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This Traditional 4-bedroom, 2.5-bath home sits near Orient State Park and the Cross Sound Ferry. The private, landscaped backyard has a pool and patio, plus a large deck with glass doors to the open-plan kitchen and family room, making it ideal for entertaining. The first floor is completed with a private living room, a dining room, laundry, and a powder room. Upstairs, the primary ensuite has a full bath with views of the backyard and pool. Three more bedrooms and a full bath complete the second floor. The finished lower level offers a large recreation space. This home is ideal year-round living or for enjoying North Fork summers.

4 Beds ⋅ 3 Baths ⋅ 1061683 MLS

This Traditional 4-bedroom, 2.5-bath home sits near Orient State Park and the Cross Sound Ferry. The private, landscaped backyard has a pool and patio, plus a large deck with glass doors to the open-plan kitchen and family room, making it ideal for entertaining. The first floor is completed with a private living room, a dining room, laundry, and a powder room. Upstairs, the primary ensuite has a full bath with views of the backyard and pool. Three more bedrooms and a full bath complete the second floor. The finished lower level offers a large recreation space. This home is ideal year-round living or for enjoying North Fork summers.

39595 Main Road, Orient

$749,000

Explore the possibilities at 320 Lands' End Road in Orient. This approximately 0.97-acre vacant parcel offers an opportunity to create a North Fork retreat, subject to all required approvals. Located in the Town of Southold and reported within the R-40 residential zoning district, the property provides space to explore a custom home design in this desirable East End setting. Buyers should independently verify zoning, permitted uses, buildability, utilities, septic requirements, and any environmental restrictions. All development is subject to applicable Town, County, and State approvals.

1062908 MLS

Explore the possibilities at 320 Lands' End Road in Orient. This approximately 0.97-acre vacant parcel offers an opportunity to create a North Fork retreat, subject to all required approvals. Located in the Town of Southold and reported within the R-40 residential zoning district, the property provides space to explore a custom home design in this desirable East End setting. Buyers should independently verify zoning, permitted uses, buildability, utilities, septic requirements, and any environmental restrictions. All development is subject to applicable Town, County, and State approvals.

320 Lands End Road, Orient

$1,975,000

One of Greenport’s most iconic homes, the William Corey House was built circa 1882 and stands as a beautiful testament to the village’s rich maritime history. Built for William D. Corey of Webb & Corey, a prominent ship chandlery that supplied vessels passing through Greenport’s bustling harbor, this distinguished residence has a direct connection to the working waterfront that helped shape the village. Set on a generous double lot graced by magnificent mature beech trees and a charming carriage house, the residence is distinguished by its slate roof, scalloped shingles, and decorative brackets. A gracious wraparound porch framed by Ionic columns welcomes visitors, while a Colonial-style doorway with an arched transom and sidelights adds to its timeless appeal. Together, these beautifully preserved period details reflect the craftsmanship and prosperity of Greenport’s years as a thriving port. Long admired by residents and visitors alike, 440 1st Street represents a rare opportunity to own a meaningful piece of Greenport’s architectural and maritime heritage. Awaiting its next steward, this extraordinary property offers the chance to restore its beauty, honor its history, and write the next chapter of one of the village’s most recognizable homes.

5 Beds ⋅ 2 Baths ⋅ 1056150 MLS

One of Greenport’s most iconic homes, the William Corey House was built circa 1882 and stands as a beautiful testament to the village’s rich maritime history. Built for William D. Corey of Webb & Corey, a prominent ship chandlery that supplied vessels passing through Greenport’s bustling harbor, this distinguished residence has a direct connection to the working waterfront that helped shape the village. Set on a generous double lot graced by magnificent mature beech trees and a charming carriage house, the residence is distinguished by its slate roof, scalloped shingles, and decorative brackets. A gracious wraparound porch framed by Ionic columns welcomes visitors, while a Colonial-style doorway with an arched transom and sidelights adds to its timeless appeal. Together, these beautifully preserved period details reflect the craftsmanship and prosperity of Greenport’s years as a thriving port. Long admired by residents and visitors alike, 440 1st Street represents a rare opportunity to own a meaningful piece of Greenport’s architectural and maritime heritage. Awaiting its next steward, this extraordinary property offers the chance to restore its beauty, honor its history, and write the next chapter of one of the village’s most recognizable homes.

