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Nassau Point Waterfront Estate. Along the shores of the Peconic Bay, where boats drift past the coveted coastline of Nassau Point, an exceptional sunset side waterfront estate quietly commands attention. Spanning 4.25 acres with more than 300 feet of private beach, this remarkable property offers a rare blend of privacy, presence, and North Fork coastal beauty. The nearly 10,000-square-foot main residence sits gracefully within the landscape, designed to celebrate both the surrounding water and the art of refined living. Sunlight pours through expansive windows, illuminating generous entertaining spaces and framing panoramic bay views that shift beautifully throughout the day into the evening. The home features eight bedrooms and eight and a half bathrooms, thoughtfully arranged to create both comfort and space. A private screening room, gym, and sauna offers relaxation and recreation. A separate guest cottage with two bedrooms and two bathrooms provides a welcoming retreat for your guests, creating the perfect balance of independence and hospitality. Outside encompasses every aspect of waterfront resort living, boating from your deep water dock, swimming in the gunite pool to playing tennis or catching shade in the pool house and dining seaside while watching the sunset. Combining extraordinary scale, exceptional waterfront frontage, and a setting that captures the spirit of the North Fork, this Nassau Point compound offers a rare opportunity to own a truly distinguished coastal retreat - ideal as a legacy property or an unforgettable seasonal escape.

10 Beds ⋅ 11 Baths ⋅ 1015559 MLS

Nassau Point Waterfront Estate. Along the shores of the Peconic Bay, where boats drift past the coveted coastline of Nassau Point, an exceptional sunset side waterfront estate quietly commands attention. Spanning 4.25 acres with more than 300 feet of private beach, this remarkable property offers a rare blend of privacy, presence, and North Fork coastal beauty. The nearly 10,000-square-foot main residence sits gracefully within the landscape, designed to celebrate both the surrounding water and the art of refined living. Sunlight pours through expansive windows, illuminating generous entertaining spaces and framing panoramic bay views that shift beautifully throughout the day into the evening. The home features eight bedrooms and eight and a half bathrooms, thoughtfully arranged to create both comfort and space. A private screening room, gym, and sauna offers relaxation and recreation. A separate guest cottage with two bedrooms and two bathrooms provides a welcoming retreat for your guests, creating the perfect balance of independence and hospitality. Outside encompasses every aspect of waterfront resort living, boating from your deep water dock, swimming in the gunite pool to playing tennis or catching shade in the pool house and dining seaside while watching the sunset. Combining extraordinary scale, exceptional waterfront frontage, and a setting that captures the spirit of the North Fork, this Nassau Point compound offers a rare opportunity to own a truly distinguished coastal retreat - ideal as a legacy property or an unforgettable seasonal escape.

1350 W Cove Road, Cutchogue

$8,250,000

Rarely does an opportunity of this magnitude surface on the North Fork - 44 contiguous acres of pristine, development-rights-intact land in the heart of Cutchogue, steps from the coveted Nassau Point Causeway Beach on Little Peconic Bay. This assemblage encompasses buildable terrain with sweeping sky and farmland vistas, coming to market at a pivotal moment in the North Fork's transformation into one of the East End's most sought-after locales. Full flexibility for a conservation subdivision, private estate, or boutique residential enclave, this is an end user, builder, or visionary's moment. The North Fork land market is moving - and properties of this scale, integrity, and proximity to the water do not wait.

1003778 MLS

Rarely does an opportunity of this magnitude surface on the North Fork - 44 contiguous acres of pristine, development-rights-intact land in the heart of Cutchogue, steps from the coveted Nassau Point Causeway Beach on Little Peconic Bay. This assemblage encompasses buildable terrain with sweeping sky and farmland vistas, coming to market at a pivotal moment in the North Fork's transformation into one of the East End's most sought-after locales. Full flexibility for a conservation subdivision, private estate, or boutique residential enclave, this is an end user, builder, or visionary's moment. The North Fork land market is moving - and properties of this scale, integrity, and proximity to the water do not wait.

3123 & 3595 Skunk Lane, Cutchogue

$5,925,000

Cutchogue Showstopper. Perched atop a 55-foot bluff overlooking the Long Island Sound, this extraordinary Barnes Coy designed waterfront home offers rare architectural pedigree and an unrepeatable setting. Designed by Barnes Coy Architects, the award-winning firm known for some of the East End’s most distinctive modern residences, this 4,200 SF jewel box estate is set within a private neighborhood with its own park and private stairs to the beach. Filled with natural light and premium finishes, the home features polished limestone floors with radiant heat, two primary ensuite bedrooms with ample closet space, smart home technology controlling lights, blinds, temperature, and front gate; solar panels for energy efficiency, and a full-house generator. The lower level with full bath offers flexible space for a media room, gym, office, or guest overflow. An attached two-car garage is also included. Outside, a heated saltwater gunite pool, hot tub, 1000 sf rooftop deck, firepit, and back lawn create an exceptional waterfront setting for entertaining or quiet enjoyment. Enjoy breathtaking sunsets from the rooftop deck or pool, practice yoga with wide water views, or watch seals gather on the rocks below. An outdoor shower with interior and exterior access adds ease after the beach or pool, and there is room to create an outdoor dining and kitchen area. A truly architecturally significant North Fork offering with exceptional water views, spectacular sunsets, privacy, and a setting that simply cannot be recreated.

4 Beds ⋅ 5 Baths ⋅ 972084 MLS

Cutchogue Showstopper. Perched atop a 55-foot bluff overlooking the Long Island Sound, this extraordinary Barnes Coy designed waterfront home offers rare architectural pedigree and an unrepeatable setting. Designed by Barnes Coy Architects, the award-winning firm known for some of the East End’s most distinctive modern residences, this 4,200 SF jewel box estate is set within a private neighborhood with its own park and private stairs to the beach. Filled with natural light and premium finishes, the home features polished limestone floors with radiant heat, two primary ensuite bedrooms with ample closet space, smart home technology controlling lights, blinds, temperature, and front gate; solar panels for energy efficiency, and a full-house generator. The lower level with full bath offers flexible space for a media room, gym, office, or guest overflow. An attached two-car garage is also included. Outside, a heated saltwater gunite pool, hot tub, 1000 sf rooftop deck, firepit, and back lawn create an exceptional waterfront setting for entertaining or quiet enjoyment. Enjoy breathtaking sunsets from the rooftop deck or pool, practice yoga with wide water views, or watch seals gather on the rocks below. An outdoor shower with interior and exterior access adds ease after the beach or pool, and there is room to create an outdoor dining and kitchen area. A truly architecturally significant North Fork offering with exceptional water views, spectacular sunsets, privacy, and a setting that simply cannot be recreated.

445 Glen Court, Cutchogue

$5,699,000

This premium North Fork land comprised of 33 acres, spanning two highly desirable locations, creates a unique acquisition opportunity with development rights intact. Capturing the true essence of the North Fork and nestled in a picturesque location, this property boasts a beautiful vineyard, perfect for wine enthusiasts and investors alike. The vineyard is well established and features a variety of mature grape varietals that thrive with the North Fork's climate and soil conditions. Whether you are a wine connoisseur or aspiring winemaker, this vineyard presents an incredible chance to cultivate and produce your own high-quality wines. In addition to the vineyard, the property features a spacious 2,500 square foot tasting room. This tastefully designed and well-appointed space welcomes visitors with its high ceilings and large windows that provide breathtaking views of the surrounding landscape. The abundance of natural light creates a warm and inviting ambiance, making it the perfect setting for wine tastings, weddings, private events, and gatherings. This offering also includes a a 3,500 square foot fully climate controlled wine cellar with 35' ceilings, 13 fermentation tanks, 30 French Oak barrels and a full bottling line. This property also features a 1,500 square foot retail shop with showcase laboratory and crush pad to give tour-goers the ultimate experience. Overall, this prime land on the North with development rights intact, a beautiful vineyard, and a spacious tasting room offers a unique and enticing package for those looking to enter or expand in the wine industry with excellent potential for growth or as an ideal investment property. BOTH PARCELS CAN BE SUBDIVIDED

L3547111 MLS

This premium North Fork land comprised of 33 acres, spanning two highly desirable locations, creates a unique acquisition opportunity with development rights intact. Capturing the true essence of the North Fork and nestled in a picturesque location, this property boasts a beautiful vineyard, perfect for wine enthusiasts and investors alike. The vineyard is well established and features a variety of mature grape varietals that thrive with the North Fork's climate and soil conditions. Whether you are a wine connoisseur or aspiring winemaker, this vineyard presents an incredible chance to cultivate and produce your own high-quality wines. In addition to the vineyard, the property features a spacious 2,500 square foot tasting room. This tastefully designed and well-appointed space welcomes visitors with its high ceilings and large windows that provide breathtaking views of the surrounding landscape. The abundance of natural light creates a warm and inviting ambiance, making it the perfect setting for wine tastings, weddings, private events, and gatherings. This offering also includes a a 3,500 square foot fully climate controlled wine cellar with 35' ceilings, 13 fermentation tanks, 30 French Oak barrels and a full bottling line. This property also features a 1,500 square foot retail shop with showcase laboratory and crush pad to give tour-goers the ultimate experience. Overall, this prime land on the North with development rights intact, a beautiful vineyard, and a spacious tasting room offers a unique and enticing package for those looking to enter or expand in the wine industry with excellent potential for growth or as an ideal investment property. BOTH PARCELS CAN BE SUBDIVIDED

