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Charming 2-bedroom, 1-bath home in desirable Cutchogue, featuring an attached 2-car garage and room for a pool. A wonderful opportunity to make it your own, with potential to expand, upgrade, and design to suit your vision. Close to restaurants, beaches, and North Fork vineyards.

2 Beds ⋅ 1 Baths ⋅ 1053686 MLS

Charming 2-bedroom, 1-bath home in desirable Cutchogue, featuring an attached 2-car garage and room for a pool. A wonderful opportunity to make it your own, with potential to expand, upgrade, and design to suit your vision. Close to restaurants, beaches, and North Fork vineyards.

995 Schoolhouse Road, Cutchogue

$950,000

This, just perfect, 3-bedroom 1.5 bath ranch sits nicely on a beautiful corner lot at just shy of 1 acre. You are welcomed home with a sweet front porch and then enter the front door to a beautiful open floor plan, including a granite and stainless-steel custom kitchen, dining room and living room. The primary bedroom has its own private door to the deck and a half bathroom. There are 2 additional bedrooms and the main bathroom is only 2 years old. Feel a cool North Fork breeze in the home with the front windows up and the rear sliding glass door slid open to the beautiful, entertaining back yard. Summers can be spent lounging on the patio around an in ground pool, BBQ’s on the deck or just reading a fabulous book in your private and peaceful surroundings. Enjoy all the North Fork of Long Island has to offer! Being within minutes of fabulous wineries, restaurants, beaches, farmstands, shopping and Cutchogue Village. You’ll find this home and its location to be perfect for year-round living or that warm home away from home.

3 Beds ⋅ 2 Baths ⋅ 1051628 MLS

This, just perfect, 3-bedroom 1.5 bath ranch sits nicely on a beautiful corner lot at just shy of 1 acre. You are welcomed home with a sweet front porch and then enter the front door to a beautiful open floor plan, including a granite and stainless-steel custom kitchen, dining room and living room. The primary bedroom has its own private door to the deck and a half bathroom. There are 2 additional bedrooms and the main bathroom is only 2 years old. Feel a cool North Fork breeze in the home with the front windows up and the rear sliding glass door slid open to the beautiful, entertaining back yard. Summers can be spent lounging on the patio around an in ground pool, BBQ’s on the deck or just reading a fabulous book in your private and peaceful surroundings. Enjoy all the North Fork of Long Island has to offer! Being within minutes of fabulous wineries, restaurants, beaches, farmstands, shopping and Cutchogue Village. You’ll find this home and its location to be perfect for year-round living or that warm home away from home.

985 Silver Colt Road, Cutchogue

$1,150,000

Charming Oregon Road1800's Farmhouse with Sweeping Bucolic Views and year round stunning sunsets. Experience country living at its finest in this beautifully maintained farmhouse overlooking scenic agricultural farmland. This inviting home features 3 bedrooms and 2 full baths, blending historic charm with peaceful rural surroundings. Enjoy breathtaking views, open skies, and the tranquility of farm country while being within easy reach of local amenities. Full basement, 1 car garage, storage shed.

3 Beds ⋅ 2 Baths ⋅ 1039271 MLS

Charming Oregon Road1800's Farmhouse with Sweeping Bucolic Views and year round stunning sunsets. Experience country living at its finest in this beautifully maintained farmhouse overlooking scenic agricultural farmland. This inviting home features 3 bedrooms and 2 full baths, blending historic charm with peaceful rural surroundings. Enjoy breathtaking views, open skies, and the tranquility of farm country while being within easy reach of local amenities. Full basement, 1 car garage, storage shed.

13700 Oregon Road, 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

$1,499,000

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

$1,375,000

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

$649,000

This 4-bedroom, three-level home sits in the heart of Cutchogue — one of the North Fork's most coveted addresses. Offered strictly AS IS, WHERE IS, with no representations or warranties, this is a drive-by opportunity for the visionary, the investor, or the end-user ready to make their mark on a property with real bones. The appeal is clear: a two-car detached garage, solid frame construction, and the kind of understated presence that fits naturally into the North Fork landscape. Inside, based on the footprint and layout you have hardwood floors, an eat-in kitchen, forced-air oil heat, two levels of living space, a basement with Bilco doors, and a partial attic speak to a home with genuine structure and flexibility. And the surroundings? Unmatched. McCall Wine, Pellegrini, Pugliese, Suhru and Lieb Vineyards are practically at the doorstep. Farm stands overflow every season, and the Southold Historical Museum's Maple Lane Campus anchors the neighborhood in history and community. Opportunities like this on the North Fork don't wait. Sold with tenants.

