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Selected Area(s): Southold (60)
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  • A singular opportunity to acquire 22.20 contiguous acres on the Peconic Bay, offering 470 feet of premier bayfront and a private sandy beach. More than 10 acres are planted with mature vines producing an impressive range of grape varietals, including Pinot Noir, Merlot, Cabernet Franc, Malbec, Petit Verdot, Sauvignon Blanc, Chardonnay, and Gruner Veltliner. Development rights are intact, allowing for future potential.At the southern edge, a 4, 200 sq. ft. waterfront residence captures sweeping bay views, while the northern boundary along Main Road features a 2, 500 sq. ft. home. The north section also includes a series of barns and farm buildings, providing ample agricultural and operational versatility.Zoned R-80 with an Agricultural District exception, this property allows for large-lot residential zoning with the flexibility of active agricultural use. R-80 zoning is intended to preserve Southold Town’s rural character by maintaining spacious residential living and open land. The agricultural exception designation allows for expanded farm operations, including, but not limited to, processing and direct sale of farm products such as wine, jams, baked goods, and crops. In addition, the property offers residential subdivision possibilities, further enhancing its long-term value and potential.This incredible waterfront acreage, steeped in North Fork history, is ready for its next steward.
    $13,000,000
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    ML# :901915   A singular opportunity to acquire 22.20 contiguous acres on the Peconic Bay, offering 470 feet of premier bayfront and a private sandy beach. More than 10 acres are planted with mature vines producing an impressive range of grape varietals, including Pinot Noir, Merlot, Cabernet Franc, Malbec, Petit Verdot, Sauvignon Blanc, Chardonnay, and Gruner Veltliner. Development rights are intact, allowing for future potential.At the southern edge, a 4, 200 sq. ft. waterfront residence captures sweeping bay views, while the northern boundary along Main Road features a 2, 500 sq. ft. home. The north section also includes a series of barns and farm buildings, providing ample agricultural and operational versatility.Zoned R-80 with an Agricultural District exception, this property allows for large-lot residential zoning with the flexibility of active agricultural use. R-80 zoning is intended to preserve Southold Town’s rural character by maintaining spacious residential living and open land. The agricultural exception designation allows for expanded farm operations, including, but not limited to, processing and direct sale of farm products such as wine, jams, baked goods, and crops. In addition, the property offers residential subdivision possibilities, further enhancing its long-term value and potential.This incredible waterfront acreage, steeped in North Fork history, is ready for its next steward.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Compass Greater NY LLC  516-330-6086
  • Welcome to a stunning, one-of-a-kind waterfront home in the highly sought-after hamlet of Southold. This custom, new construction, modern residence is perfectly situated on Town Creek, featuring 160 feet of waterfront and expansive views of Peconic Bay. It includes a private 6’ x 20’ floating dock connected by an 82’ Trex catwalk. Constructed with meticulous attention to detail, this home is built to last. It boasts high-end structural integrity, energy-efficient elements, and luxurious finishes throughout its sleek, open-concept design, encompassing approximately 4, 500 square feet of living space. The residence is flooded with natural light and showcases architectural features such as floor-to-ceiling windows, floating staircases, a bluestone-covered patio, and a walk-out lower terrace. The modern custom kitchen is adorned with ceiling-height cabinetry, luxury appliances, marble countertops, and porcelain inlays. The great room is anchored by a gas fireplace surrounded by textured porcelain. The upper-level primary suite includes a private balcony, while the main-floor junior suite offers private access to the backyard. The lower level adds 2, 000 square feet for the new owners to personalize, along with a bonus space on the top floor. The offering is complete with mature landscaping and the potential for a water-facing pool. This residence is located in the heart of the North Fork, with close access to Founders Landing Beach, wineries, farm-to-table dining, and the vibrant town atmosphere.
