Oyster Bay Homes with Theodore Roosevelt School Elementary school

Welcome to Oyster Bay, New York, a picturesque village nestled in the heart of Nassau County, where history and charm converge in a delightful coastal setting. Known for its scenic waterfront views and rich historical significance, Oyster Bay offers a unique blend of small-town warmth and vibrant community spirit. With its quaint shops, delightful eateries, and lush parks, this idyllic locale is perfect for families, professionals, and retirees alike.

One of the standout features of Oyster Bay is its commitment to education, exemplified by the highly regarded Theodore Roosevelt Elementary School. Families seeking homes in this area will be pleased to know that they are not only investing in a beautiful property but also in a community that prioritizes quality education. The school is renowned for its dedicated staff, innovative curriculum, and a nurturing environment that fosters academic excellence and personal growth.

Living in Oyster Bay means enjoying a lifestyle that balances relaxation and recreation. Residents can explore the stunning beaches, partake in outdoor activities, or stroll through the charming streets lined with historic architecture. The community also hosts various events throughout the year, from farmers' markets to seasonal festivals, ensuring that there’s always something to engage in.

Whether you're looking for a cozy bungalow or a spacious family home, Oyster Bay has a diverse real estate market that caters to various tastes and budgets. Embrace the opportunity to be part of this vibrant community, where the allure of coastal living meets the warmth of a tight-knit neighborhood. Discover your dream home in Oyster Bay today!

Newest Oyster Bay Homes with Theodore Roosevelt School Elementary school

$2,900,000

4 Beds ⋅ 4 Baths ⋅ 1038854 MLS

This stately Colonial offers timeless elegance, incredible scale, and endless potential to create your dream estate. Surrounded by mature trees and sprawling grounds on shy 5acres With Lovely Water Views Of Oyster Bay. This 8-room residence blends classic architecture with a warm and inviting layout designed for both everyday living and entertaining. Featuring approximately 3670 square feet, this spacious home offers 4 bedrooms and 4 baths. A dramatic entry foyer with a sweeping curved staircase creating an airy and elegant first impression. Wraparound Decks, Spacious Entertaining Rooms, Hardwood Flooring And Complete Tranquility

140 Cove Neck Road, Oyster Bay

$365,000

1 Beds ⋅ 1 Baths ⋅ 1041359 MLS

Welcome to Top of the Harbour in Oyster Bay, where this inviting first-floor one-bedroom, one-bath residence offers comfortable living with the added benefit of private outdoor space. Inside, a spacious living room and dining room feature wood floors, crown molding and sliding glass doors that open directly to a private covered patio and garden area. The kitchen offers plenty of cabinetry and a gas oven, while the generously sized bedroom features wood floors, a ceiling fan and ample closet space. A full bath with a tub/shower completes the interior. Enjoy your own peaceful outdoor retreat surrounded by mature landscaping, perfect for relaxing, dining outdoors or simply enjoying privacy in a garden setting. With convenient first-floor access and a comfortable, easy-flowing layout, this residence offers a wonderful opportunity to make it your own. Ideally located in the heart of Oyster Bay, close to the beach, parks, boutique shops, restaurants, LIRR and more. Maintenance reflected is before STAR and includes taxes, gas, heat, water, landscaping, parking, snow removal and garbage removal.

9 Harbour Lane Unit #4A, Oyster Bay

$375,000

1 Beds ⋅ 1 Baths ⋅ 1036702 MLS

This Bright, Spacious 1st Floor Apartment with private entrance Offers an Open Concept Living Room/Dining Room leading to a Covered Patio, an Updated Kitchen, a large bedroom with bay window and an Updated Full Bath with walk-in Shower. Laundry and Additional Storage are conveniently located On the Premises. Relax with your morning coffee or tea on the Private Patio in the backyard. Then, spend your evenings exploring charming Oyster Bay with it's Lively Energy, Bright Window Displays, Artesian Specialty Shops, numerous Cafes or enjoy alfresco dining in one of the many local Restaurants. Top Of The Harbour is nestled in the Heart of Historic Oyster Bay Hamlet. The Beaches, Boating, Fishing, Long Island Rail Road and local schools are just 1/2 mile away! Maintenance Includes Taxes, Heat, Gas, Water, Landscaping, Parking, and Snow Removal. There is a $266 assessment ending October 2026.