440 1st Street, Greenport

$1,100,000

What caught my attention at 216 Monsell Place is how much of the original Greenport farmhouse feeling is still here, but the house has evolved into a layout that works really well today. You start with that wide wraparound porch. I can immediately picture sitting out there with coffee in the morning or having a drink at the end of the day. Then you walk inside and the pine floors, wood-burning fireplace and natural character remind you why these older North Fork homes are so appealing in the first place. The kitchen feels fresh and updated with new appliances, but what I really noticed was the light. There is a full-glass door at the side entrance, and in the afternoon the sunlight comes right into the kitchen. It gives the room a completely different feel and connects it visually with the backyard. Upstairs, there are three bedrooms, and one of them has some really interesting ceiling details that you just don't expect until you walk into the room. There are built-in closets, a second full bathroom, and another bright space with a great group of windows that I immediately thought would make an awesome home office. Then you walk outside and realize just how much yard there is. For Greenport Village, this is a really generous lot. You already have established trees and a great storage barn, but there is still plenty of space to have some fun with it. I can picture outdoor dining, gardens, a fire pit, lounge areas or simply a big backyard where everyone can spread out. And I like where it sits in the Village. Grab a bike and you can head over to Klipp's Park Beach, Smugglers Cove or Billy's By The Bay and spend an afternoon around the water and the marinas. For me, that's what makes this house interesting. A lot of the charm is already here, but there are still enough possibilities that you can start imagining what you would do with it.

3 Beds ⋅ 2 Baths ⋅ 1040671 MLS

What caught my attention at 216 Monsell Place is how much of the original Greenport farmhouse feeling is still here, but the house has evolved into a layout that works really well today. You start with that wide wraparound porch. I can immediately picture sitting out there with coffee in the morning or having a drink at the end of the day. Then you walk inside and the pine floors, wood-burning fireplace and natural character remind you why these older North Fork homes are so appealing in the first place. The kitchen feels fresh and updated with new appliances, but what I really noticed was the light. There is a full-glass door at the side entrance, and in the afternoon the sunlight comes right into the kitchen. It gives the room a completely different feel and connects it visually with the backyard. Upstairs, there are three bedrooms, and one of them has some really interesting ceiling details that you just don't expect until you walk into the room. There are built-in closets, a second full bathroom, and another bright space with a great group of windows that I immediately thought would make an awesome home office. Then you walk outside and realize just how much yard there is. For Greenport Village, this is a really generous lot. You already have established trees and a great storage barn, but there is still plenty of space to have some fun with it. I can picture outdoor dining, gardens, a fire pit, lounge areas or simply a big backyard where everyone can spread out. And I like where it sits in the Village. Grab a bike and you can head over to Klipp's Park Beach, Smugglers Cove or Billy's By The Bay and spend an afternoon around the water and the marinas. For me, that's what makes this house interesting. A lot of the charm is already here, but there are still enough possibilities that you can start imagining what you would do with it.

216 Monsell Place, Greenport

$1,300,000

Welcome to 402 5th Street, a 4 bedroom, 2 full bathroom historic Victorian located in the heart of west Dublin on a double lot, with plenty of room for an in-ground pool and just 3 blocks to a sandy bay beach. The home is also zoned to be converted to a 2-family dwelling. The residence offers original wide plank flooring, a large back deck and private back yard with a large shed. On the first floor, a side entrance leads to a formal kitchen, dining room, den or reading area and living room with a colossal fireplace. The second floor primary bedroom has a cathedral ceiling with skylights and plentiful amounts of natural light. There are three additional bedrooms, a full bathroom and separate exterior staircase leading to the second floor. The home is located a few blocks from the heart of Greenport Village.

