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Cutchogue Homes for Sale

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    • This meticulously restored Gilded Age shingle-style home presents a rare opportunity to own one of the few remaining large, turn-of-the-century North Fork summer estates. Spanning over 10, 000 sq. ft. on 140 feet of pristine bayfront with a private sandy beach, the main residence seamlessly blends period architecture with modern luxury. Every detail, down to the doorknobs and hardware, has been meticulously curated, resulting in a warm and classic home anchored in refinement and exceptional craftsmanship. Perfect for both grand entertaining and intimate gatherings, expansive living spaces feature soaring ceilings, multiple fireplaces, and thoughtful design moments throughout. Highlights on the first floor include a large waterside living room and dining room with charming fireplace alcoves, a sprawling chef’s kitchen with breakfast room and handsome butler’s pantry, a dedicated flower-cutting room with custom marble sink, and an enormous screened-in outdoor sitting porch complete with an outdoor dining room and kitchen. The second floor houses the large primary suite with an ensuite bath, extensive walk-in closets, a dressing room, and a cozy sitting room with an oversized fireplace. The balance of the second and third floors includes five additional waterside bedrooms, a library, an office, multiple wet bars, a laundry room, and 5 baths with steam showers and soaking tubs. Outside, lush perennial gardens and hedged lawns surround the property. A beautiful, private gunite pool sits on the waterside, offering a serene oasis with sweeping water views. A charming carriage house adds further versatility, featuring a great room, home theater, and gym. The estate also includes a historic icehouse, preserving its rich legacy. Whether sitting by the bay, hosting holidays, or enjoying movie nights in the theater, this extraordinary property promises a lifestyle of elegance and tranquility. 36
      Cutchogue, NY 11935
      $12,000,000
      6 Bedrooms 5 Full Baths 3 Half Baths Sq. Ft. 9000.00:# Square Feet
      Single Family For Sale ML# 3587632
      This meticulously restored Gilded Age shingle-style home presents a rare opportunity to own one of the few remaining large, turn-of-the-century North Fork summer estates. Spanning over 10, 000 sq. ft. on 140 feet of pristine bayfront with a private sandy beach, the main residence seamlessly blends period architecture with modern luxury. Every detail, down to the doorknobs and hardware, has been meticulously curated, resulting in a warm and classic home anchored in refinement and exceptional craftsmanship. Perfect for both grand entertaining and intimate gatherings, expansive living spaces feature soaring ceilings, multiple fireplaces, and thoughtful design moments throughout. Highlights on the first floor include a large waterside living room and dining room with charming fireplace alcoves, a sprawling chef’s kitchen with breakfast room and handsome butler’s pantry, a dedicated flower-cutting room with custom marble sink, and an enormous screened-in outdoor sitting porch complete with an outdoor dining room and kitchen. The second floor houses the large primary suite with an ensuite bath, extensive walk-in closets, a dressing room, and a cozy sitting room with an oversized fireplace. The balance of the second and third floors includes five additional waterside bedrooms, a library, an office, multiple wet bars, a laundry room, and 5 baths with steam showers and soaking tubs. Outside, lush perennial gardens and hedged lawns surround the property. A beautiful, private gunite pool sits on the waterside, offering a serene oasis with sweeping water views. A charming carriage house adds further versatility, featuring a great room, home theater, and gym. The estate also includes a historic icehouse, preserving its rich legacy. Whether sitting by the bay, hosting holidays, or enjoying movie nights in the theater, this extraordinary property promises a lifestyle of elegance and tranquility.
      Presented By: Compass Greater NY LLC  516-330-6086
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Located on a bucolic road, in the heart of wine country. This homestead has 2 acres of vines and incredible vineyard views, a large agricultural barn and is surrounded by development rights sold land. A true chef’s kitchen, 4 spacious bedrooms, 4 bathrooms, 2 half baths, 2 laundry rooms, large living room, and a gorgeous sunroom leading out to a spectacular 40’x25’ heated gunite pool with a slate patio and built-in BBQ, full basement with a wine cellar, and to top it all off, an incredible 8 car garage with an apartment that has a fireplace. You will never want to leave! 29
      Cutchogue, NY 11935
      $3,750,000
      4 Bedrooms 4 Full Baths 2 Half Baths Sq. Ft. 5465.00:# Square Feet
      Single Family For Sale ML# 3539723
      Located on a bucolic road, in the heart of wine country. This homestead has 2 acres of vines and incredible vineyard views, a large agricultural barn and is surrounded by development rights sold land. A true chef’s kitchen, 4 spacious bedrooms, 4 bathrooms, 2 half baths, 2 laundry rooms, large living room, and a gorgeous sunroom leading out to a spectacular 40’x25’ heated gunite pool with a slate patio and built-in BBQ, full basement with a wine cellar, and to top it all off, an incredible 8 car garage with an apartment that has a fireplace. You will never want to leave!
