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$3,999,000
3 Beds 3 Baths 1032772 MLS
SPECTACULAR 2.75-ACRE WATERFRONT CONTEMPORARY ESTATE A truly rare opportunity to own an extraordinary privately gated 3,800 sq. ft. waterfront estate set on 2.75 breathtaking acres with over 1,000 feet of bulkhead and spectacular water views. Step through the grand double glass doors into a stunning open-concept interior featuring soaring windows, beautiful ceramic flooring, and a magnificent chandelier overlooking the water. The home offers 3 bedrooms, 3 bathrooms, a second-floor loft, dining room, living room with fireplace, and a 3-car garage.The fabulous chef’s kitchen features custom wood cabinetry, a large granite island, and professional Wolf and Verona stainless-steel appliances. The luxurious primary en-suite offers a spa bath, walk-in closet, glass doors with balcony and deck with bay views, elevator access, along with a convenient second-floor laundry room. The waterfront lifestyle is truly exceptional, offering over 1,000 feet of bulkhead, a large boat slip accommodating two 65-foot yachts, a boat ramp, and a dedicated cut-out for multiple jet skis. A spacious boathouse and waterfront gazebo provide the perfect setting for enjoying the water, while a beautiful patio and pergola create an ideal space for outdoor entertaining and relaxation. Take in breathtaking sunsets with picturesque views of the Robert Moses Bridge. Additional amenities include a full-house generator, 27-zone sprinkler system, and an on-demand tankless hot water heater. Perfectly positioned approximately 60 minutes by LIRR to NYC for world-class dining, entertainment and shows, and approximately 60 minutes to the Hamptons and its renowned wineries. From your own home or the nearby local ferries, enjoy a quick 20 minute ride to Fire Island's Ocean Beach and other sought after destinations, where you can spend the day exploring charming shops, enjoying waterfront dining and live music, or relaxing on the beautiful white sand beaches. It's the perfect blend of waterfront living, convenience, and the quintessential Fire Island lifestyle. Conveniently located near shopping, transportation and everyday amenities. A magnificent waterfront estate. An extraordinary lifestyle. A rare opportunity. Call today for your private showing.

170 S Penataquit Avenue, Bay Shore

$599,000
3 Beds 2 Baths 1020900 MLS
Greatly expanded 1,747 square foot 3 bedroom, 2 full bath wide-line ranch. Large kitchen with lots of cabinets and granite counters, subway tile back splash, stainless gas stove and refrigerator, and dish washer. Formal dining room (or living room) with wood burning stove. Huge den (or living room) with large storage closet, pocket door leading to kitchen, wood burning fireplace with blower insert, surrounded by lots of Andersen casement windows. Giant 400 sq ft master bedroom with double closets. Nice size second bedroom, and smaller 3rd bedroom (or office) with Andersen French doors leading to the (approx. 464 sq ft) deck and 18x20' patio. 2 full ceramic tiled baths, both with tubs. Flooring is a mix of refinished hardwood oak, carpet, and Pergo-like manufactured wood flooring. There is a large attic with pull down stair access from both inside the house as well as from the 220 square foot attached garage with an insulated garage door. Other noteworthy items include: 200 amp electric service with a generator hookup, 4-zone in-ground sprinklers, brand new Trane 3-ton, 36,000BTU 13.4 SEER2 efficiency rating central air conditioning system installed July 2026 with transferrable warranty from Petro, multi-vehicle asphalt and stamped concrete driveway, 2 storage sheds, and more! The original full basement is part finished and heated with a wet bar, and part unfinished with an updated Trane gas furnace, a 40 gallon gas water heater, washer, gas dryer, and an outside entrance to the back yard. There's an unfinished crawl space under the master bedroom/living room extension with a second gas furnace, just for heating those 2 rooms. The roof was installed in 2001; there's a mixture of Andersen and vinyl replacement windows; outside is a combination of brick, vinyl and aluminum siding; and there's low maintenance PVC fencing with 2 gates surrounding the property. The owner owns the fencing on the South side and shares joint ownership of the fence on the North side. True taxes=$13,639.40. If you're looking for a great house, with tons of storage and lots of bells and whistles, this is the one!

