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$949,990
4 Beds 5 Baths 1017682 MLS
Custom-built and thoughtfully designed, this exceptional home offers luxury finishes, expansive living spaces, and unmatched privacy backing directly to unbuildable state land in the West Islip School District. The main level features a gourmet chef’s kitchen complete with a center island, quartz countertops, stainless steel appliances, double ovens, and a gas range. A dramatic living room highlighted by soaring 16-foot vaulted ceilings, oversized windows that flood the space with natural light, custom built-in shelving and bar area, and a wood-burning fireplace. Formal dining room. Two spacious bedrooms and two full baths are also located on the first floor. Throughout the home, you'll find custom millwork, detailed molding and trim, tray ceilings, and high-end craftsmanship that sets this residence apart from typical builder-grade construction. Upstairs, the luxurious primary suite offers a spa-inspired bath with a soaking tub, separate shower, and generous his-and-her closets. Rich hardwood flooring is accented by stunning reclaimed 100-year-old barnwood details, adding warmth and character. The second floor also includes two separate den/family room spaces, a finished loft, an additional bedroom and full bath, and access to a private second-story terrace overlooking the serene surroundings. The fully finished basement provides exceptional additional living and entertaining space, featuring a wet bar with beverage refrigerator, full bathroom, and a separate outside entrance. Designed for year-round enjoyment, the backyard is an entertainer’s dream with a custom outdoor living area complete with built-in seating, bar counter, television, cooktop, sink, and beverage refrigerator. Combined with the privacy of the adjacent state land, this remarkable property offers a rare blend of luxury, comfort, and tranquility.

19 Joan Road, Bay Shore

$1,500,000
2 Beds 2 Baths 1011815 MLS
Welcome to Admiralty, a luxury gated community this beautifully appointed waterfront residence, where boating, private beach access, and resort-style living creates an exclusive coastal lifestyle.This beautifully appointed 2-bedroom residence showcases elegant imported flooring, soaring cathedral ceilings, and a breathtaking living room centered around a warm and inviting fireplace. The spacious gourmet kitchen is designed for both everyday living and entertaining, featuring premium stainless-steel appliances, a stylish bar area, and an open, sophisticated layout. The primary suite offers a private spa-like bathroom and with two walk-in closets, while additional features include a washer and dryer, ample storage, a spacious garage, and attic space. Step outside to your private patio, perfect for hosting family gatherings or enjoying peaceful outdoor living. Boating enthusiasts will appreciate the deep-water marina with private dockage and direct access to the Great South Bay. Situated within a meticulously maintained 158-acre waterfront community, residents enjoy an unparalleled lifestyle with 24/7 gated security, a newly renovated clubhouse, fitness center with Pilates and other wellness classes, three tennis courts, a pickleball court, private gardens, kayaking, a private beach, and a resort-style swimming pool with lifeguards. Perfectly positioned across from Fire Island’s Kismet and Ocean Beach and just a short drive to the Hamptons, this rare offering delivers the ultimate blend of luxury, recreation, and waterfront elegance. It includes snow removal, grass mowing and outside maintenance.Conveniently located near public transportation and supermarkets for easy everyday living.Just minutes from Bay Shore, offering access to shopping, dining, waterfront parks,less than two miles from ferry terminals to fire island and only one hour from NYC via LIRR. Don't miss out. https://theadmiraltyhoa.org

202 Captains Way, Bay Shore

$639,000
3 Beds 2 Baths 1014841 MLS
Welcome to 1032 Thompson Dr — a meticulously maintained 2-bedroom ranch (with the potential for a 3rd bedroom conversion) nestled on a beautiful residential street just west of Manor Lane in Bay Shore. This home is move-in ready and waiting for its next chapter. The heart of this property is its incredible attention to detail and well-maintained infrastructure. A brand new forced air system keeps you comfortable year-round, while a 200 amp electrical box and leased solar panels bring modern efficiency to everyday living. Step outside to enjoy the new deck and freshly installed fence, and let the built-in sprinkler system keep your lawn sparkling green without lifting a finger. But the real showstopper? The full, finished basement with its own walkout entrance — perfect as an in-law suite, home office, or that extra space for mom. It's versatile, it's private, and it's ready to be whatever you need it to be. This is the kind of home where someone has truly cared — and it shows.