      Presented By: Corcoran  631-848-7730
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Escape to paradise at this stunning waterfront home nestled on 8.9 acres of land along West Creek, providing access to the beautiful Peconic Bay. This remarkable property offers deeded beach rights just steps away and is situated in a serene setting that is simply irresistible. With seven generously-sized bedrooms, each featuring its own private ensuite bathroom, there is plenty of space for relaxation and privacy. The culinary kitchen is a chef’s dream, boasting a spacious layout that is perfect for entertaining. In addition, the property features a 32-foot indoor pool, complete with an exhilarating water park slide and a soothing hot tub, ensuring year-round entertainment. Whether you’re taking a break from remote work or winding down after a long day, the porch with fireplace is the perfect spot to gather with friends and family, while enjoying the breathtaking views. Speaking of views, nearly every room in this home offers captivating waterviews, allowing you to fully immerse yourself in the natural splendor that surrounds you. Outdoor activities abound, with opportunities for golfing and tennis at the nearby country club, as well as swimming, fishing, and kayaking right from your own backyard. This property also presents an excellent opportunity for a bed and breakfast, with its spacious layout creating an inviting retreat for guests. Immerse yourself in the tranquility and natural beauty of this incredible waterfront home, and experience a lifestyle that seamlessly combines luxury, comfort, and the wonders of nature. This home also features an expansive great room, multiple fireplaces, a theatre room, a gym and has potential for an inground pool and pickleball court. Truly a gem of the North Fork! 30
      Cutchogue, NY 11935
      $3,399,000
      7 Bedrooms 6 Full Baths 4 Half Baths
      Single Family For Sale ML# 3549432
      Escape to paradise at this stunning waterfront home nestled on 8.9 acres of land along West Creek, providing access to the beautiful Peconic Bay. This remarkable property offers deeded beach rights just steps away and is situated in a serene setting that is simply irresistible. With seven generously-sized bedrooms, each featuring its own private ensuite bathroom, there is plenty of space for relaxation and privacy. The culinary kitchen is a chef’s dream, boasting a spacious layout that is perfect for entertaining. In addition, the property features a 32-foot indoor pool, complete with an exhilarating water park slide and a soothing hot tub, ensuring year-round entertainment. Whether you’re taking a break from remote work or winding down after a long day, the porch with fireplace is the perfect spot to gather with friends and family, while enjoying the breathtaking views. Speaking of views, nearly every room in this home offers captivating waterviews, allowing you to fully immerse yourself in the natural splendor that surrounds you. Outdoor activities abound, with opportunities for golfing and tennis at the nearby country club, as well as swimming, fishing, and kayaking right from your own backyard. This property also presents an excellent opportunity for a bed and breakfast, with its spacious layout creating an inviting retreat for guests. Immerse yourself in the tranquility and natural beauty of this incredible waterfront home, and experience a lifestyle that seamlessly combines luxury, comfort, and the wonders of nature. This home also features an expansive great room, multiple fireplaces, a theatre room, a gym and has potential for an inground pool and pickleball court. Truly a gem of the North Fork!
