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$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
$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
$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
$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
$7,995,000
5 Beds ⋅ 5 Baths ⋅ 1013521 MLS
MUTTONTOWN. Set on nearly four private acres directly across from the renowned Muttontown Preserve, this recently built architectural masterpiece masterfully captures the timeless grandeur of Long Island's Gold Coast while embracing the sophistication and conveniences of modern luxury living. Constructed by one of the North Shore and Hamptons' premier luxury builders, this exceptional stone and stucco estate showcases unparalleled craftsmanship, exquisite finishes, and resort-style amenities throughout. Approached by impeccably landscaped grounds featuring rolling lawns, mature specimen trees, vibrant gardens, three cascading waterfalls, and complete privacy fencing, the residence offers a truly breathtaking setting. Four porches, a wraparound patio, and a fully equipped outdoor kitchen create seamless indoor-outdoor living and entertaining spaces. Inside, a sun-drenched two-story foyer introduces soaring ceilings, elegant architectural details, and refined finishes at every turn. The home offers five spacious bedrooms, including luxurious primary suites on both the first and second levels, along with four full and one half baths. Exquisite features include extensive custom millwork, 18-inch crown moldings, mosaic-inlaid stone flooring, designer lighting, custom built-ins, radiant heat, and multiple gas fireplaces that create warmth and ambiance throughout the home. The gourmet chef's kitchen blends modern Tuscan-inspired design with top-tier functionality, featuring Wolf and Sub-Zero appliances, an oversized center island, beverage station, walk-in pantry, and sunlit breakfast area overlooking the grounds. A banquet-sized dining room highlighted by a dramatic contemporary fireplace provides the perfect setting for elegant entertaining, while the private home office offers a peaceful retreat with picturesque garden views. The first-floor primary suite serves as an ideal guest or owner’s retreat, while the spectacular second-floor primary suite rivals a luxury resort, complete with a private balcony, sitting area, custom fireplace, expansive walk-in closet, and spa-inspired bath featuring a soaking tub, dual vanities, and steam shower. Four additional bedrooms, a bonus suite, and a second laundry room complete the upper level. Additional amenities include dual laundry rooms, a three-car garage, whole-house water filtration system, smart home technology with Lutron lighting and motorized shades, advanced security system, central air conditioning, radiant and forced-air heating, 600-amp electric service, natural gas generator, sound-insulated windows, and a partially finished lower level offering endless possibilities for customization. Conveniently located approximately 30 miles from Manhattan and moments from major transportation, beaches, golf courses, marinas, equestrian facilities, fine dining, and shopping, this extraordinary estate presents a rare opportunity to own a private Gold Coast retreat where timeless elegance, modern luxury, and exceptional craftsmanship come together in perfect harmony.

1782 Route 106, Muttontown
$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
$2,399,999
5 Beds ⋅ 5 Baths ⋅ 1004278 MLS
Nestled on a private cul-de-sac within the prestigious enclave of Mill Neck Estates, this exceptional Center Hall Colonial seamlessly blends timeless elegance with modern luxury. Featuring 5 generously sized bedrooms and 4.5 beautifully appointed baths, this remarkable residence is perfectly designed for both comfortable everyday living and sophisticated entertaining. A grand two-story foyer welcomes you into an elegant living room centered around a classic wood-burning fireplace, while the formal dining room showcases exquisite custom millwork, creating the perfect setting for memorable gatherings. At the heart of the home is a spacious chef’s eat-in kitchen, appointed with custom wood cabinetry, granite countertops, premium stainless steel appliances, and abundant workspace. The kitchen flows effortlessly into the expansive family room, offering an inviting space for relaxation, entertaining, and everyday living. A sweeping staircase leads to the second level, where four spacious bedrooms with en-suite baths provide exceptional comfort and privacy. The luxurious primary suite serves as a private retreat, featuring French doors that open to a tranquil balcony overlooking picturesque views. The finished lower level is filled with natural light and offers soaring ceilings, generous living space, abundant storage, a home gym, media room, or guest accommodations. and sliding glass doors leading directly to the backyard. Combining refined craftsmanship, thoughtful design, and exceptional functionality, this extraordinary residence is located in one of the area's most coveted neighborhoods. A rare opportunity to own a truly spectacular home. A Truly Must See!