1032 Thompson Drive, Bay Shore

$629,999
3 Beds 1 Baths 1013881 MLS
Charming, immaculate, meticulously maintained ranch conveniently located to all in Bay Shore-shopping, parkways public transportation and schools. Several updates-Andersen windows, solid doors, 200 amp electrical service, hardwood floors throughout, renovated bathroom with radiant heat floor. Featuring three bedrooms and one-bathroom, open concept living room and dining room offer a spacious and inviting layout. Ample space with the enclosed entrance way, eat in kitchen nook, mud room with laundry, deck leading to the back yard and full unfinished basement offer additional desired features in a home. Large property with oversized 2 car garage and shed. Truly unlimited potential for expansion, a must see.

1333 Richland Boulevard, Bay Shore

$684,999
4 Beds 1 Baths 1010776 MLS
Welcome to this beautifully renovated 4-bedroom, 1-bathroom home in the heart of Bay Shore. Move-in ready and thoughtfully updated throughout, this home features an open-concept living and dining area, recessed lighting, elegant tile flooring, and a stunning kitchen with white shaker cabinetry, quartz countertops, stainless steel appliances, and a stylish backsplash. The main level offers comfortable living space along with two bedrooms and a full bathroom, while the second floor features two additional bedrooms. The finished lower level provides valuable bonus space, perfect for a recreation room, home office, gym, or other flexible uses. Situated on an oversized, park-like lot, the expansive backyard offers endless possibilities for entertaining, outdoor activities, or simply enjoying your own private retreat. Conveniently located near shopping, dining, parks, schools, and transportation, this turnkey home is ready for its next owner to move right in and enjoy!

1828 Stein Drive, Bay Shore

$525,000
3 Beds 1 Baths 1007871 MLS
Don't miss this opportunity to own a well-maintained 3-Bedroom, 1-Bath home situated on a generously sized lot. Offering an efficient layout, comfortable bedrooms, and easy to maintain living, this home is ideal for first-time buyers, downsizes, or anyone looking to enjoy a large outdoor space. The expansive yard provides endless possibilities for gardening, entertaining, recreation, or simply relaxing outdoors. Major updates have already been completed, including Anderson windows, a newer roof (less than 10 years old), and a hot water heater replaced within the last two years. Move right in and enjoy the home's charm, or bring your own vision and make it uniquely yours. This is one property you won't want to miss- full of potential and ready for its next chapter!

70 E Lakeland Street, Bay Shore

$719,000
3 Beds 3 Baths 999745 MLS
A second opportunity to own this beautiful custom Cape Cod at 1333 Boston Ave in Bay Shore, offering an incredible backyard oasis with an in-ground pool, detached 2-car garage, and peaceful Greenbelt privacy. From the moment you arrive, the inviting curb appeal and charming front porch will capture your attention and the beautifully designed interior and outdoor spaces will truly steal your heart. The main level features a spacious family room with soaring cathedral ceilings and skylights, creating a bright and welcoming space that flows seamlessly into the formal dining room and kitchen. The kitchen offers warm wood cabinetry and stainless-steel appliances, while two additional bedrooms and an updated full bathroom complete the first floor. Upstairs, the spacious primary suite provides a private retreat, featuring a full en-suite bathroom, walk-in closet, and additional space perfect for a vanity, sitting area, or home office. The partially finished basement offers even more versatility, with space for a den, office, home gym, or recreation area. A laundry area, half bathroom, and large storage room complete the lower level. Step outside and discover your own private backyard oasis! The expansive deck overlooks a custom 18' x 36' in-ground pool, creating the perfect setting for summer entertaining, relaxing, and making memories. Greenbelt privacy adds to the peaceful outdoor experience. Additional highlights include an expansive driveway and detached 2-car garage. Recent updates include gas heat (2012), roof and vinyl siding (2014), and garage roof (2025). Move-in ready and thoughtfully designed for year-round enjoyment, this wonderful Cape Cod offers the perfect blend of comfort, charm, privacy, and outdoor living. Don't miss this second opportunity to make this special home your own!

