Stunning Duplex - Short walk to Riverfront – Steps to Train, Dining, and Shops! Located just a 5 minute walk from the Ossining train station and 45 minutes to Grand Central terminal, making your daily commute effortless. Just a short walk to waterfront parks, scenic trails, and local farmer’s markets, offering endless recreation right in your backyard. Whether you are looking for an investment opportunity with strong rental potential or a spacious home with an income-generating unit, this duplex delivers on every front. Don’t miss your chance to own a piece of the Ossining Village lifestyle.
Great Investment! This great duplex allows you to live in one unit while the other unit rent covers most of the mortgage monthly payment (first floor and basement unit rent for $3,700, second floor unit rented for $1,850 monthly). Just A 15 minute walk to the Ossining train station. Bus stop right in front. Walk in distance to schools, shops and restaurants. seasonal views of the Hudson River.
Well-maintained two-family 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 unit over a two-bedroom walk-up, providing an ideal opportunity for owner-occupants or investors. Both units benefit from updated finishes completed during the 2020 renovation, offering modern functionality while maintaining a practical layout. The second floor unit has a back enclosed porch with access to a fenced in back yard. The property is located within one mile of two Metro-North Hudson Line train stations, providing convenient access for commuters. Ideally situated close to local shops, parks, schools, major highways, and public transportation, this property offers excellent accessibility and everyday convenience. A solid option for those seeking a turnkey multi-family home in a well-connected Westchester location.
UNDER CONSTRUCTION. Legal two-family home featuring 7 bedrooms, 3 bathrooms, a finished basement, private driveway, and parking for up to 6 cars. The property is expected to be completed by mid-July and will be fully finished, including new roof, new plumbing, new electrical system, and more. Don’t miss the opportunity to own a like-new home in one of the best areas of Ossining, just minutes from downtown, and conveniently located near schools and shopping areas.
This carefully restored brick two-family offers a rare blend of durability, flexibility, and long-term upside in the heart of Ossining. The structure is complemented by perennial plantings, a front balcony, and a lower terrace that provide outdoor space with minimal upkeep. Inside, both units feature distinct yet connected layouts filled with natural light. Kitchens and baths were updated with quality materials, proportion, and longevity in mind. The lower unit, designed as an owner-occupied one-bedroom, is easily convertible to a two-bedroom and is offered furnished. A full standing-height attic offers potential for added living space. Bedrooms are well proportioned and adaptable to a variety of uses. The property is legally configured as a two-family with a newly issued Certificate of Occupancy, offering income potential, expansion options, and ease of maintenance. Strong rental history and income potential. Located less than a mile from Metro North, Main Street, parks, and dining.
Fully renovated duplex with Hudson River views in the heart of Ossining. Buy and hold investors welcome or live in one and rent the other. This rare offering features a recently modernized space, flexible layout, large double deck, and expansion potential. Dual access from both Hamilton Avenue and James Street, the property includes parking for upwards of 8 vehicles and private driveway access. Zoned Multi-Family Residential with multiple 3 & 4 unit properties nearby could allow for a buildup or expansion (pending municipal Diligence/approval). Ample space for heavy machinery and multiple trucks to park (Business Owners/tradesman Welcomed). Three separately metered units including a landlord meter. Lower-level unit currently vacant and ready for immediate occupancy. Stable rent roll via upper unit which is tenant-occupied (lease is up 6/1). Can be delivered vacant or occupied. Minutes to town and easy access to metro north. Express rides to NYC arriving in less than 50 minutes. A rare opportunity to develop equity in a sought-after neighborhood with ample potential to offset mortgage or enhance lifestyle for the next owner.

Ossining is located in New York. Ossining, New York has a population of 39,973. Ossining is less family-centric than the surrounding county with 32.03% of the households containing married families with children. The county average for households married with children is 35.32%.
The median household income in Ossining, New York is $106,118. The median household income for the surrounding county is $105,387 compared to the national median of $69,021. The median age of people living in Ossining is 44.2 years.
The average high temperature in July is 80.8 degrees, with an average low temperature in January of 18 degrees. The average rainfall is approximately 50.6 inches per year, with 30.3 inches of snow per year.