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3 Fieldstone Lane, Oyster Bay
$1,979,000
3 Beds ⋅ 4 Baths ⋅ 1042505 MLS
Impeccably maintained and thoughtfully designed, this expanded Cove model offers beautifully appointed living spaces throughout. A light-filled, spacious entry welcomes you into the home, with a formal living room to the left featuring vaulted ceilings and French doors opening to the deck, and an elegant dining room to the right highlighted by a stunning coffered ceiling. The inviting eat-in kitchen is designed for both everyday living and entertaining, with crisp white cabinetry, gas cooking, generous storage, and an adjacent dining area and family room. The family room is anchored by a woodburning fireplace surrounded by extensive built-ins, creating a warm and comfortable gathering space. A conveniently located laundry/mudroom offers direct access to the two-car garage. The first-floor primary suite offers exceptional convenience and privacy, with dual closets and a luxurious en-suite bath featuring a soaking tub, walk-in shower, and separate water closet. Upstairs, an impressive office with a coffered ceiling is complemented by an adjacent sitting area overlooking the main level, along with two spacious en-suite bedrooms. The walk-out lower level provides even more flexibility, with abundant space for recreation, storage, or future customization and direct access to the patio. Located on private road in Fieldstone Homeowners Association $595/monthly (dues) which includes snow removal, landscaping and common area maintenance.

3 Fieldstone Lane, Oyster Bay

10 Hilltop Lane, Oyster Bay
$1,398,000
4 Beds ⋅ 3 Baths ⋅ 1050679 MLS
Picture-perfect and beautifully renovated, this 4-bedroom, 2.5 bath Colonial is located in Oyster Bay's sought-after Forest Estates private pool community. Thoughtfully updated throughout, the home combines sophisticated finishes with a wonderful open floor plan designed for both everyday living and entertaining. European white oak floors flow throughout the home. The spacious living room features a wood-burning fireplace and a wall of windows that fills the space with natural light, while sliding doors open to a Trex deck and an exceptional, retreat-like backyard. The beautifully landscaped outdoor setting features a new heated in-ground vinyl pool, outdoor bar,expansive new terraces, new retaining walls, handsome masonry and a 7-zone irrigation system-creating an incredible setting for outdoor entertaining and relaxation. The chef's eat-in kitchen is beautifully appointed with quartzite countertops, a large center island, stainless steel appliances, wine refrigerator, abundant cabinetry and chic lighting. The adjoining dining room features a bay window and custom built-ins with quartz countertops, providing both stylish display space and excellent storage. Upstairs, the spacious primary bedroom offers a lovely bay window and en-suite bath with double vanity. Three additional bedrooms and a beautifully updated hall bath complete the second floor. Additional amentites include Lutron Caseta smart lighting, smart thermostats, a finished lower-level media room/play room with built-in air humidifier system, new hot water tank and attached 2 car garage. Enjoy the privacy of your own backyard oasis along with membership in the desirable Forest Estates private pool community. A truly special, move-in-ready Oyster Bay home offering exceptional indoor-outdoor living, modern conveniences and timeless style. Permanent outdoor fire pit.

10 Hilltop Lane, Oyster Bay

107 Sidney 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

6 W Oak Hill, 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

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

43 Kellogg Street, 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

58 Summit Street, Oyster Bay
$999,000
4 Beds ⋅ 4 Baths ⋅ 1025962 MLS
Beautifully renovated 4-Bedroom,3.5-Bath Colonial in the Heart of Oyster Bay. Completely renovated in 2024, this stunning Colonial combines timeless charm with modern finished. A welcoming wraparound front porch along with a fully fenced yard, creating the perfect place to relax and enjoy the neighborhood or have your privacy. Step inside to discover an inviting angled bay window, creating a cozy reading nook or sitting area. The spacious eat-in kitchen features marble countertops, abundant cabinetry, and plenty of room for everyday dining and entertaining. A convenient laundry room is located just off the kitchen, with direct access to the patio for fun and entertaining. An inviting dining room, with a door leading onto the wraparound porch. The second floor offers a luxurious primary suite with a spa-inspired bath featuring a freestanding soaking tub and floor-to-ceiling marble finishes. Two additional bedrooms and a beautiful appointed full hall bath complete this level. The above grade lower level provides exceptional additional living space, including a comfortable den with a fireplace, a full bathroom, generous storage, and a private entrance to the side yard-ideal for guests, a home office or recreation. This move-in-ready home offers the perfect blend of comfort, style and location in the heart of Oyster Bay.

58 Summit Street, Oyster Bay

16 Huckleberry Lane, 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

24 Peerless Drive, Oyster Bay
$979,000
3 Beds ⋅ 2 Baths ⋅ 1050245 MLS
Single level living at its finest! This updated and meticulously maintained ranch home features three bedrooms and two full bath, including a primary en-suite. It is a perfectly situated residence offering proximity to shopping, top-rated schools, and everything that living next to the charming village of Oyster Bay brings, including fine dining, parks and beach. It provides the perfect blend of comfort and functionality. The sunny and bright kitchen is thoughtfully updated with ample space for casual dining, beautiful natural wood cabinetry, granite countertops and brand new appliances. Formal Living Room and spacious Dining Room with crown molding and gleaming hardwood floors, lead into a cozy den with a woodburning fireplace and sliders to a fabulous bonus room with glass walls. And there’s more….a large basement, the full length of the house, provides additional room for entertaining and plenty of storage including a huge walk-in pantry and cedar closet. The professionally landscaped property is ideal for summer fun and is a gardener’s delight. Special highlights include *gas furnace *gas powered Generac generator *updated electric *CAC *CVAC *IGS *two-car garage with polyurea garage flooring *Andersen windows

24 Peerless Drive, 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

1 Francesca Drive, Oyster Bay
$975,000
3 Beds ⋅ 3 Baths ⋅ 1053919 MLS
FULLY ALARMED with a built-in security system and electric generator to provide security and peace of mind.. The deck and spacious, private property accent this exceptional residence. Beautiful, spacious, and private four floor Split level home. Great value. Wonderful for relaxing or entertaining. Spacious, open layout with many upgrades. The huge, bright "Great Room" has lots of space for friends and family gatherings. The kitchen features a convenienet and functional center island great for morning coffee, meal prep, or casual entertaining. It also includes a water filter for clean water straight from the tap and a kitchen sink waste disposal for effortless cleanup. The separate dining room is ideal for hosting holiday dinners and formal gatherings. The 3 Bedroom, 2.5 Bathroom layout include a primary bedroom bathroom and an updated heated full bathroom, plus a half bath on a lower level. The two lower levels from the main floor are also finished, with a multipurpose room and a convenient half bathroom plus access to the back yard and deck and indoor garage access. The finished basement level includes a den with fireplace, a dedicated exercise/spare room and utility room. The laundry area and storage room is ultra-functional and keeps household chores organized with abundant storage solutions. The two-car garage has two auto-open doors and plenty of space for both vehicles and gear. There's also a 5-zone heating system to lower energy costs plus central air conditioning and even a heated roof! And there's so much more. Value, convenience and great house to call "home" awaits you.

1 Francesca Drive, Oyster Bay

15 Wood Drive, 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

51 Tooker Avenue, Oyster Bay
$899,000
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

2 Anchorage Unit #5A, 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

200 Lexington Avenue Unit #8B, 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.