Refine Search
Map
Sort by
$1,250,000
3 Beds ⋅ 2 Baths ⋅ 1026168 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. Historic charm blends seamlessly with exceptional modern updates throughout. A welcoming four-season front porch leads to elegant living and dining rooms, highlighted by a stunning new staircase. The showstopping 2025 custom kitchen features marble countertops, custom cabinetry, a designer backsplash, a coffee bar, and a large center island, opening seamlessly to a sun-filled family room with soaring ceilings, skylights, and a custom gas fireplace. Sliding glass doors lead to a private, PVC-fenced backyard with a spacious custom deck, creating the perfect setting for indoor-outdoor living. Upstairs, you'll find a spacious primary bedroom, two additional bedrooms, a beautifully updated full bath, and a third-floor bonus loft with breathtaking winter water views of Oyster Bay Harbor. The finished walkout basement includes a workshop, ideal for hobbies, projects, or 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 shops, restaurants, parks, beaches, public transportation, and everything this beloved waterfront community has to offer. Located within the highly regarded Oyster Bay School District.

182 School Street, 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
$3,988,888
7 Beds ⋅ 8 Baths ⋅ 1019177 MLS
Welcome to 314 Mill Hill Rd Mill Neck located in the Luxurious Gold Coast. This Exquisite home has been built by William Townsend the historic mansion was widely known as the Chancellor's Mansion, which was built in 1834. The estate has passed through several notable historical figures, including Theodore Roosevelt III and fashion designer Oleg Cassini. This estate sits on almost 6 Acres . The property has additional 2 Large guest homes . Which can make a wonderful compound for friends, staff or guests. Each guest house is about 2300 SF and nicely updated . The main Estate consists of 7 Bedrooms 8 bathrooms, Stunning Chefs Kitchen, And A Grand Formal Dining Room, This home a true masterpiece of workmanship. The gorgeous wrap around porch adds so much character and comfort ,The beautiful large balcony on the 2nd floor is ideal for relaxing and enjoying the Stunning Water views of Oyster bay Harbor. The property has a custom built greenhouse which is ideal for growing your own farm to table fruits and vegetables. This home is in close proximity to the local private Beach which is only 2 blocks away. The history of this home has been written up in multiple books and periodicals. A true gem not to be missed AN VERY LOW TAXES !

314 Mill Hill Road, Mill Neck
$489,000
2 Beds ⋅ 1 Baths ⋅ 1010580 MLS
Welcome To Top Of The Harbour In The Heart Of Beautiful Oyster Bay! Pristine And Thoughtfully Designed Two Bedroom, Second Floor Corner Unit, With Harbor Views From Balcony. The Eat In Kitchen Boasts Quartz Counters, Tile Flooring, Stainless Steel Appliances And Large Pantry. An Open Plan DR/LR Offers Elegant Hardwood Floors And Crown Molding. The Primary Bedroom Is Spacious, Detailed With Crown Molding And Oyster Bay Harbor View. A Generous Sized Second Bedroom Offers Large Closet Space And Crown Molding. Other Features Include A Walk In Hall Closet, Newer AC Units And Ceiling Fans. Convenient To Charming Historic Oyster Bay With Shops, Restaurants, Park, Waterfront And LIRR.

11 Harbour Lane Unit #1B, Oyster Bay
$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
$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
$8,300,000
4 Beds ⋅ 5 Baths ⋅ 999427 MLS
A rare opportunity to acquire a masterpiece of residential design: one of only two Robert A.M. Stern homes in Nassau County. Stern is considered a leading postmodernist architect known for blending historical context, classical tradition, and modern functionality. Situated on a private Mill Neck hilltop, 'Miramar' commands breathtaking, panoramic water views of Oyster Bay and Centre Island. Recently treated to a comprehensive top-to-bottom restoration, this impeccable estate boasts stunning grounds reimagined by internationally acclaimed landscape architect Fernando Wong. Wong used classical principles to frame outdoor spaces, this offering is truly a work of art.

233 Cleft Road, Mill Neck
$2,874,000
5 Beds ⋅ 3 Baths ⋅ 955339 MLS
Nestled in the Prestigious hamlet of Oyster Bay Cove in part of the exclusive Laurel Cove private association. This magnificent custom French Chateau enchants the moment you arrive. A grand estate entrance framed by lush privacy gardens sets the tone for a true storybook experience. Inside a breathtaking wedding style staircase makes a dramatic first impression. The elegant library wing features coffered ceilings, custom built-in book shelving, and a charming marble faux-tiled fireplace that creates a warm and refined retreat. The primary suite is a sanctuary of luxury, boasting 14-foot ceilings and floor-to-ceiling French doors that open seamlessly to the pool and gardens. A boutique-style formal dressing room-complete with a sliding ladder to maximize storage-leads to a spa-inspired bath. The soaking tub, perfectly positioned beside French doors opening to the gardens, offers a serene indoor-outdoor experience. Designed for grand entertaining, the formal living room parlor features soaring 14-foot ceilings, six French doors opening to the pool and front porch terrace, a stately Rumford fireplace-evoking the elegance of a private ballroom. The formal dining room is equally refined, with coffered ceilings and custom built-in cabinetry for fine China and serving pieces. The farmhouse-style kitchen is both inviting and dramatic, centered around a second Rumford fireplace and flowing through French doors into a spectacular wall-of-glass conservatory-greenhouse. Rich hardwood floors run throughout the main level enhancing the warmth and sophistication. Two graceful staircases lead to separate bedroom wings, offering both privacy and architectural distinction. The second floor east Wing has 2 bedrooms sharing a Jack and Jill Bathroom. The west wing is set as a 5th bedroom w oversized laundry/ storage room. The The tranquil park-like grounds are an entertainer's dream, accessible through 17 French doors. The property features a gunite in-ground-pool, custom paver patio, fountain, firepit, and lush, professionally landscaped gardens. Every modern luxury is included: Central air conditioning, generator, in-ground sprinkler system, 300-amp electrical service, central vacuum, wine cellar, part-finished basement, workshop and a 2 1/2 car garage. Enjoy private beach access, enjoy swimming, boating , playground, with breathtaking views of Cold Spring Harbor, along with deeded-mooring rights, racks for kayaks. Ideally located near " Sagamore Hill "summer home of Theodore Roosevelt. fine dining, shopping, and the Long Island Railroad, this extraordinary estate offers a rare opportunity to live a truly enchanted lifestyle. A storybook life awaits on the North Shore's most desirable coastal communities.

38 Tiffany Road, Oyster Bay Cove
$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
$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

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.