      Presented By: Engel & Volkers North Fork  631-298-7953
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Iconic 1800s Barn with Modern Flair! This mid-1800s barn offers a rare opportunity to own a piece of North Fork’s rich history. Set on nearly 2.5 acres the property is a private sanctuary, featuring a lush natural perimeter of Skip Laurel and towering 16’ Leyland hedges, offering serene views and complete privacy. The barn is ready for expansion, presenting endless possibilities for customization. Bordering protected land, the property guarantees open, unspoiled views that will remain for years to come. Located in the charming hamlet of Cutchogue, minutes from the region’s best wineries, beaches, restaurants, and farmstands, this one of a kind home offers an idyllic escape. Don’t miss your chance to own this timeless North Fork treasure. 30
      Cutchogue, NY 11935
      $2,800,000
      2 Bedrooms 1 Full Bath
      Single Family For Sale ML# 3584002
      Iconic 1800s Barn with Modern Flair! This mid-1800s barn offers a rare opportunity to own a piece of North Fork’s rich history. Set on nearly 2.5 acres the property is a private sanctuary, featuring a lush natural perimeter of Skip Laurel and towering 16’ Leyland hedges, offering serene views and complete privacy. The barn is ready for expansion, presenting endless possibilities for customization. Bordering protected land, the property guarantees open, unspoiled views that will remain for years to come. Located in the charming hamlet of Cutchogue, minutes from the region’s best wineries, beaches, restaurants, and farmstands, this one of a kind home offers an idyllic escape. Don’t miss your chance to own this timeless North Fork treasure.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Stunning New Construction! Discover modern luxury in this beautifully designed barn-style home on Bridge Lane. Featuring striking vaulted ceilings that create an expansive sense of space, complemented by elegant, exposed beams that add rustic charm and architectural interest. Perfectly blending contemporary comfort with timeless style, this home offers a unique living experience where craftsmanship meets sophistication. Situated on an acre with extensive landscaping, this home includes a 18x36 heated, saltwater pool with automatic pool cover, surrounded by Napa Stone. Light-filled custom gourmet kitchen with GE Monogram appliances, marble countertops and striking fixtures. Primary suites on both the first and second floors. Living room includes a ventless electric fireplace. Full basement with walkout, can easily be finished. Amazing location in the heart of the Oregon Road Trail! 36
      Cutchogue, NY 11935
      $2,050,000
      4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 3400.00:# Square Feet
      Single Family For Sale ML# 3567804
      Stunning New Construction! Discover modern luxury in this beautifully designed barn-style home on Bridge Lane. Featuring striking vaulted ceilings that create an expansive sense of space, complemented by elegant, exposed beams that add rustic charm and architectural interest. Perfectly blending contemporary comfort with timeless style, this home offers a unique living experience where craftsmanship meets sophistication. Situated on an acre with extensive landscaping, this home includes a 18x36 heated, saltwater pool with automatic pool cover, surrounded by Napa Stone. Light-filled custom gourmet kitchen with GE Monogram appliances, marble countertops and striking fixtures. Primary suites on both the first and second floors. Living room includes a ventless electric fireplace. Full basement with walkout, can easily be finished. Amazing location in the heart of the Oregon Road Trail!
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Stunning New Construction! Discover modern luxury in this beautifully designed barn-style home on Bridge Lane. Featuring striking vaulted ceilings that create an expansive sense of space, complemented by elegant, exposed beams that add rustic charm and architectural interest. Perfectly blending contemporary comfort with timeless style, this home offers a unique living experience where craftsmanship meets sophistication. Situated on an acre with extensive landscaping, this home includes a 18x36 heated, saltwater pool with automatic pool cover, surrounded by Napa Stone. Light-filled custom gourmet kitchen with GE Monogram appliances, marble countertops and striking fixtures. Primary suites on both the first and second floors. Full basement with walkout can easily be finished. Amazing location in the heart of the Oregon Road Trail! 33
      Cutchogue, NY 11935
      $1,995,000
      4 Bedrooms 4 Full Baths Sq. Ft. 3100.00:# Square Feet
      Single Family For Sale ML# 3567805
      Stunning New Construction! Discover modern luxury in this beautifully designed barn-style home on Bridge Lane. Featuring striking vaulted ceilings that create an expansive sense of space, complemented by elegant, exposed beams that add rustic charm and architectural interest. Perfectly blending contemporary comfort with timeless style, this home offers a unique living experience where craftsmanship meets sophistication. Situated on an acre with extensive landscaping, this home includes a 18x36 heated, saltwater pool with automatic pool cover, surrounded by Napa Stone. Light-filled custom gourmet kitchen with GE Monogram appliances, marble countertops and striking fixtures. Primary suites on both the first and second floors. Full basement with walkout can easily be finished. Amazing location in the heart of the Oregon Road Trail!