    $9,275,000
    ›View details
    ML# :3587614   Welcome to a stunning, one-of-a-kind waterfront home in the highly sought-after hamlet of Southold. This custom, new construction, modern residence is perfectly situated on Town Creek, featuring 160 feet of waterfront and expansive views of Peconic Bay. It includes a private 6’ x 20’ floating dock connected by an 82’ Trex catwalk. Constructed with meticulous attention to detail, this home is built to last. It boasts high-end structural integrity, energy-efficient elements, and luxurious finishes throughout its sleek, open-concept design, encompassing approximately 4, 500 square feet of living space. The residence is flooded with natural light and showcases architectural features such as floor-to-ceiling windows, floating staircases, a bluestone-covered patio, and a walk-out lower terrace. The modern custom kitchen is adorned with ceiling-height cabinetry, luxury appliances, marble countertops, and porcelain inlays. The great room is anchored by a gas fireplace surrounded by textured porcelain. The upper-level primary suite includes a private balcony, while the main-floor junior suite offers private access to the backyard. The lower level adds 2, 000 square feet for the new owners to personalize, along with a bonus space on the top floor. The offering is complete with mature landscaping and the potential for a water-facing pool. This residence is located in the heart of the North Fork, with close access to Founders Landing Beach, wineries, farm-to-table dining, and the vibrant town atmosphere.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Douglas Elliman Real Estate  631-288-6244
  • Experience the epitome of luxury living in this modern new construction estate, a truly unique offering on the East End framed by breathtaking vineyard views. This newly constructed estate, spanning an impressive 7, 300 square feet, is a testament to meticulous craftsmanship and thoughtful design, where simplicity meets elegance. Upon arrival, you are greeted by a generous foyer leading to four luxurious ensuite guest bedrooms, each equipped with spa-inspired bathrooms, offering a haven of comfort. This level seamlessly flows into a side yard, featuring a covered patio and a heated gunite pool, offering sweeping views of manicured vineyards and farmland. A breezeway connects the side entry mudroom to a three-car garage, while the home’s three levels are easily accessed by a floating staircase or elevator. The top level is a hub for unforgettable gatherings, boasting a custom chef’s kitchen with creative seating and double islands. A cozy lounge area, adorned with a striking gas stone fireplace, complements this space. The expansive great room, complete with a grand dining area, features two sets of sliding doors that open to a wrap-around mahogany deck, framing the stunning vistas. The primary ensuite offers a private balcony, inviting fresh air and vineyard views, while the spa-inspired bathroom indulges with a soaking tub and double shower. Ample storage is provided in dual custom closets. The lower level hosts two additional bedrooms sharing a full bathroom, along with a versatile recreation space adaptable for a gym, studio, home theater, or wine storage. Steps from this area lead to the outside, connecting you with nature. Step outside to a 20’x 40’ heated saltwater gunite pool, surrounded by a bluestone perimeter for lounging and relaxation and a full bathroom, conveniently located near the patio. The expansive yard presents limitless possibilities, from a boutique vineyard to horse paddocks, tennis courts, or gardens for farm-to-table cuisine and with town permissions, a bed and breakfast making the potential for this property truly inspiring. Located just moments from the gorgeous Long Island Sound beaches and where luxury meets tranquility in the heart of wine country.
