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$11,200,000

The estate of the late legendary New York art dealer Barbara Gladstone, this meticulously restored Gilded Age shingle-style home offers a rare opportunity to own one of the few remaining large, turn-of-the-century North Fork summer estates. Set on 140 feet of pristine bayfront with a private sandy beach, the primary residence spans over 7,500 sq. ft. and seamlessly blends period architecture with modern luxury. Every element, from the doorknobs to the custom hardware, has been carefully curated, resulting in a warm, classic home defined by craftsmanship and elegance. Well-suited for both grand entertaining and intimate gatherings, expansive living spaces feature soaring ceilings, multiple fireplaces, and thoughtfully designed moments throughout. Highlights on the first floor include a large waterside living room and dining room with charming fireplace alcoves, a sprawling chef's kitchen with breakfast room and handsome butler's pantry, a dedicated flower-cutting room with custom marble sink, and an enormous screened-in outdoor sitting porch complete with an outdoor dining room and kitchen. The second floor houses the large primary suite with an ensuite bath, extensive walk-in closets, a dressing room, and a cozy sitting room with an oversized fireplace. The balance of the second and third floors includes five additional waterside bedrooms, a library, an office, multiple wet bars, a laundry room, and five baths with steam showers and soaking tubs. Outside, lush, professionally designed perennial gardens and hedged lawns surround the property. A beautiful, private gunite pool sits on the waterside, offering a serene oasis overlooking the bay. Just beyond, a sweeping lawn with panoramic water views leads to a sandy path framed by sea grasses and wildflowers, guiding you down to the private bayfront beach. A charming carriage house adds further versatility, featuring a great room, home theater, and gym. The estate also includes a historic icehouse, preserving its rich legacy. Whether sitting by the bay, hosting holidays, or enjoying movie nights in the theater, this extraordinary property promises a lifestyle of laid-back elegance and tranquility.

6 Beds ⋅ 8 Baths ⋅ 888190 MLS

The estate of the late legendary New York art dealer Barbara Gladstone, this meticulously restored Gilded Age shingle-style home offers a rare opportunity to own one of the few remaining large, turn-of-the-century North Fork summer estates. Set on 140 feet of pristine bayfront with a private sandy beach, the primary residence spans over 7,500 sq. ft. and seamlessly blends period architecture with modern luxury. Every element, from the doorknobs to the custom hardware, has been carefully curated, resulting in a warm, classic home defined by craftsmanship and elegance. Well-suited for both grand entertaining and intimate gatherings, expansive living spaces feature soaring ceilings, multiple fireplaces, and thoughtfully designed moments throughout. Highlights on the first floor include a large waterside living room and dining room with charming fireplace alcoves, a sprawling chef's kitchen with breakfast room and handsome butler's pantry, a dedicated flower-cutting room with custom marble sink, and an enormous screened-in outdoor sitting porch complete with an outdoor dining room and kitchen. The second floor houses the large primary suite with an ensuite bath, extensive walk-in closets, a dressing room, and a cozy sitting room with an oversized fireplace. The balance of the second and third floors includes five additional waterside bedrooms, a library, an office, multiple wet bars, a laundry room, and five baths with steam showers and soaking tubs. Outside, lush, professionally designed perennial gardens and hedged lawns surround the property. A beautiful, private gunite pool sits on the waterside, offering a serene oasis overlooking the bay. Just beyond, a sweeping lawn with panoramic water views leads to a sandy path framed by sea grasses and wildflowers, guiding you down to the private bayfront beach. A charming carriage house adds further versatility, featuring a great room, home theater, and gym. The estate also includes a historic icehouse, preserving its rich legacy. Whether sitting by the bay, hosting holidays, or enjoying movie nights in the theater, this extraordinary property promises a lifestyle of laid-back elegance and tranquility.

12120 New Suffolk Avenue, Cutchogue

$8,000,000

Perched above the shimmering waters of Peconic Bay, this custom-built waterfront estate offers one of the North Fork's most coveted coastal settings. Tucked within the prestigious enclave of Nassau Point, the property commands sweeping panoramic bay views from nearly every room. Set on two lush landscaped acres with 200 feet of private bay beach, the 5,500-square-foot residence was designed with both elegance and ease in mind. Soaring ceilings and walls of glass draw the outdoors in, while an open-concept layout flows effortlessly from intimate family living to grand-scale entertaining. Two fireplaces add warmth and character, and a private home office speaks to the thoughtful functionality woven throughout. Four ensuite bedrooms and multiple waterside balconies provide hotel-caliber privacy guests. Outside, the grounds are nothing short of spectacular. A heated gunite pool, expansive bluestone hardscaping, and a covered waterside cabana create a resort-like environment steps from your own private beach. A finished walk-out basement rounds out the offering with a full bath, bar, and recreation room with direct pool access, ideal for summer entertaining. Opportunities where architectural integrity meets an irreplaceable natural setting are exceptionally rare on the North Fork.

4 Beds ⋅ 6 Baths ⋅ 967500 MLS

Perched above the shimmering waters of Peconic Bay, this custom-built waterfront estate offers one of the North Fork's most coveted coastal settings. Tucked within the prestigious enclave of Nassau Point, the property commands sweeping panoramic bay views from nearly every room. Set on two lush landscaped acres with 200 feet of private bay beach, the 5,500-square-foot residence was designed with both elegance and ease in mind. Soaring ceilings and walls of glass draw the outdoors in, while an open-concept layout flows effortlessly from intimate family living to grand-scale entertaining. Two fireplaces add warmth and character, and a private home office speaks to the thoughtful functionality woven throughout. Four ensuite bedrooms and multiple waterside balconies provide hotel-caliber privacy guests. Outside, the grounds are nothing short of spectacular. A heated gunite pool, expansive bluestone hardscaping, and a covered waterside cabana create a resort-like environment steps from your own private beach. A finished walk-out basement rounds out the offering with a full bath, bar, and recreation room with direct pool access, ideal for summer entertaining. Opportunities where architectural integrity meets an irreplaceable natural setting are exceptionally rare on the North Fork.

3745 Nassau Point Road, Cutchogue

$4,725,000

This stunning waterfront estate presents a unique opportunity to create a generational compound, complete with a boater's lifestyle, thanks to its private dock and ample outdoor entertaining space. Situated along the picturesque waters of East Creek, the property offers direct access and panoramic views of Peconic Bay, showcasing the lifestyle that is unique to the North Fork. The custom-built home features seven spacious bedrooms, including two primary en-suites, and five elegantly appointed bathrooms. The kitchen, which faces the waterfront, is designed for both functionality and scenic views, complete with a service entrance that makes hosting and entertaining a breeze. The generous layout prioritizes privacy and comfort, with a wall of windows that floods the space with natural light and offers stunning views. Outside, you’ll find a built-in kitchen elegantly situated under a wisteria pergola, which leads to beautifully landscaped terraced gardens. Additional highlights of the property include an office or bonus room, recreational space ideal for a gym or theater, outside access, and a custom bar. The two-car detached garage provides ample storage space in the loft, and there is room on the property to add a pool or tennis court. This estate is a must-see to fully appreciate its prime location and understated grandeur. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

7 Beds ⋅ 5 Baths ⋅ 934271 MLS

This stunning waterfront estate presents a unique opportunity to create a generational compound, complete with a boater's lifestyle, thanks to its private dock and ample outdoor entertaining space. Situated along the picturesque waters of East Creek, the property offers direct access and panoramic views of Peconic Bay, showcasing the lifestyle that is unique to the North Fork. The custom-built home features seven spacious bedrooms, including two primary en-suites, and five elegantly appointed bathrooms. The kitchen, which faces the waterfront, is designed for both functionality and scenic views, complete with a service entrance that makes hosting and entertaining a breeze. The generous layout prioritizes privacy and comfort, with a wall of windows that floods the space with natural light and offers stunning views. Outside, you’ll find a built-in kitchen elegantly situated under a wisteria pergola, which leads to beautifully landscaped terraced gardens. Additional highlights of the property include an office or bonus room, recreational space ideal for a gym or theater, outside access, and a custom bar. The two-car detached garage provides ample storage space in the loft, and there is room on the property to add a pool or tennis court. This estate is a must-see to fully appreciate its prime location and understated grandeur. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

4075 Stillwater Avenue, Cutchogue

$3,725,000

Waterfront Serenity in Broadwaters Cove | Cutchogue - Tucked away in the coveted Broadwaters Cove enclave of Cutchogue, this exceptional waterfront retreat offers a rare blend of privacy, natural beauty, and effortless indoor-outdoor living. From the moment you arrive, the pace shifts-where open views of water signal the beginning of something quieter, calmer, and deeply restorative. Designed to embrace its surroundings, the home is filled with light and positioned to capture both sunrise and sunset, with sweeping water views from nearly every room. Nature is not just nearby-it's part of the experience. Protected coastal habitats invite an ever-changing backdrop of birdlife, from vibrant warblers to blue jays, creating a setting that feels both peaceful and alive. At the heart of the property is a thoughtfully designed waterfront lifestyle. A private dock with a de-icing system, expansive Ipe decking, an outdoor shower, and room for a pool create a seamless connection to the water. Whether enjoying morning coffee as the sun rises or unwinding at dusk, every detail supports relaxed, open-air living. Inside, the home blends comfort with craftsmanship. A serene, coastal-inspired palette sets the tone, complemented by radiant heated floors and smart home technology for efficient, remote management. The flexible layout includes generous living spaces and a gourmet kitchen with abundant storage, ideal for both everyday living and entertaining. A fully insulated attic offers exceptional additional space, perfect for storage, a studio, or workspace. Across every season, the property offers a distinct kind of beauty. Spring awakens the landscape with color and renewal. Summer brings blooming crepe myrtles and lavender-framed outdoor spaces perfect for gatherings. Fall introduces rich foliage and cozy moments indoors. Winter transforms the home into a peaceful retreat, complete with fireside evenings. Close to North Fork award winning vineyards, renowned restaurants, boating, farmstands and great shopping. A place to gather, recharge, and create lasting memories, this waterfront offering is as inviting as it is timeless. Could be you!

