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$1,950,000
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

$999,999
5 Beds 3 Baths 977405 MLS
Nestled in the coveted Penataquit Point community, this impressive Bay Shore residence offers sweeping views of the Great South Bay and a lifestyle of comfort and elegance. With five generously sized bedrooms, including a spacious primary suite complete with a private bath and dressing area, this home is designed to accommodate both privacy and ease of living. A bright and open kitchen with ample dining space leads directly to an expansive deck, setting the stage for seamless indoor-outdoor living. The backyard is perfectly suited for entertaining or quiet relaxation, framed by natural beauty & plenty of room for a pool. Inside, you'll find a spacious living room that connects effortlessly to the formal dining area—ideal for hosting. A cozy three-season room adds charm and versatility, providing a peaceful retreat throughout much of the year. Additional features include a wood-burning fireplace, a family room with wet bar, and a flexible bonus space that functions well as a home office or gym. The property also includes a large circular driveway and a detached 2.5-car garage, offering abundant parking. A separate entrance adds convenience for multigenerational living or visiting guests. Located just minutes from Fire Island ferries and local amenities, 146 Awixa Avenue is a rare offering in one of Bay Shore’s most desirable waterfront neighborhoods. **Renderings of Possible Kitchen Renovation Concepts & Pool Placement Options**

146 Awixa Avenue, Bay Shore

$589,000
3 Beds 2 Baths 905407 MLS
*** BACK ON THE MARKET *** DEAL DIED ***Welcome to this spacious and distinctive 3/4-bedroom, 2-bath ranch located in the desirable Baywood section of Bay Shore. This is not your typical cookie-cutter home—offering approximately 1,744 square feet of thoughtfully designed living space with a flexible and inviting layout. The home features a sun-filled living room and a formal dining room perfect for entertaining, and an eat-in kitchen ready for everyday living. Some rooms have hardwood flooring. Sliding glass doors from the dining room open to a private patio with a charming wood portico—ideal for indoor/outdoor enjoyment. The generously sized primary bedroom offers a walk-in closet, and both full bathrooms are well-appointed, including one that has been recently renovated. A versatile family room with its own separate entrance provides the option for a 4th bedroom, guest suite, or home office—tailored to fit your lifestyle. Additional highlights include an updated oil heating system (approximately 7 years old) with efficient 2-zone heating, two 100-amp electric panels, and leased solar panels to help offset energy costs. Pull down staircase to the attic, great for additional storage. Set on approximately 1/3 acre, this property is located on a beautiful tree-lined block, offering both space and privacy. Please note there is no basement; however, a crawl space provides additional utility. Taxes are listed without the STAR exemption.

112 King Street, Bay Shore

$499,990
2 Beds 1 Baths 980918 MLS
Beautifully renovated Expanded Ranch where no expense has been spared, offering the perfect blend of modern style and everyday functionality. The stunning, brand new, fully renovated Kitchen is the centerpiece of the home, featuring crisp shaker cabinetry, sleek quartz countertops with subway backsplash, plus stainless steel appliances, includes a gas stove. With generous counter space, an open layout flowing into a bright and airy den, and room for island seating, this kitchen was designed for effortless everyday living and entertaining. From the moment you enter, you will appreciate a terrific, modern floor plan, highlighted by brand new vinyl flooring & updated lighting, including recessed lighting in the living room. Additional updates include new upgraded electric service, new garage door, new trim, updated windows, and a young roof, providing peace of mind for years to come. The home is equipped with efficient gas heating for added comfort. Set on a sprawling .37-acre property, the oversized backyard offers endless possibilities for outdoor enjoyment, complete with a shed and ample space for recreation, entertaining, or future expansion. With the potential for a third bedroom through garage conversion, this home offers flexibility to suit a variety of needs. Move-in ready and thoughtfully upgraded, this is a must-see opportunity.

1656 N Gardiner Drive, Bay Shore

$639,000
3 Beds 2 Baths 976724 MLS
Stop looking and start packing! Beautifully renovated within the last 10 years, this 3 bedroom, 2 bath home is the one you have been waiting for. The bright and spacious floor plan features a formal entrance foyer, large formal living room and formal dining room. The designer eat-in-kitchen with stainless steel appliances, white cabinetry and gleaming black granite, and a beautiful center island with a built-in wine fridge. The kitchen opens to a family room with sliders to the paver patio and relaxing stone waterfall fountain ~ ideal for entertaining! Main floor laundry room. Gleaming hardwood floors. The two upstairs bedrooms feature a dual bathroom entrance. Gas generator hookup. In-ground sprinklers. Central alarm. Don't miss this one...