    $4,495,000
    ›View details
    ML# :885016   Experience the epitome of luxury living in this modern new construction estate, a truly unique offering on the East End framed by breathtaking vineyard views. This newly constructed estate, spanning an impressive 7, 300 square feet, is a testament to meticulous craftsmanship and thoughtful design, where simplicity meets elegance. Upon arrival, you are greeted by a generous foyer leading to four luxurious ensuite guest bedrooms, each equipped with spa-inspired bathrooms, offering a haven of comfort. This level seamlessly flows into a side yard, featuring a covered patio and a heated gunite pool, offering sweeping views of manicured vineyards and farmland. A breezeway connects the side entry mudroom to a three-car garage, while the home’s three levels are easily accessed by a floating staircase or elevator. The top level is a hub for unforgettable gatherings, boasting a custom chef’s kitchen with creative seating and double islands. A cozy lounge area, adorned with a striking gas stone fireplace, complements this space. The expansive great room, complete with a grand dining area, features two sets of sliding doors that open to a wrap-around mahogany deck, framing the stunning vistas. The primary ensuite offers a private balcony, inviting fresh air and vineyard views, while the spa-inspired bathroom indulges with a soaking tub and double shower. Ample storage is provided in dual custom closets. The lower level hosts two additional bedrooms sharing a full bathroom, along with a versatile recreation space adaptable for a gym, studio, home theater, or wine storage. Steps from this area lead to the outside, connecting you with nature. Step outside to a 20’x 40’ heated saltwater gunite pool, surrounded by a bluestone perimeter for lounging and relaxation and a full bathroom, conveniently located near the patio. The expansive yard presents limitless possibilities, from a boutique vineyard to horse paddocks, tennis courts, or gardens for farm-to-table cuisine and with town permissions, a bed and breakfast making the potential for this property truly inspiring. Located just moments from the gorgeous Long Island Sound beaches and where luxury meets tranquility in the heart of wine country.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Douglas Elliman Real Estate  631-288-6244
  • Attention Developers and Discerning Investors! Opportunity knocks with this 36-acre parcel, Development Rights in Tact, nestled in the heart of the North Fork. Ideally positioned along Arshamomack Creek with access to both County and Municipal roadways, this property offers a perfect setting for the development of either workforce housing, an exclusive residential enclave or a private estate. A generous tract of land within the R80 zone, allowing for 2-acre zoning. Close proximity to pristine beaches, renowned farmstands, and esteemed wineries. Bring your vision. (see attachments for more info.)
    $4,495,000
    ›View details
    ML# :3520399   Attention Developers and Discerning Investors! Opportunity knocks with this 36-acre parcel, Development Rights in Tact, nestled in the heart of the North Fork. Ideally positioned along Arshamomack Creek with access to both County and Municipal roadways, this property offers a perfect setting for the development of either workforce housing, an exclusive residential enclave or a private estate. A generous tract of land within the R80 zone, allowing for 2-acre zoning. Close proximity to pristine beaches, renowned farmstands, and esteemed wineries. Bring your vision. (see attachments for more info.)
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Compass Greater NY LLC  631-251-8644
  • Includes TWO lots totaling one residential waterfront lot with a preexisting two story house on 7 acres. The other is an additional vacant buildable lot available with nearly 2 acres. With 250 feet of private sandy beach, you’ll have endless opportunities. Explore a rich natural landscape with a dedicated nature trail, home to wild blueberries, cranberries, and beach plums, plus an osprey platform. The existing structure provides an exceptional site to build the custom home you’ve always envisioned.
    $3,900,000
    ›View details
    ML# :863319   Includes TWO lots totaling one residential waterfront lot with a preexisting two story house on 7 acres. The other is an additional vacant buildable lot available with nearly 2 acres. With 250 feet of private sandy beach, you’ll have endless opportunities. Explore a rich natural landscape with a dedicated nature trail, home to wild blueberries, cranberries, and beach plums, plus an osprey platform. The existing structure provides an exceptional site to build the custom home you’ve always envisioned.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Daniel Gale Sothebys Intl Rlty  631-298-0300
  • Welcome to your bespoke farmhouse retreat nestled in the serene beauty of the North Fork of Long Island. This custom-crafted home offers an unparalleled blend of luxury, comfort, and tranquility, enveloped by a meticulously designed landscape that creates a secluded oasis. Approaching the property, you’re greeted by a custom landscape package featuring Belgian block pathways, crushed pea gravel, and towering 20-ft established trees and shrubs, evoking a sense of timeless elegance and privacy. Exterior lighting gracefully illuminates the walkways and architectural details, while wall wash cove lighting on the masonry-covered porch casts a gentle glow over the pool area, inviting you to unwind in its serene ambiance. Step into the enclosed backyard to discover a sanctuary of relaxation and entertainment, complete with elegant blue stone paths, a spacious entertaining patio, and an in-pool lounge deck with dual umbrella stands. A mesmerizing masonry water feature adds a touch of sophistication, while the in-pool beverage bench ensures refreshments