899 Harbor View Road, Mill Neck
$11,945,000
6 Beds ⋅ 7 Baths ⋅ 987710 MLS
Direct Waterfront Estate with 300+ Ft Deep-Water Dock. Built in 2006 and crafted by renowned architect Oliver Cope with landscape design by Edmund Hollander and Kean Development, this 10,000+- sq. ft. waterfront estate offers 6 bedrooms, 5 full and 2 half bathrooms, and sits on 2.35 acres of prime bay front with sweeping western exposure and panoramic views over Oyster Bay and Centre Island. At the water’s edge, a private 300+ ft deep-water dock (rebuilt in 2010) provides rare direct access for boating and yachting, anchoring the property as one of the most desirable on the North Shore. Expansive bluestone patios, manicured grounds, a covered patio, and a resort-style infinity-edge pool with spa capture breathtaking sunsets that paint the bay in spectacular color each evening. Inside, every detail has been elevated — from extensive custom millwork to soaring ceiling heights. A chef’s kitchen with a massive marble center island flows into both grand entertaining spaces and intimate sitting rooms. A stunning library with cathedral ceilings opens to a large balcony and a private home office. Throughout the home you’ll find six fireplaces, smart home technology with surveillance, a full-house generator, and bedrooms with private balconies overlooking the water. The primary suite is a true retreat, offering a spa bath, radiant heated floors, and an indoor-outdoor lounge for savoring the waterfront setting. Above, a third-floor widow’s walk rooftop terrace crowns the residence, delivering the ultimate vantage point with panoramic water views and endless sunsets. The full finished lower level offers a resort-quality experience with a fitness center, sauna, steam room, cabana bath/changing room, kitchenette, and media room. A detached four-car garage completes this world-class estate — a rare offering that combines architectural pedigree, modern luxury, and unmatched direct waterfront living in one of Long Island’s most coveted bay front settings.

75 Cove Neck Road, Cove Neck
$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
$1,250,000
3 Beds ⋅ 3 Baths ⋅ 970979 MLS
Welcome to this newly renovated duplex in the heart of Oyster Bay. Located on an oversized lot, this colonial home features three bedrooms and three bathrooms, including a finished basement with its own kitchen. The first-floor unit offers two bedrooms and a modern kitchen with a center island and stainless appliances. The home is fully equipped with Central AC. The second-floor unit provides a private one-bedroom layout. As well an additional attic space. Both units include the convenience of in-unit washers and dryers. With brand-new flooring, two new water heaters, and a prime location near the beach, parks, and dining, this turnkey home is ready for you.

75 Anstice Street, Oyster Bay
$8,250,000
6 Beds ⋅ 8 Baths ⋅ 942466 MLS
Overlooking picturesque Oyster Bay Harbor, this stately waterfront Manor home is located on 1.71 acres and boasts 245 feet of water frontage. Featuring 6 large bedrooms with walk-in closets and 7.5 baths with high-end fixtures and fittings, this magnificent property has an idyllic master retreat on the main floor with incredible views across the Harbor, 2 spacious walk-in closets with center islands, and a luxurious marble master bathroom with a soaking tub and an incredible shower for two. The foyer, with its grand mahogany entry doors and fielded wainscot paneling, leads to an open-plan bright and airy great room with a dramatic two-story ceiling, floor-to-ceiling stone fireplace, clerestory windows, and 3 sets of French doors that frame stunning water views. With herringbone floors, built-in cabinetry that offers ample storage, and glass doors for displaying china, the elegant dining room is perfect for gracious entertaining. The chef's kitchen has been designed with custom cabinetry, professional-grade appliances, 2 walk-in pantries, marble counters, an expansive marble center island with inlaid walnut butcher-block ends, and an octagonal breakfast area that overlooks the shore. A lovely conservatory/sunroom with terracotta flooring and a fireplace is located off the kitchen and offers an ideal spot for relaxing. The lower walk-out level features a paneled family room with a fireplace and coffered ceiling, a billiard room, temperature-controlled wine cellar, exercise room, custom onyx wet-bar, and an amazing home theater with a coffered ceiling, comfortable leather seating, and sound-proofed walls. The exterior has a generous bluestone patio, outdoor kitchen, and an incredible infinity pool in a beachfront setting with professional landscaping, manicured formal gardens, yoga platform, and a putting green. Additionally, there is a charming guest suite with a bedroom, bathroom, kitchenette, living and dining area. Complete with 6-zone central air conditioning and 15-zone heating systems, in-ground sprinklers, a 2-car garage, this exceptional "Smart Home" is the epitome of timeless design and showcases exquisite architectural details with extraordinary craftsmanship throughout., Additional information: Appearance:Diamond,Interior Features: Guest Quarters, Lr/Dr, Marble Bath

200# Centre Island Road, Centre Island
$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

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.