18910 Middle Road, Cutchogue

$4,750,000

Set on nearly two private acres in Nassau Point, this brand-new, 8,500+ square-foot residence offers three levels of thoughtfully designed living space, just minutes from the North Fork’s finest beaches, vineyards, and farm stands. Inside, 10-foot ceilings and herringbone oak floors set an elegant tone from the moment of entry, while a wall of glass frames views of the stone patio beyond. The chef’s kitchen serves as a striking centerpiece, appointed with Sub-Zero and Wolf appliances, a 9-foot island, dual dishwashers, three wine refrigerators, and a hidden walk-in pantry. The space flows seamlessly into an open dining area and expansive great room anchored by a gas fireplace and floor-to-ceiling glass doors opening to more than 1,000 square feet of patio space. Six en-suite bedrooms with radiant-heated baths include two primary suites: one on the main level for convenient single-level living and a second upstairs featuring a spa-like bath and private 400-square-foot terrace. Designed for both entertaining and relaxation, the walk-out lower level features an interior cabana with a recreation room, wet bar, gym, sauna, and flexible bonus space ideal for a theater or wine cellar. Outdoors, a saltwater pool, outdoor shower, and room for a tennis court create a private resort-like setting. A whole-house generator, oversized walk-up attic, and three-car garage complete the residence. A rare combination of scale, quality, privacy, and location on the North Fork.

6 Beds ⋅ 9 Baths ⋅ 1051114 MLS

Set on nearly two private acres in Nassau Point, this brand-new, 8,500+ square-foot residence offers three levels of thoughtfully designed living space, just minutes from the North Fork’s finest beaches, vineyards, and farm stands. Inside, 10-foot ceilings and herringbone oak floors set an elegant tone from the moment of entry, while a wall of glass frames views of the stone patio beyond. The chef’s kitchen serves as a striking centerpiece, appointed with Sub-Zero and Wolf appliances, a 9-foot island, dual dishwashers, three wine refrigerators, and a hidden walk-in pantry. The space flows seamlessly into an open dining area and expansive great room anchored by a gas fireplace and floor-to-ceiling glass doors opening to more than 1,000 square feet of patio space. Six en-suite bedrooms with radiant-heated baths include two primary suites: one on the main level for convenient single-level living and a second upstairs featuring a spa-like bath and private 400-square-foot terrace. Designed for both entertaining and relaxation, the walk-out lower level features an interior cabana with a recreation room, wet bar, gym, sauna, and flexible bonus space ideal for a theater or wine cellar. Outdoors, a saltwater pool, outdoor shower, and room for a tennis court create a private resort-like setting. A whole-house generator, oversized walk-up attic, and three-car garage complete the residence. A rare combination of scale, quality, privacy, and location on the North Fork.

3360 Wunneweta Road, Cutchogue

$3,500,000

Waterfront Opportunity on the Long Island Sound! Discover the rare chance to own prime waterfront land on esteemed Oregon Road in Cutchogue, AKA the Sunniest spot in New York. Headlining 2.72 acres and over 183 feet of direct water frontage on the Long Island Sound. This exceptional property offers sweeping, unobstructed water views and the serenity of coastal living. Whether you envision a private estate, vacation retreat, or future development, this parcel provides endless potential. Enjoy breathtaking sunsets, gentle sea breezes, and a front-row seat to one of the most coveted shorelines in the region. A truly remarkable opportunity to build your dream home on the North Fork. Price is for land only.

929435 MLS

Waterfront Opportunity on the Long Island Sound! Discover the rare chance to own prime waterfront land on esteemed Oregon Road in Cutchogue, AKA the Sunniest spot in New York. Headlining 2.72 acres and over 183 feet of direct water frontage on the Long Island Sound. This exceptional property offers sweeping, unobstructed water views and the serenity of coastal living. Whether you envision a private estate, vacation retreat, or future development, this parcel provides endless potential. Enjoy breathtaking sunsets, gentle sea breezes, and a front-row seat to one of the most coveted shorelines in the region. A truly remarkable opportunity to build your dream home on the North Fork. Price is for land only.

6121 Oregon Road, Cutchogue

$3,300,000

Introducing Bay Breeze Veranda, a one-of-a-kind luxury custom build set within a coveted coastal enclave in one of the North Fork’s most desirable and high-value communities. Privately positioned on a shy one-acre corner lot in Cutchogue, this exceptional 5-bedroom, 6-bath residence captures the essence of refined coastal living with extraordinary attention to craftsmanship, scale, and design. From the moment you arrive, Bay Breeze Veranda makes a statement. Thoughtfully conceived for both sophisticated entertaining and effortless everyday living, the home blends timeless architectural character with elevated modern amenities and an unmistakable sense of place. The spacious interiors are filled with natural light and designed to create a seamless connection between indoors and out. Generous living spaces, beautifully appointed finishes, and custom details throughout reflect the quality and individuality of this exceptional residence. At the heart of the home, an upscale chef kitchen featuring custom cabinets, high-end appliances, quartz countertops and wine bar. Dramatic great room with custom stone fireplace. Luxurious first floor primary suite with ensuite bath and private access to a patio and backyard. An entry foyer, formal dining room, living room, laundry room and powder bathroom complete the first floor. Upstairs an additional 4 en-suite bedrooms provide comfort and privacy, while the 4 beautifully designed baths elevate the experience with a sense of understated luxury. Separate attic and storage space. Outside, the property becomes a private resort. A stunning in-ground swimming pool anchors the grounds, creating an idyllic setting for long summer afternoons, poolside entertaining, and quiet evenings beneath the stars. The shy one-acre corner parcel provides a rare combination of privacy, presence, and usable outdoor space. Ample room for a pool house or garden shed. Oversized 2 car garage and the lower level offers additional living space and can be finished to suit. Set within a highly sought-after coastal enclave, Bay Breeze Veranda is ideally positioned walking distance to the best Peconic Bay beaches and a marina, offering easy access to boating, swimming, fishing, paddle boarding, and the quintessential North Fork waterfront lifestyle. The surrounding area is celebrated for its beaches, vineyards, farm stands, restaurants, and charming village communities. Just 90 miles from New York City, and Hampton Jitney stops in Cutchogue. This is more than a custom home—it is a rare opportunity to own a truly distinctive property in one of the North Fork’s most coveted coastal settings. Bay Breeze Veranda — where custom luxury meets the coast. Unique, higher end custom home with spacious corner lot and privacy. To be built for 2027. Located on Dartmouth Place, off of 2105 Pequash.

5 Beds ⋅ 6 Baths ⋅ 1028703 MLS

Introducing Bay Breeze Veranda, a one-of-a-kind luxury custom build set within a coveted coastal enclave in one of the North Fork’s most desirable and high-value communities. Privately positioned on a shy one-acre corner lot in Cutchogue, this exceptional 5-bedroom, 6-bath residence captures the essence of refined coastal living with extraordinary attention to craftsmanship, scale, and design. From the moment you arrive, Bay Breeze Veranda makes a statement. Thoughtfully conceived for both sophisticated entertaining and effortless everyday living, the home blends timeless architectural character with elevated modern amenities and an unmistakable sense of place. The spacious interiors are filled with natural light and designed to create a seamless connection between indoors and out. Generous living spaces, beautifully appointed finishes, and custom details throughout reflect the quality and individuality of this exceptional residence. At the heart of the home, an upscale chef kitchen featuring custom cabinets, high-end appliances, quartz countertops and wine bar. Dramatic great room with custom stone fireplace. Luxurious first floor primary suite with ensuite bath and private access to a patio and backyard. An entry foyer, formal dining room, living room, laundry room and powder bathroom complete the first floor. Upstairs an additional 4 en-suite bedrooms provide comfort and privacy, while the 4 beautifully designed baths elevate the experience with a sense of understated luxury. Separate attic and storage space. Outside, the property becomes a private resort. A stunning in-ground swimming pool anchors the grounds, creating an idyllic setting for long summer afternoons, poolside entertaining, and quiet evenings beneath the stars. The shy one-acre corner parcel provides a rare combination of privacy, presence, and usable outdoor space. Ample room for a pool house or garden shed. Oversized 2 car garage and the lower level offers additional living space and can be finished to suit. Set within a highly sought-after coastal enclave, Bay Breeze Veranda is ideally positioned walking distance to the best Peconic Bay beaches and a marina, offering easy access to boating, swimming, fishing, paddle boarding, and the quintessential North Fork waterfront lifestyle. The surrounding area is celebrated for its beaches, vineyards, farm stands, restaurants, and charming village communities. Just 90 miles from New York City, and Hampton Jitney stops in Cutchogue. This is more than a custom home—it is a rare opportunity to own a truly distinctive property in one of the North Fork’s most coveted coastal settings. Bay Breeze Veranda — where custom luxury meets the coast. Unique, higher end custom home with spacious corner lot and privacy. To be built for 2027. Located on Dartmouth Place, off of 2105 Pequash.