4 Beds ⋅ 1 Baths ⋅ 1024859 MLS

This 4-bedroom, three-level home sits in the heart of Cutchogue — one of the North Fork's most coveted addresses. Offered strictly AS IS, WHERE IS, with no representations or warranties, this is a drive-by opportunity for the visionary, the investor, or the end-user ready to make their mark on a property with real bones. The appeal is clear: a two-car detached garage, solid frame construction, and the kind of understated presence that fits naturally into the North Fork landscape. Inside, based on the footprint and layout you have hardwood floors, an eat-in kitchen, forced-air oil heat, two levels of living space, a basement with Bilco doors, and a partial attic speak to a home with genuine structure and flexibility. And the surroundings? Unmatched. McCall Wine, Pellegrini, Pugliese, Suhru and Lieb Vineyards are practically at the doorstep. Farm stands overflow every season, and the Southold Historical Museum's Maple Lane Campus anchors the neighborhood in history and community. Opportunities like this on the North Fork don't wait. Sold with tenants.

26170 County Road 48, Cutchogue

$725,000

Nestled on a landscaped corner property in the heart of Cutchogue, this inviting three-bedroom, two-bath home offers comfort, privacy, and endless potential. A charming covered porch welcomes you into bright, open living spaces, while the spacious yard provides plenty of room to relax, entertain, or garden. Ideally located just minutes from Cutchogue Village, renowned wineries, farm stands, beaches, and marinas, this is a wonderful opportunity to enjoy the very best of North Fork living- whether as a year-round residence or weekend retreat.

3 Beds ⋅ 2 Baths ⋅ 956730 MLS

Nestled on a landscaped corner property in the heart of Cutchogue, this inviting three-bedroom, two-bath home offers comfort, privacy, and endless potential. A charming covered porch welcomes you into bright, open living spaces, while the spacious yard provides plenty of room to relax, entertain, or garden. Ideally located just minutes from Cutchogue Village, renowned wineries, farm stands, beaches, and marinas, this is a wonderful opportunity to enjoy the very best of North Fork living- whether as a year-round residence or weekend retreat.

6205 Alvahs Lane, Cutchogue

$895,000

Some things are worth holding onto and this one is no exception. Nestled in one of the North Fork's most coveted beachside enclaves, this authentic mid-century modern gem offers the rare combination of style, privacy and beach access to one of the best bay beaches in the region! The detached 2-car garage handles the practical side of life beautifully with owned solar panels, including backup battery, while the working vegetable garden reminds you that the good life really is grown here. There's room for a pool, room to expand, and plenty of room to exhale. Optional membership in the Fleets Neck Property Owners Association gets you access to a private bay beach on the east end of Dave Allison Beach - plus storage for two kayaks. This is the kind of property that smart buyers recognize immediately - and move on quickly. The bones are right. The location is right. The potential? Even better.

2 Beds ⋅ 1 Baths ⋅ 986841 MLS

Some things are worth holding onto and this one is no exception. Nestled in one of the North Fork's most coveted beachside enclaves, this authentic mid-century modern gem offers the rare combination of style, privacy and beach access to one of the best bay beaches in the region! The detached 2-car garage handles the practical side of life beautifully with owned solar panels, including backup battery, while the working vegetable garden reminds you that the good life really is grown here. There's room for a pool, room to expand, and plenty of room to exhale. Optional membership in the Fleets Neck Property Owners Association gets you access to a private bay beach on the east end of Dave Allison Beach - plus storage for two kayaks. This is the kind of property that smart buyers recognize immediately - and move on quickly. The bones are right. The location is right. The potential? Even better.

865 Track Avenue, 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

$1,249,000

Welcome to Salt House, a charming and spacious four-bedroom residence ideally positioned in the heart of Cutchogue, surrounded by some of the North Fork’s most coveted destinations. Set across from pristine protected land and scenic Cedars Golf Club, the property offers a rare combination of privacy, convenience, and timeless coastal living—just moments from the Cutchogue Village Green, historic New Suffolk, Wickham’s Farm, and the finest Peconic Bay beaches. A permit is already in place for a 16' x 32' heated saltwater pool. Bathed in natural light, the thoughtfully designed interior features new hardwood floors throughout and an open, airy floor plan designed for both relaxed everyday living and elegant entertaining. The spacious first-floor primary suite provides a private retreat, complete with a spa-inspired en-suite bath featuring a brand-new soaking tub and refined designer finishes. A second bedroom on the main level offers exceptional flexibility for guests, a home office, or additional living space. At the heart of the home, the chef’s kitchen is appointed with premium stainless steel appliances, dishwasher drawers, a deep porcelain sink, and an inviting eat-in dining area illuminated by a Serena & Lily chandelier. The oversized living room, anchored by a built-in fireplace, flows naturally into the separate dining area, creating an ideal setting for gatherings. Upstairs, two generously proportioned bedrooms are complemented by a beautifully appointed brand-new en-suite bath, offering comfort and privacy for guests. Outside, professionally landscaped grounds are framed by lush flowers and mature plantings. A covered porch creates an idyllic setting for alfresco dining and long summer evenings, while the expansive backyard offers ample room for the permitted pool and shed—creating the foundation for a true private retreat. Additional highlights include a very large, dry basement with potential to finish, an oversized two-car garage, town water, natural gas, air conditioning and new furnishings available separately for those seeking a completely turnkey experience. Whether envisioned as an upscale summer escape, luxurious year-round residence, or exceptional investment opportunity, Salt House embodies the very best of North Fork living—where natural beauty, coastal charm, and village convenience come together. Located in one of the North Fork’s most desirable communities, known for its enduring property values and coveted coastal lifestyle, Salt House is just minutes from pristine beaches, celebrated vineyards, local farm stands, and the best of the East End.