1005 Thompson Drive, Bay Shore

$599,999
3 Beds 2 Baths 1035259 MLS
Welcome to this beautifully renovated ranch offering the perfect blend of modern finishes, functional living space, and an incredible Bay Shore location. This move-in ready home features 3 spacious bedrooms, 2 full bathrooms on the main level, and a fully finished basement with its own outside entrance, making it ideal for a home office, or additional recreational space. Inside you'll discover a bright, open floor plan highlighted by vinyl flooring, recessed hi-hat lighting throughout, and a stunning electric stone fireplace that serves as the centerpiece of the living room. The beautifully updated kitchen is designed for both everyday living and entertaining, featuring quartz countertops, black stainless steel appliances, a breakfast bar, and custom cabinetry. House has natural gas and public sewers. The main level also offers three generously sized bedrooms, two beautifully renovated full bathrooms, and convenient access to a fully finished attic providing bonus flex space perfect for a playroom, office, or additional storage. The finished basement expands your living space even further with vinyl flooring, its own split-unit heating and cooling system, a full bathroom, additional bedroom, separate outside entrance, and endless possibilities. Outside, enjoy your private backyard oasis complete with a Trex deck, gazebo, koi pond, above-ground pool which is a gift and plenty of room for entertaining guests and friends. Additional updates and features include: Cedar Impressions siding Roof, siding, and windows (2021) 200-amp electric service Heat pump system Multiple split-unit heating & cooling systems Updated hot water heater Situated in one of Bay Shore’s most desirable neighborhoods, you’ll enjoy easy access to everything Long Island’s South Shore has to offer. Approximately 5-10 minutes to the Bay Shore Long Island Rail Road Station, providing direct service to Penn Station and Grand Central, making commuting into Manhattan convenient. Approximately 10 minutes to vibrant Downtown Bay Shore Village, featuring award-winning restaurants, breweries, boutique shopping, coffee shops, nightlife, community events, and waterfront parks. Approximately 10 minutes to Fire Island Ferries, offering quick access to Ocean Beach, Kismet, Fair Harbor, Atlantique, Saltaire, Seaview, Ocean Bay Park, and other Fire Island destinations, with ferry rides taking roughly 30 minutes. Minutes to Sunrise Highway (NY-27), Southern State Parkway, Robert Moses Causeway, and convenient access to the Long Island Expressway (I-495) for easy travel across Long Island and into New York City. Nearby Hospitals: South Shore University Hospital (Northwell Health) – Bay Shore (Level I Trauma Center) Good Samaritan University Hospital – West Islip Enjoy Everything Bay Shore Has to Offer Bay Shore is one of Long Island’s premier waterfront communities, known for: Bay Shore Marina Fire Island Ferries Downtown Bay Shore Village The YMCA Boulton Center for the Performing Arts Gardiner County Park Captain Bill’s waterfront dining Great South Bay boating, fishing, paddleboarding, and waterfront recreation Shopping, restaurants, breweries, fitness centers, and year-round community events Whether you’re looking for a move-in-ready home, extra living space, or an unbeatable South Shore lifestyle close to beaches, ferries, parks, and New York City, 1325 Ackerson Boulevard truly checks all the boxes. This is one you won’t want to miss!

1325 Ackerson Boulevard, Bay Shore

$1,099,999
3 Beds 3 Baths 1032442 MLS
Enjoy Luxury Living in this 2222 Square foot (approx.) meticulously maintained Ranch home with its own deeded dock slip, that can fit a 10' Beam, perfectly located directly across the street. With convenient water access and water views, this is must see property. This home has been raised and sits on a spacious .46-acre lot in a quiet cul-de-sac, with beautifully landscaped front and side yards. This home features comfortable one level living with water views from some rooms and the spacious Trex deck with an electric awning and deck speaker. Upon entering the front door, just off the main foyer, the home features a dedicated pub room with sink and beverage refrigerator, creating the perfect space for entertaining. The very spacious 420' (approx.) chefs kitchen features radiant heat flooring, a commercial grade DCS, 5-burner gas range, a very large center island, a pantry, plenty of counter space and cabinets, two sinks w/garbage disposal, a drawer microwave, double drawer dishwasher and stainless appliances. There is a spacious living room with a gas fireplace and built in ceiling speakers. Adjoining, is a beautiful sun room with entrance to the deck. Down the hallway is the Laundry nook, two bedrooms and a redone full bath. At the end of hallway is the redone ensuite, shiplap wall in the primary, with a full bath and a step-in closet. There are High Hat lights throughout most of home. An additional feature is a young 2-car detached heated garage, with a 200amp electric panel, a workbench and sink. A circular driveway was just top coated and sealed. The house features a whole house generator with an automatic transfer switch. The generous deck backyard offers plenty of room for outdoor gatherings, gardening, or future enhancements. Interior highlights include hardwood flooring, bright living spaces, and a functional floor plan that provides both comfort and flexibility. Sip your beverage on the deck or at the kitchen table…while your mind is afloat, gazing at the water, where your boat slip is! Do not miss this rare opportunity for premier Long Island living.

6 Montgomery Lane, 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

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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.

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