Oyster Bay Real Estate

Welcome to Oyster Bay, a charming hamlet nestled in the heart of Nassau County, New York. Known for its stunning waterfront views and rich history, Oyster Bay offers a unique blend of small-town charm and modern convenience. This picturesque community is situated on the North Shore of Long Island, providing residents with easy access to both the serene beauty of nature and the bustling energy of nearby urban centers.

One of the defining features of Oyster Bay is its breathtaking coastline. With numerous parks, beaches, and marinas, outdoor enthusiasts can enjoy a variety of activities, from sailing and fishing to hiking and picnicking. The iconic Oyster Bay Harbor is perfect for boating and offers a serene escape from the hustle and bustle of city life.

Oyster Bay is also steeped in history, famously associated with President Theodore Roosevelt, who spent much of his life here. The town is home to the Sagamore Hill National Historic Site, where visitors can explore the former residence of the 26th president and learn about his legacy.

The local community is vibrant and welcoming, with a variety of shops, restaurants, and cultural attractions that cater to all tastes. Residents enjoy a strong sense of community, with numerous events and festivals held throughout the year, fostering connections among neighbors.

With its idyllic setting, rich history, and a strong sense of community, Oyster Bay is not just a place to live; it’s a place to thrive. Whether you're looking for a peaceful retreat or an active lifestyle, this charming hamlet has something for everyone. Come discover the beauty and warmth of Oyster Bay, where your dream home awaits!

Newest Listings in Oyster Bay

$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

$3,660,000

5 Beds ⋅ 6 Baths ⋅ 983376 MLS

Enjoy the splendor and many amenities of your private country estate just an hour from Manhattan. This gorgeous property sits nestled in historic Oyster Bay Cove, the home of President Theodore Roosevelt’s Sagamore Hill. The home features 5 bedrooms and 6 baths and sits on an exquisitely landscaped nearly 4 acre parcel. Inside, sweeping staircases, cathedral ceilings and fine woodworking and cabinetry frame a perfect oasis for the family. Outside, among the wooded expanse are a swimming pool, tennis court and putting green. The home also boasts a gourmet kitchen, formal dining room, home theater, large office and 3 fireplaces.

10 Redmond Lane, Oyster Bay

$1,200,000

4 Beds ⋅ 1 Baths ⋅ 978908 MLS

Location, location, location! This charming house is in beautiful Oyster Bay with private beach. Beautiful scenery, more than just a home, it's a way of life.

424 Centre Island Road, Oyster Bay

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.