4 Beds ⋅ 3 Baths ⋅ 981891 MLS

Waterfront Serenity in Broadwaters Cove | Cutchogue - Tucked away in the coveted Broadwaters Cove enclave of Cutchogue, this exceptional waterfront retreat offers a rare blend of privacy, natural beauty, and effortless indoor-outdoor living. From the moment you arrive, the pace shifts-where open views of water signal the beginning of something quieter, calmer, and deeply restorative. Designed to embrace its surroundings, the home is filled with light and positioned to capture both sunrise and sunset, with sweeping water views from nearly every room. Nature is not just nearby-it's part of the experience. Protected coastal habitats invite an ever-changing backdrop of birdlife, from vibrant warblers to blue jays, creating a setting that feels both peaceful and alive. At the heart of the property is a thoughtfully designed waterfront lifestyle. A private dock with a de-icing system, expansive Ipe decking, an outdoor shower, and room for a pool create a seamless connection to the water. Whether enjoying morning coffee as the sun rises or unwinding at dusk, every detail supports relaxed, open-air living. Inside, the home blends comfort with craftsmanship. A serene, coastal-inspired palette sets the tone, complemented by radiant heated floors and smart home technology for efficient, remote management. The flexible layout includes generous living spaces and a gourmet kitchen with abundant storage, ideal for both everyday living and entertaining. A fully insulated attic offers exceptional additional space, perfect for storage, a studio, or workspace. Across every season, the property offers a distinct kind of beauty. Spring awakens the landscape with color and renewal. Summer brings blooming crepe myrtles and lavender-framed outdoor spaces perfect for gatherings. Fall introduces rich foliage and cozy moments indoors. Winter transforms the home into a peaceful retreat, complete with fireside evenings. Close to North Fork award winning vineyards, renowned restaurants, boating, farmstands and great shopping. A place to gather, recharge, and create lasting memories, this waterfront offering is as inviting as it is timeless. Could be you!

1940 Mason Drive, Cutchogue

$2,750,000

Welcome to Nassau Point, an iconic community in the heart of the North Fork. This serene waterfront home features a private dock and an exquisite pool, situated on Broadwater's Cove with direct access to Peconic Bay. Homeowners in this community enjoy private access to the sandy causeway beach and the point sandbar. Upon entry, you are welcomed by a spacious foyer that leads you either to the kitchen and entertaining space or down the hallway that opens to the bedrooms. This waterfront residence boasts four bedrooms, including a spacious primary suite with its own access to the waterside deck. The junior bedroom also has deck access and shares a bathroom with the third bedroom, which is located in a separate wing. The fourth bedroom, offering water views, can easily be converted into a home office or bonus space. The generously sized enclosed sunroom faces the cove, capturing stunning views and providing access to the wraparound deck. The renovated kitchen is well-appointed with a coastal palette, and the dining area features built-in window seating. The living room, equipped with a wood-burning fireplace, is designed for entertaining, boasting high ceilings and views that create a resort-like atmosphere. Outdoors, you'll find a beautiful new pool surrounded by terraced landscaping and a lounge patio, offering ample space for relaxation and entertainment. The home is also equipped with a generator and features a single detached garage. Conveniently located near all that the North Fork has to offer—wineries, beaches, shopping, and farm stands—this property offers privacy and exclusivity for the discerning buyer.

4 Beds ⋅ 3 Baths ⋅ 1001609 MLS

Welcome to Nassau Point, an iconic community in the heart of the North Fork. This serene waterfront home features a private dock and an exquisite pool, situated on Broadwater's Cove with direct access to Peconic Bay. Homeowners in this community enjoy private access to the sandy causeway beach and the point sandbar. Upon entry, you are welcomed by a spacious foyer that leads you either to the kitchen and entertaining space or down the hallway that opens to the bedrooms. This waterfront residence boasts four bedrooms, including a spacious primary suite with its own access to the waterside deck. The junior bedroom also has deck access and shares a bathroom with the third bedroom, which is located in a separate wing. The fourth bedroom, offering water views, can easily be converted into a home office or bonus space. The generously sized enclosed sunroom faces the cove, capturing stunning views and providing access to the wraparound deck. The renovated kitchen is well-appointed with a coastal palette, and the dining area features built-in window seating. The living room, equipped with a wood-burning fireplace, is designed for entertaining, boasting high ceilings and views that create a resort-like atmosphere. Outdoors, you'll find a beautiful new pool surrounded by terraced landscaping and a lounge patio, offering ample space for relaxation and entertainment. The home is also equipped with a generator and features a single detached garage. Conveniently located near all that the North Fork has to offer—wineries, beaches, shopping, and farm stands—this property offers privacy and exclusivity for the discerning buyer.

580 Broadwaters Road, Cutchogue

$2,500,000

Your North Fork Waterfront Haven Awaits- A Rare waterfront 1947 Nantucket cedar shingled expanded home. Escape to your dream retreat. Imagine waking up to 300 feet of serene and pristine inlet waterfront, just moments from Peconic Bay, in your very own nantucket cottage that has been lovingly preserved for nearly a century. Only 90-minutes from NYC or Brooklyn - This 11 room, 4- bedroom, 3-bath retreat exudes timeless charm. Built nearly a century ago, this cherished home retains its original character and sits on 1.1 acres along a beautiful waterfront, and your private oasis of open lawn, specimen trees and beautiful gardens stretching 300 feet along the water with acres of borrowed landscape as far as your eyes can see of salt marsh estuaries and water out to The Peconic bay. The parklike grounds are complete with a long private dock in excellent condition for boats up to 35ft (1.5ft min. low tide) Inside vaulted ceilings in the large eat in kitchen with panoramic water views flow to waterside expansive decks, perfect for sunset dinners and entertaining. The screened porch off the deck is a perfect addition. The living room with fireplace offers sweeping inlet views, while the cozy library/den invites quiet reflection. Imagine waking up in any of the waterside bedrooms with wonderful views. The first floor primary suite which offers gorgeous water views and full bath. Upstairs are 3 additional bedrooms with 2 full baths, and a large accessible attic that could easily be finished off for an additional bedroom. An expansive full basement and an attached very large 2 car garage. Located in Cutchogue, surrounded by the North Forks bucolic beauty, think acres of vineyards, a vibrant food scene, Zagat rated Restaurants, golf, marinas- boating is excellent, Beaches, hiking and nature preserves offered in every hamlet. Close to Trains and the Jitney. This is a rare opportunity to own a piece of paradise and create your own memories in this rare waterfront offering. Call today for a private showing.

4 Beds ⋅ 3 Baths ⋅ 905223 MLS

Your North Fork Waterfront Haven Awaits- A Rare waterfront 1947 Nantucket cedar shingled expanded home. Escape to your dream retreat. Imagine waking up to 300 feet of serene and pristine inlet waterfront, just moments from Peconic Bay, in your very own nantucket cottage that has been lovingly preserved for nearly a century. Only 90-minutes from NYC or Brooklyn - This 11 room, 4- bedroom, 3-bath retreat exudes timeless charm. Built nearly a century ago, this cherished home retains its original character and sits on 1.1 acres along a beautiful waterfront, and your private oasis of open lawn, specimen trees and beautiful gardens stretching 300 feet along the water with acres of borrowed landscape as far as your eyes can see of salt marsh estuaries and water out to The Peconic bay. The parklike grounds are complete with a long private dock in excellent condition for boats up to 35ft (1.5ft min. low tide) Inside vaulted ceilings in the large eat in kitchen with panoramic water views flow to waterside expansive decks, perfect for sunset dinners and entertaining. The screened porch off the deck is a perfect addition. The living room with fireplace offers sweeping inlet views, while the cozy library/den invites quiet reflection. Imagine waking up in any of the waterside bedrooms with wonderful views. The first floor primary suite which offers gorgeous water views and full bath. Upstairs are 3 additional bedrooms with 2 full baths, and a large accessible attic that could easily be finished off for an additional bedroom. An expansive full basement and an attached very large 2 car garage. Located in Cutchogue, surrounded by the North Forks bucolic beauty, think acres of vineyards, a vibrant food scene, Zagat rated Restaurants, golf, marinas- boating is excellent, Beaches, hiking and nature preserves offered in every hamlet. Close to Trains and the Jitney. This is a rare opportunity to own a piece of paradise and create your own memories in this rare waterfront offering. Call today for a private showing.

640 Strohson Road, Cutchogue

$2,300,000

Experience iconic North Fork waterfront living at this exquisite retreat located in the heart of Cutchogue. Perfectly situated on over an acre of land with 150 feet of direct water frontage on East Creek, this designer-curated, turn-key home offers unrivaled luxury, serenity, and access to all the region’s most celebrated amenities—award-winning wineries, farm stands, pristine beaches, and boating access to Peconic Bay. This newly renovated five-bedroom, 3-bathroom residence blends refined coastal style with a thoughtful open-concept layout. At the heart of the home, the chef's kitchen—appointed with white oak cabinetry, quartz counters, Sub-Zero and Wolf appliances, and a spacious island—flows seamlessly into a waterfront dining space and living area, all bathed in natural light and framed by breathtaking water views. Step into the cozy sitting room and enjoy year-round relaxation with a free-standing fireplace and panoramic views of the creek. Every bedroom in the home offers water vistas, including the expansive primary suite featuring a spa-like bath with soaking tub, double shower, and a cedar walk-in closet. Permit application is submitted for a future in-ground pool, allowing you to complete your dream backyard escape. The deep-water dock is ideal for boaters and kayakers alike with direct access to the bay. Enjoy seamless indoor-outdoor living with a large waterfront deck, perfect for al fresco dining and entertaining. Located minutes from Nassau Point, Fleets Neck Beach, and the charming villages of Greenport and Southold, this is truly North Fork living at its finest—relaxed luxury with water, wine, and farmland all around.

