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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

$1,349,000

Welcome to this stately Colonial nestled in desirable South Bayport, offering four bedrooms and three and a half baths. A gracious foyer anchors the formal living and dining rooms, with a beautiful fieldstone fireplace adding warmth and character. The updated kitchen features stainless steel appliances and an open-concept design that flows seamlessly into the family room, where an impressive gas fireplace creates the perfect setting for cozy evenings. The heart of the home is the oversized sunroom, flooded with natural light and designed for year-round enjoyment. French doors open to an expansive paver patio offering multiple entertaining areas. Dine alfresco beneath the awning, gather with friends and family, or take a refreshing dip in the sparkling in-ground pool. Upstairs, retreat to the privacy of a private wing , featuring a master ensuite with a walk-in closet and abundant wardrobe storage. Three additional bedrooms each filled with abundant light. Ample closets for linens and towels. This exceptional home offers space, comfort, and timeless appeal—all just moments from the Great South Bay and within the highly acclaimed Bayport–Blue Point School District.

4 Beds ⋅ 4 Baths ⋅ 1053405 MLS

Welcome to this stately Colonial nestled in desirable South Bayport, offering four bedrooms and three and a half baths. A gracious foyer anchors the formal living and dining rooms, with a beautiful fieldstone fireplace adding warmth and character. The updated kitchen features stainless steel appliances and an open-concept design that flows seamlessly into the family room, where an impressive gas fireplace creates the perfect setting for cozy evenings. The heart of the home is the oversized sunroom, flooded with natural light and designed for year-round enjoyment. French doors open to an expansive paver patio offering multiple entertaining areas. Dine alfresco beneath the awning, gather with friends and family, or take a refreshing dip in the sparkling in-ground pool. Upstairs, retreat to the privacy of a private wing , featuring a master ensuite with a walk-in closet and abundant wardrobe storage. Three additional bedrooms each filled with abundant light. Ample closets for linens and towels. This exceptional home offers space, comfort, and timeless appeal—all just moments from the Great South Bay and within the highly acclaimed Bayport–Blue Point School District.

15 Saltmeadow Lane, Bayport

$1,450,000

OPEN HOUSE 9/26 and 9/27 canceled due to inclement weather Welcome to 80 Oak Road, an exceptional fully renovated home offering approximately 3,850 square feet of beautifully designed living space in the highly sought-after Bayport-Blue Point School District. Situated on over half an acre and just feet from the water, this stunning 4-bedroom, 3-bath home combines impressive scale, modern luxury, and an incredible South Bayport location. Step inside to a bright and expansive open-concept layout designed for both everyday living and entertaining. At the heart of the home is a spectacular kitchen anchored by an incredible 15-foot center island, creating the perfect gathering space for family and friends. The open living areas flow seamlessly into a beautifully detailed dining room featuring a custom coffered ceiling. The home offers four oversized bedrooms with generous closet space, including a spacious primary suite with a private en-suite bath highlighted by a freestanding soaking tub and beautifully appointed finishes. No detail was overlooked in this extensive renovation. Major improvements include new HVAC, new windows, new roof, and new siding, providing the comfort and peace of mind of a thoroughly updated home. All required permits and Certificates of Occupancy have been acquired. This is South Bayport living at its finest—completely renovated, beautifully finished, and ready to call home.

4 Beds ⋅ 3 Baths ⋅ 1051643 MLS

OPEN HOUSE 9/26 and 9/27 canceled due to inclement weather Welcome to 80 Oak Road, an exceptional fully renovated home offering approximately 3,850 square feet of beautifully designed living space in the highly sought-after Bayport-Blue Point School District. Situated on over half an acre and just feet from the water, this stunning 4-bedroom, 3-bath home combines impressive scale, modern luxury, and an incredible South Bayport location. Step inside to a bright and expansive open-concept layout designed for both everyday living and entertaining. At the heart of the home is a spectacular kitchen anchored by an incredible 15-foot center island, creating the perfect gathering space for family and friends. The open living areas flow seamlessly into a beautifully detailed dining room featuring a custom coffered ceiling. The home offers four oversized bedrooms with generous closet space, including a spacious primary suite with a private en-suite bath highlighted by a freestanding soaking tub and beautifully appointed finishes. No detail was overlooked in this extensive renovation. Major improvements include new HVAC, new windows, new roof, and new siding, providing the comfort and peace of mind of a thoroughly updated home. All required permits and Certificates of Occupancy have been acquired. This is South Bayport living at its finest—completely renovated, beautifully finished, and ready to call home.

