Oyster Bay Homes for Sale

Welcome to Oyster Bay, a picturesque gem nestled in the heart of Nassau County, New York. This charming town, with its rich maritime history and stunning waterfront views, offers a unique blend of small-town warmth and modern amenities. Oyster Bay is renowned for its vibrant community, lush parks, and a variety of recreational activities that cater to all ages. Whether you’re sailing on the bay, strolling through the quaint downtown shops, or enjoying a meal at one of the local eateries, there’s always something delightful to experience.

Oyster Bay is not just a beautiful place to visit; it’s also an exceptional place to call home. The real estate market here features a diverse array of homes for sale, from historic properties that echo the town's storied past to contemporary residences that offer the latest in comfort and convenience. Families will appreciate the highly-rated schools, while professionals will find the easy commute to New York City a significant advantage.

Imagine waking up to the serene sounds of nature, with the bay just a stone’s throw away. Many homes in Oyster Bay come with spacious yards and stunning views, providing the perfect backdrop for gatherings with friends and family. Whether you’re searching for a cozy cottage or a sprawling estate, Oyster Bay has something to fit every lifestyle and budget.

Explore the possibilities of homeownership in Oyster Bay and discover why so many are drawn to this enchanting community. Your dream home awaits in this idyllic corner of Long Island!

Newest Oyster Bay Homes for Sale

$979,000

3 Beds ⋅ 2 Baths ⋅ 1045148 MLS

Welcome to 64 Tooker Avenue, a beautifully restored 1893 colonial offering approximately 2000 ft.; of character filled living space in the heart of Oyster Bay. Thoughtfully improved and meticulously maintained, this 3 bedroom, 2 bathroom home blends original craftsmanship with comfortable modern living. Inside, refinished hardwood floors, painstakingly restored original millwork, period details and custom built-ins reflect the home’s history, while a sun filled southern exposure creates bright, inviting spaces throughout. The first floor offers a formal dining room, living room, renovated kitchen, sunroom, mud/laundry room and a handsome home office with custom doors, cabinetry and bookshelves. Upstairs 3 bedrooms and a finished attic provide flexible space for work, play, guests, or additional storage. An exceptionally clean and bright, lower level provides abundant storage, pantry space, and a dedicated room for a workshop or hobbies. The home’s outdoor spaces have been transformed into a private retreat. Thoughtfully designed landscaping surrounds a fenced yard with a Trex deck, Cambridge paver patio, bluestone walkways, perennial gardens and raised vegetable beds, all supported by a 10 zone irrigation system. A detached garage and freshly painted exterior complete the property. Set on approximately 0.186 acres in Oyster Bay-East Norwich School District, 64 Tooker Avenue offers the rare combination of historic character, thoughtfully updated living spaces and beautifully designed outdoor areas all meticulously cared for and ready for its next chapter. Ideally located just blocks from Oyster Bay Hamlet’s restaurants, shops, and museums, with the LIRR, local beaches and waterfront parks all nearby.

64 Tooker Avenue, Oyster Bay

$1,149,000

4 Beds ⋅ 3 Baths ⋅ 1026156 MLS

Welcome to 43 Kellogg Street, a Wonderful Blend of Historic Charm and Contemporary Living Located in the Heart of Oyster Bay. At First Glance, the Home's Victorian-inspired Architecture and Inviting Wraparound Porch set a Gracious Tone. Inside Gleaming Hardwood Floors Introduce a Warm and Welcoming Interior Featuring a Spacious Living Room with an Archway to the Beautiful Formal Dining Room that Seamlessly Blends into the Newly Renovated Open-Concept Kitchen with Quartz Countertops, a Striking Marble Backsplash, Pantry and Stainless Steel Appliances. The Counter Seating Enjoys an Open View into the Expansive Sun-filled Great Room and Adjacent is a Delightful Three-Season Room Offering the Perfect Place to Relax or Read. A New Powder Room and Additional Access to the Beautifully Landscaped Private Yard with a Stone Wall and Steps to Vibrant Seasonal Flowers, Lush Perennial Bushes and Specimen Plantings plus a Charming Stone Pathway Further Enhance the Peaceful Backyard Sanctuary. The Second Level Features a Spacious and Light Filled Primary Suite with WIC and Vaulted Ceiling Overlooking the Backyard Oasis Along with Three Additional Bedrooms and a Full Bath. A Generous Sized Three Room Attic with Vaulted Ceiling, Enhanced by Abundant Natural Light and Lovely Views, Provides Wonderful Additional Space and Versatility. This Special Home is Ideally Located just a Short Distance from Oyster Bay's Vibrant Downtown Where you can enjoy Charming Shops, Cafes, and Acclaimed Restaurants that Give this Historic Hamlet it's Distinctive Character. Nearby, Theodore Roosevelt Memorial Park offers a Sandy Beach, Marina, Ballfields, Tennis, Pickleball Courts and Most of all Breathtaking Sunsets. The Oyster Bay LIRR Station is Conveniently Located Nearby. 43 Kellogg Street Offers an Inviting Combination of Character, Modern Updates, Beautiful Outdoor Space, and an Exceptional Oyster Bay Lifestyle.

43 Kellogg Street, 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

$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

$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

$3,580,000

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

$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

Start Your Search

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.