5 Beds ⋅ 3 Baths ⋅ 873820 MLS

Experience iconic North Fork waterfront living at this exquisite retreat located in the heart of Cutchogue. Perfectly situated on over an acre of land with 150 feet of direct water frontage on East Creek, this designer-curated, turn-key home offers unrivaled luxury, serenity, and access to all the region’s most celebrated amenities—award-winning wineries, farm stands, pristine beaches, and boating access to Peconic Bay. This newly renovated five-bedroom, 3-bathroom residence blends refined coastal style with a thoughtful open-concept layout. At the heart of the home, the chef's kitchen—appointed with white oak cabinetry, quartz counters, Sub-Zero and Wolf appliances, and a spacious island—flows seamlessly into a waterfront dining space and living area, all bathed in natural light and framed by breathtaking water views. Step into the cozy sitting room and enjoy year-round relaxation with a free-standing fireplace and panoramic views of the creek. Every bedroom in the home offers water vistas, including the expansive primary suite featuring a spa-like bath with soaking tub, double shower, and a cedar walk-in closet. Permit application is submitted for a future in-ground pool, allowing you to complete your dream backyard escape. The deep-water dock is ideal for boaters and kayakers alike with direct access to the bay. Enjoy seamless indoor-outdoor living with a large waterfront deck, perfect for al fresco dining and entertaining. Located minutes from Nassau Point, Fleets Neck Beach, and the charming villages of Greenport and Southold, this is truly North Fork living at its finest—relaxed luxury with water, wine, and farmland all around.

2000 Beebe Drive, Cutchogue

$2,000,000

DORSET FARMS - OREGON ROAD An exceptional North Fork opportunity with scale, pedigree, and a clear path forward. 4100 Oregon Road spans approximately 33 acres in the heart of Cutchogue, combining established viticulture with a rare, rights-retained parcel on a prime stretch of Oregon Road. The estate includes approximately 31 acres with development rights sold to the Town of Southold (preserved), plus 2 acres with retained rights. The rights-retained parcel measures approximately 200'x400' and fronts Oregon Road-an ideal setting for a high-visibility retail tasting room concept and/or a private residential build. A substantial vineyard footprint is already in place, with approximately 24.3 acres planted across key varietals: Chardonnay (10.4 acres), Cabernet (4 acres), Merlot (3.75 acres), Sauvignon Blanc (2.2 acres), Pinot Gris (2.2 acres), Petit Verdot (.75 acre), and Malbec (1 acre). The grapes from these vineyards have historically been used exclusively to make wine at Lenz Winery in nearby Peconic, with those wines consistently acclaimed by leading wine industry professionals such as Robert Parker's 'The Wine Advocate'. Supporting infrastructure includes deep irrigation well (recently refitted), partial irrigation lines in the vineyard, deer fencing, irrigation mains/tubing, and bird netting. A large barn offers on-site storage for equipment and vineyard nets (in need of repair). Dorset Farms is available to provide vineyard management for one to two years post-closing at commercial rates (approximately $8,000 per vineyard acre) and select vineyard management equipment may be available separately. This is a compelling offering for a buyer seeking a true North Fork footprint-preserved acreage, established plantings, and the flexibility of a road-front rights-retained parcel to bring a vision to life.

967470 MLS

DORSET FARMS - OREGON ROAD An exceptional North Fork opportunity with scale, pedigree, and a clear path forward. 4100 Oregon Road spans approximately 33 acres in the heart of Cutchogue, combining established viticulture with a rare, rights-retained parcel on a prime stretch of Oregon Road. The estate includes approximately 31 acres with development rights sold to the Town of Southold (preserved), plus 2 acres with retained rights. The rights-retained parcel measures approximately 200'x400' and fronts Oregon Road-an ideal setting for a high-visibility retail tasting room concept and/or a private residential build. A substantial vineyard footprint is already in place, with approximately 24.3 acres planted across key varietals: Chardonnay (10.4 acres), Cabernet (4 acres), Merlot (3.75 acres), Sauvignon Blanc (2.2 acres), Pinot Gris (2.2 acres), Petit Verdot (.75 acre), and Malbec (1 acre). The grapes from these vineyards have historically been used exclusively to make wine at Lenz Winery in nearby Peconic, with those wines consistently acclaimed by leading wine industry professionals such as Robert Parker's 'The Wine Advocate'. Supporting infrastructure includes deep irrigation well (recently refitted), partial irrigation lines in the vineyard, deer fencing, irrigation mains/tubing, and bird netting. A large barn offers on-site storage for equipment and vineyard nets (in need of repair). Dorset Farms is available to provide vineyard management for one to two years post-closing at commercial rates (approximately $8,000 per vineyard acre) and select vineyard management equipment may be available separately. This is a compelling offering for a buyer seeking a true North Fork footprint-preserved acreage, established plantings, and the flexibility of a road-front rights-retained parcel to bring a vision to life.

4100 Oregon Road, Cutchogue

$1,825,000

A waterside conversion by ECKSTROM. Welcoming this sleek, light-filled modern beauty to the market! Set on a peaceful bay view oasis, this captivating home has been fully rebuilt with ECKSTROM's signature minimalism and timeless design. Floor-to-ceiling glass frames sweeping views from Mud Creek to Peconic Bay, while a rooftop deck immerses you in nature preserves and sunsets that feel like live art. Inside, natural materials take center stage with wide-plank Dinesen Douglas Fir floors from Denmark, custom Shinnoki oak cabinetry, and mineral Caesarstone countertops. Bathrooms showcase terrazzo and ceramic finishes with a soaking tub for true retreat vibes. Every beam, system, and window is brand new, crafted to the highest standards. An open-plan studio with roof deck offers endless inspiration, while a pool permit, plus proximity to the causeway beach and Strongs Marina complete the lifestyle. Sleek, serene, and built for both entertaining and unwinding... This is North Fork Zen at its finest.

3 Beds ⋅ 2 Baths ⋅ 905434 MLS

A waterside conversion by ECKSTROM. Welcoming this sleek, light-filled modern beauty to the market! Set on a peaceful bay view oasis, this captivating home has been fully rebuilt with ECKSTROM's signature minimalism and timeless design. Floor-to-ceiling glass frames sweeping views from Mud Creek to Peconic Bay, while a rooftop deck immerses you in nature preserves and sunsets that feel like live art. Inside, natural materials take center stage with wide-plank Dinesen Douglas Fir floors from Denmark, custom Shinnoki oak cabinetry, and mineral Caesarstone countertops. Bathrooms showcase terrazzo and ceramic finishes with a soaking tub for true retreat vibes. Every beam, system, and window is brand new, crafted to the highest standards. An open-plan studio with roof deck offers endless inspiration, while a pool permit, plus proximity to the causeway beach and Strongs Marina complete the lifestyle. Sleek, serene, and built for both entertaining and unwinding... This is North Fork Zen at its finest.

590 Haywaters Drive, Cutchogue

$1,825,000

Enjoy panoramic views and unforgettable sunsets from this charming soundfront retreat in Cutchogue. This single-level 3-bedroom, 2-bath home is thoughtfully designed to maximize the stunning water views from nearly every room. Perfect for both entertaining and relaxing, the open layout flows seamlessly to outdoor spaces, including a welcoming front porch and a back patio ideal for taking in the tranquil surroundings. Whether you're seeking a year-round residence or a weekend escape, this home offers the ideal blend of serenity and convenience. Located just moments from North Fork vineyards and farm stands, every day here feels like a vacation. Additional highlights include a full basement offering ample storage and potential for future projects, plus rare community stair access to the Long Island Sound, right in your own backyard. Don’t miss this opportunity to own a true waterfront gem.

3 Beds ⋅ 2 Baths ⋅ 864984 MLS

Enjoy panoramic views and unforgettable sunsets from this charming soundfront retreat in Cutchogue. This single-level 3-bedroom, 2-bath home is thoughtfully designed to maximize the stunning water views from nearly every room. Perfect for both entertaining and relaxing, the open layout flows seamlessly to outdoor spaces, including a welcoming front porch and a back patio ideal for taking in the tranquil surroundings. Whether you're seeking a year-round residence or a weekend escape, this home offers the ideal blend of serenity and convenience. Located just moments from North Fork vineyards and farm stands, every day here feels like a vacation. Additional highlights include a full basement offering ample storage and potential for future projects, plus rare community stair access to the Long Island Sound, right in your own backyard. Don’t miss this opportunity to own a true waterfront gem.

