Welcome to Ossining, New York—a charming riverside village nestled in the heart of Westchester County. With its picturesque landscapes, rich history, and vibrant community, Ossining offers an ideal blend of suburban tranquility and urban convenience.
Located along the scenic banks of the Hudson River, Ossining is known for its stunning waterfront views and outdoor recreational opportunities. The village is home to several parks, including the expansive Louis Engel Waterfront Park, where residents and visitors can enjoy leisurely strolls, picnics, and breathtaking sunsets over the river. Nature enthusiasts will appreciate the nearby Croton Point Park, which offers hiking trails, fishing spots, and ample space for outdoor activities.
Ossining boasts a rich historical tapestry, with roots dating back to the early 17th century. The village is renowned for its historic architecture, including the iconic Sing Sing Correctional Facility and the beautifully preserved Ossining Historic District. The local arts scene flourishes with galleries, theaters, and cultural events, making it a vibrant place to live and explore.
Families will find Ossining an attractive place to call home, thanks to its highly-rated schools and strong sense of community. The village hosts numerous events throughout the year, fostering connections among residents and celebrating the area’s diverse heritage.
Conveniently located just 50 miles north of Manhattan, Ossining offers easy access to New York City via the Metro-North Railroad, making it an ideal spot for commuters. With its unique blend of natural beauty, rich history, and community spirit, Ossining is more than just a place to live; it’s a place to thrive. Discover the charm of Ossining and make it your home today!
Welcome to 61 Underhill! Expanded in approximately 2008, this spacious home offers far more space than first meets the eye. The substantial rear addition nearly doubled t...
Listing courtesy of Listing Agent: James W. Schunk (James.Schunk@SRGgo.com) from Listing Office: Schunk Realty Group.
Freshly refurbished and move-in ready, individually owned, Professional Condo! This prime first-floor two unit professional suite, formerly two separate adjacent medical ...
Listing courtesy of Listing Agent: Clayton C. Livingston (reccljr@gmail.com) from Listing Office: McGrath Premier Real Estate.
An exceptional investment opportunity at 37 Old Albany Post Road in Ossining, New York, featuring three industrial buildings situated on a spacious 1.9416-acre lot. The p...
Listing courtesy of Listing Agent: Jason Horowitz (jason@triforcecre.com) from Listing Office: Triforce Commercial RE LLC.
It's oh so quiet. This High Meadows top floor one bedroom, one bath is fresh and ready to go. Hard wood floors throughout, A sun filled living room with dining nook, new ...
Listing courtesy of Listing Agent: Ali Alvarez (aalvarez@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..
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, grea...
Listing courtesy of Listing Agent: Jo Ann Reilly (joann.reilly@juliabfee.com) from Listing Office: Julia B Fee Sothebys Int. Rlty.
This adorable Ossining Schools gem awaits new owners to provide personal touches and TLC. It boast a welcoming entry leading to living room with charming details includin...
Listing courtesy of Listing Agent: Teresa C. Keys (GetYourNewKeys@gmail.com) from Listing Office: Keller Williams Realty Group.
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 ...
Listing courtesy of Listing Agent: Eric Schatz (mrossining@gmail.com) from Listing Office: Schatz Realty Group.
Welcome home to this beautifully maintained 4-bedroom, 2-bath Cape Cod nestled in one of the desirable Hudson Valley River towns. Combining classic charm with everyday co...
Listing courtesy of Listing Agent: Janet Brand (jbrand@houlihanlawrence.com) from Listing Office: Houlihan Lawrence Inc..
Charm meets flexibility in this rare Ossining find! A legal mother-daughter bungalow ranch that feels like a secret waiting to be discovered! Tucked back from the road am...
Listing courtesy of Listing Agent: Heather A. Bouza (heather.bouza@compass.com) from Listing Office: Compass Greater NY, LLC.
Welcome to this beautiful 4 bedroom, 2 full bath, 1 half bath home offering stunning water views and views of the Hudson River and Mario M. Cuomo bridge. Thoughtfully des...
Listing courtesy of Listing Agent: Guadalupe Mendoza (gm@semperhomeny.com) from Listing Office: Semper Home Real Estate, LLC.
This lovingly maintained, one level home offers the ideal location- so convenient to all and a beautiful level backyard....You will be impressed with the very private out...
Listing courtesy of Listing Agent: Maureen Connolly (maureen.connolly@cbmoves.com) from Listing Office: Coldwell Banker Realty.
Welcome to Eagle Bay, a sought-after gated community overlooking the Hudson River in Ossining. This beautiful 1st floor unit is freshly painted and offers the perfect co...
Listing courtesy of Listing Agent: Jason Kerwar (info@thekerwarteam.com) from Listing Office: William Raveis Real Estate.