1333 Boston Avenue, Bay Shore

$859,000
6 Beds 3 Baths 1001272 MLS
Spacious multi-generational high ranch offering excellent flexibility and potential. This home features a rear two-level addition Many updates have been completed within the last two years, including the roof, siding, driveway, walkways, and fencing. The primary kitchen, updated, offers a modern open layout enhanced by a large skylight that brings in abundant natural light. The first floor has a private entrance and includes a bedroom, living room, dining area, full bathroom, and additional room, making it ideal for extended living arrangements. The property can easily be converted back to a 6-bedroom single-family residence while keeping the existing two-car garage. Move-in ready with generator hookup and in-ground sprinklers. Interior features include hardwood floors and hot water heating. STAR eligible. Buyer may qualify for property tax savings, subject to eligibility. Seller concessions may be considered.”

58 Oakridge Drive, Bay Shore

$590,000
3 Beds 2 Baths 999675 MLS
This ranch-style property renovated 2025,offers both comfort and convenience with its 3 bedrooms and 2 baths, boasting an open layout .Sitting on a corner property 18,000 sq ft. lot.Updated kitchen flows seamlessly into a spacious living area, enhancing the open floor design. The primary bedroom includes easy access to a private bathroom. Deep closets.The newly finished paved and concrete driveway and front porch offer this home great value and curb appeal. The property is close to major highways, shopping and public transportation. This is a fantastic opportunity to own a move in ready home with plenty of space and upgrades, central AC and Gas heating and cooking, you don't want to miss it! .Taxes $9,806.44 with out exceptions.

1013 Merriam Road, Bay Shore

$619,316
2 Beds 2 Baths 994219 MLS
Welcome To The Sought After Lawrence Farms Area!!! This 1947 Just Shy Of 1800 Interior Square Feet Has All The Comforts Of Home. This Quaint House Has So Many Lovely Features The Living Room Is Warm And Cozy With A Fireplace And Lots Of Natural Light, Formal Dining Room, Efficient Kitchen With Gas Cooking, Bonus Room Could Be Third Bedroom Or Office And A Half Bath!! There Is A Sun Drenched Back Porch Perfect For Your Morning Breakfast!! The Second Floor Is All Set With Two Bedrooms And One Full Bath. The Full Basement Has So Much Potential To Create Extra Area For Entertaining. The Outside Area Is Filled With Flowers And Trees That Takes You Away With Nature And Peaceful Surroundings !!! Close To All ,LIRR, Major Highways, Parks, Downtown Main Street Bay Shore, And Beaches!! This Community Was Originally Established To Create A Country Like Experience You Will Agree This Home Is A Perfect Fit!! Come One Come All:-):-)

90 Sunset Road, Bay Shore

$150,000
983673 MLS
High-Traffic Convenience Store for Sale – Bay Shore, NY Excellent opportunity to acquire a cash-flowing convenience store located on busy Sunrise Highway in Bay Shore. This well-established business benefits from strong weekly sales, low rent, and high visibility, making it ideal for both owner-operators and investors. The store generates approximately $9,500 – $12,000 in weekly revenue and is positioned in a high-traffic corridor with consistent foot and vehicle exposure. With rent at only $2,000/month for 1,200 sq ft, this location offers exceptional value compared to surrounding retail spaces. The business includes EBT, beer, and cigarette licenses, providing multiple revenue streams and steady customer traffic. The current lease has approximately 1.5 years remaining, with the landlord open to negotiating a new 10-year lease, offering long-term stability for a new owner. This is a turnkey operation with immediate income potential and significant upside for a buyer looking to expand product offerings or extend hours. Serious inquiries only. Proof of funds required.