are always close at hand. The rear of the house has been thoughtfully designed with architectural elements that tell a captivating story from every angle, creating a visual masterpiece that complements the surrounding landscape. Approach the double entry wood doors to find an oversized masonry sitting porch, perfect for indulging in weekend morning coffee conversations or simply soaking in the tranquil surroundings. Inside, the home boasts luxurious amenities at every turn. Off the foyer, a large den with custom cabinetry provides a peaceful retreat, while the two-story living room serves as the heart of the home, anchored by a granite fireplace and bathed in natural light. The professional kitchen is a chef’s dream, featuring a Kohler pre-rinse faucet, a 45 inch workstation sink with sound deadening technology, and custom lighting that highlights the island and cabinet details. The open floor plan seamlessly flows into the dining space, offering stunning views of the yard, pool, and covered porch. A mudroom with slate plank floors and shoe lockers in the custom designed cabinetry leads to the laundry room, complete with a deep stainless steel sink, slide out laundry baskets for each of the four bedrooms and a pet washing station. The main floor suite boasts an elegant walk-in closet and a luxury bath fitted with a Toto washlet toilet, a freestanding soaking tub, and a roll-in shower. Upstairs, each bedroom offers ceiling details and attached bathrooms, while the custom open staircase leads to a finished basement featuring a movie theater, a home office space, and a beverage center. The walk-out basement opens to a covered cocktail patio and bluestone path leading to the pool deck. Located in a waterfront community with direct access to Goose Creek sandy beach, this home offers the ultimate retreat for those seeking luxury and tranquility on the North Fork. Don’t miss your chance to experience the epitome of North Fork living.
    $3,649,999
    ›View details
    ML# :872443   Welcome to your bespoke farmhouse retreat nestled in the serene beauty of the North Fork of Long Island. This custom-crafted home offers an unparalleled blend of luxury, comfort, and tranquility, enveloped by a meticulously designed landscape that creates a secluded oasis. Approaching the property, you’re greeted by a custom landscape package featuring Belgian block pathways, crushed pea gravel, and towering 20-ft established trees and shrubs, evoking a sense of timeless elegance and privacy. Exterior lighting gracefully illuminates the walkways and architectural details, while wall wash cove lighting on the masonry-covered porch casts a gentle glow over the pool area, inviting you to unwind in its serene ambiance. Step into the enclosed backyard to discover a sanctuary of relaxation and entertainment, complete with elegant blue stone paths, a spacious entertaining patio, and an in-pool lounge deck with dual umbrella stands. A mesmerizing masonry water feature adds a touch of sophistication, while the in-pool beverage bench ensures refreshments are always close at hand. The rear of the house has been thoughtfully designed with architectural elements that tell a captivating story from every angle, creating a visual masterpiece that complements the surrounding landscape. Approach the double entry wood doors to find an oversized masonry sitting porch, perfect for indulging in weekend morning coffee conversations or simply soaking in the tranquil surroundings. Inside, the home boasts luxurious amenities at every turn. Off the foyer, a large den with custom cabinetry provides a peaceful retreat, while the two-story living room serves as the heart of the home, anchored by a granite fireplace and bathed in natural light. The professional kitchen is a chef’s dream, featuring a Kohler pre-rinse faucet, a 45 inch workstation sink with sound deadening technology, and custom lighting that highlights the island and cabinet details. The open floor plan seamlessly flows into the dining space, offering stunning views of the yard, pool, and covered porch. A mudroom with slate plank floors and shoe lockers in the custom designed cabinetry leads to the laundry room, complete with a deep stainless steel sink, slide out laundry baskets for each of the four bedrooms and a pet washing station. The main floor suite boasts an elegant walk-in closet and a luxury bath fitted with a Toto washlet toilet, a freestanding soaking tub, and a roll-in shower. Upstairs, each bedroom offers ceiling details and attached bathrooms, while the custom open staircase leads to a finished basement featuring a movie theater, a home office space, and a beverage center. The walk-out basement opens to a covered cocktail patio and bluestone path leading to the pool deck. Located in a waterfront community with direct access to Goose Creek sandy beach, this home offers the ultimate retreat for those seeking luxury and tranquility on the North Fork. Don’t miss your chance to experience the epitome of North Fork living.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Century 21 Albertson Realty  631-765-3800
  • Compound with House, Barn and 70’ Deep Water Dock in Private Marina. Water views from the backyard, kitchen and second floor bedrooms. Nestled on secluded 2+ acres in the coveted Shellfisher Preserve association near Paradise Point. Private deeded beach located down a short pathway. Bonus Space with views: 1, 800 sqft detached post-and-beam barn has 3 car garage and studio space above. The property is flanked by a spectacular deep water, tidal lagoon, maintained by the Peconic Land Trust. A traditional style home custom built, ground up, one owner. Approved as 4 bedrooms, 3 upstairs and one possible bedroom downstairs. Sundecks with water views, large master suite, two wells with state of the art filtration system. Approved site plan for 20x40 pool. Rendering shows possible location for pool.