2105 Pequash Avenue, Cutchogue

$3,200,000

Your North Fork Escape | Modern Coastal Living in Nassau Point 1355 Little Peconic Bay Road is a newly constructed 4,760 square foot residence in the coveted Nassau Point area of Cutchogue, offering refined North Fork living moments from Fisherman Beach and the shoreline of Little Peconic Bay. Set on over an acre, this modern coastal home combines scale, comfort, and high-end finishes in a prime Cutchogue location. This six-bedroom, six-and-a-half-bath home is designed for both scale and comfort. The main level centers on a dramatic double-height living room with approximately 18-foot ceilings and expansive windows that flood the space with natural light, creating an impressive yet welcoming setting for everyday living and entertaining. Adjacent is a chef's kitchen featuring custom walnut cabinetry, Taj Mahal quartzite countertops, and a walk-in pantry, combining elevated design with practical functionality. The bedroom layout is thoughtfully distributed across the home, providing flexibility for guests, multigenerational living, or dedicated office and hobby spaces. Each full bathroom is well proportioned for privacy and convenience, while a centrally located powder room serves the main living areas. Circulation and storage have been carefully considered, allowing for an easy flow between public and private spaces. A fully finished lower level adds approximately 2,575 ; square feet of additional living area, offering exceptional versatility. This level can accommodate extra bedrooms, a gym, media room, game room, or wellness and recreation spaces, expanding the home's potential for a variety of lifestyles. The outdoor environment is equally appealing. An 18 x 36 heated saltwater pool with an outdoor shower anchors the rear grounds, creating a focal point for summer living, relaxation, and entertaining. The property's generous lot size allows for both open lawn and more intimate areas for quiet retreat. Additional features include an oversized two-car garage with sufficient height to accommodate a car lift, offering flexibility for car enthusiasts or additional storage. Set within Nassau Point, this home is surrounded by some of the North Fork's most notable coastal scenery, with convenient access to bay beaches, boating, local vineyards, and farmstands. The location offers a balance of privacy, space, and proximity to the water, enhancing the property's appeal as a primary residence, weekend escape, or seasonal home. 1355 Little Peconic Bay Road represents a substantial, well-executed new construction opportunity in one of Cutchogue's most sought-after enclaves, combining modern amenities, thoughtful design, and a premier coastal setting on the North Fork.

6 Beds ⋅ 7 Baths ⋅ 1058733 MLS

Your North Fork Escape | Modern Coastal Living in Nassau Point 1355 Little Peconic Bay Road is a newly constructed 4,760 square foot residence in the coveted Nassau Point area of Cutchogue, offering refined North Fork living moments from Fisherman Beach and the shoreline of Little Peconic Bay. Set on over an acre, this modern coastal home combines scale, comfort, and high-end finishes in a prime Cutchogue location. This six-bedroom, six-and-a-half-bath home is designed for both scale and comfort. The main level centers on a dramatic double-height living room with approximately 18-foot ceilings and expansive windows that flood the space with natural light, creating an impressive yet welcoming setting for everyday living and entertaining. Adjacent is a chef's kitchen featuring custom walnut cabinetry, Taj Mahal quartzite countertops, and a walk-in pantry, combining elevated design with practical functionality. The bedroom layout is thoughtfully distributed across the home, providing flexibility for guests, multigenerational living, or dedicated office and hobby spaces. Each full bathroom is well proportioned for privacy and convenience, while a centrally located powder room serves the main living areas. Circulation and storage have been carefully considered, allowing for an easy flow between public and private spaces. A fully finished lower level adds approximately 2,575 ; square feet of additional living area, offering exceptional versatility. This level can accommodate extra bedrooms, a gym, media room, game room, or wellness and recreation spaces, expanding the home's potential for a variety of lifestyles. The outdoor environment is equally appealing. An 18 x 36 heated saltwater pool with an outdoor shower anchors the rear grounds, creating a focal point for summer living, relaxation, and entertaining. The property's generous lot size allows for both open lawn and more intimate areas for quiet retreat. Additional features include an oversized two-car garage with sufficient height to accommodate a car lift, offering flexibility for car enthusiasts or additional storage. Set within Nassau Point, this home is surrounded by some of the North Fork's most notable coastal scenery, with convenient access to bay beaches, boating, local vineyards, and farmstands. The location offers a balance of privacy, space, and proximity to the water, enhancing the property's appeal as a primary residence, weekend escape, or seasonal home. 1355 Little Peconic Bay Road represents a substantial, well-executed new construction opportunity in one of Cutchogue's most sought-after enclaves, combining modern amenities, thoughtful design, and a premier coastal setting on the North Fork.

1355 Little Peconic Bay Road, Cutchogue

$2,875,000

NEW WATERFRONT CONSTRUCTION Thoughtfully crafted and beautifully finished, this 4-bedroom, 5-bath custom waterfront home offers over 2,900 sq ft of elevated living space — a seamless blend of modern luxury and timeless coastal charm. Set in a peaceful, private location, it showcases stunning panoramic water views from nearly every room and effortless indoor-outdoor flow designed to embrace the natural surroundings and relaxed beach lifestyle. HIGHLIGHTS...4 spacious en suite bedrooms....5 bathrooms...2 light-filled living areas perfect for lounging or entertaining....Custom white oak cabinetry, vanities, and detailed millwork....White oak flooring throughout..... Chef’s kitchen....Sub-Zero refrigerator and wine fridge....Wolf stove....Sleek Dekton countertops....Expansive glass doors that open the kitchen to the outdoor living space with direct water views — perfect for hosting or unwinding by the shore....Second-floor outdoor lounge terrace overlooking the water....Separate garage with finished loft....Mahogany fencing....Professionally landscaped grounds. Located just minutes from the area’s best beaches, this brand-new waterfront home offers the ultimate combination of high-end design, natural beauty, and relaxed luxury living. The photos are virtually staged.

4 Beds ⋅ 5 Baths ⋅ 893733 MLS

NEW WATERFRONT CONSTRUCTION Thoughtfully crafted and beautifully finished, this 4-bedroom, 5-bath custom waterfront home offers over 2,900 sq ft of elevated living space — a seamless blend of modern luxury and timeless coastal charm. Set in a peaceful, private location, it showcases stunning panoramic water views from nearly every room and effortless indoor-outdoor flow designed to embrace the natural surroundings and relaxed beach lifestyle. HIGHLIGHTS...4 spacious en suite bedrooms....5 bathrooms...2 light-filled living areas perfect for lounging or entertaining....Custom white oak cabinetry, vanities, and detailed millwork....White oak flooring throughout..... Chef’s kitchen....Sub-Zero refrigerator and wine fridge....Wolf stove....Sleek Dekton countertops....Expansive glass doors that open the kitchen to the outdoor living space with direct water views — perfect for hosting or unwinding by the shore....Second-floor outdoor lounge terrace overlooking the water....Separate garage with finished loft....Mahogany fencing....Professionally landscaped grounds. Located just minutes from the area’s best beaches, this brand-new waterfront home offers the ultimate combination of high-end design, natural beauty, and relaxed luxury living. The photos are virtually staged.

6370 Skunk Lane, Cutchogue

$2,850,000

CHIC, SLEEK, AND COMPLETELY UNIQUE - This industrial chic modern hits every box. Open concept living, radiant heated concrete floors throughout. A floating fireplace and walls of glass bringing the outdoors straight into the everyday. The living space spills out to the private heated Gunite saltwater pool, expansive patio and outdoor shower - creating an indoor-outdoor flow that feels polished, relaxed, and spa-like. A covered patio provides space for al-fresco dining. With 4 bedrooms, 4.5 baths, a dedicated laundry room, and parking for 5 cars between the garage and carport, this property delivers an elevated design, completely unique to the North Fork on every level. Stroll to restaurants, farm stands, and into town. Easy in and out to NYC and surrounded by beaches and renowned vineyards!

