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$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

$1,350,000
4 Beds 4 Baths 1017289 MLS
Welcome to one of the original homes built in Florence Park. It is an unusual community with a Neighborhood Association for its 88 homes. Dues are collected annually and are $30 per household. It covers a beach cleanup, a block party, and a holiday party. The Association has a private bay beach and small boat launching area. The home was built in 1920 and has the charm of the era. Enter through the front covered porch, which is a wonderful place to enjoy quiet summer days and to watch the fire flies light up the night. The Foyer opens into a bright Living Room with wood burning fireplace and century old sliding doors leading to the detailed Dining Room. Directly off the Dining Room is a large screened-in Porch where hours can be spent relaxing. There is a first class eat-in kitchen with marble counter tops and stainless steel appliances with gas cooking. The second floor encompasses the primary Bedroom with walk in closet and Bath, 2 well sized Bedrooms, a full Bath and Laundry. The third floor is spacious and paneled and provides an additional Bedroom and Bath. It is cooled by two window units. The basement is unfinished. The basement door gives access to the outdoor shower, deck and the yard. The basement shelving will remain. There is a second laundry in the basement. The yard provides room for flowers, vegetables and play space. The oversized two car garage with pull down stairs leads to a loft for storage. The garage has had many uses through the years. There is much to enjoy at the house and in the neighborhood. Swimming, kayaking, paddle boarding and sailing from the private neighborhood bay beach only minutes away. The Town of Oyster Bay provides many beaches on the Sound side on the North Shore and the Ocean on the South Shore. The property is convenient to schools, stores, beaches, tennis courts, pickleball courts, Long Island Rail Road, restaurants and the library.

107 Sidney Street, Oyster Bay

$1,298,000
4 Beds 3 Baths 1018691 MLS
Welcome to this classic Center Hall Colonial, perfectly situated in the heart of Oyster Bay. A charming front porch sets the stage for this timeless home, offering an inviting place to relax and enjoy the neighborhood. Inside a spacious and thoughtfully designed layout features generously sized rooms, creating an effortless flow for both everyday living and entertaining. Sun-filled living spaces combine traditional charm with comfortable functionality, formal living and dining rooms boast lovely, detailed millwork- making this home ideal for today's lifestyle. Step outside to a beautifully landscaped rear property, complete with a deck and hot tub overlooking lush specimen plantings - your own private retreat for outdoor dining, gatherings, or quiet moments surrounded by nature. Ideally located just minutes from Oyster Bay's beautiful beaches, vibrant shopping, acclaimed restaurants, parks and convenient transportation, this exceptional home offers the perfect blend of a classic layout, elegance, comfort and convenience.

6 W Oak Hill, Oyster Bay

$999,000
4 Beds 3 Baths 898143 MLS
Fully Renovated & Move-In Ready Split-Level Home! Welcome to this beautifully updated split-level residence that perfectly blends modern comfort with timeless charm. Featuring 4 spacious bedrooms and 2.5 well-appointed bathrooms, this home is thoughtfully designed to suit today’s lifestyle.Step into a sun-filled, open-concept layout showcasing a stylish living room, formal dining area, cozy family room, and a modern eat-in kitchen with sleek finishes—ideal for both everyday living and entertaining. Elegant hardwood floors, recessed lighting, and tasteful upgrades throughout add warmth and sophistication.The fully finished basement offers versatile space for a home office, playroom, or media lounge, providing flexibility to meet your needs. Outside, enjoy a lush, private backyard perfect for relaxing, gardening, or hosting gatherings.Additional conveniences include a private driveway and ample street parking. Located near top-rated schools, parks, shopping, and major amenities, this move-in-ready gem offers the perfect combination of space, style, and location.Don’t miss the opportunity to make this exceptional home yours!

16 Huckleberry Lane, 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

$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

$375,000
1 Beds 1 Baths 1013323 MLS
Welcome to Lexington Estates in the heart of Oyster Bay! This bright & spacious corner one bedroom co-op offers an abundance of natural light, a desirable open layout, and the added privacy of a corner location. Featuring hardwood floors, oversized windows, a generously sized living room and dining area, and a well-appointed kitchen, this home provides comfortable everyday living. Nestled within a beautifully maintained garden-style community with landscaped grounds, residents enjoy on-site laundry, storage, & ample parking. Conveniently located just moments from Oyster Bay Village, restaurants, shops, parks, beaches, marinas & the LIRR, offering an ideal blend of North Shore charm & commuter convenience.

200 Lexington Avenue Unit #8B, Oyster Bay

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.