Oyster Bay Real Estate

Welcome to Oyster Bay, New York, a charming coastal community nestled in the heart of Nassau County. This picturesque town, steeped in history and natural beauty, offers a unique blend of suburban tranquility and vibrant local culture. With its stunning waterfront views and lush parks, Oyster Bay is a haven for nature lovers and outdoor enthusiasts alike.

Oyster Bay is renowned for its rich maritime heritage. The town’s picturesque harbor is perfect for sailing, kayaking, and fishing, allowing residents to fully embrace the coastal lifestyle. Stroll along the scenic waterfront or explore the many hiking trails in the nearby Oyster Bay National Wildlife Refuge, where you can witness a diverse array of wildlife in their natural habitat.

The town boasts a charming downtown area filled with boutique shops, cozy cafes, and delightful restaurants, providing an inviting atmosphere for both residents and visitors. The local community is vibrant and engaged, hosting various events throughout the year, from farmers’ markets to seasonal festivals that celebrate the town’s rich history and culture.

Families will appreciate Oyster Bay’s highly-rated schools and safe neighborhoods, making it an ideal place to raise children. The town’s close-knit community fosters a sense of belonging, where neighbors become friends and local businesses thrive.

With easy access to major highways and the Long Island Rail Road, commuting to New York City is a breeze, allowing you to enjoy the best of both worlds—small-town charm with the excitement of the big city just a train ride away. Discover the enchanting allure of Oyster Bay, where every day feels like a vacation!

Newest Listings in Oyster Bay

$979,000

3 Beds ⋅ 2 Baths ⋅ 1050245 MLS

Single level living at its finest! This updated and meticulously maintained ranch home features three bedrooms and two full bath, including a primary en-suite. It is a perfectly situated residence offering proximity to shopping, top-rated schools, and everything that living next to the charming village of Oyster Bay brings, including fine dining, parks and beach. It provides the perfect blend of comfort and functionality. The sunny and bright kitchen is thoughtfully updated with ample space for casual dining, beautiful natural wood cabinetry, granite countertops and brand new appliances. Formal Living Room and spacious Dining Room with crown molding and gleaming hardwood floors, lead into a cozy den with a woodburning fireplace and sliders to a fabulous bonus room with glass walls. And there’s more….a large basement, the full length of the house, provides additional room for entertaining and plenty of storage including a huge walk-in pantry and cedar closet. The professionally landscaped property is ideal for summer fun and is a gardener’s delight. Special highlights include *gas furnace *gas powered Generac generator *updated electric *CAC *CVAC *IGS *two-car garage with polyurea garage flooring *Andersen windows

24 Peerless Drive, Oyster Bay

$1,398,000

4 Beds ⋅ 3 Baths ⋅ 1050679 MLS

Picture-perfect and beautifully renovated, this 4-bedroom, 2.5 bath Colonial is located in Oyster Bay's sought-after Forest Estates private pool community. Thoughtfully updated throughout, the home combines sophisticated finishes with a wonderful open floor plan designed for both everyday living and entertaining. European white oak floors flow throughout the home. The spacious living room features a wood-burning fireplace and a wall of windows that fills the space with natural light, while sliding doors open to a Trex deck and an exceptional, retreat-like backyard. The beautifully landscaped outdoor setting features a new heated in-ground vinyl pool, outdoor bar,expansive new terraces, new retaining walls, handsome masonry and a 7-zone irrigation system-creating an incredible setting for outdoor entertaining and relaxation. The chef's eat-in kitchen is beautifully appointed with quartzite countertops, a large center island, stainless steel appliances, wine refrigerator, abundant cabinetry and chic lighting. The adjoining dining room features a bay window and custom built-ins with quartz countertops, providing both stylish display space and excellent storage. Upstairs, the spacious primary bedroom offers a lovely bay window and en-suite bath with double vanity. Three additional bedrooms and a beautifully updated hall bath complete the second floor. Additional amentites include Lutron Caseta smart lighting, smart thermostats, a finished lower-level media room/play room with built-in air humidifier system, new hot water tank and attached 2 car garage. Enjoy the privacy of your own backyard oasis along with membership in the desirable Forest Estates private pool community. A truly special, move-in-ready Oyster Bay home offering exceptional indoor-outdoor living, modern conveniences and timeless style.