4 Beds ⋅ 5 Baths ⋅ 984475 MLS

CHIC, SLEEK, AND COMPLETELY UNIQUE - This industrial chic modern hits every box. Open concept living, radiant heated concrete floors throughout. A floating fireplace and walls of glass bringing the outdoors straight into the everyday. The living space spills out to the private heated Gunite saltwater pool, expansive patio and outdoor shower - creating an indoor-outdoor flow that feels polished, relaxed, and spa-like. A covered patio provides space for al-fresco dining. With 4 bedrooms, 4.5 baths, a dedicated laundry room, and parking for 5 cars between the garage and carport, this property delivers an elevated design, completely unique to the North Fork on every level. Stroll to restaurants, farm stands, and into town. Easy in and out to NYC and surrounded by beaches and renowned vineyards!

2050 Depot Lane, Cutchogue

$2,795,000

Bucolic Cutchogue Compound. Set on iconic Oregon Road in Cutchogue, amongst farmstands and vineyards, this incredible 2 acre compound offers exactly the North Fork vibe everyone is looking for. The main house features 4 bedrooms and 3.5 bathrooms, opening out to a 20x44 in ground saltwater pool that quietly becomes the center of summer. Great flexible space throughout, generator ready, full basement, a 3 car garage and a separate studio with its own 4 car garage, giving you all the flexible space you need for guests, work, cars, or a full on creative or wellness setup. Minutes to beaches, restaurants, nature preserves, shopping, boating, and North Fork Country Club. Could be you!

4 Beds ⋅ 4 Baths ⋅ 995201 MLS

Bucolic Cutchogue Compound. Set on iconic Oregon Road in Cutchogue, amongst farmstands and vineyards, this incredible 2 acre compound offers exactly the North Fork vibe everyone is looking for. The main house features 4 bedrooms and 3.5 bathrooms, opening out to a 20x44 in ground saltwater pool that quietly becomes the center of summer. Great flexible space throughout, generator ready, full basement, a 3 car garage and a separate studio with its own 4 car garage, giving you all the flexible space you need for guests, work, cars, or a full on creative or wellness setup. Minutes to beaches, restaurants, nature preserves, shopping, boating, and North Fork Country Club. Could be you!

12950 Oregon Road, Cutchogue

$2,600,000

Cutchogue—17.5 acres of level, fertile land. Development rights intact. Agricultural potential and/or subdivision and other options. This property includes an 1800s farmhouse, a 2600 sf barn with horse stalls, water and electric, outbuildings, and 4.5 acres of vines planted in Merlot, Sauvignon Blanc and Riesling varitals. The manageable land size is suitable for an eco-friendly, entry level enterprise or additional acreage for an established owner looking to increase crop production. Suitable for but not limited to grape production. Opportunity abounds in this 17.5 acre, development rights intact property in Cutchogue, the sunniest place in New York State. REALLY! Central, accessible North Fork location. Bring your concept to life here.

994920 MLS

Cutchogue—17.5 acres of level, fertile land. Development rights intact. Agricultural potential and/or subdivision and other options. This property includes an 1800s farmhouse, a 2600 sf barn with horse stalls, water and electric, outbuildings, and 4.5 acres of vines planted in Merlot, Sauvignon Blanc and Riesling varitals. The manageable land size is suitable for an eco-friendly, entry level enterprise or additional acreage for an established owner looking to increase crop production. Suitable for but not limited to grape production. Opportunity abounds in this 17.5 acre, development rights intact property in Cutchogue, the sunniest place in New York State. REALLY! Central, accessible North Fork location. Bring your concept to life here.

35950 Main Road, Cutchogue

$2,600,000

Cutchogue Farmstead. Ideal North Fork location. This property includes the home, a 2600 sf barn with horse stalls, water and electric, outbuildings, and 4.5 acres of vines planted in Merlot, Sauvignon Blanc and Riesling varietals. This 1800's restored farmhouse is set on 17.5 acres of level, fertile land. Development rights are intact offering not only agricultural potential but also subdivision and other options. The farmstead's manageable land size is suitable for an eco-friendly, entry level enterprise and also offers additional acreage to an established owner looking to increase crop production. The 3BR, 2 BA farmhouse has a lovely, covered porch with a Western exposure, great for afternoon get-togethers. A patio with a pergola overlooks the planted vines. Opportunity abounds in this 17.5-acre, development rights intact property in Cutchogue, the sunniest place in New York State. REALLY! Central, accessible North Fork location. Bring your concept to life here.

3 Beds ⋅ 2 Baths ⋅ 994280 MLS

Cutchogue Farmstead. Ideal North Fork location. This property includes the home, a 2600 sf barn with horse stalls, water and electric, outbuildings, and 4.5 acres of vines planted in Merlot, Sauvignon Blanc and Riesling varietals. This 1800's restored farmhouse is set on 17.5 acres of level, fertile land. Development rights are intact offering not only agricultural potential but also subdivision and other options. The farmstead's manageable land size is suitable for an eco-friendly, entry level enterprise and also offers additional acreage to an established owner looking to increase crop production. The 3BR, 2 BA farmhouse has a lovely, covered porch with a Western exposure, great for afternoon get-togethers. A patio with a pergola overlooks the planted vines. Opportunity abounds in this 17.5-acre, development rights intact property in Cutchogue, the sunniest place in New York State. REALLY! Central, accessible North Fork location. Bring your concept to life here.

35950 Main Road, Cutchogue

$2,500,000

Sleek and thoughtfully executed, this contemporary build, designed by North Fork Modern Home, pairs a strong architectural point of view with a highly functional layout. High ceilings, polished concrete floors, and an expansive chef’s kitchen define the interior, while large openings draw in natural light and frame views of the beautifully composed backyard. The streamlined design is anchored by an open floor plan that connects the primary living, dining, and kitchen spaces, creating an easy flow for both everyday living and entertaining. A separate den and second-floor loft provide welcome separation for work, media, or quiet retreat when needed. Four ensuite bedrooms offer comfort and privacy for both residents and guests. Set on a shy acre with a sandy bay beach at the end of the street, the outdoor spaces are equally compelling, featuring a heated saltwater pool, expansive Ipe decking, and a covered dining area. Three of the four ensuite bedrooms offer direct access to the wraparound porch, which connects seamlessly to the home’s primary outdoor living spaces. The quality of materials and construction is evident throughout, reinforcing both form and function. Continuous poured concrete floors run throughout the home, creating a seamless, uninterrupted finish from room to room with no saddles or transitions. A two-car garage and substantial basement provide additional utility, storage, and flexibility. Located in the heart of Cutchogue, many of the North Fork’s best beaches, restaurants, wineries, and farm stands are just minutes away.

4 Beds ⋅ 5 Baths ⋅ 998965 MLS

Sleek and thoughtfully executed, this contemporary build, designed by North Fork Modern Home, pairs a strong architectural point of view with a highly functional layout. High ceilings, polished concrete floors, and an expansive chef’s kitchen define the interior, while large openings draw in natural light and frame views of the beautifully composed backyard. The streamlined design is anchored by an open floor plan that connects the primary living, dining, and kitchen spaces, creating an easy flow for both everyday living and entertaining. A separate den and second-floor loft provide welcome separation for work, media, or quiet retreat when needed. Four ensuite bedrooms offer comfort and privacy for both residents and guests. Set on a shy acre with a sandy bay beach at the end of the street, the outdoor spaces are equally compelling, featuring a heated saltwater pool, expansive Ipe decking, and a covered dining area. Three of the four ensuite bedrooms offer direct access to the wraparound porch, which connects seamlessly to the home’s primary outdoor living spaces. The quality of materials and construction is evident throughout, reinforcing both form and function. Continuous poured concrete floors run throughout the home, creating a seamless, uninterrupted finish from room to room with no saddles or transitions. A two-car garage and substantial basement provide additional utility, storage, and flexibility. Located in the heart of Cutchogue, many of the North Fork’s best beaches, restaurants, wineries, and farm stands are just minutes away.

1895 Pequash Avenue, Cutchogue

$2,500,000

Set amid the bucolic farmland of Cutchogue, this rare 37+ acre Agricultural Conservation property offers exceptional scale, mature vines, and agricultural versatility. Approximately 20 acres are planted with established vineyard varietals, with the balance open for additional plantings or other permitted agricultural uses, including equestrian or cattle. A compelling opportunity for a vineyard enthusiast, farmer, hobbyist, or those seeking a substantial piece of North Fork farmland to steward and shape over time. The property includes a 2,700-square-foot cedar agricultural barn and three operational wells, with an agricultural license in place. Highly visible from Main Road and conveniently located near Cutchogue's farms, vineyards, beaches, restaurants, and village amenities.

993359 MLS

Set amid the bucolic farmland of Cutchogue, this rare 37+ acre Agricultural Conservation property offers exceptional scale, mature vines, and agricultural versatility. Approximately 20 acres are planted with established vineyard varietals, with the balance open for additional plantings or other permitted agricultural uses, including equestrian or cattle. A compelling opportunity for a vineyard enthusiast, farmer, hobbyist, or those seeking a substantial piece of North Fork farmland to steward and shape over time. The property includes a 2,700-square-foot cedar agricultural barn and three operational wells, with an agricultural license in place. Highly visible from Main Road and conveniently located near Cutchogue's farms, vineyards, beaches, restaurants, and village amenities.

