First-time home buyers from lower Westchester and the Bronx and empty nesters from other parts of Westchester are among those house-hunting here, said Greg Kane, 58, an associate broker with Kane and Associates, a family-run business on Croton Avenue.
“If you want to spend $300,000 to $400,000 for a three-bedroom two-bath home on one-half acre with a garage, Ossining is it,” he said, adding that homes with a river view can fetch from $600,000 to $800,000.
Catherine Wilson, 36, an architect and stay-at-home mother, and her husband, Aaron Wilson, 43, a creative director for a technology-based marketing company in Manhattan, moved with their infant daughter, Stella, 18 months ago from a rented loft in Greenpoint, Brooklyn, to a 1920s three-bedroom colonial near the high school that Ms. Wilson said had “good bones.” They paid $265,000 and have upgraded the heating and electrical systems.
Stella, now 2, is a regular at Mother Goose Time at the library and has taken ballet and swim classes at the community center, Ms. Wilson said. While pleased with the village, she added that she wished there were “a nice coffee shop” on Main Street where she could gather with friends.
“I think there’s an audience here for that,” she said.
What You’ll Find
Route 9 (also called Highland Avenue) cuts through the village, with older homes on lots of around 0.10 acre close to the river and newer ones on larger plots in the hills above. The housing stock includes Victorians, ranches, Capes and colonials as well as apartment buildings and condominiums.
Main Street is a mix of low-rise buildings, with food and service shops, clothing stores and storefront medical offices. There is also shopping along Route 133 (Croton Avenue), and at the Arcadian Shopping Center off Route 9.
What You’ll Pay
There were 46 houses on the market on March 7, with prices ranging from $165,000 for a three-bedroom colonial fixer-upper to $749,000 for a five-bedroom Tudor. Eric Schatz, the principal broker at the Schatz Realty Group on Croton Avenue, using information from the Hudson Gateway Multiple Listing Service, said the median house price for the 12-month period ending Feb. 1 was $375,000, slightly lower than the median of $390,000 for the previous year.
The median price of a two-bedroom condo for the 12-month period ending Feb. 1 was $332,000, a slight decrease from $336,375 the previous year.
Condominium developments are a big presence in the village, brokers said. “Ossining has more per capita condos than in any of the surrounding communities,” Mr. Schatz said. Eighteen condos listed earlier this month ranged from $219,000 for a one-bedroom to $399,000 for a two-bedroom.
One- and two-bedroom co-ops on the market earlier this month ranged from $49,900 to $172,000.
Typical monthly rents for one- to three-bedroom apartments in multifamily homes and apartment buildings range from $1,400 to $2,100, Mr. Schatz said. A three-bedroom house typically rents for about $3,000 a month.
What to Do
More than 15 village and town parks have amenities like playing fields, playgrounds and picnic areas, with a new riverfront park opening this summer, said Christopher Soi, the superintendent of recreation. Events like a recent egg hunt are sponsored by the village’s recreation and parks department, housed at the Joseph G. Caputo Community Center onBroadway, which has an indoor public pool. Two boating clubs, the Ossining Boat & Canoe Club and the Shattemuc Yacht Club, require memberships.
A farmers’ market, held on Saturdays, will be at the corner of Spring and Main Streets starting April 2; it has been indoors since January at the First Presbyterian Church.
The Ossining Union Free School District serves around 5,000 students, including some from Briarcliff Manor and Yorktown. District schools are the Park Early Childhood Center, for prekindergarten and kindergarten; Brookside Elementary School, for first and second grades; Claremont Elementary School, for third and fourth; Roosevelt Elementary School for fifth; Anne M. Dorner Middle School, for sixth to eighth; and Ossining High School.
Average 2015 SAT scores at the high school were 497 in reading, 500 in math and 490 in writing, compared with state scores of 489, 502 and 478.
The trip on Metro-North’s Hudson Line from Ossining to Grand Central Terminal ranges from 45 to 67 minutes. Monthly tickets are $300; a round trip at peak times is $27; off peak, $20.50.
A farming, shipping and industrial village, Sing Sing — so named for its early inhabitants, the Sint Sincks of the Wappinger Confederacy — became the first chartered municipality in Westchester County in 1813. Its name was changed in 1901 to Ossining as the village tried to distance itself from the Sing Sing Correctional Facility, which opened in 1826. Among the village’s many historic structures — some predating the Revolutionary War — is Highland Cottage, also known as Squire House, an 1872 Gothic Revival building that was the county’s first house made of concrete, according to Norman MacDonald, the curator of the Ossining Historical Society Museum.