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61 Anstice Street, Oyster Bay
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 1048168 MLS
This beautifully reimagined Colonial blends historic Oyster Bay character with the comfort and sophistication of extensive modern updates.Thoughtfully renovated throughout, the home features comprehensive interior and exterior improvements while preserving the warmth and character of its original architecture. Wood floors flow throughout the home, complemented by Andersen windows that bring in abundant natural light. The beautifully updated kitchen is appointed with Viking stainless steel appliances, custom cabinetry and designed for both everyday living and entertaining. With four bedrooms and three full baths, the home offers a flexible and well-proportioned layout suited to today’s lifestyle. A newly fully fenced backyard, landscaping and patio are an ideal setting for outdoor dining, entertaining, or simply relaxing at home. Sprinklers throughout the property. A rare opportunity to enjoy the character of a classic Oyster Bay Colonial with the benefit of extensive modern updates, all within one of Long Island’s most storied villages.

61 Anstice Street, Oyster Bay
182 School Street, 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
4 Anchorage Lane Unit #5B, 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. Additional storage available in the development - first come - first serve. Laundry room on the premises as well. 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
64 Tooker Avenue, 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
9 Harbour Lane Unit #4A, 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
200 Lexington Ave Unit #12E, 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
81 Summers Street, 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
19 Tiffany Road, 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
424 Centre Island Road, 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

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.