37025 Main Road, Cutchogue

$2,499,000

Vineyard Estate Living in the Heart of Cutchogue. Set on 2.44 private acres adjacent to a North Fork vineyard and a bucolic field, 1492 Skunk Lane offers the scale and flexibility of a country estate with the comfort and ease of modern living. A gracious New England-style covered porch and classic architecture create memorable curb appeal, while the interior unfolds with a welcoming flow designed for entertaining, working from home, and relaxed everyday living. With a new GAF roof installed Summer 2026, you're sure to spend comfortable days ahead with peace of mind. The entry foyer opens to a formal living room or dining room, and handsome library or home office with a gas fireplace. At the center of the home, the expansive eat-in kitchen provides generous counter space, abundant cabinetry and pantry storage, and an easy connection to the spacious great room. A second, wood burning, fireplace and access to the screened porch create an inviting setting for quiet evenings or gatherings overlooking the broad, verdant lawn. The main level also includes an en-suite guest bedroom, butler’s pantry, laundry and mudroom, and direct access to the oversized three-car garage. A private staircase leads to more than 700 square feet of finished bonus space with a powder room—ideal for a studio, private office, recreation room, or your personal crafts area. Upstairs, the serene primary suite features a private bath, extensive built-ins, ample closet space, and room to create a comfortable retreat. Two additional bedrooms share a Jack-and-Jill bath, while the third-floor mezzanine provides another quiet place to work, study, read, or create, together with access to substantial walk-up attic storage. The finished lower level further expands the home’s versatility with media and fitness areas, a bathroom, utility rooms, abundant storage, and convenient garage access. Outdoors, expansive and irrigated lawns, exceptional privacy, western exposure, and the adjoining vineyard create a peaceful backdrop for sunset entertaining. With ample room for a pool and additional outdoor living spaces, the property and the outdoor shower is equally suited to year-round resort-style living or a refined weekend retreat. Located minutes from Nassau Point’s Causeway Beach, Love Lane, farm stands, wineries, local shopping, and Greenport dining, 1492 Skunk Lane presents a distinctive opportunity to enjoy the beauty, space, and effortless lifestyle of the North Fork.

4 Beds ⋅ 5 Baths ⋅ 1028997 MLS

Vineyard Estate Living in the Heart of Cutchogue. Set on 2.44 private acres adjacent to a North Fork vineyard and a bucolic field, 1492 Skunk Lane offers the scale and flexibility of a country estate with the comfort and ease of modern living. A gracious New England-style covered porch and classic architecture create memorable curb appeal, while the interior unfolds with a welcoming flow designed for entertaining, working from home, and relaxed everyday living. With a new GAF roof installed Summer 2026, you're sure to spend comfortable days ahead with peace of mind. The entry foyer opens to a formal living room or dining room, and handsome library or home office with a gas fireplace. At the center of the home, the expansive eat-in kitchen provides generous counter space, abundant cabinetry and pantry storage, and an easy connection to the spacious great room. A second, wood burning, fireplace and access to the screened porch create an inviting setting for quiet evenings or gatherings overlooking the broad, verdant lawn. The main level also includes an en-suite guest bedroom, butler’s pantry, laundry and mudroom, and direct access to the oversized three-car garage. A private staircase leads to more than 700 square feet of finished bonus space with a powder room—ideal for a studio, private office, recreation room, or your personal crafts area. Upstairs, the serene primary suite features a private bath, extensive built-ins, ample closet space, and room to create a comfortable retreat. Two additional bedrooms share a Jack-and-Jill bath, while the third-floor mezzanine provides another quiet place to work, study, read, or create, together with access to substantial walk-up attic storage. The finished lower level further expands the home’s versatility with media and fitness areas, a bathroom, utility rooms, abundant storage, and convenient garage access. Outdoors, expansive and irrigated lawns, exceptional privacy, western exposure, and the adjoining vineyard create a peaceful backdrop for sunset entertaining. With ample room for a pool and additional outdoor living spaces, the property and the outdoor shower is equally suited to year-round resort-style living or a refined weekend retreat. Located minutes from Nassau Point’s Causeway Beach, Love Lane, farm stands, wineries, local shopping, and Greenport dining, 1492 Skunk Lane presents a distinctive opportunity to enjoy the beauty, space, and effortless lifestyle of the North Fork.

1492 Skunk Lane, Cutchogue

$2,300,000

Clad in cedar and built with meticulous attention to craftsmanship, this brand-new custom home sits proudly on a generous 0.59 acres, just moments from downtown Cutchogue. Timeless in design, the heart of the home is a striking open-concept kitchen with beautiful cabinetry, an oversized island, and seamless flow into a light-filled dining area overlooking the expansive backyard. The living room, anchored by a fireplace, features custom millwork and opens to a covered bluestone porch, creating an easy connection between indoor and outdoor living. First-floor highlights include a large primary suite with an ensuite bath and large closet, an additional ensuite guest bedroom and a laundry room. Upstairs, a spacious second primary ensuite and two additional ensuite guest bedrooms sit across from a very large recreation room, perfect for movies, gym or office. A two-car garage with heated floors adds both function and flexibility, while the full-height basement with egress offers future expansion potential. Located in the heart of the North Fork, just minutes from golf, farm stands, wineries, restaurants, schools, and many of the region’s most sought-after amenities.

5 Beds ⋅ 5 Baths ⋅ 994272 MLS

Clad in cedar and built with meticulous attention to craftsmanship, this brand-new custom home sits proudly on a generous 0.59 acres, just moments from downtown Cutchogue. Timeless in design, the heart of the home is a striking open-concept kitchen with beautiful cabinetry, an oversized island, and seamless flow into a light-filled dining area overlooking the expansive backyard. The living room, anchored by a fireplace, features custom millwork and opens to a covered bluestone porch, creating an easy connection between indoor and outdoor living. First-floor highlights include a large primary suite with an ensuite bath and large closet, an additional ensuite guest bedroom and a laundry room. Upstairs, a spacious second primary ensuite and two additional ensuite guest bedrooms sit across from a very large recreation room, perfect for movies, gym or office. A two-car garage with heated floors adds both function and flexibility, while the full-height basement with egress offers future expansion potential. Located in the heart of the North Fork, just minutes from golf, farm stands, wineries, restaurants, schools, and many of the region’s most sought-after amenities.

26745 Main Road, Cutchogue

$2,295,000

Set within the coveted enclave of Nassau Point, this exceptional 4,000-square-foot retreat offers privacy, timeless architecture, and an elevated North Fork lifestyle. Positioned on a shy acre with plenty of room for a pool, this beautifully designed home is crafted for effortless year-round living and entertaining. A dramatic Great Room with cathedral ceilings and wood floors anchors the residence, complemented by a chef’s kitchen, den, reading room, game room with wet bar, billiard room, wine cellar, and private second-floor primary suite with office. The home’s generous and versatile layout offers exceptional flexibility for separate guest quarters, extended living arrangements, or the potential for an owner-occupied accessory rental, subject to all applicable municipal approvals and permitting. Wraparound decks, lush gardens, a four-car garage, and full-house generator complete the property. Just moments from the Peconic Bay, residents enjoy access to private bay beaches and rights-of-way throughout the peninsula, with the opportunity to join the voluntary property owners association. A rare opportunity to own a refined private sanctuary in one of the North Fork’s most desirable communities.

4 Beds ⋅ 4 Baths ⋅ 1041399 MLS

Set within the coveted enclave of Nassau Point, this exceptional 4,000-square-foot retreat offers privacy, timeless architecture, and an elevated North Fork lifestyle. Positioned on a shy acre with plenty of room for a pool, this beautifully designed home is crafted for effortless year-round living and entertaining. A dramatic Great Room with cathedral ceilings and wood floors anchors the residence, complemented by a chef’s kitchen, den, reading room, game room with wet bar, billiard room, wine cellar, and private second-floor primary suite with office. The home’s generous and versatile layout offers exceptional flexibility for separate guest quarters, extended living arrangements, or the potential for an owner-occupied accessory rental, subject to all applicable municipal approvals and permitting. Wraparound decks, lush gardens, a four-car garage, and full-house generator complete the property. Just moments from the Peconic Bay, residents enjoy access to private bay beaches and rights-of-way throughout the peninsula, with the opportunity to join the voluntary property owners association. A rare opportunity to own a refined private sanctuary in one of the North Fork’s most desirable communities.

3980 Vanston Road, Cutchogue

$1,999,000

Cutchogue, North Fork - expired Trustee's permit to construct a single-family waterfront residence on superb soundfront lot with incredible Waterview and convenient location with access to all of the best of the North Fork.... Located north of Oregon Road, among the broad fields and vineyards is the site for the development of your North Fork dream home, with 100 feet on the sound and your own beach. Paved road, association beach access (private stairs permitted), water/electric at street. Sit down with your designer/architect and plan your future now - or acquire as an investment. Ass'n stairs to beach below a few doors away.

