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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.

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

$1,249,000

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.

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

$999,999

Step into timeless elegance with this beautifully maintained Circa1890 Colonial, offering approximately 2,650 square feet of living space on a picturesque .59-acre property in the coveted Bayport-Blue Point School District and Library. Rich in character and history, this 3-bedroom, 3-full-bath home seamlessly blends original craftsmanship with thoughtful modern updates. Inside, you'll find stunning original hardwood floors, an original wood-burning fireplace, Formal living and dining rooms, a dedicated home office, and a well-appointed kitchen featuring premium Stainless Steel Viking and Sub-Zero appliances. Radiant heat adds comfort throughout the bathrooms, kitchen, laundry, and Primary bedroom. while central air conditioning provides year-round convenience. The exterior is equally impressive, showcasing a heated in-ground saltwater pool and spa, expansive deck with PVC railings, covered front porch, professionally landscaped grounds with 15-zone in-ground sprinklers, PVC fencing, and a beautifully designed driveway with pavers. Additional highlights include Andersen windows, a 2-car garage with loft, full partially finished basement, updated architectural roof, 200-amp electric service, alarm system, and all certificates of occupancy in place. A rare opportunity to own a piece of Bayport history with modern amenities, exceptional outdoor living, and pride of ownership throughout.

3 Beds ⋅ 3 Baths ⋅ 1014448 MLS

Step into timeless elegance with this beautifully maintained Circa1890 Colonial, offering approximately 2,650 square feet of living space on a picturesque .59-acre property in the coveted Bayport-Blue Point School District and Library. Rich in character and history, this 3-bedroom, 3-full-bath home seamlessly blends original craftsmanship with thoughtful modern updates. Inside, you'll find stunning original hardwood floors, an original wood-burning fireplace, Formal living and dining rooms, a dedicated home office, and a well-appointed kitchen featuring premium Stainless Steel Viking and Sub-Zero appliances. Radiant heat adds comfort throughout the bathrooms, kitchen, laundry, and Primary bedroom. while central air conditioning provides year-round convenience. The exterior is equally impressive, showcasing a heated in-ground saltwater pool and spa, expansive deck with PVC railings, covered front porch, professionally landscaped grounds with 15-zone in-ground sprinklers, PVC fencing, and a beautifully designed driveway with pavers. Additional highlights include Andersen windows, a 2-car garage with loft, full partially finished basement, updated architectural roof, 200-amp electric service, alarm system, and all certificates of occupancy in place. A rare opportunity to own a piece of Bayport history with modern amenities, exceptional outdoor living, and pride of ownership throughout.

202 Bayport Avenue, Bayport

$798,000

Welcome to this beautifully maintained ranch-style home in Bayport, offering approximately 1,800 square feet of comfortable, thoughtfully designed living space. Completely gutted and renovated in 2009/2010, the home features hardwood floors, custom crown molding throughout, and a warm, inviting layout ideal for everyday living and entertaining. The main living areas include a spacious living room with a wood-burning fireplace, formal dining area, eat-in kitchen, and family room with sliding patio doors opening to the rear deck and yard. A convenient mudroom with laundry adds to the home's functionality. Four bedrooms include a private primary suite with two closets and a full bath. Three additional bedrooms share a second full bathroom conveniently located nearby. The lower level provides an abundance of immaculate storage space, an egress window, utilities, and plenty of options for future use. Outside, pretty landscaping enhances the property, complemented by in-ground sprinklers, a wide driveway, rear deck, and nicely sized yard. All of this is set in desirable Bayport and within the award-winning Bayport-Blue Point School District—a wonderful opportunity for one-level living in a sought-after South Shore community.

4 Beds ⋅ 2 Baths ⋅ 1038252 MLS

Welcome to this beautifully maintained ranch-style home in Bayport, offering approximately 1,800 square feet of comfortable, thoughtfully designed living space. Completely gutted and renovated in 2009/2010, the home features hardwood floors, custom crown molding throughout, and a warm, inviting layout ideal for everyday living and entertaining. The main living areas include a spacious living room with a wood-burning fireplace, formal dining area, eat-in kitchen, and family room with sliding patio doors opening to the rear deck and yard. A convenient mudroom with laundry adds to the home's functionality. Four bedrooms include a private primary suite with two closets and a full bath. Three additional bedrooms share a second full bathroom conveniently located nearby. The lower level provides an abundance of immaculate storage space, an egress window, utilities, and plenty of options for future use. Outside, pretty landscaping enhances the property, complemented by in-ground sprinklers, a wide driveway, rear deck, and nicely sized yard. All of this is set in desirable Bayport and within the award-winning Bayport-Blue Point School District—a wonderful opportunity for one-level living in a sought-after South Shore community.

360 Bayport Avenue, Bayport

$699,999

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!

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

$625,000

Set on three-quarters of an acre in desirable South Bayport, this three-bedroom, two-bath Cape Cod offers a wonderful opportunity on a private dead-end street. The home features hardwood floors, Andersen windows, central air conditioning, and a kitchen with KraftMaid cabinetry. A convenient first-floor bedroom and full bath provide flexibility, with two additional bedrooms and a second full bath upstairs. The property offers an expansive backyard with an in-ground sprinkler system, rear deck and enclosed patio, along with a generous 440-square-foot attached garage and unfinished basement providing ample storage. Notable improvements include the flat rear roof replaced in 2018, patio roof replaced 2026, furnace, hot water heater and oil tank all replaced in 2021. The home is ready for its next owner to bring fresh ideas and personal style. With its generous property, quiet setting and solid features already in place, it presents an excellent opportunity for buyers looking to make a South Bayport home their own, all within the highly regarded, Blue Ribbon Award-winning Bayport-Blue Point School District. Interior photography will be limited; please defer to the attached floor plan for additional details regarding the home's layout. Showings will be accommodated by private appointment only.

3 Beds ⋅ 2 Baths ⋅ 1037726 MLS

Set on three-quarters of an acre in desirable South Bayport, this three-bedroom, two-bath Cape Cod offers a wonderful opportunity on a private dead-end street. The home features hardwood floors, Andersen windows, central air conditioning, and a kitchen with KraftMaid cabinetry. A convenient first-floor bedroom and full bath provide flexibility, with two additional bedrooms and a second full bath upstairs. The property offers an expansive backyard with an in-ground sprinkler system, rear deck and enclosed patio, along with a generous 440-square-foot attached garage and unfinished basement providing ample storage. Notable improvements include the flat rear roof replaced in 2018, patio roof replaced 2026, furnace, hot water heater and oil tank all replaced in 2021. The home is ready for its next owner to bring fresh ideas and personal style. With its generous property, quiet setting and solid features already in place, it presents an excellent opportunity for buyers looking to make a South Bayport home their own, all within the highly regarded, Blue Ribbon Award-winning Bayport-Blue Point School District. Interior photography will be limited; please defer to the attached floor plan for additional details regarding the home's layout. Showings will be accommodated by private appointment only.

18 Lotus 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