Located on the Hudson River, and only 27 miles north of New York City, Ossining offers a mix of urban, suburban and rural communities. Ossining’s many and varied neighborhoods include Revolutionary-era village homes, streets of Victorian mansions, riverfront estates, lovely condominium complexes, sprawling suburban dwellings and pastoral country properties. Lovely parks, nature preserves and extensive wooded areas characterize this historic town. Downtown Ossining has many majestic buildings and churches, as well as excellent restaurants. With the Hudson River greeting you at every turn, you’ll understand how it has anchored this community and its inhabitants over the centuries.

Website: www.villageofossining.org and www.townofossining.com

Town Facts

Village of Ossining in the town of Ossining
Local Highways: Taconic Parkway, Routes 9, 9A and 133
Distance to NYC: 30 miles
Village area: 5.6 square miles
Population: 24,000 (2000 census)


Commuters of Ossining can reach Grand Central in 42 minutes on the Hudson line of Metro North Railroad. Ossining Train Station is located at 1 Main Street and Westerly Road. For information on Metro North Railroad fares and schedules go to www.mta.info
Station parking: commuter capacity: 453 cars.
Call 914-762-8428 for information on permit parking.
Zipcar is available at this station. http://www.zipcar.com/metronorth

Connecting Services:

A new Bee-Line bus stop at the Ossining Train Station for: Route #13 runs to/from Port Chester, White Plains, Tarrytown, Phelps Memorial Hospital and Port Chester with intermediate stops and Route #19 runs to/from Katonah, Mt.Kisco, Readers Digest, Chappaqua, Pleasantville, and Briarcliff. Bee-Line info: 914-813-7777 or go to www.beelinebus.com.
For information on the Haverstraw-Ossining High Speed Ferry to the Train call 1-800-533-3779 or go to http://www.mta.info/mnr/html/raillink/ferry_service.htm#s


Public School:

Ossining is serviced by the local Ossining Union Free School District, where students progress through school as a cohesive group. Park School has k-1, Brookside on Pinesbridge Rd has grades 2-3, Claremont School has grades 4-5, Dorner School, grade 6-8 and Ossining High School. The district has many gifted, after-school programs and activities, including an elementary jazz band.

You can also check the website of New York State Education Department for the full school report on Ossining schools at http://emsc33.nysed.gov/repcrd2004/links/c66_dist

Private Schools:

The Hackley School PreK-12(914) 631-0128

The Harvey School 6-12(914) 232-3161

The Masters School PreK-12(914) 693-0128

Rippowam/Cisqua PreK-1(914) 244-1200

Religious Schools:

St. Ann’s School PK-8(914) 941-0312

St Augustine’s School PreK-8(914) 232-1200

John F Kennedy High School 9-12(914) 941.3849


  • Boat on the Hudson River from Shattemuc Yacht Club, the Ossining Boat & Canoe Club or Westerly Marina.

  • Hike at Teatown Lake Reservation, an 834-acre nature preserve with 15 miles of hiking trails, a 33-acre lake.

  • Fish, picnic and hike at Croton Gorge Park, a 97-acre property at the base of the Croton Dam with impressive views of the Dam and spillway. There is direct access to New York State’s Old Croton Aqueduct which runs from Croton-on-Hudson South through downtown Ossining and Dobbs Ferry on its way to Yonkers.

  • Enjoy Croton Point Park, a 508-acre park on the Hudson River which features hiking, boating, swimming, and camping

  • Bike and walk the North Country Trailway, a 20 mile long paved route- former roadbed of the Old Put Railroad.

  • Visit the riverfront parks such as Sparta Park, Louis Engle Park and Harbour Square. Or the twelve-acre Crawbuckie Nature Preserve.

  • Take a tour of the Historic Hudson Valley properties of Van Cortlandt Manor, an estate located in Croton which dates back to the 1600’s, Philipsburg Manor, the pre-Revolutionary home and working farm in Sleepy Hollow and Kykuit, the Rockefeller family home in nearby Pocantico Hills.

  • Thirty scenic minutes away is the Military Academy at West Point, just over the Bear Mountain Bridge. On the way, plan to stop for lunch and antiquing in atmospheric Cold Spring.

  • The Jacob Burns Film Center opened in 2001 on the site of the old Rome Theater in the village of Pleasantville. JBFC is a nonprofit cultural arts center dedicated to: presenting the best of independent, documentary, and world cinema in a beautiful new facility. Leading actors, directors, screenwriters are frequent speakers at events.

  • Play golf at the new public course at Hudson Hills in Ossining and Hollowbrook Golf Course in Cortlandt Manor and on the private course at Hudson National in Croton which allows village residents with a qualifying handicap to play. Other nearby private clubs include The Sleepy Hollow Country Club and The Trump National Golf Club.


  • Melita’s, one of Ossining’s treasures, has 3 floors of ceramics imported from Europe and South America and fine antique furniture. Melita’s is consistently recognized as one of the finest decorating shops in Westchester and a ‘Best of Westchester’ choice from Westchester Magazine.

  • Doca’s Portuguese Restaurant, in the same building as Melita’s, offers country Portuguese. Go to Doca’s on a Friday night and you’ll believe you are in a village south of Lisbon with entire Portuguese families visiting and enjoying the seafood.

  • Guadalajara, on Rt. 9 just south of Ossining, has Mexican food that is a cut above almost anything found in the area and the Margaritas are renowned. Friday nights are fun with a mariachi band.

  • Caruso’s Deli on Croton Avenue has true homemade Italian carry out and great cappuccino.

  • Yama Sushi in the Chillmark Shopping Center was named the best new sushi restaurant in Westchester last year and is a welcome newcomer.

  • Enjoy!! Tea Room and Gift Shop on Main Street has a traditional English tea.

  • Don’t miss the Ossining Farmer’s Market with about 20 vendors. It was one of the first farmer’s markets in Westchester and has many fun events over the summer and fall.

  • The Arcadian Shopping Center is located at the south most end of Ossining on Rt. 9. The Arcadian has a Stop & Shop Super Market, Wallauer’s Paint Store, McDonald’s, Serafina’s Italian Restaurant and Pizzeria among other shops. Across the street is a CVS.

  • The Chillmark Shopping Center located on Pleasantville Road on the Briarcliff Manor border has The Food Emporium, Hallmark’s, and Villain’s Italian deli.

  • The Westchester Mall is 20 minutes away in White Plains (Bloomingdales, Nordstrom’s, Nieman Marcus)

  • WalMart, Home Depot, Office Max, Pier 1, Linen n’ Things, Barnes and Noble, and Best Buy are located on Route 6 in Cortlandt Manor

Market profiles are prepared in collaboration with real estate agents who either live or work in the town they write about.