2 Anchorage Unit #5A, Oyster Bay

$899,000

3 Beds ⋅ 3 Baths ⋅ 1030222 MLS

Beautifully renovated and filled with natural light, this exceptional Victorian is set on a picturesque property in the heart of Oyster Bay. Thoughtfully updated while preserving its original character, the home showcases updated kitchen and baths, freshly painted rooms, timeless architectural details and incredible backyard gardens. The main level offers an ideal layout for today's lifestyle, featuring a spacious chef's eat-in kitchen with pantry, a full bath, formal living and dining rooms, a welcoming family room, and a private office or gym perfect for working from home. Upstairs, the expansive primary suite serves as a peaceful retreat with a beautifully updated en-suite bath. Two additional bedrooms and another renovated full bath complete the second floor. A finished third-floor bonus space provides endless possibilities as a playroom, studio, guest area, or additional office. Also has EV Charger. Combining historic elegance with modern updates, this move-in ready home offers the perfect blend of character, comfort, and convenience just moments from Oyster Bay's vibrant downtown, restaurants, shops, parks, beaches, and the LIRR.

51 Tooker Avenue, Oyster Bay

$1,250,000

3 Beds ⋅ 2 Baths ⋅ 1026168 MLS

Celebrating the 100th birthday of this timeless Oyster Bay classic, this cherished home is ready for its next owner to love and enjoy, just as it has been for more than 40 years. Historic charm blends seamlessly with exceptional modern updates throughout. A welcoming four-season front porch leads to elegant living and dining rooms, highlighted by a stunning new staircase. The showstopping 2025 custom kitchen features marble countertops, custom cabinetry, a designer backsplash, a coffee bar, and a large center island, opening seamlessly to a sun-filled family room with soaring ceilings, skylights, and a custom gas fireplace. Sliding glass doors lead to a private, PVC-fenced backyard with a spacious custom deck, creating the perfect setting for indoor-outdoor living. Upstairs, you'll find a spacious primary bedroom, two additional bedrooms, a beautifully updated full bath, and a third-floor bonus loft with breathtaking winter water views of Oyster Bay Harbor. The finished walkout basement includes a workshop, ideal for hobbies, projects, or additional storage. Completely renovated within the past three years, this home offers extensive improvements, including a beautifully renovated front porch, new windows, a custom kitchen and baths, new flooring, a new staircase, ductless split air conditioning, a custom gas fireplace, recessed lighting, a custom paver driveway, an oversized deck, and a private PVC-fenced backyard. Ideally located in the heart of historic Oyster Bay, this exceptional home is just a short stroll to shops, restaurants, parks, beaches, public transportation, and everything this beloved waterfront community has to offer. Located within the highly regarded Oyster Bay School District.

182 School Street, Oyster Bay

$4,998,000

3 Beds ⋅ 3 Baths ⋅ 1026267 MLS

Immerse yourself in this stunning waterfront villa on Centre Island. Although newly rebuilt inside and out, the original character of this 1929 colonial creates an amazing synergy between modernity and history. Perched comfortably above the bay, the backyard slopes gracefully towards the water's edge with a new seawall. The professional landscape plan not only created beautiful grounds, but a number of entertaining and play areas, including a dining terrace with built-in barbeque/prep station. On the eastern side of the home, you are met by a sizeable driveway and a separate two car garage. Upon entering the front door, a beautiful onyx kitchen welcomes you. The charming dining room anchored by its fireplace, French doors face west, allowing you to take in the spectacular views. The cozy living room and its complementary fireplace. Through large French doors is an inviting covered terrace, making it the perfect place to entertain guests, or for intimate moments looking at sunsets over the bay. In addition to the stairs, all floors are accessible via a new elevator. The grand master bedroom comes complete with two large fully outfitted closets and a spa quality bathroom with unparalleled water views from shower and tub. A private balcony off the master offers the perfect place to enjoy a sunset or morning coffee. There are two additional bedrooms, a marble bath, and a small office on the second floor. The perfect weekend getaway or main residence this Centre Island home offers a turnkey option for any waterfront buyer could want. Truly A One-Of-A-Kind! Call For Details.

353 Centre Island Road, Oyster Bay

$304,999

1 Baths ⋅ 1014455 MLS

Beautifully landscaped and well maintained co-op apartment complex with walkways, patios and sitting areas with on-site superintendent. Second floor studio with high ceilings, 1 AC, open layout, and kitchen with stainless steel appliances. Basement common level offers storage and laundry facilities including bicycle storage room. Conveniently located in the heart of Oyster Bay which is in close proximity to beaches & parks, tennis courts, baseball fields, restaurants, shops, schools, recreational clubs and the Long Island Railroad. Maintenance fee includes taxes, heat, water, garbage removal, landscaping, snow removal, and parking.

