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$815,000
2 Beds ⋅ 2 Baths ⋅ 1045032 MLS
Welcome to 11 Halley Dr. in the desirable Vineyards at Blue Point!This beautiful Bordeaux model offers 1563 sf of finished living space with a spacious open floor plan and crown molding throughout. The inviting primary suite features four closets and a private en suite bath with and oversized custom shower. The stunning kitchen boasts 42"shaker style custom cabinetry with pull out shelves, quartz countertops, large center island and convenient wall oven. a large unfinished basement with egress window provides excellent storage and future possibilities.Enjoy the convenience of a 1 car garage with direct access to kitchen and a private patio overlooking the peaceful preserve.Live the resort style living with the clubhouse and pool just steps away, plus bocce courts, fitness center, card room, billiards,and a very active social calendar. Conveniently located 1.3 miles to train, 3.4 miles to airport, with shopping, restaurants,theater and Fire Island ferry nearby! Beautifully appointed and ready to welcome you home.

11 Halley Drive, Blue Point
$469,000
2 Beds ⋅ 1 Baths ⋅ 1043543 MLS
Located just a half mile from Great South Bay’s Corey Beach, this two-bedroom, one-bath cottage offers an opportunity to enjoy the Blue Point lifestyle at an approachable price. The home needs updating and offers an opportunity for a buyer ready to renovate and bring their own vision to life. Outside, the spacious yard provides plenty of room for entertaining, gardening, or simply relaxing. With its proximity to Corey Beach, generous outdoor space, and renovation potential, this property offers a chance to create something special in Blue Point.

97 Corey Avenue
$649,999
3 Beds ⋅ 2 Baths ⋅ 1042080 MLS
Welcome to this charming 3-bedroom, 2-bathroom home in Blue Point, where timeless character meets comfortable everyday living. Warm, inviting spaces and distinctive details give the home a personality all its own, while the versatile layout offers plenty of room to relax, gather, and make it your own. Outside, the backyard patio creates the perfect setting for summer barbecues, morning coffee, or evenings spent entertaining. Full of charm and ready for its next chapter, this special home is one you won’t want to miss.

10 Park Street, Blue Point
$589,000
4 Beds ⋅ 2 Baths ⋅ 1041740 MLS
Investor opportunity in Bayport! Spacious **4-bedroom, 1.5-bath single-family home offering approximately 3,439 sq. ft.** of living space on an impressive **0.60-acre lot**. The property features a **partial unfinished basement** and offers significant potential for renovation and value creation. Ideal for an investor, contractor, or experienced buyer looking for their next project in the desirable Bayport area. **Cash only. Property is being sold as an assignment of contract; seller is a contract vendee.** Buyer to perform all due diligence regarding property condition, permits, property information, and intended use. Sold as-is.

362 Middle Road, Bayport
$879,999
2 Beds ⋅ 4 Baths ⋅ 1040054 MLS
Immaculate, highly sought-after Corsica model in the gated 55+ Vineyards at Blue Point community—offering over 2,300 sq ft of luxury living with tranquil pond views and close proximity to the pool and clubhouse. This thoughtfully designed home features a dramatic two-story entry foyer and an open floor plan with hardwood floors, central air, gas heat and hot water, and a living room with soaring ceilings and a gas fireplace. The main level offers everything you need: a formal dining room; an eat-in kitchen with granite countertops, stainless steel appliances, gas cooking, and a center island; a living room; a powder room; convenient laundry; and a spacious primary suite with a walk-in closet. Upstairs includes a generously sized family room, guest suite, and full bathroom. The fully finished basement adds two additional rooms, a full bathroom, and an egress window. Outside, relax on the beautiful patio overlooking the pond and fountain, surrounded by professionally landscaped grounds that create a serene, private setting. Additional features include an attached garage, central vacuum, plantation shutters, and numerous custom upgrades throughout. Residents enjoy resort-style amenities including a stunning clubhouse with great room, kitchen, gym, TV and game rooms, heated pool, bocce courts, fire pit, and BBQ area. Conveniently located near beaches, shopping, restaurants, highways, train, and airport—everything Long Island has to offer. A true must-see.

132 Halley Drive, Patchogue
$750,000
4 Beds ⋅ 2 Baths ⋅ 1040315 MLS
This 4 bedroom, 2 bath home is nestled on a prime, mid-block parcel in the sought-after town of Bayport, this charming home offers incredible potential and classic appeal. Situated within the prestigious Bayport-Blue Point School District providing a wonderful foundation to create your dream home. Located just minutes from local shopping, transportation, and South Shore beaches, this property combines everyday convenience with unlimited upside. It features a great mid-block location and loads of potential.

363 3rd Avenue, Bayport
$699,999
4 Beds ⋅ 1 Baths ⋅ 1036438 MLS
Renovated inside and outside a mint condition! This four-bedroom home set on a large property is offering the perfect blend of quality craftsmanship & modern updates. This exceptional home is truly move-in ready. New Eat in Kitchen with Stainless Steel appliances. Hardwood floors with a warm and inviting interior while maintaining its character and charm. The home features four bedrooms, a full basement, and Garage, New Asphalt driveway & New Roof, New Bathroom, plenty of space, storage, and versatility. The expansive property offers ample room to enjoy the outdoors, entertain, garden, or simply relax and enjoy your own private space. This is an opportunity to own a home that has been thoughtfully renovated and exceptionally cared for. This is a must-see — don’t miss the opportunity!