10 Hilltop Lane, Oyster Bay

$1,150,000

3 Beds ⋅ 2 Baths ⋅ 1048523 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. by current owners, Historic charm blends seamlessly with exceptional modern updates throughout. A welcoming four-season front porch leads to elegant living and dining rooms, original beautiful wood floors, crown molding accents, highlighted by a stunning new staircase. to second floor, The Elegant showstopping 2025 custom kitchen features natural marble countertops, custom cabinetry, a designer backsplash, a coffee-wine bar, and a large center island, opening seamlessly to a sun-drenched family room with soaring ceilings, skylights, and a custom gas fireplace accented with stone facade. Sliding glass doors lead to a private, oversized PVC-fenced backyard 50x150 depth, with a spacious custom deck, creating the perfect setting for indoor-outdoor entertaining living. a custom play ground swing set is included with sale . From the custom elegant new staircase, to second floor , you'll find a spacious primary bedroom, two additional bedrooms, all with wood floors and brand new ductless air conditioning , a beautifully updated full bath, and a third-floor bonus loft with breathtaking winter water views via 2 custom oversized windows of Oyster Bay Harbor. The Full walkout basement includes a workshop, ideal for hobbies, projects, and unlimited 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 Quaint shops, Fabulous restaurants, Theodore Memorial park, Sandy beaches, Fishing pier, playgrounds, Sagamore Hill National Park, Famed Oyster Bay Waterfront Center, Tennis-Pickle ball Courts, Marina, public transportation, and everything this beloved historic waterfront community has to offer. Located within the highly regarded Oyster Bay School District.

182 School Street, Oyster Bay

$1,979,000

3 Beds ⋅ 4 Baths ⋅ 1042505 MLS

Impeccably maintained and thoughtfully designed, this expanded Cove model offers beautifully appointed living spaces throughout. A light-filled, spacious entry welcomes you into the home, with a formal living room to the left featuring vaulted ceilings and French doors opening to the deck, and an elegant dining room to the right highlighted by a stunning coffered ceiling. The inviting eat-in kitchen is designed for both everyday living and entertaining, with crisp white cabinetry, gas cooking, generous storage, and an adjacent dining area and family room. The family room is anchored by a woodburning fireplace surrounded by extensive built-ins, creating a warm and comfortable gathering space. A conveniently located laundry/mudroom offers direct access to the two-car garage. The first-floor primary suite offers exceptional convenience and privacy, with dual closets and a luxurious en-suite bath featuring a soaking tub, walk-in shower, and separate water closet. Upstairs, an impressive office with a coffered ceiling is complemented by an adjacent sitting area overlooking the main level, along with two spacious en-suite bedrooms. The walk-out lower level provides even more flexibility, with abundant space for recreation, storage, or future customization and direct access to the patio. Located on private road in Fieldstone Homeowners Association $595/monthly (dues) which includes snow removal, landscaping and common area maintenance.

3 Fieldstone Lane, Oyster Bay

$349,999

1 Beds ⋅ 1 Baths ⋅ 1048718 MLS

Welcome to 4 Anchorage Lane #5B in “Top of the Harbour,” a well-established co-op community in Oyster Bay. This spacious second floor, approximately 850 sq. ft. one-bedroom, one-bath residence is one of the larger models in the development and offers comfortable, easy living in a convenient location. The home features a spacious eat-in kitchen with abundant cabinetry, a stainless-steel refrigerator, dishwasher, and a gas stove. The generously sized bedroom includes a large walk-in closet, providing excellent storage. Step outside to your private deck/balcony—an ideal spot to relax and enjoy the outdoors. Additional features include through wall air-conditioning units and ceiling fans. Low monthly maintenance includes property tax, gas, heat, water, landscaping, parking, snow removal and garbage removal, offering truly low-maintenance living. Conveniently located near historic downtown Oyster Bay, with easy access to shops, restaurants, parks, the waterfront, and the LIRR. Cats are welcome, and parking is included. A wonderful opportunity to enjoy spacious, carefree living in one of Oyster Bay’s desirable co-op communities.

4 Anchorage Lane Unit #5B, Oyster Bay

$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

$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

$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

$289,999

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

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.