossining, NY 10562

    Income-producing duplex in a desirable location! Has 5 bedrooms and two baths total. 3 bedrooms 1 bath in one unit, 2 bedrooms 1 bath in second unit. This well-maintained property offers two units with strong rental history and consistent cash flow. Ideal for investors or owner-occupants looking to offset their mortgage. Features include separate utilities, spacious layouts, and convenient access

    Amarish J. Khan Apollo Real Properties, Inc.

    58 State St, Ossining, NY 10562
  • /4

    $699,999

    Pre-Foreclosure
    • 4 Beds
    • 2 Baths
    • 2,007 Sq Ft

    105 Chappaqua Rd, Briarcliff Manor, NY 10510

    This rare two-family duplex offers a perfect blend of classic charm and modern convenience, situated on a sprawling, meticulously kept lot. Each unit features a thoughtfully designed layout with two bright bedrooms and a full bathroom. You’ll find gleaming hardwood floors throughout, leading into an inviting eat-in kitchen that serves as the heart of the home. Practicality meets comfort with

    Joseph Lukic Compass Greater NY, LLC

    105 Chappaqua Rd, Briarcliff Manor, NY 10510
  • /18

    $705,000

    Open Sat 12PM - 2PM $45K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,110 Sq Ft

    321 Spring St, Ossining, NY 10562

    Beautifully maintained TWO FAMILY DUPLEX in the cherished, historic Sparta district! Each 1000 sq. foot apartment features two bedrooms, one updated bathroom, living room, kitchen, dining room and large bright 4 season sun sunroom. The full, unfinished basement features two laundry stations, one for each unit plus plenty of storage. Additional features include oak hardwood floors, stucco walls &

    Margaret Callaci Corcoran Legends Realty

    321 Spring St, Ossining, NY 10562
  • /21

    $699,000

    • 5 Beds
    • 2 Baths
    • 1,860 Sq Ft

    1 Edward St, Ossining, NY 10562

    FULLY AVAILABLE as of 7-7-2026. Well-maintained two-unit property in the heart of Ossining, fully renovated in 2020 and offering a strong combination of space, convenience, and versatility. The building features a spacious three-bedroom second floor unit that is ready for immediate occupancy over a two-bedroom unit, providing an ideal opportunity for owner-occupants or investors. Both units

    Tana McGuire eXp Realty

    1 Edward St, Ossining, NY 10562
  • /39

    $699,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,286 Sq Ft

    32 Terrace Ave, Ossining, NY 10562

    This charming 3-bedroom, 2-bath home in the Village of Ossining, is a legal 2 family and is currently being used as a single family. Features include a small backyard, a detached 1-car garage, and a convenient location close to shops, transportation, and amenities.

    Jason Kerwar William Raveis Real Estate

    32 Terrace Ave, Ossining, NY 10562
  • /47

    $750,000

    • 3 Beds
    • 2 Baths
    • 2,110 Sq Ft

    39 Secor Rd, Ossining, NY 10562

    Welcome to 39 Secor Road. Being sold strictly as-is and as a buy one get one with 37 Secor Road ( offered @ $85K CASH ONLY). You cannot pass on this deal. Get this rare investment opportunity for this two bedroom over 1-bedroom multi- family home that offers street parking or with the purchase of municipal parking pass, tenants can park right behind the building in the municipal lot. This home

    Monica Cooper THD Homes LLC

    39 Secor Rd, Ossining, NY 10562
  • /16

    $500,000

    • 3 Beds
    • 3 Baths
    • 1,992 Sq Ft

    237 Spring St, Ossining, NY 10562

    Welcome to this beautiful triplex. Taxes do not reflect STAR. It’s a short distance to the Metro North train station and downtown Ossining with it’s restaurants, shops and Farmer’s Market. 3rd floor unit is occupied and can only be shown when the tenant is present for pre-arranged appointments.There is a cistern behind the house with stones on top of it. Please do not disturb it. The garage

    Peggy Wunderlich Douglas Elliman Real Estate

    237 Spring St, Ossining, NY 10562
  • /50

    $899,000

    • 4 Beds
    • 3 Baths
    • 2,664 Sq Ft

    20 Waller Ave, Ossining, NY 10562

    Don't miss this opportunity to own a charming owner occupied only two family home full of character, situated on a beautiful corner lot with a welcoming front porch, great curb appeal, and a detached 2 car garage. This sun filled home features oversized windows, high ceilings, hardwood floors, original wood doors, thick floor moldings, and high hats throughout both units, blending timeless

    Jo Ann Reilly Julia B Fee Sothebys Int. Rlty

    20 Waller Ave, Ossining, NY 10562
  • /11

    $950,000

    • 7 Beds
    • 4 Baths

    38 Main St, Ossining, NY 10562

    The subject property is located at 38 Main St, Ossining, NY 10562. Strategically located in Ossining between Water St and Secor Rd. Lot consists of 24ft x 102ft. Includes 4 residential units not subject to rent regulation. Tenants on month-to-month leases. The property consists of (3) 2 bedrooms and (1) 1 bedrooms. This well-maintained 4 unit multifamily building represents a compelling

    Matthew Barbaccia Brix Real Estate Advisors

    38 Main St, Ossining, NY 10562
  • /28

    $625,000

    • 4 Beds
    • 3 Baths
    • 1,596 Sq Ft

    20 Riverview Ct, Ossining, NY 10562

    Legal two-family Colonial tucked away on large cul-de-sac adjacent to Ossining's historic Sparta community. Originally built as a two-family (not a conversion), the home offers a practical layout with separate living spaces. The first floor apartment features 1 bedroom and 1 full bath, while the upper apartment spans the 2nd and 3rd floors with 3 bedrooms and 1.5 baths. The upper apartment can be

    Eric Schatz Schatz Realty Group

    20 Riverview Ct, Ossining, NY 10562

Why Live in Ossining

Ossining, NY, located in Westchester County, is a diverse town with river access and a growing downtown scene. The town includes the Villages of Ossining and Briarcliff Manor, each with its own unique residential areas such as Crotonville and Scarborough. Homes in Ossining range from split-levels, Colonial Revivals, and Cape Cods to historic mansions in Scarborough, with prices varying significantly. The downtown area, primarily along Main Street and Spring Street, is experiencing a business boom with new and modern establishments supported by recent grant funding. Market Square hosts the Ossining Down to Earth Farmers Market every Saturday, offering fresh produce and homemade goods. The town is known for its packed event schedule, including the RiverJam summer concert series at Louis Engel Waterfront Park and the annual Candy Cane Run organized by the Ossining Police Department. The park is set for renovations funded by a state grant, with community input on updates. Ossining's safety is notable, with crime rates lower than state and national averages. The town offers multiple commuting options to Manhattan, approximately 35 miles away, including the Metro-North Rail Road and Westchester County’s Bee-Line buses. The Ossining Union Free School District and Briarcliff Manor Union Free School District are highly rated, serving the town's educational needs. Residents enjoy easy access to the Hudson River for fishing and boating, and recreational spots like Croton Point Park and the Trump National Golf Club Winchester.

Home Price Trends

Median Sale Price
$600,000
Median Single Family Sale Price
$699,500
Median Townhouse Sale Price
$605,000
Median 2 Bedroom Sale Price
$490,000
Median 1 Bedroom Sale Price
$361,250
Average Price Per Sq Ft
$370
Number of Homes for Sale
35
Last 12 months Home Sales
227
Months of Supply
1.90
Median List Price
$599,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
3%
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