    $3,275,000
    ›View details
    ML# :3569738   Compound with House, Barn and 70’ Deep Water Dock in Private Marina. Water views from the backyard, kitchen and second floor bedrooms. Nestled on secluded 2+ acres in the coveted Shellfisher Preserve association near Paradise Point. Private deeded beach located down a short pathway. Bonus Space with views: 1, 800 sqft detached post-and-beam barn has 3 car garage and studio space above. The property is flanked by a spectacular deep water, tidal lagoon, maintained by the Peconic Land Trust. A traditional style home custom built, ground up, one owner. Approved as 4 bedrooms, 3 upstairs and one possible bedroom downstairs. Sundecks with water views, large master suite, two wells with state of the art filtration system. Approved site plan for 20x40 pool. Rendering shows possible location for pool.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Douglas Elliman Real Estate  631-354-8100
  • Stunning Waterfront Retreat w/ Modern Luxury on 4+ Private Acres. Experience serene luxury in this completely renovated home offering year-round views of Goose Creek and 250 feet of direct waterfront. Nestled on nearly 4.5 acres of pristine landscape, this private oasis is located in a highly desirable community with amenities including beach access, kayak storage, and docking. Designed for both relaxation and entertaining, the home features an open-concept layout with seamless indoor-outdoor flow. The gourmet kitchen is a chef’s dream, equipped with twin Bosch refrigerators, a Bosch dishwasher, ice maker, warming oven, and a Bertazzoni 6-burner stove/grill. Custom mission-style cabinets by Legacy and elegant white quartz countertops elevate the space. The bathrooms have been tastefully updated with designer finishes, while the interior boasts clean lines and sophisticated design throughout. Step outside to enjoy your brand-new heated saltwater pool, surrounded by bluestone pathways and lush, professionally designed landscaping. Over 170 mature Green Giants, holly hedges, and crape myrtles provide both beauty and privacy. Water fountains placed throughout the grounds offer a tranquil, Zen-like atmosphere. Additional features include new decking with water views, enclosed outdoor shower with copper shower system and new fencing for added privacy. This is more than a home-it’s a lifestyle sanctuary, combining natural beauty, modern comfort, and high-end design in a breathtaking waterfront setting. Enjoy benefits of living on the water without being in a flood zone!
