$1,002,784Average Value$606Average Price per Sq Ft38Homes For Sale
Oyster Bay is rich with Colonial secrets
With a history steeped in a famous Revolutionary War spy ring’s accomplishments, it’s perhaps fitting that Oyster Bay remains a well-kept secret. At first glance, few would suspect the small hamlet played such an essential role in the Revolutionary War, but it was here that the Queen’s Rangers, led by Lieutenant Colonel John Graves Simcoe, were stationed in the home of Samuel Townsend. Samuel Townsend’s son, Robert Townsend, was a member of George Washington’s famous Culper Spy Ring, though he was so secretive that his role in the ring wasn’t discovered until the 1930s. Townsend’s sister, Sally, may also have been a spy for the ring, and it was in this home that legends say she overheard Simcoe and Adjutant General John André discussing the plan for Benedict Arnold to turn West Point over to the British. Regardless of how the information was gathered, Robert reported it to Washington, preventing the capture of the fort and leading to André’s arrest. The home, which was built in 1740, still stands with a second lease on life as the Raynham Hall Museum. Today, Oyster Bay remains a small, almost sleepy hamlet with a diverse selection of restaurants and a large park along the harbor.
Lean about the rich history Oyster Bay at the Raynham Museum.
A lot can be learned from a quick trip to the Oyster Bay Historical Society.
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Swimming and playing sports at Theodore Roosevelt Memorial Park
Theodore Roosevelt Memorial Park, named for the U.S. president who made his home in nearby Cove Point, hugs the coast. The park offers sandy beaches, soccer and baseball fields, tennis and basketball courts and a playground. Locals can also use the marina and boat launches to get out onto the harbor. “It’s one of the prettiest places, I think, on Long Island,” says Mara Navaretta, broker for Homes by Mara Realty, who’s been selling properties in the area since 1997. “The park is all waterfront and just gorgeous. You can see all the big, beautiful boats and feel the breeze from the ocean.” Just south of the neighborhood, Pine Hollow Club has an 18-hole golf course, tennis, pickleball and padel courts. Roosevelt's home, Sagamore Hill, is part of a national historic site that's 2 miles north, and has a museum and nearly 2 miles of nature trails.
Shoot and score at the athletic fields at Roosevelt park in Oyster Bay.
Oyster Bay residents enjoy the peach and tranquility of Theodore Roosevelt Park.
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Colonial-style homes starting in the $500,000s
Streets are lined with colonial-style, simple folk Victorian and bungalow Craftsman homes, many featuring large front porches. Most homes sit in traditional suburbs with cul-de-sacs, but there are also a few waterfront properties available. Homes from the early-to-mid 20th century typically sell for $500,000 to $900,000, while houses from the late 20th century usually go for $1 million to $1.5 million. “And what’s also good about Oyster Bay real estate-wise, is it’s also one of the few places around us that has a lot of legal two-families,” says Navaretta. “So, if anyone’s looking to increase their investments, they should come to Oyster Bay.” These one-to-two-bedroom properties tend to sell individually for $250,000 to $500,000. The CAP Index gives Oyster Bay a crime score of 2 out of 10, lower than the national average of 4.
Oyster Bay offers many older and newer colonial styled homes alike.
Many homes in Oyster Bay feature a Gambrel roof often with dormers for added living space.
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Top grades for Oyster Bay-East Norwich Public Schools
Students may start at Theodore Roosevelt Elementary, which earns an A from Niche, for kindergarten through second grade, before going to James H. Vernon School, which also gets an A, for third to sixth grade. Seventh through 12th graders attend Oyster Bay High, which receives an A-minus and operates with a student-to-teacher ratio of 8-to-1.
Theodore Roosevelt Elementary School in Oyster Bay has a student to teacher ratio of 11 to 1.
Oyster Bay High School receives an A- rating from niche.com.
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Summer events in downtown Oyster Bay
From June to July, the Oyster Bay Music Festival hosts emerging artists at the Christ Church of Oyster Bay. The concerts are free, and there are also lectures and master classes open to the public throughout downtown. Also in July, St. Rocco’s Festival is a four-day event celebrating the area’s Italian heritage. The festival features carnival rides, food trucks, games, live music and a fireworks show.
This original '65 Mustang hails from Santa Monica, CA for the Oyster Bay Cruise Night.
Enjoy a free concert at the Oyster Bay Music Festival in Oyster Bay.
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Shopping and dining along Pine Hollow Road
Along Pine Hollow Road, there’s a Stop & Shop for groceries and Mario’s Pizzeria, which has been serving the area since 1969. There are also sit-down restaurants near South Street, including Taby's Burger House for classic American food and Home Sweet Home Cafe for Chilean dishes. Another popular choice is The Homestead, whose cozy tavern atmosphere, bar and live music have been a staple of the community since 1896.
Pop into Mario's Pizza in Oyster Bay for take out or a sit down meal.
Shoot and score at the athletic fields at Roosevelt park in Oyster Bay.