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • A stylish, fully renovated ranch with soaring vaulted ceilings, featuring 4 bedrooms and 3 full baths. The generous open living space is highlighted by a gas fireplace, beautiful hardwood floors, and two large sliding doors leading out to the deck. The finished basement adds versatility to the floor plan. The home is complemented by a beautiful fenced-in yard and a brand-new heated saltwater pool. Perfect central location on the North Fork, minutes to beaches, wineries, shops, restaurants and Jitney. 15 minutes to Greenport and 25 minutes to the expressway and Westhampton. 23
      Cutchogue, NY 11935
      $1,495,000
      4 Bedrooms 3 Full Baths Sq. Ft. 2430.00:# Square Feet
      Single Family For Sale ML# 3576583
      A stylish, fully renovated ranch with soaring vaulted ceilings, featuring 4 bedrooms and 3 full baths. The generous open living space is highlighted by a gas fireplace, beautiful hardwood floors, and two large sliding doors leading out to the deck. The finished basement adds versatility to the floor plan. The home is complemented by a beautiful fenced-in yard and a brand-new heated saltwater pool. Perfect central location on the North Fork, minutes to beaches, wineries, shops, restaurants and Jitney. 15 minutes to Greenport and 25 minutes to the expressway and Westhampton.
      Presented By: Compass Greater NY LLC  315-521-4669
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Surrounded by picturesque sprawling farms in a coveted North Fork area, 1030 Horseshoe Drive awaits, nestled on nearly an acre of land. This Cutchogue home is designed for both entertaining and everyday living, featuring an open floor plan with high ceilings and modern amenities throughout. Enjoy the spacious chef’s kitchen equipped with stainless steel appliances, ample cabinetry, a breakfast bar, and sliding glass doors leading to your yard. With four bedrooms, including a convenient downstairs guest suite with a full bath, this residence offers plenty of space for family and friends. Outside, the backyard is complete with a fenced in-ground pool and a bluestone patio set among beautiful landscaping-perfect for soaking up the serene surroundings. 20
      Cutchogue, NY 11935
      $1,465,000
      4 Bedrooms 3 Full Baths
      Single Family For Sale ML# 3581269
      Surrounded by picturesque sprawling farms in a coveted North Fork area, 1030 Horseshoe Drive awaits, nestled on nearly an acre of land. This Cutchogue home is designed for both entertaining and everyday living, featuring an open floor plan with high ceilings and modern amenities throughout. Enjoy the spacious chef’s kitchen equipped with stainless steel appliances, ample cabinetry, a breakfast bar, and sliding glass doors leading to your yard. With four bedrooms, including a convenient downstairs guest suite with a full bath, this residence offers plenty of space for family and friends. Outside, the backyard is complete with a fenced in-ground pool and a bluestone patio set among beautiful landscaping-perfect for soaking up the serene surroundings.
      Presented By: Compass Greater NY LLC  917-499-2824
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Welcome to the charming intersection of comfort and convenience at 1575 and 1925 Eugenes Road, Cutchogue NY, 11935! This newly renovated residence nestled in the heart of Cutchogue, boasts three spacious bedrooms and two full bathrooms, offering plenty of room to stretch out and make yourself at home. The outdoor area is a true highlight, with a spacious yard that’s perfect for outdoor activities. Advantage: The generous outdoor space provides the perfect backdrop for barbecues, garden parties, or simply enjoying a quiet evening under the stars. Benefit: You’ll enjoy countless hours of outdoor fun and relaxation in your own personal oasis. Nestled in the heart of Cutchogue, this property is more than just a house-it’s a community. The neighborhood offers a variety of local amenities, including parks, shopping centers, and dining options. Whether you’re in the mood for a leisurely stroll, a shopping spree, or a delicious meal out, everything you need is just a stone’s throw away. Come and discover the magic of 1575 and 11925 Eugenes Road, Cutchogue NY, 11935. Your dream home awaits! 16
      Cutchogue, NY 11935
      $1,350,000
      3 Bedrooms 2 Full Baths Sq. Ft. 1422.00:# Square Feet
      Single Family For Sale ML# 3572823
      Welcome to the charming intersection of comfort and convenience at 1575 and 1925 Eugenes Road, Cutchogue NY, 11935! This newly renovated residence nestled in the heart of Cutchogue, boasts three spacious bedrooms and two full bathrooms, offering plenty of room to stretch out and make yourself at home. The outdoor area is a true highlight, with a spacious yard that’s perfect for outdoor activities. Advantage: The generous outdoor space provides the perfect backdrop for barbecues, garden parties, or simply enjoying a quiet evening under the stars. Benefit: You’ll enjoy countless hours of outdoor fun and relaxation in your own personal oasis. Nestled in the heart of Cutchogue, this property is more than just a house-it’s a community. The neighborhood offers a variety of local amenities, including parks, shopping centers, and dining options. Whether you’re in the mood for a leisurely stroll, a shopping spree, or a delicious meal out, everything you need is just a stone’s throw away. Come and discover the magic of 1575 and 11925 Eugenes Road, Cutchogue NY, 11935. Your dream home awaits!