392 3rd Avenue, Bayport
$998,000
4 Beds ⋅ 4 Baths ⋅ 1036280 MLS
Welcome to Blue Point! This spacious 4-bedroom, 3.5-bath ranch offers a unique blend of comfort, versatility, set on .32 acres walking distance to the Marina and the Great South Bay. Inside, you’ll find an updated kitchen, dining area, comfortable den, and a warm and inviting fireplace room. Perfect for entertaining, relaxing, or creating your own game room. With four bedrooms and three full baths plus a half bath, the home offers plenty of space and flexibility. Come experience everything this special Blue Point property has to offer!

5 Reinhardt Court, Blue Point
$625,000
2 Beds ⋅ 1 Baths ⋅ 1035989 MLS
welcome to this charming 2-bedroom, 1 full bath Ranch featuring an inviting front porch. The spacious living room offers a cozy wood burning fireplace, while the updated kitchen features granite countertops, white subway tile backsplash and stainless-steel appliances. Just off the Kitchen is a versatile family room that can also serve as a home office or possible third bedroom. The space is already has plumbing in place for a protentional addition of a half bath. Additional highlights include some new windows at the rear of the home. Single layer Roof 4-years old, Burner 4-years old, and a CAC outdoor condenser replaced July 2026. A full unfinished basement with exterior Bilco-door access provides plenty of storage and additional possibilities. Bring your vision and make this home your own.

170 Division Avenue, Blue Point
$1,249,000
4 Beds ⋅ 2 Baths ⋅ 1029464 MLS
Where history meets coastal elegance, this exceptional South Bayport residence is believed to have originated as the carriage house for Captain Edward Gillettes estate. Thoughtfully reimagined, the home seamlessly blends timeless architecture with its historic character , creating a one-of-a kind retreat where heritage and modern luxury meet. At the heart of the home, the chefs kitchen features crisp white cabinetry, quartz countertops, 2023 Sub Zero Refrigerator, stainless steel appliances, two ovens , and a statement navy island with wine refrigerator. The open concept design transitions effortlessly into the inviting family room complete with radiant floor heating. The dining room is defined by custom board-and-batten wainscoting and crafted millwork that evokes a coastal aesthetic. Designed with exceptional attention to detail, the living room has custom millwork, board-and-batten walls and brick fireplace crowned by a reclaimed wood mantel. Wide plank hardwood floors lend character while a light filled bay window creates a connection to the surrounding landscape. Beyond the grounds a sparkling salt water pool create a backyard retreat ideal for entertaining. The second level offers a tranquil primary bedroom, three additional bedrooms and a full bath-offering a comfortable and versitile layout with lasting appeal. French doors open to a charming patio perfect for al fresco dining and seamless indoor outdoor living. experience the rhythm of life on the South Shore where The Great South Bay is just steps away and Fire Island serves as your backdrop. Paired with the acclaimed Bayport-BluePoint School District this coveted location offers a lifestyle defined by coastal beauty, community and timeless appeal.

22 S Gillette Avenue, Bayport
$599,999
3 Beds ⋅ 1 Baths ⋅ 1031965 MLS
Don’t miss this rare opportunity in the highly desirable Bayport community! This home features hardwood floors, vinyl siding, an updated oil burner, and an architectural style roof. This home can be purchased as-is or with the option of being fully renovated into a beautifully updated 3 bedroom, 2 bath home. Inquire for renovation plans, pricing, and additional details. This property is currently configured as a spacious 1 bedroom, but the layout offers the opportunity to be converted back to a 3-4 bedroom home.

30 Bayview Avenue, Bayport
$879,000
3 Beds ⋅ 3 Baths ⋅ 961533 MLS
We Have A Completed Model… Stunning New Construction Home To Be Built - 7 Room, 3 Bed, 2.5 Bath Colonial, Quartzite Counters, SS Appliances, CAC, Hardwood Floors Up and Down, High Ceilings, Master Suite w/WIC & Ensuite Bath, Laundry Room on 2nd Floor, Covered Front Porch, 1 Car Attached Garage & Full Basement. This beautiful new home will be built at 510 Bayport Ave, which is to the right of the new home at 504 Bayport Ave. The first one is gone, so this is your last chance to own one of these beautiful new homes on Bayport Avenue.

510 Bayport Avenue, Bayport
$869,000
4 Beds ⋅ 2 Baths ⋅ 1025909 MLS
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249 Bayport Avenue, Bayport
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 1013751 MLS
Originally designed for renowned visionary Irving Cooperberg and masterfully built by William Katen in 1991, this timeless Fire Island Pines Contemporary has only grown more distinguished with age. Meticulously maintained and thoughtfully enhanced throughout the years, the home offers sweeping ocean views, exceptional privacy, and the effortless indoor-outdoor lifestyle that defines the very best of Fire Island living. Entertain and unwind across two levels of outdoor living and dining space, relax in the secluded garden hot tub, or take advantage of direct beach access just moments from your door. Perfectly positioned on prestigious Beach Hill Walk, the property enjoys a coveted location between the ocean and the vibrant communities of Fire Island Pines and our beloved sister community, Cherry Grove. Private. Exclusive. Handsome. Timeless. With a strong and proven rental history, 136 Beach Hill Walk offers not only an extraordinary lifestyle opportunity but also compelling investment potential. As interest and investment in Fire Island Pines continues to grow, perhaps it is your turn to become part of this remarkable community. NEW PHOTOS COMING SOON.

136 Beach Hill Walk, Fire Island Pines
$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
$1,375,000
3 Beds ⋅ 4 Baths ⋅ 934770 MLS
This beautifully styled home was thoughtfully transformed to create its own distinctive look and feel with the project completed in 2017. 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.