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Commuting to Manhattan on the Long Island Rail Road
Oyster Bay residents can walk or bike to nearby shops and parks but may still want a car to explore the rest of Long Island. Oyster Bay’s train station connects the community to Manhattan via the Long Island Rail Road, with the ride taking about 80 minutes.
Head to the city or out east from the Oyster Bay train stop.
All aboard at Oyster Bay Train Station.
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Written By
Logan Soter-Reardon
Photography Contributed By
Jeff Rainone
Video By
Jackson Nacey
Interested in learning more about homes in this area?
Reach out to
Laurie West,
an experienced agent in this area.
GreatSchools:
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On average, homes in Oyster Bay, NY sell after 95 days on the market compared to the national average of 56 days. The median sale price for homes in Oyster Bay, NY over the last 12 months is $1,500,000, down 6% from the median home sale price over the previous 12 months.
Nestled in the heart of East Norwich, this inviting home offers warmth, character, and endless potential. Filled with natural light, the open floor plan and soaring ceilings create an airy, welcoming atmosphere that's perfect for both everyday living and entertaining. Charming architectural details and a comfortable layout provide a wonderful foundation to make the space your own. Surrounded by
Welcome to this spacious and beautifully updated 5-bedroom, 2-full-bath home offering a versatile layout and plenty of room for comfortable living and entertaining. Featuring hardwood flooring throughout and a desirable open-concept design, this home blends modern updates with functionality.Major updates completed include an updated kitchen with stainless steel appliances, an updated
This stunning 100% brand new custom-built luxury home at 28 Rolling Hill Road, Old Westbury, NY 11568 offers approximately 6,500 sq ft of sophisticated living on a beautiful, private 2+ acre wooded lot. Perched prominently on a hill along the quiet, tree-lined Rolling Hill Road in one of Old Westbury’s most exclusive neighborhoods, the home enjoys a grand, elevated presence with exceptional
Fully renovated home completed in 2018. Craftsman doors and windows welcome you to this very special home. Updates include new roof, siding, Anderson windows, plumbing, electric, hard wood floors, gourmet kitchen, baths, central air conditioning, lighting, fireplace. Outside are copper gutters and a large, lush, private backyard with a beautiful inviting deck off the kitchen. The lower level
Welcome to this beautifully maintained ranch, perfectly situated on an oversized 7000 sq.ft.lot in the heart of North Hicksville. This sun-filed home features a spacious living room,dining area with a stunning large Bay window,and cathederal ceilings and an updated kitchen with stainless steel appliances,a gas stove and high ceilings..The fully finished basement offers additional living space
All Information Deemed Accurate But Should Be Independently Verified. **Nestled in a desirable Oyster Bay location, this beautifully updated split-level residence offers the perfect blend of timeless elegance and modern comfort.** Boasting 4 generously sized bedrooms and 2 tastefully renovated baths, the home features a thoughtfully designed layout with spacious, light-filled interiors ideal for
Nestled in the heart of East Norwich, this inviting home offers warmth, character, and endless potential. Filled with natural light, the open floor plan and soaring ceilings create an airy, welcoming atmosphere that's perfect for both everyday living and entertaining. Charming architectural details and a comfortable layout provide a wonderful foundation to make the space your own. Surrounded by
Mid-Block Massapequa Charm meets the Ultimate NYC Commute!**Available!!**Welcome to 114 Boston Ave, a classic and charming 4-bedroom Cape perfectly situated in one of Massapequa's most desirable, low-traffic, mid-block locations. Combining timeless suburban appeal with an unbeatable location for city access, this property offers a rare blend of neighborhood living and effortless connectivity.
Completely redesigned and renovated, this exceptional home offers over 3,100 sqft of refined living space, featuring 5 spacious bedrooms and 3 heated full bathrooms. set on an expansive ~10,000 sq ft property featuring a beautiful backyard pool. Upon entry, you’re welcomed by a dramatic open floor plan with a stunning porcelain heated tile floor and a thoughtfully designed open kitchen—the true
Welcome to this beautifully maintained and expanded split-level in exclusive Viceroy Estates offering the perfect combination of space, comfort, and versatility. This inviting home features 3 spacious bedrooms and 1 brand new bath. The heart of the home is the extended eat-in kitchen with black stainless appliances, gas cooking, recessed lighting, and abundant space for everyday living and
Magnificent estate located in the prestigious Hamlet Estates community within the award-winning Jericho School District. Situated on a rare 10,000+ sq ft property, this exceptional residence is surrounded by breathtaking park-like grounds featuring year-round exotic blooms, mature landscaping, and tranquil pond views, offering luxury living with unmatched privacy, serenity, and convenience. A
Discover the opportunity to make this spacious ranch your own! Offering four generously sized bedrooms and one full bathroom, this home provides a flexible layout that will accommodate a variety of lifestyles. The inviting floor plan features comfortable living spaces with natural light, creating a warm and welcoming atmosphere. Whether you're envisioning a modern refresh, expanding your living
Beautiful completely remodeled Waterfront Colonial. New kitchen, baths, hardwood flooring w/new gas heating.& hot water. Massapequa District 23 schools w/extras including new windows, carpeting, paver patio & all appliances. Newer bulkheading on wide canal suitable for large watercraft. No water intrusion in the house from Hurricane Sandy w/$742 annual flood insurance quote on file !