545 Glen Court, Cutchogue

$1,785,000

Set against the backdrop of the stunning North Fork, this brand-new luxury home in Cutchogue offers the perfect mix of sophisticated design and laid-back coastal living. Just minutes from renowned wineries, farm-to-table restaurants, and some of Long Island’s most beautiful beaches, this 5-bedroom, 4-bathroom gem invites you to enjoy the best of both worlds. The heart of the home is the expansive great room, where large windows flood the space with natural light, creating a warm and inviting atmosphere. This open layout flows seamlessly into a spacious dining area and a chef’s kitchen—a true focal point of the home. With a large center island, custom cabinetry, and quartz countertops, it’s a perfect place for both everyday meals and entertaining guests. This beautiful brand-new home offers modern luxury and peace of mind with thoughtful features throughout. Enjoy elegant landscape lighting that highlights the property’s beauty day and night, a state-of-the-art alarm system for added security, and Ring cameras strategically placed around the home for complete protection and convenience. Inside, custom-designed closets provide style and organization in every room. The first-floor primary suite offers a serene retreat, with a spa-inspired bathroom that includes a soaking tub and a rain shower, as well as ample closet space for ultimate convenience. The thoughtful design and attention to detail are evident throughout, from the elegant oak hardwood floors to the custom tile work in the bathrooms. Outside, the home is beautifully surrounded by lush, manicured landscaping, offering the ideal setting for outdoor entertaining or simply relaxing on the front or back porch. Whether you’re enjoying the local wine country or unwinding in your private sanctuary, this home provides the perfect space to do it all. With its perfect blend of luxury, location, and lifestyle, this Cutchogue beauty is ready to welcome its new owner. Don’t miss the chance to experience a new level of comfort and sophistication on the North Fork. Whether you're hosting guests or seeking a peaceful escape, this home delivers timeless design, high-end craftsmanship, and unbeatable access to all that makes the North Fork a premier destination. Pool permit document available upon request. By appointment only. This is new construction - Tax Rates are still being formulated for 2026. 2026 taxes are estimated to be 10,500. All info is deemed reliable but not guaranteed and should be independently verified by the buyer.

5 Beds ⋅ 4 Baths ⋅ 909841 MLS

Set against the backdrop of the stunning North Fork, this brand-new luxury home in Cutchogue offers the perfect mix of sophisticated design and laid-back coastal living. Just minutes from renowned wineries, farm-to-table restaurants, and some of Long Island’s most beautiful beaches, this 5-bedroom, 4-bathroom gem invites you to enjoy the best of both worlds. The heart of the home is the expansive great room, where large windows flood the space with natural light, creating a warm and inviting atmosphere. This open layout flows seamlessly into a spacious dining area and a chef’s kitchen—a true focal point of the home. With a large center island, custom cabinetry, and quartz countertops, it’s a perfect place for both everyday meals and entertaining guests. This beautiful brand-new home offers modern luxury and peace of mind with thoughtful features throughout. Enjoy elegant landscape lighting that highlights the property’s beauty day and night, a state-of-the-art alarm system for added security, and Ring cameras strategically placed around the home for complete protection and convenience. Inside, custom-designed closets provide style and organization in every room. The first-floor primary suite offers a serene retreat, with a spa-inspired bathroom that includes a soaking tub and a rain shower, as well as ample closet space for ultimate convenience. The thoughtful design and attention to detail are evident throughout, from the elegant oak hardwood floors to the custom tile work in the bathrooms. Outside, the home is beautifully surrounded by lush, manicured landscaping, offering the ideal setting for outdoor entertaining or simply relaxing on the front or back porch. Whether you’re enjoying the local wine country or unwinding in your private sanctuary, this home provides the perfect space to do it all. With its perfect blend of luxury, location, and lifestyle, this Cutchogue beauty is ready to welcome its new owner. Don’t miss the chance to experience a new level of comfort and sophistication on the North Fork. Whether you're hosting guests or seeking a peaceful escape, this home delivers timeless design, high-end craftsmanship, and unbeatable access to all that makes the North Fork a premier destination. Pool permit document available upon request. By appointment only. This is new construction - Tax Rates are still being formulated for 2026. 2026 taxes are estimated to be 10,500. All info is deemed reliable but not guaranteed and should be independently verified by the buyer.

5675 Bridge Lane, Cutchogue

$1,700,000

Experience refined North Fork living in this meticulously renovated home located in the highly desirable Country Club Estates community. Fully updated in 2021 and maintained in mint condition, this exceptional residence offers a seamless blend of modern comfort and timeless elegance. The thoughtfully designed layout features a spacious primary suite conveniently located on the first floor, complete with a luxurious ensuite bathroom and generous closet space. The expansive living room serves as a welcoming retreat, highlighted by a classic wood-burning fireplace that adds warmth and charm. Perfectly suited for both everyday living and grand entertaining, the heart of the home extends to an extraordinary backyard oasis. Enjoy summer gatherings on the mahogany deck overlooking a stunning 20' x 40' heated saltwater pool. This serene outdoor space is framed by breathtaking, unobstructed views of the Downs Farm Preserve, offering rare privacy and a picturesque natural backdrop. Additional highlights include a fully finished basement offering flexible living or recreation space, ideal for a home office, gym, or media room. The home is situated just minutes from town and only two miles from the pristine shores of New Suffolk Beach. Enjoy close proximity to some of the North Fork’s finest restaurants, acclaimed wineries, and charming farm stands. This exceptional property presents a rare opportunity to own a turnkey home in one of the most sought-after neighborhoods on the North Fork. Whether used as a full-time residence or luxurious weekend escape, this home captures the very best of coastal country living.

3 Beds ⋅ 3 Baths ⋅ 904508 MLS

Experience refined North Fork living in this meticulously renovated home located in the highly desirable Country Club Estates community. Fully updated in 2021 and maintained in mint condition, this exceptional residence offers a seamless blend of modern comfort and timeless elegance. The thoughtfully designed layout features a spacious primary suite conveniently located on the first floor, complete with a luxurious ensuite bathroom and generous closet space. The expansive living room serves as a welcoming retreat, highlighted by a classic wood-burning fireplace that adds warmth and charm. Perfectly suited for both everyday living and grand entertaining, the heart of the home extends to an extraordinary backyard oasis. Enjoy summer gatherings on the mahogany deck overlooking a stunning 20' x 40' heated saltwater pool. This serene outdoor space is framed by breathtaking, unobstructed views of the Downs Farm Preserve, offering rare privacy and a picturesque natural backdrop. Additional highlights include a fully finished basement offering flexible living or recreation space, ideal for a home office, gym, or media room. The home is situated just minutes from town and only two miles from the pristine shores of New Suffolk Beach. Enjoy close proximity to some of the North Fork’s finest restaurants, acclaimed wineries, and charming farm stands. This exceptional property presents a rare opportunity to own a turnkey home in one of the most sought-after neighborhoods on the North Fork. Whether used as a full-time residence or luxurious weekend escape, this home captures the very best of coastal country living.

1390 Country Club Drive, Cutchogue

$1,625,000

Welcome to 145 Baldwin Place, a spacious and inviting 5 bedroom Colonial set on two private acres in the heart of Cutchogue. A sun-filled foyer with cathedral ceilings creates an impressive first impression, leading to thoughtfully designed spacious living spaces ideal for both everyday living and entertaining. The center of the home is the expansive open concept kitchen with a seamless flow into living and dining areas. Upstairs, the private primary suite serves as a true retreat with vaulted ceilings, generous closet space and a spacious ensuite bathroom. Four additional bedrooms provide generous space and flexibility throughout the home. Set on two private acres, the property offers a beautifully landscaped setting along with plenty of open space for recreation, a pool or outdoor entertaining. Located just moments from the pristine beaches of the Peconic Bay, residents can enjoy swimming, kayaking, paddleboarding, and unforgettable sunsets. Nearby farmstands, vineyards, waterfront dining, and charming village shops complete the quintessential North Fork lifestyle. Whether you are seeking year round residence or a weekend escape, this home offers space, privacy and the best of North Fork living.

5 Beds ⋅ 3 Baths ⋅ 1016561 MLS

Welcome to 145 Baldwin Place, a spacious and inviting 5 bedroom Colonial set on two private acres in the heart of Cutchogue. A sun-filled foyer with cathedral ceilings creates an impressive first impression, leading to thoughtfully designed spacious living spaces ideal for both everyday living and entertaining. The center of the home is the expansive open concept kitchen with a seamless flow into living and dining areas. Upstairs, the private primary suite serves as a true retreat with vaulted ceilings, generous closet space and a spacious ensuite bathroom. Four additional bedrooms provide generous space and flexibility throughout the home. Set on two private acres, the property offers a beautifully landscaped setting along with plenty of open space for recreation, a pool or outdoor entertaining. Located just moments from the pristine beaches of the Peconic Bay, residents can enjoy swimming, kayaking, paddleboarding, and unforgettable sunsets. Nearby farmstands, vineyards, waterfront dining, and charming village shops complete the quintessential North Fork lifestyle. Whether you are seeking year round residence or a weekend escape, this home offers space, privacy and the best of North Fork living.

145 Baldwin Place, Cutchogue

$1,625,000

Welcome to this exquisitely renovated home nestled in the highly sought-after Fleets Neck community, thoughtfully transformed to blend modern elegance with luxurious comfort. Constructed with steel beam framing and enhanced by an insulated basement, oversized Andersen windows and sliders, and beautiful mahogany decking, the residence offers exceptional quality throughout. A large, sun-filled living room showcases a dramatic cathedral ceiling and inviting wood-burning fireplace, while the stunning chef’s kitchen features top-of-the-line Thermador appliances, a stylish backsplash, center island, and striking 2.5-inch quartzite countertops, flowing seamlessly into the dining area for effortless entertaining. The serene primary suite impresses with a tray ceiling, cozy sitting area, spa-inspired bath with dual vanities, glass shower, soaking tub, and generous walk-in closets. Additional highlights include radiant heat in the bathrooms, well-appointed guest bedrooms, a first-level guest room with a second wood-burning fireplace, and a lush grassy lawn with an expansive wrap-around deck ideal for outdoor gatherings, with ample space to add a pool. Ideally located near a private beach, Park Beach, and the local marina, this exceptional property offers the perfect lifestyle for both beach lovers and boating enthusiasts. Pool Permit is in place for a 20 X 42 gunite pool.