4 Beds ⋅ 2 Baths ⋅ 1058255 MLS

Welcome to 402 5th Street, a 4 bedroom, 2 full bathroom historic Victorian located in the heart of west Dublin on a double lot, with plenty of room for an in-ground pool and just 3 blocks to a sandy bay beach. The home is also zoned to be converted to a 2-family dwelling. The residence offers original wide plank flooring, a large back deck and private back yard with a large shed. On the first floor, a side entrance leads to a formal kitchen, dining room, den or reading area and living room with a colossal fireplace. The second floor primary bedroom has a cathedral ceiling with skylights and plentiful amounts of natural light. There are three additional bedrooms, a full bathroom and separate exterior staircase leading to the second floor. The home is located a few blocks from the heart of Greenport Village.

402 5th Street, Greenport

$1,990,000

Built in 2020, this 4-bedroom, 3.5-bath cedar-shingle home in East Marion pairs modern construction with extensive outdoor amenities, protected farmland views, and the Peconic Bay at the end of the street. Designed by landscape architects Marshall & Paetzel, the resort-style backyard features a 15x40 heated gunite pool with an electric cover and fiber-optic lighting, complemented by a private 5x15 foot spa with a soothing fountain and fully irrigated Zen garden. The custom poolside cabana offers motorized screens, a half bath, a bar with a sink, ice maker, and refrigerator, plus an outdoor shower that is served by its own tankless water heater. A 20x40 foot marble patio brings the outdoor entertaining space together with a built-in DCS grill and dedicated dining and lounging areas. Inside, a vaulted entry opens to the main level, where the dining room flows into the chef’s kitchen with an oversized island, Viking range, Sub-Zero refrigerator, Miele dishwasher, and wine refrigerator. The adjoining great room features built-in shelving and a marble-surround gas fireplace. The first-floor primary suite includes a walk-in closet and a double-vanity bath with an oversized shower. A laundry room, powder room, and two-car garage complete this level. Upstairs, a recently renovated second primary suite offers a private bath, lounge area, and walk-in closet. Two additional bedrooms, a shared bath, and a storage area complete the second level. The unfinished basement offers approximately 1,000 square feet with 9-foot ceilings and potential for future expansion. With thoughtfully designed spaces inside and out, this East Marion retreat offers a complete package, with golf, wineries, Greenport, and the North Fork's many other attractions just minutes away.

4 Beds ⋅ 5 Baths ⋅ 1061404 MLS

Built in 2020, this 4-bedroom, 3.5-bath cedar-shingle home in East Marion pairs modern construction with extensive outdoor amenities, protected farmland views, and the Peconic Bay at the end of the street. Designed by landscape architects Marshall & Paetzel, the resort-style backyard features a 15x40 heated gunite pool with an electric cover and fiber-optic lighting, complemented by a private 5x15 foot spa with a soothing fountain and fully irrigated Zen garden. The custom poolside cabana offers motorized screens, a half bath, a bar with a sink, ice maker, and refrigerator, plus an outdoor shower that is served by its own tankless water heater. A 20x40 foot marble patio brings the outdoor entertaining space together with a built-in DCS grill and dedicated dining and lounging areas. Inside, a vaulted entry opens to the main level, where the dining room flows into the chef’s kitchen with an oversized island, Viking range, Sub-Zero refrigerator, Miele dishwasher, and wine refrigerator. The adjoining great room features built-in shelving and a marble-surround gas fireplace. The first-floor primary suite includes a walk-in closet and a double-vanity bath with an oversized shower. A laundry room, powder room, and two-car garage complete this level. Upstairs, a recently renovated second primary suite offers a private bath, lounge area, and walk-in closet. Two additional bedrooms, a shared bath, and a storage area complete the second level. The unfinished basement offers approximately 1,000 square feet with 9-foot ceilings and potential for future expansion. With thoughtfully designed spaces inside and out, this East Marion retreat offers a complete package, with golf, wineries, Greenport, and the North Fork's many other attractions just minutes away.