    $3,258,000
    ›View details
    ML# :895635   Stunning Waterfront Retreat w/ Modern Luxury on 4+ Private Acres. Experience serene luxury in this completely renovated home offering year-round views of Goose Creek and 250 feet of direct waterfront. Nestled on nearly 4.5 acres of pristine landscape, this private oasis is located in a highly desirable community with amenities including beach access, kayak storage, and docking. Designed for both relaxation and entertaining, the home features an open-concept layout with seamless indoor-outdoor flow. The gourmet kitchen is a chef’s dream, equipped with twin Bosch refrigerators, a Bosch dishwasher, ice maker, warming oven, and a Bertazzoni 6-burner stove/grill. Custom mission-style cabinets by Legacy and elegant white quartz countertops elevate the space. The bathrooms have been tastefully updated with designer finishes, while the interior boasts clean lines and sophisticated design throughout. Step outside to enjoy your brand-new heated saltwater pool, surrounded by bluestone pathways and lush, professionally designed landscaping. Over 170 mature Green Giants, holly hedges, and crape myrtles provide both beauty and privacy. Water fountains placed throughout the grounds offer a tranquil, Zen-like atmosphere. Additional features include new decking with water views, enclosed outdoor shower with copper shower system and new fencing for added privacy. This is more than a home-it’s a lifestyle sanctuary, combining natural beauty, modern comfort, and high-end design in a breathtaking waterfront setting. Enjoy benefits of living on the water without being in a flood zone!
    Open House: 08/23/2025 - 08/23/2025 | 12:00 PM - 01:30 PM | 5805 Main Bayview Rd, Southold, NY, 11971
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Douglas Elliman Real Estate  631-354-8100
  • Residential waterfront lot with a preexisting two story house. Imagine owning over 7 acres of pristine woodland in Peconic Dunes, your very own waterfront haven on the Long Island Sound. With 250 feet of private sandy beach, you’ll have endless opportunities for swimming, fishing, and soaking in incredible sunsets. Explore a rich natural landscape with a dedicated nature trail, home to wild blueberries, cranberries, and beach plums, plus an osprey platform. The existing structure provides an exceptional site to build the custom home you’ve always envisioned. Need more acreage? The lot behind this is also available for purchase (1.84 Acres). Tax Map #: 1000-058.00-01.00-002.002
    $3,200,000
    ›View details
    ML# :863292   Residential waterfront lot with a preexisting two story house. Imagine owning over 7 acres of pristine woodland in Peconic Dunes, your very own waterfront haven on the Long Island Sound. With 250 feet of private sandy beach, you’ll have endless opportunities for swimming, fishing, and soaking in incredible sunsets. Explore a rich natural landscape with a dedicated nature trail, home to wild blueberries, cranberries, and beach plums, plus an osprey platform. The existing structure provides an exceptional site to build the custom home you’ve always envisioned. Need more acreage? The lot behind this is also available for purchase (1.84 Acres). Tax Map #: 1000-058.00-01.00-002.002
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Daniel Gale Sothebys Intl Rlty  631-298-0300
  • 2-Acre Private Oasis with Custom To Be Built Luxury Home - Prime Location Near Town, Beaches & Vineyards! Discover the perfect blend of privacy, luxury and convenience with this exceptional 2-acre vacant lot, tucked away in a serene, secluded setting --- Yet just minutes from downtown, pristine beaches, and world-class vineyards, shopping and dining. Plans are in-place for a To Be Built custom estate, offering the rare opportunity to personalize your dream home to suit your lifestyle and taste. Whether your envisioning a peaceful year-round residence, a high-end vacation home or a lucrative investment property, this home offers it all. Your luxury escape awaits -custom build your forever home today! Photos shown are from an identical recently built house In Southold --- Easy To Preview.
    $2,999,000
    ›View details
    ML# :859020   2-Acre Private Oasis with Custom To Be Built Luxury Home - Prime Location Near Town, Beaches & Vineyards! Discover the perfect blend of privacy, luxury and convenience with this exceptional 2-acre vacant lot, tucked away in a serene, secluded setting --- Yet just minutes from downtown, pristine beaches, and world-class vineyards, shopping and dining. Plans are in-place for a To Be Built custom estate, offering the rare opportunity to personalize your dream home to suit your lifestyle and taste. Whether your envisioning a peaceful year-round residence, a high-end vacation home or a lucrative investment property, this home offers it all. Your luxury escape awaits -custom build your forever home today! Photos shown are from an identical recently built house In Southold --- Easy To Preview.
    Call Today: (631) 283-1000, or  Email: Gold Coast Homes & Estates
    MLS
    Presented by: Thomas J McCarthy Real Estate  631-765-5815
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