Refine Search
Map
Sort by
$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
$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
$2,488,800
5 Beds ⋅ 5 Baths ⋅ 1036241 MLS
A Rare Idyllic Muttontown Estate + Barn Offering Privacy, Lifestyle & Endless Opportunities Nestled on 2 beautifully landscaped acres directly across from the breathtaking Muttontown Preserve, this meticulously maintained retreat presents a rare opportunity to enjoy the best of Long Island's Gold Coast lifestyle. Combining privacy, open space, and an exceptional location, this property offers the tranquility of country living while remaining just minutes from shopping, dining, top-rated schools, golf courses, equestrian facilities, the Long Island Rail Road, major parkways, and an easy commute to New York City. Designed for today's lifestyle, the spacious 5-bedroom, 4.5-bath residence features a thoughtful, functional open floor plan with generously sized living spaces, two full kitchens, and a private “in-law” suite with private entrance—ideal for multi-generational living, extended guests, a home office, or income-producing opportunities. The grounds are even more impressive, creating a true private retreat. The in-ground pool with Spa, the expansive lawn with built in soccer field and charming treehouse are perfect for outdoor entertaining. The mature plantings that have been lovingly cultivated over the years, provide exceptional beauty and year-round privacy. For equestrian enthusiasts, the property is a standout. A grandfathered three-stall horse barn with its own separate driveway entrance and adjoining paddock offers a unique opportunity for private horse ownership in one of Long Island's most desirable communities. ( or an income producing opportunity to board ) This home has been meticulously cared for and offers valuable recent improvements, including: New roof (within the last five years) New hot water heater (within the last five years) Brand-new central air conditioning system (2026) Brand-new boiler (2026) While cosmetic updates would allow a new owner to personalize the interiors, the home's outstanding layout, exceptional maintenance, and significant infrastructure upgrades provide an incredible foundation for creating a truly spectacular estate. Whether you're searching for a compound, an equestrian retreat, or a private sanctuary with room to grow, this remarkable property offers a rare combination of space, versatility, and location that is seldom available.

1846 Muttontown Road, Syosset
$6,846,000
8 Beds ⋅ 6 Baths ⋅ 1033511 MLS
Welcome to 1007 West Shore Rd, Mill Neck, an extraordinary estate where timeless Neo-Classical architecture meets exceptional craftsmanship, with panoramic harbor views from nearly every room. Perched high above the water on Long Island’s prestigious Gold Coast, this residence draws inspiration from the grand estates of ancient Greece and Rome. Defined by its striking symmetry, stately full height columns, elegant proportions, and refined architectural detailing, the home embodies a level of sophistication and permanence rarely found in today’s luxury market. A magnificent double height foyer welcomes you with soaring 12 foot ceilings and an impressive dual curved mahogany staircase, setting the tone for the grandeur that unfolds throughout this remarkable residence. Rich mahogany craftsmanship is showcased in every detail from the custom doors, staircases, intricate moldings, and built-ins to the distinguished executive library, complete with handcrafted millwork, a window seat, and exquisite 24-karat gold gilded details. Designed for both elegant entertaining and comfortable everyday living, the residence offers 8 bedrooms and 5 and a half luxurious custom marble bathrooms. The grand formal living room and oversized formal dining room are framed by breathtaking harbor views, while the dining room is enhanced by custom mahogany built-ins and hand-applied 24 karat gold leaf detailing. The spacious eat-in chef’s kitchen opens to a private deck and front balcony, creating the perfect setting to enjoy morning coffee while overlooking the sparkling water views. The inviting family room, executive library, powder room, and thoughtfully designed entertaining spaces complete the main level. The luxurious primary suite serves as a private sanctuary, featuring spectacular panoramic water views, generous walk-in closets including a cedar closet, and a spa-inspired marble bathroom complete with a steam shower, Jacuzzi tub, and refined finishes. The upper level offers 4 bedrooms, including the primary suite, with 3 bedrooms enjoying private en-suite marble bathrooms. An elegant sitting area overlooking the harbor and a secondary spiral staircase provide both beauty and convenience. The fully finished walk out lower level expands the home’s exceptional living space, offering 4 additional bedrooms, a full bathroom, an expansive recreation and living area, and direct access to the patio overlooking the picturesque English gardens and tranquil water views beyond. Every full bathroom is beautifully appointed with luxurious marble finishes, Jacuzzi tubs, and steam showers, reflecting the uncompromising attention to detail found throughout the home. Brazilian hardwood flooring, custom Marvin windows, smart thermostats, and a whole house AquaSure water filtration system further enhance both comfort and quality. Outside, the estate continues to impress with beautifully landscaped grounds inspired by traditional English gardens, multiple terraces and outdoor entertaining spaces, an oversized driveway capable of accommodating numerous guests, and an attached 3 car garage. Completed in 1993 and designed by a renowned Manhattan architect, 1007 West Shore Road is more than a home, it’s a legacy estate. Combining timeless Neo-Classical architecture, extraordinary craftsmanship, and one of Mill Neck’s most captivating settings, this is a rare opportunity to own a residence of enduring elegance, distinction, and unmatched beauty.

