Oyster Bay Homes for Sale

Welcome to Oyster Bay, New York – a picturesque gem nestled in the heart of Nassau County. Known for its stunning waterfront views and rich historical charm, this vibrant community offers a unique blend of suburban tranquility and urban convenience. With its scenic parks, quaint downtown shops, and a variety of dining options, Oyster Bay is a place where residents can truly enjoy the best of both worlds.

Oyster Bay is steeped in history, with roots tracing back to the early colonial days. The area is renowned for its beautiful landscapes, including the serene Oyster Bay Harbor and the lush nature trails of the nearby Planting Fields Arboretum. Whether you're taking a leisurely stroll along the waterfront or exploring the historic homes that line the streets, Oyster Bay exudes a warm and inviting atmosphere.

For those considering a move to this charming town, there are a variety of homes for sale that cater to different lifestyles and preferences. From cozy bungalows to spacious family residences, Oyster Bay offers an array of architectural styles that reflect its rich heritage. Many homes boast modern amenities while retaining their classic character, making them perfect for both families and professionals alike.

With excellent schools, a tight-knit community, and easy access to the Long Island Rail Road, Oyster Bay is not just a place to live; it’s a place to thrive. Discover your dream home in this enchanting town and experience the unparalleled quality of life that Oyster Bay has to offer. Your perfect home awaits!

Newest Oyster Bay Homes for Sale

$975,000

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

$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

$949,000

4 Beds ⋅ 2 Baths ⋅ 1009941 MLS

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 both everyday living and entertaining. The well-appointed kitchen flows seamlessly into inviting living and dining spaces, creating an effortless atmosphere for gatherings. Beautiful hardwood floors throughout the main level. A partial basement with a versatile bonus room provides exceptional flexibility, perfect for a private home office, fitness studio, media room, or guest retreat. Outside, the fully fenced property offers a private backyard oasis with ample space for relaxation and outdoor entertaining. ***The oversized deck has been removed to create a larger yard***. Additional amenities include an attached garage and meticulous upkeep throughout. Ideally situated near Oyster Bay's charming waterfront, boutiques, restaurants, parks, and transportation, this exceptional home presents a rare opportunity to enjoy refined North Shore living in one of Long Island's most sought-after communities.

15 Wood Drive, Oyster Bay

$1,149,000

4 Beds ⋅ 3 Baths ⋅ 1008723 MLS

Welcome to 134 Singworth Street, Oyster Bay! Situated on a desirable corner lot, this spacious and well-appointed home offers the perfect blend of classic charm and modern comfort. A welcoming entry foyer leads to an elegant interior featuring hardwood floors, high ceilings, crown moldings, and hi-hat lighting throughout. The main level boasts a formal living room with a cozy gas fireplace, a private office, a comfortable den, a formal dining room, a well-equipped kitchen with a wine refrigerator, and a full bathroom—providing an ideal layout for both everyday living and entertaining. Upstairs, the primary suite serves as a private retreat, complete with its own full bathroom and an attached sunroom perfect for relaxing year-round. Three additional bedrooms and another full bathroom complete the second floor. A walk-up attic offers excellent storage potential. Additional highlights include a full unfinished basement with an outside entrance and laundry area, 200-amp electrical service, an updated boiler and hot water heater, roof is only 6 years old and a dual-zone HVAC system for enhanced comfort and efficiency. Step outside to enjoy the large backyard featuring a patio, ideal for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. This exceptional Oyster Bay home offers abundant space, thoughtful features, and endless possibilities in a sought-after location. Don't miss this wonderful opportunity to make it your own!

134 Singworth Street, Oyster Bay

$799,000

3 Beds ⋅ 2 Baths ⋅ 1006593 MLS

Introducing 81 Summers...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

$2,299,000

5 Beds ⋅ 5 Baths ⋅ 998428 MLS

Welcome to this stunning contemporary residence nestled in the prestigious Sherwood Gate community of Oyster Bay Hills. Situated on a breathtaking 2-acre property, this exceptional home offers over 5,038 square feet of luxurious living space designed for both elegant entertaining and everyday comfort. A dramatic two-story entry welcomes you into a sophisticated interior featuring a formal living room, dining room, private library, and an open-concept floor plan filled with natural light. The gourmet chef’s kitchen is beautifully appointed with premium Thermador appliances, a Sub-Zero refrigerator, quartz countertops, and a spacious Butler’s pantry, all seamlessly flowing into the inviting den with a cozy fireplace. The expansive primary suite is a true retreat, showcasing cathedral ceilings, dressing area, two oversized closets, and a spa-inspired en-suite bath. Three additional generously sized bedrooms include a dual-entry bath and an updated en-suite bathroom, providing comfort and privacy. Designed with convenience in mind, the home features two staircases leading to the second floor — one from the grand main entry and another from the kitchen area. The fully finished lower level offers exceptional bonus space including a recreation room, gym, abundant storage, additional entertainment area, and direct access to the garage. Step outside to your own private resort-style oasis. The spectacular backyard is an entertainer’s dream, highlighted by a magnificent custom-designed pool, elegant fire pit lounge area, and expansive grounds offering endless possibilities for relaxation and outdoor living. This extraordinary property combines timeless elegance, modern luxury, and unparalleled amenities in one of Oyster Bay Hills’ most sought-after communities

31 Sherwood Gate, 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

$3,800,000

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

$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

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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.