4 Beds ⋅ 3 Baths ⋅ 969968 MLS

Welcome to this exquisitely renovated home nestled in the highly sought-after Fleets Neck community, thoughtfully transformed to blend modern elegance with luxurious comfort. Constructed with steel beam framing and enhanced by an insulated basement, oversized Andersen windows and sliders, and beautiful mahogany decking, the residence offers exceptional quality throughout. A large, sun-filled living room showcases a dramatic cathedral ceiling and inviting wood-burning fireplace, while the stunning chef’s kitchen features top-of-the-line Thermador appliances, a stylish backsplash, center island, and striking 2.5-inch quartzite countertops, flowing seamlessly into the dining area for effortless entertaining. The serene primary suite impresses with a tray ceiling, cozy sitting area, spa-inspired bath with dual vanities, glass shower, soaking tub, and generous walk-in closets. Additional highlights include radiant heat in the bathrooms, well-appointed guest bedrooms, a first-level guest room with a second wood-burning fireplace, and a lush grassy lawn with an expansive wrap-around deck ideal for outdoor gatherings, with ample space to add a pool. Ideally located near a private beach, Park Beach, and the local marina, this exceptional property offers the perfect lifestyle for both beach lovers and boating enthusiasts. Pool Permit is in place for a 20 X 42 gunite pool.

480 Eastwood Drive, Cutchogue

$1,625,000

Discover the allure of North Fork living in this charming cedar shake home nestled within the coveted Fairway Farms community of Cutchogue. Situated on a generous 1.06-acre parcel, this residence offers the quintessential North Fork experience with its proximity to acclaimed wineries, farm-to-table cuisine, and stunning beaches. Inside, find a comfortable layout featuring 4 bedrooms, including a convenient main floor primary suite with fireplace and two additional main level bedrooms. Indulge in 3.5 beautifully renovated bathrooms (2021), a welcoming living room with fireplace, a cozy den, and substantial flex space perfect for a home office, gym, and/or recreation room. Outside, your private backyard retreat awaits, complete with a heated 18x44 pool for sun-drenched days and an inviting pavilion for relaxation. Whether you're enjoying lemonade on the covered front porch or hosting gatherings on the expansive stone patio, this exceptional property offers timeless appeal and a prime location to enjoy all the North Fork has to offer.

4 Beds ⋅ 4 Baths ⋅ 842796 MLS

Discover the allure of North Fork living in this charming cedar shake home nestled within the coveted Fairway Farms community of Cutchogue. Situated on a generous 1.06-acre parcel, this residence offers the quintessential North Fork experience with its proximity to acclaimed wineries, farm-to-table cuisine, and stunning beaches. Inside, find a comfortable layout featuring 4 bedrooms, including a convenient main floor primary suite with fireplace and two additional main level bedrooms. Indulge in 3.5 beautifully renovated bathrooms (2021), a welcoming living room with fireplace, a cozy den, and substantial flex space perfect for a home office, gym, and/or recreation room. Outside, your private backyard retreat awaits, complete with a heated 18x44 pool for sun-drenched days and an inviting pavilion for relaxation. Whether you're enjoying lemonade on the covered front porch or hosting gatherings on the expansive stone patio, this exceptional property offers timeless appeal and a prime location to enjoy all the North Fork has to offer.

315 Green Way, Cutchogue

$1,605,000

Here’s what I love about 2120 Crown Land Lane in Cutchogue. The first thing that stood out to me was the setting. Across the street, you have this beautiful stretch of woods that will not be built on, and it gives the front porch such a calm, private feeling. Sitting there in the evening, catching the sunset over that side of the neighborhood, you immediately understand why this house feels different. The approach is also beautifully done. The driveway is finished with Belgian block edging, the walkways to the front and back of the home have landscape lighting, and the evergreens along the property create this polished, private view of the house and backyard. It feels manicured, but not stiff. Then you get to the backyard, and honestly, this is where the house really shows off. The grilling pavilion is fantastic, but the fire pit area is one of the best conversation spaces I have seen. A radius-cut floating bluestone bench wraps around individual seating areas and a 4-foot fire pit, all set on a bluestone patio and anchored by a stunning magnolia tree. Just beyond that, there is a bocce ball court, the pool area, and another outdoor room that makes the whole backyard feel like a private resort. What makes it even better is that all of these outdoor spaces have speakers and lighting, so whether it is a quiet night by the fire or a full summer gathering, the atmosphere is already built in. Inside, the kitchen is exactly what you hope to find. Thermador appliances, a 4-burner gas cooktop with griddle, beverage drawers, wine storage, double ovens, microwave, and this incredible shade of blue on the island and cabinetry that gives the space personality without feeling trendy. It is custom, useful, and beautiful all at once. The home also has speakers in the kitchen, den, and living room with fireplace, along with Lutron smart home lighting, which makes entertaining feel easy. The bathrooms are beautifully updated with tile selections that feel current, but timeless. Add in access to amazing sandy beaches in the Cutchogue Park District, the library, school, diner, and easy access to the Hampton Jitney for NYC, and this home starts to make a lot of sense. It has so many of the features people are looking for in new construction, but without the new construction price tag. That is why I love it.

4 Beds ⋅ 3 Baths ⋅ 991067 MLS

Here’s what I love about 2120 Crown Land Lane in Cutchogue. The first thing that stood out to me was the setting. Across the street, you have this beautiful stretch of woods that will not be built on, and it gives the front porch such a calm, private feeling. Sitting there in the evening, catching the sunset over that side of the neighborhood, you immediately understand why this house feels different. The approach is also beautifully done. The driveway is finished with Belgian block edging, the walkways to the front and back of the home have landscape lighting, and the evergreens along the property create this polished, private view of the house and backyard. It feels manicured, but not stiff. Then you get to the backyard, and honestly, this is where the house really shows off. The grilling pavilion is fantastic, but the fire pit area is one of the best conversation spaces I have seen. A radius-cut floating bluestone bench wraps around individual seating areas and a 4-foot fire pit, all set on a bluestone patio and anchored by a stunning magnolia tree. Just beyond that, there is a bocce ball court, the pool area, and another outdoor room that makes the whole backyard feel like a private resort. What makes it even better is that all of these outdoor spaces have speakers and lighting, so whether it is a quiet night by the fire or a full summer gathering, the atmosphere is already built in. Inside, the kitchen is exactly what you hope to find. Thermador appliances, a 4-burner gas cooktop with griddle, beverage drawers, wine storage, double ovens, microwave, and this incredible shade of blue on the island and cabinetry that gives the space personality without feeling trendy. It is custom, useful, and beautiful all at once. The home also has speakers in the kitchen, den, and living room with fireplace, along with Lutron smart home lighting, which makes entertaining feel easy. The bathrooms are beautifully updated with tile selections that feel current, but timeless. Add in access to amazing sandy beaches in the Cutchogue Park District, the library, school, diner, and easy access to the Hampton Jitney for NYC, and this home starts to make a lot of sense. It has so many of the features people are looking for in new construction, but without the new construction price tag. That is why I love it.

2120 Crown Land Lane, Cutchogue

$1,550,000

Welcome to this beautifully maintained Colonial-style home, ideally situated in the coveted Nassau Point community—one of the North Fork’s most desirable bayfront neighborhoods. This majestic 4-bedroom, 3-bath residence offers timeless architecture with 9 foot ceilings on main and upper levels, thoughtful updates, and an elevated country lifestyle. The classic floor plan includes a formal living room with a wood-burning fireplace and a separate dining room, creating defined spaces for entertaining and everyday living. The spacious eat-in kitchen is a true chef’s delight—featuring a center island, its own fireplace, indoor BBQ, and premium appliances including KitchenAid, Sub-Zero, and Thermador tri-mode systems. Oak wood floors run throughout, adding warmth and character to every room. There are two staircases for access to the second floor bedrooms. The primary ensuite bedroom features a wood burning fireplace for cozy, warm Winter evenings. Step outside to your private backyard retreat with an oversized 46’x23’ Gunite inground pool surrounded by a cedar deck—ideal for relaxing and hosting gatherings. Additional highlights include multiple heating and cooling zones with separate furnaces and compressors, a well system, a newer submersible pump, new storage tank, commercial-grade filtration system, and optional connection to town water. Located in the prestigious Nassau Point area, the home offers access to at least two private bay beaches—perfect for swimming, or simply enjoying the peaceful shoreline. The full-height 8-foot ceiling unfinished basement presents great potential for future expansion or storage. Blending classic charm, modern comforts, and an exceptional location, this is a rare opportunity to own a distinguished home in one of the North Fork’s most exclusive bayfront enclaves. Sale includes a 10,000 watt generator that handles most of the utilities.