80 Oak Road, 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

$1,199,000

Some homes are simply addressed to impress, and this South Bayport beauty is one of them. The drive home takes you beneath a canopy of mature trees, past estate like properties, to a setting that feels quietly removed from the everyday. Custom built by premier local builder Thorvaldsen, this four-bedroom mid century modern colonial sits on a beautifully landscaped half-acre filled with specimen plantings, a magnificent magnolia tree and blooms that unfold throughout the seasons. Lovingly cherished by its owners, the home has an easy, natural warmth, with hardwood floors throughout and spaces designed for gathering, relaxing and simply enjoying where you live. The generous kitchen features custom cabinetry and opens to a welcoming den with an indoor grill and wood-burning stove. A second wood stove adds even more warmth and character, while three remodeled baths include a beautiful first-floor bath with a soaking tub. One of the most special spaces is the Adirondack-style sunroom, a peaceful place for morning coffee, afternoon reading or lingering conversations at the end of the day. Upstairs, the oversized primary suite offers a private full bath, accompanied by generously sized guest bedrooms and an additional remodeled bath. An attached 1.5 car garage provides plenty of room for parking, storage and all the extras that come with life near the bay. Just seconds from the Great South Bay, this is a home that invites you to slow down. Listen to the whisper of the trees, feel the breeze off the bay and enjoy a property that feels like a true respite from the outside world. Come for the address. Stay for the feeling, you may never want to leave.

4 Beds ⋅ 3 Baths ⋅ 1046457 MLS

Some homes are simply addressed to impress, and this South Bayport beauty is one of them. The drive home takes you beneath a canopy of mature trees, past estate like properties, to a setting that feels quietly removed from the everyday. Custom built by premier local builder Thorvaldsen, this four-bedroom mid century modern colonial sits on a beautifully landscaped half-acre filled with specimen plantings, a magnificent magnolia tree and blooms that unfold throughout the seasons. Lovingly cherished by its owners, the home has an easy, natural warmth, with hardwood floors throughout and spaces designed for gathering, relaxing and simply enjoying where you live. The generous kitchen features custom cabinetry and opens to a welcoming den with an indoor grill and wood-burning stove. A second wood stove adds even more warmth and character, while three remodeled baths include a beautiful first-floor bath with a soaking tub. One of the most special spaces is the Adirondack-style sunroom, a peaceful place for morning coffee, afternoon reading or lingering conversations at the end of the day. Upstairs, the oversized primary suite offers a private full bath, accompanied by generously sized guest bedrooms and an additional remodeled bath. An attached 1.5 car garage provides plenty of room for parking, storage and all the extras that come with life near the bay. Just seconds from the Great South Bay, this is a home that invites you to slow down. Listen to the whisper of the trees, feel the breeze off the bay and enjoy a property that feels like a true respite from the outside world. Come for the address. Stay for the feeling, you may never want to leave.

4 Saltmeadow Lane, Bayport

$800,000

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.

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

$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

$998,000

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!

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

$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

$599,990

Great home in Prime area of Blue Point in famed Bayport Blue Point School District. Large fenced property, hardwood floors, open and airy. IGS ,CAC , Move in condition. OPEN HOUSE CANCELLED DUE TO WEATHER DEC 27, 2025.

3 Beds ⋅ 2 Baths ⋅ 945435 MLS

Great home in Prime area of Blue Point in famed Bayport Blue Point School District. Large fenced property, hardwood floors, open and airy. IGS ,CAC , Move in condition. OPEN HOUSE CANCELLED DUE TO WEATHER DEC 27, 2025.

64 Eatondale Avenue, Blue Point