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$869,000
4 Beds ⋅ 2 Baths ⋅ 1025909 MLS
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249 Bayport Avenue, Bayport
$619,000
3 Beds ⋅ 2 Baths ⋅ 1023794 MLS
Nestled in the desirable South Bayport community, this classic split-level home offers an exceptional opportunity to own in one of the area's most sought-after neighborhoods. Offering three bedrooms, two full bathrooms, hardwood floors throughout, central air conditioning, natural gas heat, and an attached one-car garage, the home provides a comfortable layout and a solid foundation for its next chapter. The main living spaces are bright and functional, while the lower level features a spacious family room with a fireplace, laundry area, and convenient access to the attached garage. A welcoming front patio provides the perfect place to enjoy your morning coffee, while the backyard offers space to relax, entertain, or simply enjoy the outdoors. Ready for its next owner to bring fresh ideas and personal style, this home presents an excellent opportunity for buyers looking to customize a home in one of South Bayport's most desirable neighborhoods. Conveniently located near local parks, marinas, and the Great South Bay, this home offers the opportunity to enjoy the very best of South Shore living. Located within the award-winning Bayport-Blue Point School District, recognized for its Blue Ribbon distinction. Some images virtually enhanced

29 Edgewater Avenue, Bayport
$659,999
2 Beds ⋅ 1 Baths ⋅ 1022604 MLS
Welcome to this charming South Bayport ranch, where classic character meets modern updates. From the moment you arrive, you’ll appreciate the pride of ownership and inviting curb appeal. Step inside through the bright and airy sun porch into a warm, welcoming living and dining area bathed in natural light. The heart of the home is the updated eat-in kitchen, renovated just three years ago with stylish butcher block countertops, gas cooking, and newer appliances. It’s a delightful space that overlooks the private, fully fenced backyard—perfect for relaxing or entertaining... Comfort is key in this home, which features radiant floor heating throughout the living room, both bedrooms, and the bathroom, ensuring a cozy atmosphere all year round. Beautiful hardwood floors add a touch of timeless charm, while central air conditioning keeps things cool in the summer. Storage is never an issue here, thanks to a huge attic and a sprawling unfinished basement equipped with a convenient bilco door. Outside, the oversized detached two-car garage offers even more versatility and space to grow into. This South Bayport gem is ready for its next chapter—reach out today to schedule your private showing and see the potential for yourself!!!

156 Fairview Avenue, Bayport
$950,000
989994 MLS
Exceptional Mixed-Use Opportunity in the Heart of Bayport! Modern and advanced building ideally positioned on a main road, offering prime visibility and convenience. This well-maintained property features shared parking in a common lot. The first floor offers approximately 1,248 sq ft of versatile professional/commercial space, ideal for offices or a variety of business uses. Highlights include a spacious reception area, 3 office flexible layout, a refreshment Area, and a full bathroom. Perfect for accommodating multiple professional tenants or a solo business operation. The second floor features approximately 1,140 sq ft. It includes a 3-bedroom apartment with an open floor plan, offering comfortable living with a dedicated laundry room—ideal for an owner-occupant or additional rental income. Additional features include a large basement for storage or expansion potential, natural gas heat, and central air conditioning, both with two-zone systems for efficiency and comfort. This property includes a shared outdoor space, including the parking lot, landscaping, & garbage dumpster. Whether you’re looking to operate your business while living on-site or seeking a strong income-producing investment, this property offers incredible flexibility and location appeal.

569 Middle Road, Bayport
$1,499,000
3 Beds ⋅ 4 Baths ⋅ 934770 MLS
Storybook Tudor-A Fairytale Retreat with Carmel-by-the-Sea Charm right here in South Bayport. Just 5 houses from the Bayport beach, enter into a world of storybook elegance with this extraordinary 3-bedroom, 3.5-bath architectural masterpiece inspired by the enchanting homes of Carmel-by-the-Sea, California. Every detail of this residence exudes artistry, craftsmanship, and timeless sophistication — a perfect blend of European romance and modern luxury. From the moment you arrive, the home’s cedar shake roof, detailed windows, and Dutch front door invite you into a warm, character-filled sanctuary. Inside, white oak character plank floors flow throughout sunlit spaces adorned with antique French lighting and bespoke design details. The heart of the home is the chef’s kitchen, a true culinary masterpiece. Designed for both gourmet cooking and artisan baking, it features Italian slate countertops, dual cherry wood islands, and a dedicated Botticelli Italian stone baking island supported by antique French circa 1860 table legs. Enjoy a 60-inch ILVE range with brass fittings beneath an industrial brass-trimmed hood, a Sub-Zero refrigerator and freezer, Bosch Benchmark dishwasher, wet bar, pot filler, and dual under-counter refrigerator drawers and microwave. A shelf lined pantry and farm sink with hands-free faucet complete this dream kitchen. The den/great room impresses with 20-foot ceilings, hand-laid stone fireplace and abundant natural light, creating an inviting space for both relaxation and entertaining. A bonus room serves perfectly as a craft studio or playroom, while a dedicated exercise room and home office offer flexibility for today’s lifestyle. These rooms can easily become bedrooms if in need of more sleep space without sacrificing living space. Suitable as an en suite / in-law space as well. The south-facing sunroom, adorned with antique French tile flooring, provides a serene setting for morning coffee or afternoon tea, basking in gentle natural light. The primary suite is a romantic retreat, featuring vaulted ceilings, parrot-style windows, dual closets, and a dedicated makeup area. The spa-inspired primary bath includes a clawfoot champagne soaking tub and a Herbeau faucet shaving stand, blending antique beauty with modern comfort. Two additional bedrooms each offer huge closets and thoughtfully curated finishes. For a bit of whimsy, you will love the hidden spiral staircase leading to a cozy attic nook. Oh and lets not forget the He Shed-She Shed with adjoining hot tub room. Throughout the home, antique lighting, handcrafted details, and authentic materials create a sense of history and artistry rarely found in modern builds. This is more than a home — it’s a one-of-a-kind sanctuary where fairytale charm meets refined living.

249 Gerritsen Avenue, Bayport
$798,000
824403 MLS
Owner has tax grievance in place and will have a decision soon. Islip Town Dept of Planning and Development is currently conducting a land use and zoning study in this area. Currently this lot is zoned General Service "D". Permissible: office, medical office, veterinarian, funeral home child day care, adult day care, hospital use.

677 Montauk Highway, Bayport

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.