200 Lexington Ave Unit #12E, Oyster Bay

$2,500,000

7 Beds ⋅ 5 Baths ⋅ 1009840 MLS

Short Sale - cash offers only- it is only unable to be financed. Offer subject to third-party approvals

1117 Cedar Ridge Road, Oyster Bay

$749,000

3 Beds ⋅ 2 Baths ⋅ 1006593 MLS

Price Reduction!!! Welcome to this charming 3-bedroom, 2-bath colonial style home in the heart of desirable Oyster Bay! Boasting hardwood floors throughout, the entry foyer leads to a spacious living room, a formal dining room, and a kitchen with a pantry area. The finished basement features bilco doors for easy access and added convenience. Step out to a porch, and a tremendous yard, perfect for entertaining! With plenty of driveway parking leading to a two car garage, you're just moments away from downtown Historic Oyster Bay and all it has to offer -- beaches, parks, restaurants, and shops. Bring your TLC and make this home yours!

81 Summers Street, Oyster Bay

$1,325,000

5 Beds ⋅ 5 Baths ⋅ 996701 MLS

Existing 3800 sq ft, second floor can be added for an additional 2800 sq ft. Total useable sq ft (with extension) can be above 6400 sq ft. Great Opportunity for extension: Total 2 acre land, you can extend and build your dream house as you like.

19 Tiffany Road, Oyster Bay

$6,995,000

5 Beds ⋅ 7 Baths ⋅ 914210 MLS

On the tranquil shores of Cove Neck in Oyster Bay, this extraordinary waterfront estate offers something increasingly rare: two private acres, 200 feet of shoreline, and panoramic views of the Long Island Sound that greet you from virtually every room in the house. Set just minutes from the charming villages of Oyster Bay and Huntington, with their acclaimed restaurants, boutique shopping, and vibrant waterfront dining, and fifteen minutes to the LIE, this is a property that offers the serenity of a private resort with the convenience of everything the North Shore has to offer. Hamptons Living Closer to NYC. The residence spans more than 9,000 square feet and was designed for those who want to live at full scale. A dramatic entry foyer opens into expansive living areas anchored by floor-to-ceiling windows framing the water. The formal living and dining rooms, a sophisticated lounge, and a 1,600 square foot great room with wet bar and wood-burning fireplace create a seamless flow for entertaining. A library with its own bath offers a quiet retreat on the main level. Upstairs, three ensuite bedrooms each open to private balconies overlooking the Sound. The primary suite is a sanctuary of its own, with a fireplace, spa bath with dual vanities, and an oversized walk-in dressing closet. Every room. Every view. The chef's kitchen is equipped with granite counters, custom cabinetry, and professional appliances including three ovens and two dishwashers. The lower level extends the lifestyle further with an indoor pool and hot tub, an entertainment space with wet bar, a full guest suite with private entrance, and a 4-car garage. Outside, more than 1,800 square feet of wraparound decking, a tennis court, a gazebo, and direct water access for kayaking and jet skiing complete a property that operates entirely on its own terms. This is waterfront living on the North Shore at its most complete.

26 Tennis Court Road, Oyster Bay

$1,150,000

4 Beds ⋅ 4 Baths ⋅ 907283 MLS

Great Investment Opportunity! Currently being used as a Medical Practice, but it can be converted to Family Residence. The property sits on a 12,001 SF Corner Lot with a beautiful curb appeal. The building consists of 4524 SF. Total of 13 rooms. The 1st Floor features 3 Exam Rooms, 2 Doctor's Offices, Reception Area, Waiting Room, 2 Half Baths, Additional Lounge Room for Staff w/ Kitchen, Dining Area, and Full Bath. Basement is partially finished and has lots of Extra Storage Space. Walk-Out-Basement. New Roof. The building has an accessory 1-Bedroom apartment on the 2nd Floor. Large Driveway newly paved, parking space available for 11 cars. Zoning is permitted for Medical Practices Related. Zoning can be changed though a Special Use Permit application with the Oyster Bay Zoning Board of Appeals office, but only for professional services. Prime Location with high visibility and easy access to parkways. Near the LIRR, shops, schools, parks, beaches, restaurant and entertainment.

188 W Main Street, Oyster Bay

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