L3562073 MLS

Cutchogue, North Fork - expired Trustee's permit to construct a single-family waterfront residence on superb soundfront lot with incredible Waterview and convenient location with access to all of the best of the North Fork.... Located north of Oregon Road, among the broad fields and vineyards is the site for the development of your North Fork dream home, with 100 feet on the sound and your own beach. Paved road, association beach access (private stairs permitted), water/electric at street. Sit down with your designer/architect and plan your future now - or acquire as an investment. Ass'n stairs to beach below a few doors away.

895 Glen Court, Cutchogue

$1,995,000

Sound Front Sunsets - the views from this 4 bed 2 bath house are unrivaled. Breathtaking sunsets over the Long Island Sound. On a quiet cul-de-sac, this house has several different living spaces, taking advantage of the views and opening out to the gracious backyard - ideal for entertaining or just relaxing while you watch the boats sail past or take in another dreamlike sunset.

4 Beds ⋅ 2 Baths ⋅ 973814 MLS

Sound Front Sunsets - the views from this 4 bed 2 bath house are unrivaled. Breathtaking sunsets over the Long Island Sound. On a quiet cul-de-sac, this house has several different living spaces, taking advantage of the views and opening out to the gracious backyard - ideal for entertaining or just relaxing while you watch the boats sail past or take in another dreamlike sunset.

795 Glen Court, Cutchogue

$1,799,000

Welcome to The Waverly at Fleet’s Neck—one of Cutchogue’s most coveted coastal enclaves—where 275 Pinewood Road offers an exceptional opportunity to own in a high-value North Fork location with private beach rights to one of the finest stretches of shoreline on the North Fork. This captivating 6-bedroom, 4-bath residence, featuring new town water and a National Grid gas hookup, is ideally positioned on a beautiful property with a building permit already secured for a 16x32" heated saltwater pool. A highly desirable layout includes a private ground-floor primary bedroom suite complete with a full bathroom and a spacious den. An additional 5 bedrooms provide ample space for entertaining. The open floor plan features a spacious living room with a wood-burning fireplace, hardwood floors, and a formal dining room. Modern kitchen features new white shaker cabinets, quartz countertops and stainless steel appliances. A sun porch sitting room has sliding glass doors leading to the deck. A separate laundry room includes a new washer and dryer. An Attached garage and large basement offer room for expansion. Set in a premier neighborhood known for its coastal lifestyle, this home is just moments from pristine beaches, vineyards, farm stands, and everything that makes the North Fork special. Whether you’re seeking a year-round residence, weekend retreat, or investment in a sought-after beach community, this property delivers. A rare opportunity to secure your place in Fleet’s Neck—where lifestyle, location, and long-term value converge. Swim, kayak, and keep a motor boat at the Shagwong Marina all walking distance from your home. A brand new playground at Pequash Beach. Just 80 miles from New York City, and the Hampton Jitney stops right in Cutchogue. Mint condition home, photos and furniture in rooms are real - a great home to tour and make your own.

6 Beds ⋅ 4 Baths ⋅ 1038993 MLS

Welcome to The Waverly at Fleet’s Neck—one of Cutchogue’s most coveted coastal enclaves—where 275 Pinewood Road offers an exceptional opportunity to own in a high-value North Fork location with private beach rights to one of the finest stretches of shoreline on the North Fork. This captivating 6-bedroom, 4-bath residence, featuring new town water and a National Grid gas hookup, is ideally positioned on a beautiful property with a building permit already secured for a 16x32" heated saltwater pool. A highly desirable layout includes a private ground-floor primary bedroom suite complete with a full bathroom and a spacious den. An additional 5 bedrooms provide ample space for entertaining. The open floor plan features a spacious living room with a wood-burning fireplace, hardwood floors, and a formal dining room. Modern kitchen features new white shaker cabinets, quartz countertops and stainless steel appliances. A sun porch sitting room has sliding glass doors leading to the deck. A separate laundry room includes a new washer and dryer. An Attached garage and large basement offer room for expansion. Set in a premier neighborhood known for its coastal lifestyle, this home is just moments from pristine beaches, vineyards, farm stands, and everything that makes the North Fork special. Whether you’re seeking a year-round residence, weekend retreat, or investment in a sought-after beach community, this property delivers. A rare opportunity to secure your place in Fleet’s Neck—where lifestyle, location, and long-term value converge. Swim, kayak, and keep a motor boat at the Shagwong Marina all walking distance from your home. A brand new playground at Pequash Beach. Just 80 miles from New York City, and the Hampton Jitney stops right in Cutchogue. Mint condition home, photos and furniture in rooms are real - a great home to tour and make your own.

275 Pinewood Road, Cutchogue

$1,595,000

MIAMI MODERNISM MEETS THE NORTH FORK. Set on a spacious and private .60-acre hilltop parcel in coveted Nassau Point, this fully updated four-bedroom modernist ranch offers an unexpected departure from the ordinary. Its traditional exterior gives little indication of the sleek, light-filled interiors within—an independently conceived home with the confident glamour of Miami and the relaxed ease of Cutchogue. Individual design matters. Rather than repeating a familiar, cookie-cutter floor plan, this residence has an architectural identity all its own, expressed through gleaming white marble floors, clean lines, generously proportioned rooms and a seamless connection between indoor and outdoor living. The result feels distinctive, sophisticated and refreshingly personal. At the heart of the home is a spectacular chef’s kitchen designed for serious cooking and effortless entertaining. It opens to a private garden courtyard, creating an intimate setting for morning coffee, outdoor dining or summer evenings with friends, and an ideal location for a future pool. A comfortable den with fireplace leads to more than 600 square feet of decking, while the bright formal living and dining rooms provide gracious spaces for larger gatherings. Nearly 2,000 square feet of living space includes four bedrooms offering exceptional flexibility for overnight guests, working from home, fitness or creative pursuits. The expansive primary suite is a private retreat with a dedicated office area, large walk-in closet and sparkling marble bath. A guest bath and separate laundry room complete the main level, while the finished lower level provides valuable additional space for recreation, media or hobbies. An oversized two-car garage offers generous parking and storage. Just up the road from sublime Fisherman’s Beach, the property enjoys access to Nassau Point’s rights-of-way beaches and nearby Causeway Beach on the Peconic Bay. Spend the day swimming, kayaking, paddleboarding or boating, then return home for cocktails on the deck or dinner in the garden courtyard. Causeway Beach also offers a designated swimming area, summer lifeguards, picnic facilities, playground equipment, a basketball court and restrooms. This sought-after Cutchogue location places vineyards, farm stands, celebrated restaurants, local shops and the villages of the North Fork within easy reach. Private but never isolated, stylish without being conventional, this is a rare opportunity to experience the Nassau Point lifestyle in a home with a point of view all its own.

4 Beds ⋅ 2 Baths ⋅ 1053905 MLS

MIAMI MODERNISM MEETS THE NORTH FORK. Set on a spacious and private .60-acre hilltop parcel in coveted Nassau Point, this fully updated four-bedroom modernist ranch offers an unexpected departure from the ordinary. Its traditional exterior gives little indication of the sleek, light-filled interiors within—an independently conceived home with the confident glamour of Miami and the relaxed ease of Cutchogue. Individual design matters. Rather than repeating a familiar, cookie-cutter floor plan, this residence has an architectural identity all its own, expressed through gleaming white marble floors, clean lines, generously proportioned rooms and a seamless connection between indoor and outdoor living. The result feels distinctive, sophisticated and refreshingly personal. At the heart of the home is a spectacular chef’s kitchen designed for serious cooking and effortless entertaining. It opens to a private garden courtyard, creating an intimate setting for morning coffee, outdoor dining or summer evenings with friends, and an ideal location for a future pool. A comfortable den with fireplace leads to more than 600 square feet of decking, while the bright formal living and dining rooms provide gracious spaces for larger gatherings. Nearly 2,000 square feet of living space includes four bedrooms offering exceptional flexibility for overnight guests, working from home, fitness or creative pursuits. The expansive primary suite is a private retreat with a dedicated office area, large walk-in closet and sparkling marble bath. A guest bath and separate laundry room complete the main level, while the finished lower level provides valuable additional space for recreation, media or hobbies. An oversized two-car garage offers generous parking and storage. Just up the road from sublime Fisherman’s Beach, the property enjoys access to Nassau Point’s rights-of-way beaches and nearby Causeway Beach on the Peconic Bay. Spend the day swimming, kayaking, paddleboarding or boating, then return home for cocktails on the deck or dinner in the garden courtyard. Causeway Beach also offers a designated swimming area, summer lifeguards, picnic facilities, playground equipment, a basketball court and restrooms. This sought-after Cutchogue location places vineyards, farm stands, celebrated restaurants, local shops and the villages of the North Fork within easy reach. Private but never isolated, stylish without being conventional, this is a rare opportunity to experience the Nassau Point lifestyle in a home with a point of view all its own.