1165 Shipyard Lane, East Marion

$5,350,000

Perfectly positioned on a bluff overlooking the Long Island Sound, this Nantucket-style cedar-shingled home captures sweeping water views and spectacular sunsets from nearly every vantage point. Multiple waterside decks and balconies make the most of the setting, while a heated pool, outdoor kitchen, and stairs to a private beach create an exceptional environment for summer living and entertaining. Inside, beautifully appointed living spaces include en-suite bedrooms on both the first and second floors, offering flexibility for owners and guests alike. A finished lower level with a private theater provides additional space for recreation. Less than a mile from the heart of Greenport Village, this exceptional waterfront property combines coastal beauty, privacy, and proximity to one of the North Fork’s most desirable destinations.

5 Beds ⋅ 5 Baths ⋅ 1059750 MLS

Perfectly positioned on a bluff overlooking the Long Island Sound, this Nantucket-style cedar-shingled home captures sweeping water views and spectacular sunsets from nearly every vantage point. Multiple waterside decks and balconies make the most of the setting, while a heated pool, outdoor kitchen, and stairs to a private beach create an exceptional environment for summer living and entertaining. Inside, beautifully appointed living spaces include en-suite bedrooms on both the first and second floors, offering flexibility for owners and guests alike. A finished lower level with a private theater provides additional space for recreation. Less than a mile from the heart of Greenport Village, this exceptional waterfront property combines coastal beauty, privacy, and proximity to one of the North Fork’s most desirable destinations.

1000 Sound Drive, Greenport

$1,890,000

Meticulously restored Craftsman on coveted Orchard Street in the heart of Orient Village. The private 0.55-acre lot offers an 18x40 heated in-ground pool, an original two-car garage and an outbuilding. A covered front porch opens to a welcoming foyer, which flows into a living room with a wood-burning fireplace and on to the dining room and eat-in kitchen. A mud room with laundry and a powder room complete the first floor. Upstairs is a primary suite with full bath and two additional bedrooms sharing a second full bath. Stroll to the village shops, country store, post office and yacht club, and enjoy the breezes off Orient Harbor.

3 Beds ⋅ 3 Baths ⋅ 1059854 MLS

Meticulously restored Craftsman on coveted Orchard Street in the heart of Orient Village. The private 0.55-acre lot offers an 18x40 heated in-ground pool, an original two-car garage and an outbuilding. A covered front porch opens to a welcoming foyer, which flows into a living room with a wood-burning fireplace and on to the dining room and eat-in kitchen. A mud room with laundry and a powder room complete the first floor. Upstairs is a primary suite with full bath and two additional bedrooms sharing a second full bath. Stroll to the village shops, country store, post office and yacht club, and enjoy the breezes off Orient Harbor.

845 Orchard Street, Orient

$840,000

Beautifully renovated historic building in the heart of Greenport Village’s commercial district. This light-filled, two-story property has been home to the well-established VSOP Projects art gallery for the past eight years and offers a versatile layout well-suited to a range of uses, presenting an exciting opportunity for its next entrepreneur or investor. Stunning original wide-plank floors and a large whimsical rear garden pair seamlessly with a full slate of recent upgrades, including new electrical, HVAC, windows, insulation, siding, and lighting, creating a truly turn-key space. Ideally situated just one block from the Jitney, LIRR, Shelter Island Ferry, multiple hotels, and municipal parking, and surrounded by Greenport’s vibrant shops, restaurants, and waterfront.

1060295 MLS

Beautifully renovated historic building in the heart of Greenport Village’s commercial district. This light-filled, two-story property has been home to the well-established VSOP Projects art gallery for the past eight years and offers a versatile layout well-suited to a range of uses, presenting an exciting opportunity for its next entrepreneur or investor. Stunning original wide-plank floors and a large whimsical rear garden pair seamlessly with a full slate of recent upgrades, including new electrical, HVAC, windows, insulation, siding, and lighting, creating a truly turn-key space. Ideally situated just one block from the Jitney, LIRR, Shelter Island Ferry, multiple hotels, and municipal parking, and surrounded by Greenport’s vibrant shops, restaurants, and waterfront.