4 Beds ⋅ 3 Baths ⋅ 897599 MLS

Welcome to this beautifully maintained Colonial-style home, ideally situated in the coveted Nassau Point community—one of the North Fork’s most desirable bayfront neighborhoods. This majestic 4-bedroom, 3-bath residence offers timeless architecture with 9 foot ceilings on main and upper levels, thoughtful updates, and an elevated country lifestyle. The classic floor plan includes a formal living room with a wood-burning fireplace and a separate dining room, creating defined spaces for entertaining and everyday living. The spacious eat-in kitchen is a true chef’s delight—featuring a center island, its own fireplace, indoor BBQ, and premium appliances including KitchenAid, Sub-Zero, and Thermador tri-mode systems. Oak wood floors run throughout, adding warmth and character to every room. There are two staircases for access to the second floor bedrooms. The primary ensuite bedroom features a wood burning fireplace for cozy, warm Winter evenings. Step outside to your private backyard retreat with an oversized 46’x23’ Gunite inground pool surrounded by a cedar deck—ideal for relaxing and hosting gatherings. Additional highlights include multiple heating and cooling zones with separate furnaces and compressors, a well system, a newer submersible pump, new storage tank, commercial-grade filtration system, and optional connection to town water. Located in the prestigious Nassau Point area, the home offers access to at least two private bay beaches—perfect for swimming, or simply enjoying the peaceful shoreline. The full-height 8-foot ceiling unfinished basement presents great potential for future expansion or storage. Blending classic charm, modern comforts, and an exceptional location, this is a rare opportunity to own a distinguished home in one of the North Fork’s most exclusive bayfront enclaves. Sale includes a 10,000 watt generator that handles most of the utilities.

1350 Vanston Road, Cutchogue

$1,500,000

Located directly on East Creek, this home features unparalleled waterfront views and an exceptional layout. The interior offers a spacious living room, a formal dining room, a large eat-in kitchen, and a comfortable den complete with a fireplace. The primary bedroom also includes sweeping water views and an ensuite bathroom. Experience the quintessential North Fork in this home which offers access to the Bay and is close to Farm stands, wineries and fine dining.

3 Beds ⋅ 3 Baths ⋅ 971577 MLS

Located directly on East Creek, this home features unparalleled waterfront views and an exceptional layout. The interior offers a spacious living room, a formal dining room, a large eat-in kitchen, and a comfortable den complete with a fireplace. The primary bedroom also includes sweeping water views and an ensuite bathroom. Experience the quintessential North Fork in this home which offers access to the Bay and is close to Farm stands, wineries and fine dining.

2810 Beebe Drive, Cutchogue

$1,470,000

Located in the prestigious Nassau Point community, this three-bedroom, three-bath first-time-on-the-market home, set on just shy of three-quarters of an acre, has been meticulously curated and lovingly maintained. The first floor features a spacious primary bedroom suite, along with an additional bedroom and full bath - perfect for guests or single-level living. Upstairs, you’ll find a private third bedroom and bonus space, offering separation and versatility. Inside, soaring cathedral ceilings elevate the dramatic family room, anchored by an impressive oversized fireplace that serves as a stunning focal point and natural gathering space which meanders into the formal dining room and chefs’ kitchen with top-of-the-line stainless appliances. Expansive outdoor living is equally compelling, highlighted by a covered deck crafted from Brazilian hardwood, a charming shed and lush garden - an elegant setting for entertaining or quiet relaxation overlooking the beautifully maintained grounds. Room for a pool. A full-footprint basement with 9-foot ceilings offers exceptional potential for future expansion, recreation space, or substantial storage. 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 two private bay beaches and rights-of-way providing water access to residents throughout the peninsula, along with the opportunity to join the community association.

3 Beds ⋅ 2 Baths ⋅ 964173 MLS

Located in the prestigious Nassau Point community, this three-bedroom, three-bath first-time-on-the-market home, set on just shy of three-quarters of an acre, has been meticulously curated and lovingly maintained. The first floor features a spacious primary bedroom suite, along with an additional bedroom and full bath - perfect for guests or single-level living. Upstairs, you’ll find a private third bedroom and bonus space, offering separation and versatility. Inside, soaring cathedral ceilings elevate the dramatic family room, anchored by an impressive oversized fireplace that serves as a stunning focal point and natural gathering space which meanders into the formal dining room and chefs’ kitchen with top-of-the-line stainless appliances. Expansive outdoor living is equally compelling, highlighted by a covered deck crafted from Brazilian hardwood, a charming shed and lush garden - an elegant setting for entertaining or quiet relaxation overlooking the beautifully maintained grounds. Room for a pool. A full-footprint basement with 9-foot ceilings offers exceptional potential for future expansion, recreation space, or substantial storage. 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 two private bay beaches and rights-of-way providing water access to residents throughout the peninsula, along with the opportunity to join the community association.

2150 Haywaters Road, Cutchogue

$1,449,000

Welcome to your private North Fork retreat - nestled on nearly 2 lush, level acres in the heart of Cutchogue, this beautifully maintained 4-bedroom, 2.5-bath home is where timeless elegance meets effortless comfort. Whether you're seeking a full-time residence or a weekend escape, this property delivers the space, privacy, and peace of mind you've been looking for. Enter the soaring entryway into a light-filled interior where form meets function - an open-concept kitchen, a gracious formal living room, and a cozy den make it easy to host or unwind. The spacious first-floor primary suite offers a spa-like bath and walk-in closet, while the three additional bedrooms provide flexible options for guests, a home office, or a creative space. A large bonus room provides even more flexibility - ideal for a media room, gym, studio, or overflow. Eco-conscious and efficient, the home is equipped with fully owned solar panels -offering long-term energy savings and reduced utility costs and the peace of mind of a whole house generator. Outside, 1.87 acres of manicured grounds create the ideal backdrop for al fresco entertaining, future pool plans, or simply soaking up the serenity of wine country life. Room for a tennis court, barn, or garden - your imagination is the only limit. Moments to Cutchogue Village, wineries, farmstands, and pristine bay beaches - this is North Fork lifestyle without compromise.

4 Beds ⋅ 3 Baths ⋅ 892361 MLS

Welcome to your private North Fork retreat - nestled on nearly 2 lush, level acres in the heart of Cutchogue, this beautifully maintained 4-bedroom, 2.5-bath home is where timeless elegance meets effortless comfort. Whether you're seeking a full-time residence or a weekend escape, this property delivers the space, privacy, and peace of mind you've been looking for. Enter the soaring entryway into a light-filled interior where form meets function - an open-concept kitchen, a gracious formal living room, and a cozy den make it easy to host or unwind. The spacious first-floor primary suite offers a spa-like bath and walk-in closet, while the three additional bedrooms provide flexible options for guests, a home office, or a creative space. A large bonus room provides even more flexibility - ideal for a media room, gym, studio, or overflow. Eco-conscious and efficient, the home is equipped with fully owned solar panels -offering long-term energy savings and reduced utility costs and the peace of mind of a whole house generator. Outside, 1.87 acres of manicured grounds create the ideal backdrop for al fresco entertaining, future pool plans, or simply soaking up the serenity of wine country life. Room for a tennis court, barn, or garden - your imagination is the only limit. Moments to Cutchogue Village, wineries, farmstands, and pristine bay beaches - this is North Fork lifestyle without compromise.

1070 Depot Lane, Cutchogue

$1,440,000

Tucked within the coveted Fleets Neck community, this charming Cape Cod–style home offers a seamless blend of indoor comfort and effortless outdoor living, all set in the heart of the North Fork’s celebrated farm and wine country. Perfectly positioned just moments from local vineyards, farmstands, and bay beaches, the location alone captures the essence of the North Fork lifestyle. Designed with entertaining in mind, the home features an updated, open-concept layout anchored by a striking stack stone wood-burning fireplace in the great room—an inviting space for gathering year-round. Just beyond, a formal dining room with soaring ceilings overlooks the backyard, where the true highlight of the property unfolds. Step outside to a private, resort-like setting centered around the in-ground pool, surrounded by an expansive patio and dedicated outdoor grilling area—ideal for summer afternoons that stretch into evening dinners under the open sky. Whether hosting large gatherings or enjoying quiet weekends at home, the outdoor living experience here is both functional and beautifully integrated. The main level offers two generously sized bedrooms and an updated full bathroom, while the second floor features two additional guest bedrooms and another updated full bath, providing comfortable accommodations for all. As part of the Fleets Neck Association, residents enjoy exclusive access to a private beach overlooking Cutchogue Harbor, with sweeping views toward Robins Island and Nassau Point—an idyllic extension of this already exceptional setting.

4 Beds ⋅ 2 Baths ⋅ 981841 MLS

Tucked within the coveted Fleets Neck community, this charming Cape Cod–style home offers a seamless blend of indoor comfort and effortless outdoor living, all set in the heart of the North Fork’s celebrated farm and wine country. Perfectly positioned just moments from local vineyards, farmstands, and bay beaches, the location alone captures the essence of the North Fork lifestyle. Designed with entertaining in mind, the home features an updated, open-concept layout anchored by a striking stack stone wood-burning fireplace in the great room—an inviting space for gathering year-round. Just beyond, a formal dining room with soaring ceilings overlooks the backyard, where the true highlight of the property unfolds. Step outside to a private, resort-like setting centered around the in-ground pool, surrounded by an expansive patio and dedicated outdoor grilling area—ideal for summer afternoons that stretch into evening dinners under the open sky. Whether hosting large gatherings or enjoying quiet weekends at home, the outdoor living experience here is both functional and beautifully integrated. The main level offers two generously sized bedrooms and an updated full bathroom, while the second floor features two additional guest bedrooms and another updated full bath, providing comfortable accommodations for all. As part of the Fleets Neck Association, residents enjoy exclusive access to a private beach overlooking Cutchogue Harbor, with sweeping views toward Robins Island and Nassau Point—an idyllic extension of this already exceptional setting.