1000 Haywaters Road, Cutchogue

$1,590,000

Perfectly positioned in the sought-after Fairway Farms community, this spacious 3,200-square-foot residence enjoys peaceful views overlooking the golf course while offering the best of North Fork living. Set on a beautifully landscaped 0.93-acre property, this home is just minutes from the charming hamlet of New Suffolk, Pequash Beach, vineyards, marinas, farm stands, and acclaimed restaurants. Designed for both comfortable everyday living and effortless entertaining, the home features five bedrooms, four full bathrooms, hardwood floors throughout, two fireplaces, an inviting eat-in kitchen, and a formal dining room. Bathed in natural light, the expansive enclosed porch offers a bright and inviting space to relax, dine, or entertain while taking in the tranquil views of the surrounding grounds and picturesque golf course. With walls of windows and an airy, open feel, it serves as a seamless extension of the home's living space and is sure to become a favorite gathering space. Step outside to your private backyard retreat featuring a fenced, heated gunite saltwater pool surrounded by elegant bluestone patio—an ideal setting for summer entertaining or quiet afternoons overlooking the manicured fairways. Additional highlights include natural gas heat, four-zone heating, a Navien on-demand hot water system, public water, underground utilities, newer appliances, in-ground irrigation, and a walk-in attic with outstanding potential. Whether you're searching for a year-round residence or the perfect North Fork getaway, this exceptional Fairway Farms property combines generous living space, a premier golf course setting, and an unbeatable location close to beaches, boating, wineries, and everything that makes Cutchogue one of Long Island's most desirable destinations. This listing may include images that have been digitally altered or virtually staged.

5 Beds ⋅ 4 Baths ⋅ 1024427 MLS

Perfectly positioned in the sought-after Fairway Farms community, this spacious 3,200-square-foot residence enjoys peaceful views overlooking the golf course while offering the best of North Fork living. Set on a beautifully landscaped 0.93-acre property, this home is just minutes from the charming hamlet of New Suffolk, Pequash Beach, vineyards, marinas, farm stands, and acclaimed restaurants. Designed for both comfortable everyday living and effortless entertaining, the home features five bedrooms, four full bathrooms, hardwood floors throughout, two fireplaces, an inviting eat-in kitchen, and a formal dining room. Bathed in natural light, the expansive enclosed porch offers a bright and inviting space to relax, dine, or entertain while taking in the tranquil views of the surrounding grounds and picturesque golf course. With walls of windows and an airy, open feel, it serves as a seamless extension of the home's living space and is sure to become a favorite gathering space. Step outside to your private backyard retreat featuring a fenced, heated gunite saltwater pool surrounded by elegant bluestone patio—an ideal setting for summer entertaining or quiet afternoons overlooking the manicured fairways. Additional highlights include natural gas heat, four-zone heating, a Navien on-demand hot water system, public water, underground utilities, newer appliances, in-ground irrigation, and a walk-in attic with outstanding potential. Whether you're searching for a year-round residence or the perfect North Fork getaway, this exceptional Fairway Farms property combines generous living space, a premier golf course setting, and an unbeatable location close to beaches, boating, wineries, and everything that makes Cutchogue one of Long Island's most desirable destinations. This listing may include images that have been digitally altered or virtually staged.

2340 Fairway Drive, Cutchogue

$1,549,000

Welcome to The Vineyard House nestled between Peconic Bay Vineyard and East Creek—one of Cutchogue’s most coveted coastal enclaves—where 1541 Stillwater Avenue offers an exceptional opportunity to own in a high-value North Fork location. A short stroll leads to Pequash Beach, one of the finest stretches of bay shoreline on the North Fork. This transitional 4-bedroom, 3-full bath residence has been meticulously updated and is ideally positioned on a beautiful secluded property just shy of one acre, featuring stunning vineyard views, relaxing sunsets and room for a pool. The highly desirable layout features a skylit sunroom surrounded by nature, perfect for relaxation. The open floor plan features a spacious formal living room and library, with room for a piano, custom built in bookshelves and hardwood floors. A central dining room area leads to a separate den with a brick wood-burning fireplace and patio doors to a wrap around deck. Large, modern chef's kitchen with custom cabinetry, a separate pantry, wine bar, quartz countertops and luxury Wolf stove. A convenient ground-floor bedroom includes an updated full bathroom. Additionally, 3 bedrooms and 2 full bathrooms upstairs provide ample space for entertaining. Finished basement includes a media room, office space, and a separate laundry room. Attached 2 car garage and utilities room. The deck offers serenity surrounded by mature landscaping, privacy trees and a creek view that expands during the winter months. Set in a premier neighborhood known for its coastal lifestyle and award winning wines, this home is just moments from pristine beaches, vineyards, farm stands, and everything that makes the North Fork unique. Whether you’re seeking a year-round residence, weekend retreat, or investment in a sought-after beach and vineyard community, this property delivers. Swim, kayak, and keep a motor boat at the Shagwong Marina all within walking distance of your home. A brand new playground at Pequash Beach. Just 80 miles from New York City, and the Hampton Jitney stops right in Cutchogue. Mint condition home, photos and furniture in rooms are real - a great home to tour and make your next retreat.

4 Beds ⋅ 3 Baths ⋅ 1044048 MLS

Welcome to The Vineyard House nestled between Peconic Bay Vineyard and East Creek—one of Cutchogue’s most coveted coastal enclaves—where 1541 Stillwater Avenue offers an exceptional opportunity to own in a high-value North Fork location. A short stroll leads to Pequash Beach, one of the finest stretches of bay shoreline on the North Fork. This transitional 4-bedroom, 3-full bath residence has been meticulously updated and is ideally positioned on a beautiful secluded property just shy of one acre, featuring stunning vineyard views, relaxing sunsets and room for a pool. The highly desirable layout features a skylit sunroom surrounded by nature, perfect for relaxation. The open floor plan features a spacious formal living room and library, with room for a piano, custom built in bookshelves and hardwood floors. A central dining room area leads to a separate den with a brick wood-burning fireplace and patio doors to a wrap around deck. Large, modern chef's kitchen with custom cabinetry, a separate pantry, wine bar, quartz countertops and luxury Wolf stove. A convenient ground-floor bedroom includes an updated full bathroom. Additionally, 3 bedrooms and 2 full bathrooms upstairs provide ample space for entertaining. Finished basement includes a media room, office space, and a separate laundry room. Attached 2 car garage and utilities room. The deck offers serenity surrounded by mature landscaping, privacy trees and a creek view that expands during the winter months. Set in a premier neighborhood known for its coastal lifestyle and award winning wines, this home is just moments from pristine beaches, vineyards, farm stands, and everything that makes the North Fork unique. Whether you’re seeking a year-round residence, weekend retreat, or investment in a sought-after beach and vineyard community, this property delivers. Swim, kayak, and keep a motor boat at the Shagwong Marina all within walking distance of your home. A brand new playground at Pequash Beach. Just 80 miles from New York City, and the Hampton Jitney stops right in Cutchogue. Mint condition home, photos and furniture in rooms are real - a great home to tour and make your next retreat.

1541 Stillwater Avenue, Cutchogue

$1,499,000

790 Vanston Road is a meticulously maintained, spacious 1.5 story modified Cape set on a beautifully landscaped 0.65-acre lot in prestigious Nassau Point. This 3-bedroom, 3-bath home features a desirable first-floor primary suite, an open kitchen flowing seamlessly into the family room with a striking fireplace, creating the perfect setting for effortless entertaining. Separate living room, formal dining room, and bonus rooms galore provide flexibility for a home office, gym, or hobbies. Enjoy year-round living from the covered porch with radiant heat, host gatherings on the expansive patio, and take advantage of the generous yard, which offers plenty of room for a pool. Additional highlights include a 2-car garage, a partial house propane generator, and a full basement offering storage and future possibilities. New high-efficiency Reverse Osmosis (RO) water purification system and softener. Blending timeless coastal charm, thoughtful design, and an unparalleled setting, this is a rare opportunity to own a refined sanctuary in one of the North Fork’s most desirable and exclusive enclaves. Enjoy access to private bay beaches and rights-of-way providing water access to residents throughout the peninsula, along with the opportunity to join the voluntary community association.