311 Front Street, Greenport

$2,795,000

Home Complete! Professional Photos Coming Soon. Exceptional new construction by well-known local builder set on .42 acres with approximately 4,600 sq. ft., offering 7 bedrooms and 6½ baths. Sophisticated design features include 10’ ceilings, 4” white oak floors, European windows, Cortizo doors, architectural roof, and Hardie Plank siding. Designer kitchen with Taj Mahal quartzite countertops, waterfall island, custom cabinetry, butler’s pantry, Thermador appliances, XO hood and wine refrigerator. Luxurious first-floor junior en suite and stunning second-floor primary suite with spa-like wet room, soaking tub, walk-in closet and mahogany balcony. Living room with gas fireplace, finished lower level, heated 18’ x 36’ in-ground pool, irrigation and professional landscaping. Detached two-car garage with overhead storage. A new construction offering space, style and sought after amenities. Close to 67 Steps Beach and moments from all that Greenport has to offer.

7 Beds ⋅ 7 Baths ⋅ 1053367 MLS

Home Complete! Professional Photos Coming Soon. Exceptional new construction by well-known local builder set on .42 acres with approximately 4,600 sq. ft., offering 7 bedrooms and 6½ baths. Sophisticated design features include 10’ ceilings, 4” white oak floors, European windows, Cortizo doors, architectural roof, and Hardie Plank siding. Designer kitchen with Taj Mahal quartzite countertops, waterfall island, custom cabinetry, butler’s pantry, Thermador appliances, XO hood and wine refrigerator. Luxurious first-floor junior en suite and stunning second-floor primary suite with spa-like wet room, soaking tub, walk-in closet and mahogany balcony. Living room with gas fireplace, finished lower level, heated 18’ x 36’ in-ground pool, irrigation and professional landscaping. Detached two-car garage with overhead storage. A new construction offering space, style and sought after amenities. Close to 67 Steps Beach and moments from all that Greenport has to offer.

1050 Tasker Lane, Greenport

$599,999

HALF ACRE CLEARED AND FLAT LOT FOR SALE IN THE HEART OF THE VILLAGE! 150 FT X 145 FT is zoned R2. The lot size and 150 feet of road frontage meet the village building standard for a potential SUBDIVISION for two 1/4 acre buildable lots. Building standards also allow for a LARGE SINGLE FAMILY or MULTIFAMILY HOUSE WITH POOL. NO PLANS HAVE BEEN SUBMITTED AT THIS TIME AND ALL PLANS AND SUBDIVISIONS ARE SUBJECT TO BUILDING DEPARTMENT APPROVAL. NEW SURVEY available upon request.

1057890 MLS

HALF ACRE CLEARED AND FLAT LOT FOR SALE IN THE HEART OF THE VILLAGE! 150 FT X 145 FT is zoned R2. The lot size and 150 feet of road frontage meet the village building standard for a potential SUBDIVISION for two 1/4 acre buildable lots. Building standards also allow for a LARGE SINGLE FAMILY or MULTIFAMILY HOUSE WITH POOL. NO PLANS HAVE BEEN SUBMITTED AT THIS TIME AND ALL PLANS AND SUBDIVISIONS ARE SUBJECT TO BUILDING DEPARTMENT APPROVAL. NEW SURVEY available upon request.