Bay Shore

$1,875,000
9 Beds 5 Baths 944725 MLS
Step into timeless elegance with this stately 9 bedroom 4.5 bath Federal Style home encompassing over 5,646 square feet of living space. Built in 1890, this grand home is steeped in rich history- once owned by George Macy, the famed tea importer. This architectural gem showcases classic period details including four fireplaces, intricate woodwork and moldings, high ceilings, and generously proportioned rooms. The gracious formal living and dining room are ideal for inside entertaining, while a specious deck allows for fabulous outdoor entertaining. This home sits on an expansive 1.4 acre lot and includes a 3-car detached garage, mature landscaping, and a commanding presence that reflects its storied past. With nine spacious bedrooms and four and a half baths, this is a rare opportunity to own a piece of history in an area known for it's prestigious homes and legacy properties.

35 S Penataquit Avenue, Bay Shore

$3,350,000
5 Beds 5 Baths 973534 MLS
To-be-built remarkable colonial on one of the most beautiful and sought-after streets in Bay Shore, set on just shy of 1.5 acres with stunning water views of the Great South Bay from the second level. This exceptional 5-bedroom, 4 full bath, 1 half bath residence will feature thoughtfully designed living space and the rare opportunity for full customization, allowing the buyer to tailor every detail to their taste and lifestyle. Proposed features include 10ft first floor ceilings, a state-of-the-art chef's kitchen connecting to a formal dining room through the butler's pantry, additional breakfast room, family room with gas fireplace, spacious great room with gas fireplace- perfect for everyday living and entertaining. A stunning sunroom filled with abundant natural light creates the perfect place to relax while enjoying the surrounding beauty. The home will also feature a charming second-floor balcony overlooking the bay attached to a large master suite with his and her closets, walk in closets in the additional bedrooms, a laundry room on the second level, and beautiful carport, perfect for bringing in groceries, and a detached two-car garage. A truly unique opportunity to build your dream home in a premier Bay Shore location.

100 Awixa Avenue, Bay Shore

$738,000
3 Beds 3 Baths 971694 MLS
Welcome to this beautifully updated expanded ranch in the heart of Bay Shore, just moments from the waterfront, Bay Shore Marina, vibrant Main Street, LIRR, and Fire Island ferries. This sun-filled home features a spacious open-concept layout with a seamless flow between the living room, dining area, and modern kitchen with granite countertops—perfect for everyday living and entertaining. Offering 4 bedrooms and 3 full baths, including a private primary suite with a spa-like bath featuring a soaking tub and walk-in shower. Step outside to a fully fenced backyard oasis with a slate patio, gazebo, play area, natural gas fire pit, Hawaiian-style torches, and plenty of space to relax or entertain. A perfect blend of comfort, convenience, and coastal living—don’t miss this opportunity!

2 Burnett Avenue, Bay Shore

$1,300,000
6 Beds 5 Baths 970268 MLS
Rare opportunity to own a stunning luxury home in the coveted Penataquit Point community, offering resort-style living and breathtaking views of the Great South Bay. This impressive 6-bedroom, 4.5-bath colonial blends classic elegance with modern convenience on a charming, tree-lined street. Relax on the front porch and take in the serene bay views, or host in style inside. The formal living room features a cozy wood-burning fireplace that flows seamlessly into the dining room, perfect for entertaining. The light-filled kitchen is the heart of the home, complete with a center island, spacious pantry, and quartzite countertops. The main floor offers three full bedrooms and 2.5 baths, while the upper level includes a private office with potential for an additional half bath and a fully equipped mother-daughter suite with its own kitchen, living area, two bedrooms, and two bathrooms, ideal for multigenerational living or guests. Additional features include central air, two-zone gas heat, 300-amp electric service, a 2-car garage with a large driveway for parking, and a separate entrance for the additional unit. Outside, enjoy a private retreat with an in-ground pool with a new liner and loop-lock cover in September 2025, bocce ball court, patio, and expansive space for entertaining. Located just minutes from Fire Island ferries and local amenities, this exceptional Bay Shore residence offers more than a home, it is a lifestyle of comfort, luxury, and elegance.

108 Awixa Avenue, Bay Shore

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