1007 W Shore Road, Mill Neck
$6,398,000
5 Beds ⋅ 6 Baths ⋅ 1022544 MLS
Perched atop 3 magnificently landscaped acres in the prestigious enclave of Mill Neck, this extraordinary custom-built estate seamlessly blends timeless architecture, exceptional craftsmanship, and modern luxury. Built in 2013, the residence was thoughtfully designed to capture breathtaking panoramic water views of Oyster Bay Harbor, Cove Neck, Centre Island, and the Long Island Sound from nearly every room. Approached through a private gated entrance, the property is surrounded by lush manicured lawns, specimen trees, vibrant gardens, and an impressive collection of fruit-bearing trees, creating a serene estate like setting. The exterior showcases stunning Mediterranean travertine stone, Marvin storm rated windows with rich mahogany interiors, handcrafted imported Italian doors and hardware, a custom curved “Artistic” mahogany entry door, and a "Ludowici" terra cotta roof. Constructed on oversized "Mat Foundations" a superior structural system rarely found in residential construction, the home reflects an exceptional level of quality and engineering. Inside, soaring 25-foot ceilings, Brazilian cherry flooring, custom Wenge oak doors imported from Italy, exquisite Murano glass lighting, and walls of glass create an atmosphere of sophistication and grandeur. A magnificent one-piece custom made curved staircase serves as a striking architectural centerpiece, while every principal room is positioned to maximize the spectacular water views. The chef’s kitchen is beautifully appointed with custom mahogany cabinetry, a spacious center island, premium appliances including Bosch, Wolf, BlueStar, Liebherr, and Sub-Zero, and a fully equipped butler’s pantry. Designed for both intimate gatherings and large scale entertaining, the home offers elegant formal and informal living spaces that flow seamlessly onto expansive terraces and wrap-around balconies overlooking the water. The residence features five spacious bedrooms and six bathrooms, including four full baths and two powder rooms. The first-floor primary suite serves as a private sanctuary with water views, a luxurious spa bath, radiant heated floors, and custom California Closets. Each additional bedroom is ensuite and enjoys its own private balcony, creating a unique retreat for family and guests alike. The walk-out lower level is an entertainer’s dream, featuring a custom wet bar with Sub-Zero refrigeration, ice maker, dishwasher, gas fireplace, temperature-controlled 1,200-bottle wine cellar with integrated cigar humidor, private guest suite, second laundry room, library, multiple storage rooms, and direct access to an oversized patio overlooking the serene water view setting. This smart home is equipped with Control4 automation, Lutron lighting, Sonos audio throughout all three levels and outdoor spaces, VMS security, intercom system, HEPA air filtration, whole-house dehumidification, nine-zone heating, nine-zone cooling, radiant heated bathroom floors, 400-amp electrical service, natural gas, AC condenser unit installed Aug 2026, irrigation supplied by a private well, greenhouse, copper gutters with dry wells, French drains, and a whole-house Cummins generator backup. Rarely does a residence combine such extraordinary construction quality, resort-style amenities, spectacular water views, and unmatched privacy. Located just 45 minutes from Manhattan, this exceptional Gold Coast estate represents a truly rare offering in one of Long Island’s most coveted communities.

900 W Shore Road, Mill Neck
$1,849,000
4 Beds ⋅ 3 Baths ⋅ 1022649 MLS
North Shore updated craftsman style ranch in Oyster Bay Cove offers an exceptional blend of lifestyle design , panoramic views, sunset vistas and private beach rights. This exceptional home offers multi generational possibilities or a Hampton-like escape but closer West. A home which offers serene living, with a charming wrap around deck. There is a spacious primary suite with bath and 2 walk-in closets. Additional main level guest bedroom and bath, spacious eat in kitchen, breakfast room with fireplace, living room with vaulted ceiling and fireplace and a formal dining, There is a study and French doors to outside deck plus a walk out secondary level, family room with fireplace, 2 bedrooms, bath and doors leading to outdoor living space. Hardwood floors, central air and low taxes make this home an outstanding value. 2.5 car garage. Do not miss this one!

10 Laurel Cove Road, Oyster Bay Cove
$4,288,888
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
$2,299,999
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
$2,874,000
4 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 to be a 5th bedroom currently being used as a office-storage space, Heat and AC access is avaialble, 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

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.