264 6th Avenue, Greenport

$1,200,000

Located in the Stars Beach Community, this charming 3-bedroom, 2-bath cottage offers the perfect opportunity to create your own beach-town escape, weekend retreat, or year-round home. Chill in your backyard, lounge in your pool or enjoy the neighborhood beach and stay to watch the spectacular sunset then rinse off the sand in your outdoor shower. Enjoy cozy evenings by the wood burning fireplace or stay cool with central AC. Includes finished basement with outside access, garage, accessory shed, solar. Moments from North Fork's celebrated farm stands, restaurants, marinas, boating, award-winning wineries, and charming local shops. A true North Fork lifestyle opportunity in a wonderful beach community-come make it yours.

3 Beds ⋅ 2 Baths ⋅ 1053439 MLS

Located in the Stars Beach Community, this charming 3-bedroom, 2-bath cottage offers the perfect opportunity to create your own beach-town escape, weekend retreat, or year-round home. Chill in your backyard, lounge in your pool or enjoy the neighborhood beach and stay to watch the spectacular sunset then rinse off the sand in your outdoor shower. Enjoy cozy evenings by the wood burning fireplace or stay cool with central AC. Includes finished basement with outside access, garage, accessory shed, solar. Moments from North Fork's celebrated farm stands, restaurants, marinas, boating, award-winning wineries, and charming local shops. A true North Fork lifestyle opportunity in a wonderful beach community-come make it yours.

3825 Stars Road, East Marion

$2,350,000

Set on a spacious, shy acre with open field views, this renovated cedar-shingled farmhouse pairs classic North Fork character with a comprehensive renovation and addition. An expansive wrap-around porch drenched in light and enveloped in beautiful mature hydrangeas gives the home an inviting presence, while the pool and surrounding grounds make the most of its peaceful Orient setting. Inside, the three-bedroom, three-bath home features an open, light-filled floor plan designed for easy living and entertaining. Multiple sets of doors open directly to the deck and porch, creating a natural connection between the interior spaces, outdoor seating areas, pool, and landscape beyond. A bonus loft and finished lower level add valuable flexibility for guests, recreation, or work-from-home space. The property offers a comfortable sense of space, privacy, and connection to its surroundings in one of Orient’s most desirable pastoral locations.

3 Beds ⋅ 4 Baths ⋅ 1056455 MLS

Set on a spacious, shy acre with open field views, this renovated cedar-shingled farmhouse pairs classic North Fork character with a comprehensive renovation and addition. An expansive wrap-around porch drenched in light and enveloped in beautiful mature hydrangeas gives the home an inviting presence, while the pool and surrounding grounds make the most of its peaceful Orient setting. Inside, the three-bedroom, three-bath home features an open, light-filled floor plan designed for easy living and entertaining. Multiple sets of doors open directly to the deck and porch, creating a natural connection between the interior spaces, outdoor seating areas, pool, and landscape beyond. A bonus loft and finished lower level add valuable flexibility for guests, recreation, or work-from-home space. The property offers a comfortable sense of space, privacy, and connection to its surroundings in one of Orient’s most desirable pastoral locations.

860 Hillcrest Drive, Orient

$550,000

Discover the perfect opportunity to build your dream home on this beautiful 1.67-acre waterview lot in the heart of Greenport. Just five blocks from Greenport Village, you’ll have easy access to charming boutiques, renowned restaurants, lively bars, and more—all while enjoying the tranquility of your own private retreat. This property includes deeded bay beach rights at the end of 9th Street, where you can , take a refreshing swim, or set off on a peaceful kayak adventure around Pipes Cove. Please note: Showings are by appointment only. No one is permitted to walk the grounds without an agent present. Don’t miss this rare chance to own a prime piece of North Fork paradise! No one is permitted to walk the property without an appointment and must sign a Hold Harmless.

1055380 MLS

Discover the perfect opportunity to build your dream home on this beautiful 1.67-acre waterview lot in the heart of Greenport. Just five blocks from Greenport Village, you’ll have easy access to charming boutiques, renowned restaurants, lively bars, and more—all while enjoying the tranquility of your own private retreat. This property includes deeded bay beach rights at the end of 9th Street, where you can , take a refreshing swim, or set off on a peaceful kayak adventure around Pipes Cove. Please note: Showings are by appointment only. No one is permitted to walk the grounds without an agent present. Don’t miss this rare chance to own a prime piece of North Fork paradise! No one is permitted to walk the property without an appointment and must sign a Hold Harmless.

