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Tucked into the very sought-after Bayport setting only a stone's throw from Great South Bay's waterfront, this beautifully maintained ranch offers the ease of main-floor living in a location that captures the charm of the Bayport-Blue Point community. A spacious great room addition and second full bathroom add versatility and comfort, while the well-kept interior reflects years of care and pride of ownership. Gorgeous Hardwood Floors Throughout the entire main house and all roof and utility systems are well maintained as well as the upgraded 150 amp electric will keep you worry free for years to come! Set on a generous lot backing to open land, the property enjoys a peaceful backdrop, low-traffic surroundings, and beautiful sunset views that make everyday living feel a little more special. The Beaches are amazing, This is the "Hot Spot" for halloween, located safely down the road and across only Middle Road to the park, which has a paved trail through the baseball fields and tennis courts, adjacent to Renowned Bayport-Blue Point High School. This is a MUST SEE!

3 Beds ⋅ 2 Baths ⋅ 1056887 MLS

Tucked into the very sought-after Bayport setting only a stone's throw from Great South Bay's waterfront, this beautifully maintained ranch offers the ease of main-floor living in a location that captures the charm of the Bayport-Blue Point community. A spacious great room addition and second full bathroom add versatility and comfort, while the well-kept interior reflects years of care and pride of ownership. Gorgeous Hardwood Floors Throughout the entire main house and all roof and utility systems are well maintained as well as the upgraded 150 amp electric will keep you worry free for years to come! Set on a generous lot backing to open land, the property enjoys a peaceful backdrop, low-traffic surroundings, and beautiful sunset views that make everyday living feel a little more special. The Beaches are amazing, This is the "Hot Spot" for halloween, located safely down the road and across only Middle Road to the park, which has a paved trail through the baseball fields and tennis courts, adjacent to Renowned Bayport-Blue Point High School. This is a MUST SEE!

223 Connetquot Road, Bayport

$925,000

Embrace an exceptional Great South Bay lifestyle in this distinguished four-bedroom, two-and-a-half-bath 1920 Craftsman, gracefully set on nearly half an acre in coveted Bayport. Deeded rights to a private beach place boating, sailing, kayaking, fishing, and clamming within effortless reach, while magnificent waterfront sunsets set the tone for evenings by the bay. With no immediate neighbor to the west, the property enjoys an uncommon sense of seclusion and sweeping meadow vistas. This home boasts, original leaded-glass windows, rich hardwood floors, and a fireplace flanked by handsome built-in cabinetry celebrate the home’s enduring craftsmanship. The inviting eat-in kitchen is appointed with stainless steel appliances and a generous peninsula, while the formal dining room offers an elegant setting for memorable occasions. A first-floor bedroom provides welcome versatility, and two bedrooms boast expansive walk-in closets with extraordinary storage. A dedicated laundry room and mudroom complete the home’s thoughtful conveniences. Begin each day with coffee on the screened porch overlooking tranquil meadows, while the fully enclosed grounds offer ample room for pets to roam. A detached two-car garage provides valuable space for vehicles and storage. From sun-filled beach days and gracious porch gatherings to holiday dinners and intimate evenings by the fire, the residence lends itself beautifully to refined yet relaxed coastal living. The owner’s transferable flood insurance policy offers an additional advantage for the next owner. A rare convergence of coastal elegance, historic character, and privileged access to the finest of the South Shore; this exceptional Bayport residence presents a truly distinctive opportunity. Schedule your private showing and discover an extraordinary place to call home by the bay.

4 Beds ⋅ 3 Baths ⋅ 1056821 MLS

Embrace an exceptional Great South Bay lifestyle in this distinguished four-bedroom, two-and-a-half-bath 1920 Craftsman, gracefully set on nearly half an acre in coveted Bayport. Deeded rights to a private beach place boating, sailing, kayaking, fishing, and clamming within effortless reach, while magnificent waterfront sunsets set the tone for evenings by the bay. With no immediate neighbor to the west, the property enjoys an uncommon sense of seclusion and sweeping meadow vistas. This home boasts, original leaded-glass windows, rich hardwood floors, and a fireplace flanked by handsome built-in cabinetry celebrate the home’s enduring craftsmanship. The inviting eat-in kitchen is appointed with stainless steel appliances and a generous peninsula, while the formal dining room offers an elegant setting for memorable occasions. A first-floor bedroom provides welcome versatility, and two bedrooms boast expansive walk-in closets with extraordinary storage. A dedicated laundry room and mudroom complete the home’s thoughtful conveniences. Begin each day with coffee on the screened porch overlooking tranquil meadows, while the fully enclosed grounds offer ample room for pets to roam. A detached two-car garage provides valuable space for vehicles and storage. From sun-filled beach days and gracious porch gatherings to holiday dinners and intimate evenings by the fire, the residence lends itself beautifully to refined yet relaxed coastal living. The owner’s transferable flood insurance policy offers an additional advantage for the next owner. A rare convergence of coastal elegance, historic character, and privileged access to the finest of the South Shore; this exceptional Bayport residence presents a truly distinctive opportunity. Schedule your private showing and discover an extraordinary place to call home by the bay.

81 Oak Road, Bayport

$599,000

Welcome to 515 Gillette Ave. Best deal in Bayport. Make this home your own. 3 Bedroom, 2 Full Bath Expanded Cape featuring EIK, Living Room with wood burning stove, Formal Dining Room, a large Master Bedroom with 3 large closets and Ensuite full bath. Plenty of storage throughout the home. Full basement, Peerless boiler and separate HW heater, features 2 above ground oil tanks (550 gallons), 2 1/2 detached garage, low taxes all on 1/2 acre professionally landscaped property with a rear deck and large backyard for entertaining. Also, home has a portable generator and switch station. Home needs updating but is well built. This won't last so come today!

3 Beds ⋅ 2 Baths ⋅ 1049421 MLS

Welcome to 515 Gillette Ave. Best deal in Bayport. Make this home your own. 3 Bedroom, 2 Full Bath Expanded Cape featuring EIK, Living Room with wood burning stove, Formal Dining Room, a large Master Bedroom with 3 large closets and Ensuite full bath. Plenty of storage throughout the home. Full basement, Peerless boiler and separate HW heater, features 2 above ground oil tanks (550 gallons), 2 1/2 detached garage, low taxes all on 1/2 acre professionally landscaped property with a rear deck and large backyard for entertaining. Also, home has a portable generator and switch station. Home needs updating but is well built. This won't last so come today!

515 Gillette Avenue, Bayport

$559,000

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.

4 Beds ⋅ 2 Baths ⋅ 1051734 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

$685,000

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. House has a New Cesspool, recent roof replacement and window replacement with Andersen Windows. Bring your vision and fresh ideas and make this warm family home your own.

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. House has a New Cesspool, recent roof replacement and window replacement with Andersen Windows. Bring your vision and fresh ideas and make this warm family home your own.

363 3rd Avenue, Bayport

$879,000

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.

3 Beds ⋅ 3 Baths ⋅ 961533 MLS

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

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4 Beds ⋅ 2 Baths ⋅ 1025909 MLS

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249 Bayport Avenue, Bayport