Bay Shore Real Estate


Bay Shore is a community on Long Island that has seen its fair share of highs and lows. Over the years, Bay Shore has been tested by time and remained resilient over the centuries of slow change and progressive land development. This small, seemingly quiet hamlet on the Great South Bay might just pleasantly surprise you at every turn with its astonishing history and playful environment that would be perfect for any family to settle in.

The town’s history traces back to two settlers, a Scottish immigrant named John Mowbray and natural-borne New Yorker Stephanus Van Cortlandt. Mowbray purchased a land parcel off of the Penataquit Indians, a local tribe that belonged to the larger Algonquin Indian nation that occupied pre-colonial Long Island. That land makes up most of what we now know as East Bay Shore. The western half of this beloved town belonged to Van Cortlandt, who purchased the property from the Secatogue Indians and built the historic Sagtikos Manor.

It turns out, Bay Shore was not actually the first iteration of the hamlet’s name. At first, it was called Penataquit, but as the years wore on and America’s public infrastructure developed, residents to the area noticed that their mail went missing because no one could pronounce or spell the Native American word. Penataquit would briefly become known as Sodom, and then Mechanicsville, before town officials formally landed on Bay Shore in 1868.

By the turn of the century, Bay Shore was a popular resort town on Long Island, where city slickers and Brooklynites would slip away to summer during the hot summer months. A prime spot for hunting and fishing, the hamlet had a booming tourism industry which only increased when the popular silent film company, Vitagraph, opened a branch in town. Using Bay Shore’s scenic beaches and pinewood forests, Vitagraph was able to put out multiple films every year using residents as extras. By the early 1920’s, townsfolk could appear in popular silent films and see themselves on the silver screen on the weekends at Carelton Opera House before it was demolished in 1927.

By the 50’s, Bay Shore was known as the “heart of the south shore” and a mecca for shopaholics with well known department stores of the times, like Sears, Loeser’s, and Friedman’s. But possibly the crown jewel of big-time business in mid-century Bay Shore was the Entenmann’s factory. William Entenmann, the man behind some of America’s most familiar baked goods, moved to Bay Shore after World War II when his son fell ill with rheumatic fever. Once he noticed that the local pine barrens served as a natural air-purifier and provided a better quality of life for his son, Entenmann decided to base his company out of the quickly-developing hamlet.

Bay Shore Real Estate – Just Listed Properties

Things To Do in Bay Shore

Places to Eat, Nightlife, Activites

Main Street has always been the pulse of the town, in fact, many residents claim that on the weekends, Bay Shore looked more like Manhattan with the bustling crowds and night-life. Things calmed down in the 60’s, when a major mall opened up on the nearby Sunrise Highway and drew the public attention away from the smaller businesses on Main Street. Today, the appeal of mom-and-pop shops are returning, and Bay Shore offers plenty of hotspots to bide your time with. Whether you’re looking for a casual grill like Changing Times, an upscale Japanese cuisine at Aji 53, or a classic hangout like The Cortland, which offers trivia and movie nights over craft beers and spiked shakes. Maybe catch a brunch special at The Victorian Room or a show at the YMCA Performing Arts Center. Any way you slice it, a night on the town in Bay Shore is sure to be a real treat.

Bay Shore Homes For Sale

If you’re willing to splurge a little, head down to the marina at the end of Maple Avenue and enjoy a cocktail and a spectacular seafood meal at The Lake House or Nicky’s on the Bay. Each restaurant offers panoramic views of the Great South Bay and is a prime perch to watch the Fire Island ferries go in and out of the harbor. Residents can pay to park their boats at any of the privately-owned boatyards lining the shore, which collectively make up the largest marina on the south shore with over 500 boat slips.



Bay Shore boasts a very diverse school district with five elementary schools that feed into one middle school and one high school. The high school currently has almost 2,000 children enrolled and a graduation rate of 90 percent. When school is out for summer recess, the town offers plenty of public spaces to take the family, including Bay Shore Marina Park, which features a promenade boardwalk, a Pearl Harbor Memorial, and Shipwreck Cove, a popular spray park that offers tons of fun in the sun.

For more than 300 years, this bayside hamlet has played an integral role in building the one-of-a-kind character Long Island is known for. From the silver screen to your favorite sweet treats, Bay Shore has provided the scene for families and local businesses to grow, prosper, and create valuable memories.