1080 9th Street, Greenport

2820 Shipyard Lane Unit #2C1, East Marion

$835,000

Experience the best of North Fork waterfront living in this beautifully renovated first-floor condo at Cleaves Point. Gut renovated down to the studs and never lived in, this exceptional residence offers a fresh, modern interior, wide-open water views, and a waterside deck perfect for relaxing and enjoying the scenery. Community amenities include a private marina, sandy beach, gunite pool, two tennis courts, three pickleball courts, basketball, a newly renovated clubhouse, and fitness center. Ideally located just two miles from Greenport Village, with easy access to wineries, shopping, beaches, and exceptional dining.

1 Beds ⋅ 2 Baths ⋅ 1054435 MLS

Experience the best of North Fork waterfront living in this beautifully renovated first-floor condo at Cleaves Point. Gut renovated down to the studs and never lived in, this exceptional residence offers a fresh, modern interior, wide-open water views, and a waterside deck perfect for relaxing and enjoying the scenery. Community amenities include a private marina, sandy beach, gunite pool, two tennis courts, three pickleball courts, basketball, a newly renovated clubhouse, and fitness center. Ideally located just two miles from Greenport Village, with easy access to wineries, shopping, beaches, and exceptional dining.

2820 Shipyard Lane Unit #2C1, East Marion

$1,675,000

Welcome to this special North Fork retreat, set on a quiet, private road in East Marion. Rebuilt from the foundation in 2005 in a timeless New England transitional style, this thoughtfully designed home offers generous spaces for everyday living, entertaining, and enjoying the seasons. A gracious, double-height entry with a handsome staircase welcomes you into the expansive first floor, where red oak floors and custom crown molding add warmth and classic detail. The open yet comfortably defined layout includes a living room with surround sound and a gas fireplace, an eat-in kitchen with solid wood cabinetry, Silestone countertops, and a gas range, a spacious and flexible dining room, home office, full bath, and a convenient mudroom with half bath and direct access to the two-car garage. Multiple doors open to the raised deck, patio, and pool, creating an easy connection between indoor and outdoor living. Upstairs, a long hall leads to three generously sized bedrooms, a full hall bath, laundry room, and versatile bonus room that can be used as a den, office, or additional gathering space. The impressive primary suite features soaring ceilings and a spacious bath with double vanity, BainUltra hydro-massage tub, and large freestanding shower. Generous closets throughout the home provide abundant storage. The partially finished basement offers even more flexibility, with a slate-bed pool table, dedicated workout area, and additional space for storage or recreation. Set on approximately 0.70 acre, the property’s beautifully established grounds have been carefully cultivated over the years. Mature plantings surround the home, while a majestic maple anchors the backyard, casting dappled shade across the landscape. The heated saltwater pool, raised garden beds, chicken coop, and shed create a backyard designed for gathering friends and family. The raised deck off the kitchen and thoughtfully designed patio adjoining the mudroom provide multiple spaces for dining, lounging, and entertaining. Residents of Marion Lane enjoy access to the beach at the end of Bay Avenue, while East Marion residents also have beach privileges at Truman’s Beach and access to Orient-East Marion parks and beaches. Transportation: LIRR (Greenport), Hampton Jitney, Greenport & Orient ferries. Ideally positioned between Greenport Village and Orient; East Marion offers a quintessential experience. The North Fork is a lifestyle—quieter, private, and beautiful in every season—surrounded by farms, vineyards, beaches, and charming communities. Come discover a home where thoughtful design and quality details make every moment of living in this enchanting little enclave even more special.