Welcome to 20 Sagamore Way, Jericho — a beautifully appointed home offering comfort, space, and luxury living. This residence features 4 spacious bedrooms and 2.5 bathrooms. The first floor offers a private office room, perfect for working from home. Enjoy a chef’s kitchenequipped with stainless steel appliances, a pantry room, and ample cabinetry. The main level also includes a formal dining
Welcome to this spacious and beautifully updated 5-bedroom, 2-full-bath home offering a versatile layout and plenty of room for comfortable living and entertaining. Featuring hardwood flooring throughout and a desirable open-concept design, this home blends modern updates with functionality.Major updates completed include an updated kitchen with stainless steel appliances, an updated
Now leasing elevated studio, 1, 2, & 3 bedroom homes. Here is the one you've been waiting for. The Lisle means “from the Island,” and every inch of this community is a celebration of Long Island and the people who call it home. With architectural and design nods to both shores, The Lisle was designed with Long Island natives in mind, blending style, comfort, and convenience in a welcoming,
Welcome to this beautifully updated whole-house rental in Plainview, featuring 4-bedrooms and 1.5 bathrooms. The home offers gleaming hardwood floors, fresh paint throughout, and newly updated bathrooms. Spacious and inviting, it provides comfortable living with plenty of room to enjoy. Conveniently located near shopping, dining, parks, public transportation, major roadways, and many other local
Tucked back on tranquil, park-inspired grounds, Eagle Rock Apartments at Woodbury offers a maintenance-free lifestyle in a spectacular setting. Choose between our one and two bedroom apartment homes. With a large and light-filled floor plan and a beautifully updated chef-inspired kitchen, your new home is perfect for relaxing, entertaining, and everything in between. Create a living space you
Great Location With Long Island Sound At End Of Block With Beach Rights. Spacious Colonial With Formal Living Room And Dining Room. 1 Month Security Tenant Pays Their Own Gas, Electric And Water. House Has Solar Panels Which Lowers The Electric Bills. Renters Insurance Required.
Ideally situated in Hicksville, New York, Eagle Rock Apartments at Hicksville offers newly renovated one and two bedroom apartment homes. Designed to complement your busy lifestyle, our apartments come with convenient features and time-saving amenities, like on site laundry facilities and off-street parking. Each of our homes is pet friendly, and our spacious layouts include plenty of room to
Gorgeous home features beautiful Kitchen, Hardwood Floors, Crown moldings. Spacious home with 5 Bedrooms, 3 Full Baths. Private Driveway 2 Cars Parking, Rear Deck, Spacious fenced Back yard. Very Conveniently location near Highways, Shopping, 8 mins to LIRR, Blue Ribbon Schools & much more! Tenant Pays All Utility Bills & Maintenance of the property. Application Requirements: Credit & Income
A destination to relax, live, and indulge in Long Island’s distinguished north shore highlights—this is Norwich Gate Apartments! As a picturesque country club community sheltered by tree-lined hills, we’re ready to surpass your expectations for high-quality living with our Oyster Bay apartments’ latest features, amenities, and easy access to elite work, retail, and leisure venues. Find
A Private Cul-de-Sac Home in Upper Brookville Backing Golf Course With a Finished BasementTucked away at the end of a long private driveway, this well-positioned residence offers exceptional privacy on a coveted cul-de-sac and overlooks a scenic golf course. Built in 1962, the home features 5 bedrooms and 3.5 baths across approximately 2,968 square feet of living space, plus a fully finished
Spacious one and two bedroom apartments with terrace. Heat and hot water included. Paver pathways and on-site parking, courtyard. Transit-oriented community with easy access to the Farmingdale train station and minutes to Farmingdale Village restaurants and shops.Minutes to Route 24, Route 110 and Melville as well as Route 135 for Syosset, Jericho areas. Near Long Island Expressway, Southern
Recent Renovation, Hardwood Floors Use Of Yard, Tenant Storage And Off Street Parking. Near Village And Park. 1 Month Security, Tenant Pays Own Gas And Electric Renters Insurance Required. Credit Check.
Fairfield Jericho Townhomes in Westbury, NY. Jericho School District rated #1 by Niche Survey! Luxury and spacious 1-bedroom townhomes, -2 and 3-bedroom apartment residences. Outstanding new interior renovations feature kitchen quartz counter/back-splash, shaker style white cabinets with under-mount lights/brushed nickel hardware. Plank tile kitchen floor. Living space with Stonington gray paint,
Imagine the serenity of renting this fully updated one-bedroom, one-bath apartment in the heart of Oyster Bay, just moments away from the beach, the park, boutique shops, outstanding restaurants, LIRR and more. Located on the first floor in Top of the Harbour, this charming residence boasts a newly renovated kitchen featuring quartz countertops and stainless steel appliances, while the modern
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