1393 Lombardy Boulevard, 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

$1,195,000
5 Beds 4 Baths 960290 MLS
Spacious 5-Bedroom Splanch in Desirable Bay Shore. Welcome to this expansive and well-appointed 5-bedroom, 3.5-bath Splanch offering incredible space, versatility, and comfort. Set on a beautifully maintained property, this home features multiple levels of living designed for both everyday living and entertaining. The main level welcomes you with a bright entry foyer and generous living space. The sun-filled living room with fireplace and large picture window creates a warm and inviting atmosphere, while the formal dining room provides the perfect setting for hosting holidays and special occasions. The eat-in kitchen offers abundant cabinetry, ample counter space, double wall ovens, and a functional layout that opens seamlessly to the main living areas. The upper levels feature spacious bedrooms, including a primary suite with private bath and excellent closet space. With five true bedrooms, this home provides flexibility for extended family, guests, or a dedicated home office setup. Three full bathrooms and an additional half bath offer convenience for a busy household. The lower level den provides additional living space — ideal for a family room, media area, or playroom. Step outside to a large, private backyard surrounded by mature landscaping and your fenced-in inground pool— perfect for entertaining or relaxing.

890 Thompson Drive, Bay Shore

$1,400,000
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

$649,990
4 Beds 2 Baths 972423 MLS
Beautifully remodeled Hi-Ranch offering a functional and versatile layout. The main level features a formal living room that flows seamlessly into the dining area and eat-in kitchen—ideal for everyday living and entertaining. Sliders off the dining room lead to a deck overlooking a spacious backyard, ready for your personal touch. This level also includes newly finished hardwood floors, three bedrooms, and an updated full bathroom. The lower level provides excellent flexibility with a den, additional bedroom, full bath, wet bar, and a separate outside entrance—perfect for extended living or guest space. Additional features include a one-car garage, oversized driveway, and convenient proximity to parks, shopping, and transportation.

236 Vermont Avenue, Bay Shore

$599,000
3 Beds 1 Baths 965017 MLS
Welcome to 1097 Carll Drive, nestled in the highly desirable and exclusive West Bay Shore neighborhood! This charming ranch-style home offers comfortable one-level living with endless potential to make it your own in one of Bay Shore’s most sought-after locations. Featuring 3 spacious bedrooms and 1 full bathroom, this home includes a bright living room, formal dining room, eat-in kitchen, and a versatile den—perfect for a home office, playroom, or additional entertaining space. For year-round comfort, each bedroom and the living room are equipped with their own AC/mini split system, providing efficient and customizable climate control throughout the home. Additional highlights include a spacious finished laundry room complete with a utility sink, an unfinished basement and unfinished attic offering exceptional storage and future expansion possibilities, as well as a private driveway and attached 1-car garage for added convenience. The home also features in-ground sprinklers and a brand-new fence, enhancing both curb appeal and outdoor enjoyment. Situated on an oversized 75 x 100 lot, the property offers a generous backyard with plenty of space for entertaining, gardening, or future enhancements. The large lot size is a rare find and adds tremendous value and flexibility. Perfectly positioned in West Bay Shore, this home offers outstanding walkability to everyday conveniences including King Kullen, Target, Lowe’s, Barnes & Noble, restaurants, shopping, and more. Enjoy nearby Wohseepee Park and the close proximity to Bay Shore’s vibrant downtown, waterfront parks, Bay Shore Marina, and ferry access to Fire Island’s renowned beaches. Commuters will appreciate convenient access to the LIRR train station and major roadways, while nearby parks, schools, and community amenities further elevate the appeal of this exceptional neighborhood. Enjoy suburban living with unbeatable convenience in one of Bay Shore’s premier locations. Don’t miss this opportunity to own a well-located home with great bones, thoughtful updates, and exceptional potential!

1097 Carll Drive, Bay Shore

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.