350 Eastwood Drive, Cutchogue

$1,300,000

A unique opportunity to curate a legacy property in Nassau Point awaits you. Originally constructed as a summer home at the highest elevation of The Point, this elegant house sits on 1.2 acres and features spacious rooms, high ceilings, intricate hand-carved moldings, and oversized windows. Upon arrival, you are greeted by a screened-in front porch that leads to a gracious foyer. French glass doors open to a stately library with floor-to-ceiling bookshelves, while a wood-burning fireplace serves as the focal point in the spacious living room. The dining room is designed for hosting large gatherings, with access to a quaint solarium. The kitchen, highlighted by painted tiles, includes a walk-in pantry, a Garland stove, and a casual dining area with a bay window. It also has a side entrance that features a mudroom and additional storage. The first-floor primary ensuite boasts vaulted ceilings and has a separate entrance through the breezeway off the library. Three additional bedrooms are located on the second floor, along with an office space and a full bathroom. The finished attic features three distinct rooms with wide plank wood floors and stenciled walls, providing versatile space that could be repurposed as a recreation room, art studio, gym, wellness area, or extra storage. Outside, a picturesque three-stall barn with a hay loft complements the property. The fenced-in homestead includes a garage with a partitioned space that can easily be converted into a potting shed with gardens. This property offers a remarkable opportunity to own a piece of cherished history while enhancing it for modern living. Enjoy two private beaches, one at the entrance to the community with extensive views of Little Peconic Bay, and another at the point overlooking Robin's Island. In addition, there are rights of way to access the water, throughout the point, along with the opportunity to join the community association. Zoning provides various uses, including B&B for entrepreneurs! Select photos are virtually enhanced.

4 Beds ⋅ 4 Baths ⋅ 846275 MLS

A unique opportunity to curate a legacy property in Nassau Point awaits you. Originally constructed as a summer home at the highest elevation of The Point, this elegant house sits on 1.2 acres and features spacious rooms, high ceilings, intricate hand-carved moldings, and oversized windows. Upon arrival, you are greeted by a screened-in front porch that leads to a gracious foyer. French glass doors open to a stately library with floor-to-ceiling bookshelves, while a wood-burning fireplace serves as the focal point in the spacious living room. The dining room is designed for hosting large gatherings, with access to a quaint solarium. The kitchen, highlighted by painted tiles, includes a walk-in pantry, a Garland stove, and a casual dining area with a bay window. It also has a side entrance that features a mudroom and additional storage. The first-floor primary ensuite boasts vaulted ceilings and has a separate entrance through the breezeway off the library. Three additional bedrooms are located on the second floor, along with an office space and a full bathroom. The finished attic features three distinct rooms with wide plank wood floors and stenciled walls, providing versatile space that could be repurposed as a recreation room, art studio, gym, wellness area, or extra storage. Outside, a picturesque three-stall barn with a hay loft complements the property. The fenced-in homestead includes a garage with a partitioned space that can easily be converted into a potting shed with gardens. This property offers a remarkable opportunity to own a piece of cherished history while enhancing it for modern living. Enjoy two private beaches, one at the entrance to the community with extensive views of Little Peconic Bay, and another at the point overlooking Robin's Island. In addition, there are rights of way to access the water, throughout the point, along with the opportunity to join the community association. Zoning provides various uses, including B&B for entrepreneurs! Select photos are virtually enhanced.

3615 Vanston Road, Cutchogue

$1,285,000

Artist/Designer Inspired Modern No Fork Living w Enduring Views: Unique property enjoying uninterrupted farm views both across the street and from the backyard—protected open land that ensures long-term privacy, open skies, breathtaking sunsets and sunrises with open space views that will remain. A welcoming front porch invites slow mornings and quiet evenings, while the home’s thoughtful indoor–outdoor design connects daily life seamlessly to the landscape. This newly renovated single story 3 bedroom, 2 bath ranch with cathedral ceilings is a blend of updated conveniences with attention to detail finishing from pot fillers in the kitchen to Italian Glass and Handmade Ceramic Tiles in the Kitchen and Bathroom. Seamless management, open floor plan flanked with private spaces and North Fork views makes this a rare North Fork gem capturing the soul of its' authentic beginnings with its beloved contemporary lifestyle. A primary en-suite featuring a wall of glass doors opening to a private deck overlooks open fields and sunset skies. A secondary deck off the kitchen creates the perfect setting for relaxing after a long day at the beach, followed by enjoying an outdoor shower, alfresco dining, entertaining, and lingering evenings outdoors around the fire pit. Experience organic fruit juices pressed with your own press in your backyard from the apple, pear, peach fruit trees that flank the parameter your very own backyard offering seasonal harvests and a natural sense of enclosure that reflects the North Fork’s agricultural heritage. The North Fork’s temperate, coastal climate supports a lifestyle that feels balanced with—warm summers moderated by breezes, long luminous falls, quiet restorative winters, and gentle springs that invite outdoor living to return naturally. Days here are shaped by light, land, and season rather than schedules. Enjoy working at home part or full time in the second bedroom/office with built in digital workstations or during the warmer months in the accessory Art Studio with expansive views. A truly special property complete just as is but comes with endless options to add space, a pool, and or capture interior space in the basement and create a Rec Room, Media Room, etc. Just moments away, enjoy access to a renowned vineyard’s tasting room and an organic farmstand and market—where fresh harvests, local wines, and authentic farm life become part of everyday living. Miles of preserved farmland and nearby beaches offer space, calm, and perspective rarely found so close to the city. Ideal as a refined weekend retreat, a sophisticated part-time residence, or a full-time home, this offering speaks to buyers who value access without effort, nature without isolation, and luxury defined by permanence rather than excess. A setting defined by protected land, enduring views, and a position that will never change.

3 Beds ⋅ 2 Baths ⋅ 958993 MLS

Artist/Designer Inspired Modern No Fork Living w Enduring Views: Unique property enjoying uninterrupted farm views both across the street and from the backyard—protected open land that ensures long-term privacy, open skies, breathtaking sunsets and sunrises with open space views that will remain. A welcoming front porch invites slow mornings and quiet evenings, while the home’s thoughtful indoor–outdoor design connects daily life seamlessly to the landscape. This newly renovated single story 3 bedroom, 2 bath ranch with cathedral ceilings is a blend of updated conveniences with attention to detail finishing from pot fillers in the kitchen to Italian Glass and Handmade Ceramic Tiles in the Kitchen and Bathroom. Seamless management, open floor plan flanked with private spaces and North Fork views makes this a rare North Fork gem capturing the soul of its' authentic beginnings with its beloved contemporary lifestyle. A primary en-suite featuring a wall of glass doors opening to a private deck overlooks open fields and sunset skies. A secondary deck off the kitchen creates the perfect setting for relaxing after a long day at the beach, followed by enjoying an outdoor shower, alfresco dining, entertaining, and lingering evenings outdoors around the fire pit. Experience organic fruit juices pressed with your own press in your backyard from the apple, pear, peach fruit trees that flank the parameter your very own backyard offering seasonal harvests and a natural sense of enclosure that reflects the North Fork’s agricultural heritage. The North Fork’s temperate, coastal climate supports a lifestyle that feels balanced with—warm summers moderated by breezes, long luminous falls, quiet restorative winters, and gentle springs that invite outdoor living to return naturally. Days here are shaped by light, land, and season rather than schedules. Enjoy working at home part or full time in the second bedroom/office with built in digital workstations or during the warmer months in the accessory Art Studio with expansive views. A truly special property complete just as is but comes with endless options to add space, a pool, and or capture interior space in the basement and create a Rec Room, Media Room, etc. Just moments away, enjoy access to a renowned vineyard’s tasting room and an organic farmstand and market—where fresh harvests, local wines, and authentic farm life become part of everyday living. Miles of preserved farmland and nearby beaches offer space, calm, and perspective rarely found so close to the city. Ideal as a refined weekend retreat, a sophisticated part-time residence, or a full-time home, this offering speaks to buyers who value access without effort, nature without isolation, and luxury defined by permanence rather than excess. A setting defined by protected land, enduring views, and a position that will never change.

5845 E Bridge Lane NE, Cutchogue

$1,280,000

A once in a lifetime location, sprawling California-style ranch with water views to the East and golf course views to the West. Overlooking North Fork Country Club's 17th Fairway- this home was updated in 2011 with luxury appliances and high-end finishes throughout. The chefs kitchen offers a natural-gas 36" GE Monogram Range, Sub-Zero Refrigerator and chic Scandinavian inspired cabinets. Three large bedrooms, and two full bathrooms, with the primary bedroom boasting a beautiful en-suite Carrara marble tiled bathroom. A large den/office off the kitchen has French doors opening up to the spacious backyard with golf views. Room for pool. Located in the desirable Fairway Farms association, just two miles to New Suffolk Beach and a half mile to Cutchogue Village. Home is being sold as-is.

3 Beds ⋅ 2 Baths ⋅ 886596 MLS

A once in a lifetime location, sprawling California-style ranch with water views to the East and golf course views to the West. Overlooking North Fork Country Club's 17th Fairway- this home was updated in 2011 with luxury appliances and high-end finishes throughout. The chefs kitchen offers a natural-gas 36" GE Monogram Range, Sub-Zero Refrigerator and chic Scandinavian inspired cabinets. Three large bedrooms, and two full bathrooms, with the primary bedroom boasting a beautiful en-suite Carrara marble tiled bathroom. A large den/office off the kitchen has French doors opening up to the spacious backyard with golf views. Room for pool. Located in the desirable Fairway Farms association, just two miles to New Suffolk Beach and a half mile to Cutchogue Village. Home is being sold as-is.