3 Beds ⋅ 3 Baths ⋅ 1046222 MLS

790 Vanston Road is a meticulously maintained, spacious 1.5 story modified Cape set on a beautifully landscaped 0.65-acre lot in prestigious Nassau Point. This 3-bedroom, 3-bath home features a desirable first-floor primary suite, an open kitchen flowing seamlessly into the family room with a striking fireplace, creating the perfect setting for effortless entertaining. Separate living room, formal dining room, and bonus rooms galore provide flexibility for a home office, gym, or hobbies. Enjoy year-round living from the covered porch with radiant heat, host gatherings on the expansive patio, and take advantage of the generous yard, which offers plenty of room for a pool. Additional highlights include a 2-car garage, a partial house propane generator, and a full basement offering storage and future possibilities. New high-efficiency Reverse Osmosis (RO) water purification system and softener. Blending timeless coastal charm, thoughtful design, and an unparalleled setting, this is a rare opportunity to own a refined sanctuary in one of the North Fork’s most desirable and exclusive enclaves. Enjoy access to private bay beaches and rights-of-way providing water access to residents throughout the peninsula, along with the opportunity to join the voluntary community association.

790 Vanston Road, Cutchogue

$1,495,000

17525 County Rd. 48 (aka Middle Rd). Currently being used as a "tree farm", large farmhouse w/high ceilings, open living/dining area, craft room, den and office space. First floor full bath, full row of storage closets. Second floor offers large primary bedroom with high ceilings & 2 additional bedrooms, full bath. Inground pool, large patio area, huge accessory building with large overhead door, 2.06 acres (150 x 600) with partial irrigation zoned AC Agriculture Conservation (Residential). Endless possibilities with large outbuilding for the hobby enthusiast, country farmer or one looking for a serene lifestyle amongst the beautiful North Fork surroundings.

3 Beds ⋅ 2 Baths ⋅ 932413 MLS

17525 County Rd. 48 (aka Middle Rd). Currently being used as a "tree farm", large farmhouse w/high ceilings, open living/dining area, craft room, den and office space. First floor full bath, full row of storage closets. Second floor offers large primary bedroom with high ceilings & 2 additional bedrooms, full bath. Inground pool, large patio area, huge accessory building with large overhead door, 2.06 acres (150 x 600) with partial irrigation zoned AC Agriculture Conservation (Residential). Endless possibilities with large outbuilding for the hobby enthusiast, country farmer or one looking for a serene lifestyle amongst the beautiful North Fork surroundings.

17525 County Road 48, Cutchogue

$1,450,000

Set on 3.4 private acres bordering preserved farmland, this four-bedroom, 3.5-bath home offers a compelling balance of privacy, space, and convenience, ideally positioned between the amenities of Mattituck and the beaches, marinas, and restaurants of New Suffolk. The semi-open floor plan is warm and functional, anchored by a substantial fireplace, vaulted ceilings, and hardwood floors that run throughout. The spacious first-floor primary suite features a beautifully renovated bath and oversized closet, while the eat-in kitchen, dining area, and guest bedroom complete the main level. A fully finished lower level significantly expands the living space, offering a large secondary living room, additional guest accommodations, and excellent storage. Outside, the new 14x40 deck creates an effortless extension of the home, perfectly suited for indoor-outdoor entertaining and relaxed North Fork living.

4 Beds ⋅ 4 Baths ⋅ 1005646 MLS

Set on 3.4 private acres bordering preserved farmland, this four-bedroom, 3.5-bath home offers a compelling balance of privacy, space, and convenience, ideally positioned between the amenities of Mattituck and the beaches, marinas, and restaurants of New Suffolk. The semi-open floor plan is warm and functional, anchored by a substantial fireplace, vaulted ceilings, and hardwood floors that run throughout. The spacious first-floor primary suite features a beautifully renovated bath and oversized closet, while the eat-in kitchen, dining area, and guest bedroom complete the main level. A fully finished lower level significantly expands the living space, offering a large secondary living room, additional guest accommodations, and excellent storage. Outside, the new 14x40 deck creates an effortless extension of the home, perfectly suited for indoor-outdoor entertaining and relaxed North Fork living.

8579 New Suffolk Avenue, Cutchogue

$1,425,000

Fully renovated in 2018, this spacious ranch offers more than 2,600 square feet of comfortable, flexible living space and enjoys bucolic views across surrounding vineyard and farmland beyond. Located in a private neighborhood in the heart of Cutchogue, the property spans 0.70 acres with a serene pool, outdoor patio, custom exterior fire pit, with private community beach access is just a few hundred yards away. The home's generous proportions and easy layout lend themselves equally well to everyday living and entertaining, with vaulted ceilings, charm and personality that elevate a classic ranch. Thoughtfully updated and entirely move-in ready, it offers an appealing combination of space, convenience, and quintessential North Fork surroundings. Perfectly positioned in the center of the region, the property is just minutes from Sang Lee Farms, 8 Hands Farm, Love Lane, local vineyards, and many of the area's best amenities.

3 Beds ⋅ 3 Baths ⋅ 1045590 MLS

Fully renovated in 2018, this spacious ranch offers more than 2,600 square feet of comfortable, flexible living space and enjoys bucolic views across surrounding vineyard and farmland beyond. Located in a private neighborhood in the heart of Cutchogue, the property spans 0.70 acres with a serene pool, outdoor patio, custom exterior fire pit, with private community beach access is just a few hundred yards away. The home's generous proportions and easy layout lend themselves equally well to everyday living and entertaining, with vaulted ceilings, charm and personality that elevate a classic ranch. Thoughtfully updated and entirely move-in ready, it offers an appealing combination of space, convenience, and quintessential North Fork surroundings. Perfectly positioned in the center of the region, the property is just minutes from Sang Lee Farms, 8 Hands Farm, Love Lane, local vineyards, and many of the area's best amenities.

405 Birch Lane, Cutchogue

$1,375,000

Welcome home to this four-bedroom two and and half bath expanded ranch style-home in the coveted Highland Estates section of Cutchogue. This corner property is set on 0.92 acres of flat landscaped property, which offers effortless indoor and outdoor living. The open concept kitchen has both Silestone and Butcher block countertops with modern floating shelves, ample cabinetry, white tiled backsplash and adequate prep space. The first floor primary suite provides a private retreat with easy access to the primary bath with tub. An inviting indoor-outdoor atrium sun-room generates the perfect space for relaxation and entertaining. There is a large family room, complete vaulted ceilings and a wood burning fireplace. Two additional upper level bedrooms and a full bathroom with walk in shower with glass surround, complete the upper level. Step outside to your own backyard oasis featuring a salt-water in-ground pool, outdoor cabana and lush landscaping, Multiple seating areas include a fire-pit, and separate grilling area. Out-door exterior lighting provide a tranquil atmosphere which allows for entertaining late into the evening, all designed to generate a peaceful setting right in the comfort of your home. A rare opportunity to own your own slice of paradise, in the sunniest place on Long Island, close to beaches, restaurants farm stands and wineries. Priced to sell, The house is being sold "as is". .

4 Beds ⋅ 3 Baths ⋅ 1018415 MLS

Welcome home to this four-bedroom two and and half bath expanded ranch style-home in the coveted Highland Estates section of Cutchogue. This corner property is set on 0.92 acres of flat landscaped property, which offers effortless indoor and outdoor living. The open concept kitchen has both Silestone and Butcher block countertops with modern floating shelves, ample cabinetry, white tiled backsplash and adequate prep space. The first floor primary suite provides a private retreat with easy access to the primary bath with tub. An inviting indoor-outdoor atrium sun-room generates the perfect space for relaxation and entertaining. There is a large family room, complete vaulted ceilings and a wood burning fireplace. Two additional upper level bedrooms and a full bathroom with walk in shower with glass surround, complete the upper level. Step outside to your own backyard oasis featuring a salt-water in-ground pool, outdoor cabana and lush landscaping, Multiple seating areas include a fire-pit, and separate grilling area. Out-door exterior lighting provide a tranquil atmosphere which allows for entertaining late into the evening, all designed to generate a peaceful setting right in the comfort of your home. A rare opportunity to own your own slice of paradise, in the sunniest place on Long Island, close to beaches, restaurants farm stands and wineries. Priced to sell, The house is being sold "as is". .

1850 Highland Road, Cutchogue

$1,349,000

Coming Soon listing - on market date 10/16/26. Great opportunity located in Cutchogue - Limited Business Zone. Town Code attached. Currently used as an outdoor nursery business (retail & wholesale) with other storage and sales display. 220 electric on site, 10 parking stalls. Property consists of 1.454 acres. Current use is for nursery purposes only. Rare opportunity to purchase such a large piece of property in Cutchogue's Limited Business Zone. Bring your vision & dream!

1057972 MLS

Coming Soon listing - on market date 10/16/26. Great opportunity located in Cutchogue - Limited Business Zone. Town Code attached. Currently used as an outdoor nursery business (retail & wholesale) with other storage and sales display. 220 electric on site, 10 parking stalls. Property consists of 1.454 acres. Current use is for nursery purposes only. Rare opportunity to purchase such a large piece of property in Cutchogue's Limited Business Zone. Bring your vision & dream!

36660 Main Road, Cutchogue