4 Beds ⋅ 2 Baths ⋅ 993662 MLS

Welcome to Salt House, a charming and spacious four-bedroom residence ideally positioned in the heart of Cutchogue, surrounded by some of the North Fork’s most coveted destinations. Set across from pristine protected land and scenic Cedars Golf Club, the property offers a rare combination of privacy, convenience, and timeless coastal living—just moments from the Cutchogue Village Green, historic New Suffolk, Wickham’s Farm, and the finest Peconic Bay beaches. A permit is already in place for a 16' x 32' heated saltwater pool. Bathed in natural light, the thoughtfully designed interior features new hardwood floors throughout and an open, airy floor plan designed for both relaxed everyday living and elegant entertaining. The spacious first-floor primary suite provides a private retreat, complete with a spa-inspired en-suite bath featuring a brand-new soaking tub and refined designer finishes. A second bedroom on the main level offers exceptional flexibility for guests, a home office, or additional living space. At the heart of the home, the chef’s kitchen is appointed with premium stainless steel appliances, dishwasher drawers, a deep porcelain sink, and an inviting eat-in dining area illuminated by a Serena & Lily chandelier. The oversized living room, anchored by a built-in fireplace, flows naturally into the separate dining area, creating an ideal setting for gatherings. Upstairs, two generously proportioned bedrooms are complemented by a beautifully appointed brand-new en-suite bath, offering comfort and privacy for guests. Outside, professionally landscaped grounds are framed by lush flowers and mature plantings. A covered porch creates an idyllic setting for alfresco dining and long summer evenings, while the expansive backyard offers ample room for the permitted pool and shed—creating the foundation for a true private retreat. Additional highlights include a very large, dry basement with potential to finish, an oversized two-car garage, town water, natural gas, air conditioning and new furnishings available separately for those seeking a completely turnkey experience. Whether envisioned as an upscale summer escape, luxurious year-round residence, or exceptional investment opportunity, Salt House embodies the very best of North Fork living—where natural beauty, coastal charm, and village convenience come together. Located in one of the North Fork’s most desirable communities, known for its enduring property values and coveted coastal lifestyle, Salt House is just minutes from pristine beaches, celebrated vineyards, local farm stands, and the best of the East End.

440 Cases Lane, Cutchogue

$1,095,000

Fully Furnished & Ready to Enjoy! Beautifully maintained 3-bedroom, 2-bath home in desirable Oregon View Estates, set on nearly an acre. Featuring a recently renovated kitchen with large center island, private primary suite with walk-in closet and balcony, and a spacious backyard with heated inground saltwater pool. Recent upgrades include a new pool heater, newer A/C, siding and gutters, plus an electric car charger. Perfect for summer escapes or year-round living. Just move in an enjoy!

3 Beds ⋅ 2 Baths ⋅ 994729 MLS

Fully Furnished & Ready to Enjoy! Beautifully maintained 3-bedroom, 2-bath home in desirable Oregon View Estates, set on nearly an acre. Featuring a recently renovated kitchen with large center island, private primary suite with walk-in closet and balcony, and a spacious backyard with heated inground saltwater pool. Recent upgrades include a new pool heater, newer A/C, siding and gutters, plus an electric car charger. Perfect for summer escapes or year-round living. Just move in an enjoy!

435 Old Saddle Lane, Cutchogue

$660,000

This colonial-style home features three bedrooms, two full baths, an eat-in kitchen, and driveway parking. The information provided is estimated to the best of our abilities at this time.

3 Beds ⋅ 2 Baths ⋅ 954672 MLS

This colonial-style home features three bedrooms, two full baths, an eat-in kitchen, and driveway parking. The information provided is estimated to the best of our abilities at this time.

24635 Main 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

$705,000

Step into this cute and cozy country colonial updated and renovated inside and outside in 2023. Anderson windows on the outside for keeping the house toasty and warm. SS appliances in the country kitchen with hardwood floors on the main floor. Three bedrooms upstairs including a full hall bathroom. There is also a wood burning fireplace in the living room to add to the country flavor. Full unfinished basement with an outside entrance to add to your living space. And the location is close to all including shops with the flavor of a truly historic area.! Country living at its best! .

3 Beds ⋅ 2 Baths ⋅ 906405 MLS

Step into this cute and cozy country colonial updated and renovated inside and outside in 2023. Anderson windows on the outside for keeping the house toasty and warm. SS appliances in the country kitchen with hardwood floors on the main floor. Three bedrooms upstairs including a full hall bathroom. There is also a wood burning fireplace in the living room to add to the country flavor. Full unfinished basement with an outside entrance to add to your living space. And the location is close to all including shops with the flavor of a truly historic area.! Country living at its best! .

30170 Main Road, Cutchogue