2870 Fairway Drive, Cutchogue

$1,275,000

Surrounded by picturesque sprawling farms in a coveted North Fork area, 1030 Horseshoe Drive awaits, nestled on nearly an acre of land. This Cutchogue home is designed for both entertaining and everyday living, featuring an open floor plan with high ceilings and modern amenities throughout. Enjoy the spacious chef's kitchen equipped with stainless steel appliances, ample cabinetry, a breakfast bar, and sliding glass doors leading to your yard. With four bedrooms, including a convenient downstairs guest suite with a full bath, this residence offers plenty of space for family and friends. Outside, the backyard is complete with a fenced in-ground pool and a bluestone patio set among beautiful landscaping-perfect for soaking up the serene surroundings.

4 Beds ⋅ 3 Baths ⋅ 889081 MLS

Surrounded by picturesque sprawling farms in a coveted North Fork area, 1030 Horseshoe Drive awaits, nestled on nearly an acre of land. This Cutchogue home is designed for both entertaining and everyday living, featuring an open floor plan with high ceilings and modern amenities throughout. Enjoy the spacious chef's kitchen equipped with stainless steel appliances, ample cabinetry, a breakfast bar, and sliding glass doors leading to your yard. With four bedrooms, including a convenient downstairs guest suite with a full bath, this residence offers plenty of space for family and friends. Outside, the backyard is complete with a fenced in-ground pool and a bluestone patio set among beautiful landscaping-perfect for soaking up the serene surroundings.

1030 Horseshoe Drive, Cutchogue

$1,250,000

Outstanding waterfront views set the stage for this truly special property in Cutchogue’s sought-after Fleets Neck area. Tucked well back from the road, the existing two-bedroom 1950s cottage needs attention, but was thoughtfully positioned to capture stunning, straight-on inlet views leading to the bay. This property offers a peaceful retreat where birdsong and the gentle movement of the water create a calming everyday backdrop—North Fork living at its finest. The current house is awaiting its new owner to bring it back to life. It features a basement, two entrances, and a porch that overlooks the water, as well as a detached garage or workshop. Seller will listen to all offers!

2 Beds ⋅ 1 Baths ⋅ 990770 MLS

Outstanding waterfront views set the stage for this truly special property in Cutchogue’s sought-after Fleets Neck area. Tucked well back from the road, the existing two-bedroom 1950s cottage needs attention, but was thoughtfully positioned to capture stunning, straight-on inlet views leading to the bay. This property offers a peaceful retreat where birdsong and the gentle movement of the water create a calming everyday backdrop—North Fork living at its finest. The current house is awaiting its new owner to bring it back to life. It features a basement, two entrances, and a porch that overlooks the water, as well as a detached garage or workshop. Seller will listen to all offers!

3985 Stillwater Avenue, Cutchogue

$1,250,000

Welcome to this meticulously maintained 4-bedroom, 3-bathroom colonial nestled in the heart of Cutchogue, offering private beach rights and a perfect blend of comfort, style, and functionality. Step inside to find a spacious layout featuring Andersen windows, central air, and a cozy dual-sided propane fireplace. The updated kitchen boasts soft-close cabinetry, granite countertops, and stainless steel appliances—ideal for entertaining or everyday living. Retreat to the primary suite with two custom-designed closets and a luxurious ensuite bath complete with heated floors. A second full bath on the main level also features heated flooring and a walk-in, stand-up shower. Enjoy outdoor living in your own backyard oasis with a 20x40 in-ground pool (2-year-young liner) surrounded by self-closing gates for safety. Two peaceful koi ponds with electric pumps, a retractable electric awning, and an in-ground sprinkler system elevate the experience. Additional amenities include a Ring alarm system with motion detectors, a full unfinished basement, a 200-amp service with subpanel, a whole-house generator with transfer switch, propane cooking, and fireplace. Located in the Mattituck-Cutchogue School District. Whether you're looking for a full-time residence or a weekend escape, this property has it all—comfort, quality, and coveted private beach access.

4 Beds ⋅ 3 Baths ⋅ 883154 MLS

Welcome to this meticulously maintained 4-bedroom, 3-bathroom colonial nestled in the heart of Cutchogue, offering private beach rights and a perfect blend of comfort, style, and functionality. Step inside to find a spacious layout featuring Andersen windows, central air, and a cozy dual-sided propane fireplace. The updated kitchen boasts soft-close cabinetry, granite countertops, and stainless steel appliances—ideal for entertaining or everyday living. Retreat to the primary suite with two custom-designed closets and a luxurious ensuite bath complete with heated floors. A second full bath on the main level also features heated flooring and a walk-in, stand-up shower. Enjoy outdoor living in your own backyard oasis with a 20x40 in-ground pool (2-year-young liner) surrounded by self-closing gates for safety. Two peaceful koi ponds with electric pumps, a retractable electric awning, and an in-ground sprinkler system elevate the experience. Additional amenities include a Ring alarm system with motion detectors, a full unfinished basement, a 200-amp service with subpanel, a whole-house generator with transfer switch, propane cooking, and fireplace. Located in the Mattituck-Cutchogue School District. Whether you're looking for a full-time residence or a weekend escape, this property has it all—comfort, quality, and coveted private beach access.

Cutchogue

$1,250,000

Unique Opportunity! Two single and separate commercial buildings each on their own lot. Total of .95 acres of prime route 25 exposure in downtown Cutchogue. Both Parcels are Hamlet Business which allow many commercial uses as well as multifamily development., Additional information: Office Pct.:100, Building Size:1600 & 1400

L3559765 MLS

Unique Opportunity! Two single and separate commercial buildings each on their own lot. Total of .95 acres of prime route 25 exposure in downtown Cutchogue. Both Parcels are Hamlet Business which allow many commercial uses as well as multifamily development., Additional information: Office Pct.:100, Building Size:1600 & 1400

28785 Main Road, Cutchogue

$1,125,000

It is time to enjoy relaxed, modern living at Harvest Pointe, a 55+ community in Cutchogue! This sought-after "Inkberry" model is overlooking the farm side of the community, offers 1,600 square feet of luxurious, single level living space. This home has many upgrades and a spacious open floorplan with 12' ceilings and bonus powder room. The living room offers a modern, linear gas fireplace with interchangeable stainless steel and matte black surround along with an exchangeable mantle to match the surround. The kitchen features Bosch appliances, Shaker-style cabinets, Silestone countertops, an oversized sink with touch faucet, a separate filtered water faucet, and a pantry. There are two bedrooms, each with an en suite bath and the primary features a large walk-in closet. Immaculate 2-car garage has electric car hook up and epoxy floors, the full basement and an extended screened-in patio and a paved grilling area with a BBQ gas line. Located three blocks from charming downtown Cutchogue and two miles from the beach, this home is perfect for those who want easy access to everything that the North Fork has to offer. The Harvest Pointe community amenities include a pool, tennis, pickleball, bocce and large clubhouse with fitness center and wine lockers.

2 Beds ⋅ 3 Baths ⋅ 921257 MLS

It is time to enjoy relaxed, modern living at Harvest Pointe, a 55+ community in Cutchogue! This sought-after "Inkberry" model is overlooking the farm side of the community, offers 1,600 square feet of luxurious, single level living space. This home has many upgrades and a spacious open floorplan with 12' ceilings and bonus powder room. The living room offers a modern, linear gas fireplace with interchangeable stainless steel and matte black surround along with an exchangeable mantle to match the surround. The kitchen features Bosch appliances, Shaker-style cabinets, Silestone countertops, an oversized sink with touch faucet, a separate filtered water faucet, and a pantry. There are two bedrooms, each with an en suite bath and the primary features a large walk-in closet. Immaculate 2-car garage has electric car hook up and epoxy floors, the full basement and an extended screened-in patio and a paved grilling area with a BBQ gas line. Located three blocks from charming downtown Cutchogue and two miles from the beach, this home is perfect for those who want easy access to everything that the North Fork has to offer. The Harvest Pointe community amenities include a pool, tennis, pickleball, bocce and large clubhouse with fitness center and wine lockers.

32 Millstone Lane, Cutchogue

$1,085,000

Discover this inviting five-bedroom colonial located in the highly desirable Fleets Neck beach community of Cutchogue. Designed with comfort and space in mind, this home is ideal for hosting extended family and guests. The first floor offers a warm and welcoming layout, featuring a living room with a cozy wood-burning fireplace that opens to a bright family room with sliders leading to the rear deck. The spacious first-floor primary suite includes its own sitting area or office, providing a private retreat. An open-concept kitchen with a charming breakfast nook, a formal dining room, and a powder room complete the main level. Upstairs, you’ll find four generous guest bedrooms—one with its own half bath—along with a hall bath. Perfect for year-round or seasonal living, this home is just moments from two sandy bay beaches, a marina, and a local park. For those seeking an authentic North Fork lifestyle, this property truly delivers. Restaurants, shops, farm stands, wineries, breweries, boating—everything that makes the area special is right at your fingertips.

5 Beds ⋅ 4 Baths ⋅ 956761 MLS

Discover this inviting five-bedroom colonial located in the highly desirable Fleets Neck beach community of Cutchogue. Designed with comfort and space in mind, this home is ideal for hosting extended family and guests. The first floor offers a warm and welcoming layout, featuring a living room with a cozy wood-burning fireplace that opens to a bright family room with sliders leading to the rear deck. The spacious first-floor primary suite includes its own sitting area or office, providing a private retreat. An open-concept kitchen with a charming breakfast nook, a formal dining room, and a powder room complete the main level. Upstairs, you’ll find four generous guest bedrooms—one with its own half bath—along with a hall bath. Perfect for year-round or seasonal living, this home is just moments from two sandy bay beaches, a marina, and a local park. For those seeking an authentic North Fork lifestyle, this property truly delivers. Restaurants, shops, farm stands, wineries, breweries, boating—everything that makes the area special is right at your fingertips.

275 Pinewood Road, Cutchogue