      Presented By: Douglas Elliman Real Estate  631-298-8000
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Welcome to 455 Beebe Dr, a masterpiece of coastal elegance located in the heart of Cutchogue on the exclusive North Fork of Long Island. This exquisite 4-bedroom residence, fully renovated in 2019, epitomizes high-end living with its blend of timeless sophistication and modern luxury, offering unparalleled access to Southold beaches and just a short stroll from East Creek. Upon entry, the grandeur of the two-story foyer immediately captivates, setting a refined tone for the rest of the home. The professionally designed custom kitchen is a chef’s dream, featuring stainless steel appliances, stunning finishes, and a built-in breakfast nook, all thoughtfully designed for both style and functionality. The expansive living room, anchored by a striking wood-burning fireplace, with the adjoining formal dining room creates the perfect space for sophisticated entertaining. Rich wood flooring runs throughout, accentuating the home’s tasteful decor. The first-floor laundry room and attached 1-car garage add to the home’s convenience. Upstairs, the opulent master suite is a sanctuary of relaxation, complete with a luxurious double shower, spacious walk-in closet, and designer fixtures that exude elegance. The home boasts 3.5 beautifully appointed bathrooms, each meticulously crafted to reflect the finest in design. The fully finished basement offers a high-end private gym, custom-built wine storage, and additional living space, perfect for a lifestyle of leisure and entertainment. Step outside into your private oasis, where the stone patio and expertly landscaped grounds are designed for grand outdoor entertaining. Mature privacy hedges and lush greenery create an intimate atmosphere, while proximity to a kayak/paddle board launch and park district beach rights enhance the luxurious outdoor living experience. Every detail of this meticulously maintained home has been thoughtfully curated to offer the pinnacle of luxury living. Move-in ready and flawless in its execution, 455 Beebe Dr represents the highly sought after experience of North Fork living, a must-see for those seeking an extraordinary lifestyle in one of Long Island’s most exclusive locations. 36
      Cutchogue, NY 11935
      $1,299,999
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 2850.00:# Square Feet
      Single Family For Sale ML# 3585962
      Welcome to 455 Beebe Dr, a masterpiece of coastal elegance located in the heart of Cutchogue on the exclusive North Fork of Long Island. This exquisite 4-bedroom residence, fully renovated in 2019, epitomizes high-end living with its blend of timeless sophistication and modern luxury, offering unparalleled access to Southold beaches and just a short stroll from East Creek. Upon entry, the grandeur of the two-story foyer immediately captivates, setting a refined tone for the rest of the home. The professionally designed custom kitchen is a chef’s dream, featuring stainless steel appliances, stunning finishes, and a built-in breakfast nook, all thoughtfully designed for both style and functionality. The expansive living room, anchored by a striking wood-burning fireplace, with the adjoining formal dining room creates the perfect space for sophisticated entertaining. Rich wood flooring runs throughout, accentuating the home’s tasteful decor. The first-floor laundry room and attached 1-car garage add to the home’s convenience. Upstairs, the opulent master suite is a sanctuary of relaxation, complete with a luxurious double shower, spacious walk-in closet, and designer fixtures that exude elegance. The home boasts 3.5 beautifully appointed bathrooms, each meticulously crafted to reflect the finest in design. The fully finished basement offers a high-end private gym, custom-built wine storage, and additional living space, perfect for a lifestyle of leisure and entertainment. Step outside into your private oasis, where the stone patio and expertly landscaped grounds are designed for grand outdoor entertaining. Mature privacy hedges and lush greenery create an intimate atmosphere, while proximity to a kayak/paddle board launch and park district beach rights enhance the luxurious outdoor living experience. Every detail of this meticulously maintained home has been thoughtfully curated to offer the pinnacle of luxury living. Move-in ready and flawless in its execution, 455 Beebe Dr represents the highly sought after experience of North Fork living, a must-see for those seeking an extraordinary lifestyle in one of Long Island’s most exclusive locations.
      Presented By: Realty Connect USA L I Inc  631-881-5160
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
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