3 Beds ⋅ 4 Baths ⋅ 1052946 MLS

Welcome to this special North Fork retreat, set on a quiet, private road in East Marion. Rebuilt from the foundation in 2005 in a timeless New England transitional style, this thoughtfully designed home offers generous spaces for everyday living, entertaining, and enjoying the seasons. A gracious, double-height entry with a handsome staircase welcomes you into the expansive first floor, where red oak floors and custom crown molding add warmth and classic detail. The open yet comfortably defined layout includes a living room with surround sound and a gas fireplace, an eat-in kitchen with solid wood cabinetry, Silestone countertops, and a gas range, a spacious and flexible dining room, home office, full bath, and a convenient mudroom with half bath and direct access to the two-car garage. Multiple doors open to the raised deck, patio, and pool, creating an easy connection between indoor and outdoor living. Upstairs, a long hall leads to three generously sized bedrooms, a full hall bath, laundry room, and versatile bonus room that can be used as a den, office, or additional gathering space. The impressive primary suite features soaring ceilings and a spacious bath with double vanity, BainUltra hydro-massage tub, and large freestanding shower. Generous closets throughout the home provide abundant storage. The partially finished basement offers even more flexibility, with a slate-bed pool table, dedicated workout area, and additional space for storage or recreation. Set on approximately 0.70 acre, the property’s beautifully established grounds have been carefully cultivated over the years. Mature plantings surround the home, while a majestic maple anchors the backyard, casting dappled shade across the landscape. The heated saltwater pool, raised garden beds, chicken coop, and shed create a backyard designed for gathering friends and family. The raised deck off the kitchen and thoughtfully designed patio adjoining the mudroom provide multiple spaces for dining, lounging, and entertaining. Residents of Marion Lane enjoy access to the beach at the end of Bay Avenue, while East Marion residents also have beach privileges at Truman’s Beach and access to Orient-East Marion parks and beaches. Transportation: LIRR (Greenport), Hampton Jitney, Greenport & Orient ferries. Ideally positioned between Greenport Village and Orient; East Marion offers a quintessential experience. The North Fork is a lifestyle—quieter, private, and beautiful in every season—surrounded by farms, vineyards, beaches, and charming communities. Come discover a home where thoughtful design and quality details make every moment of living in this enchanting little enclave even more special.

225 Marion Lane, East Marion

$1,595,000

Set on a private .98-acre lot at the end of a cul-de-sac, this spacious 4-bedroom, 3.5-bath traditional home, built in 2003, offers approximately 2,900 sq. ft. of comfortable living space. The inviting interior features hardwood floors, an eat-in kitchen with Sub-Zero refrigerator, Wolf range, soapstone countertops, kitchen island and pantry, formal dining room, living room with wood-burning fireplace, mudroom, home office, and first-floor bedroom with nearby half bath. Upstairs, enjoy a family room with fireplace, luxurious primary en suite with Jacuzzi tub and separate shower, two guest bedrooms and additional guest bath. Outside, a fenced rear yard features a heated in-ground pool and bluestone paver patio—perfect for entertaining and summer enjoyment. Additional amenities include a one-car attached garage, whole-house water filtration system, home security system, and deeded beach rights. A wonderful opportunity to enjoy the Orient lifestyle in a beautiful private setting.

4 Beds ⋅ 4 Baths ⋅ 1051631 MLS

Set on a private .98-acre lot at the end of a cul-de-sac, this spacious 4-bedroom, 3.5-bath traditional home, built in 2003, offers approximately 2,900 sq. ft. of comfortable living space. The inviting interior features hardwood floors, an eat-in kitchen with Sub-Zero refrigerator, Wolf range, soapstone countertops, kitchen island and pantry, formal dining room, living room with wood-burning fireplace, mudroom, home office, and first-floor bedroom with nearby half bath. Upstairs, enjoy a family room with fireplace, luxurious primary en suite with Jacuzzi tub and separate shower, two guest bedrooms and additional guest bath. Outside, a fenced rear yard features a heated in-ground pool and bluestone paver patio—perfect for entertaining and summer enjoyment. Additional amenities include a one-car attached garage, whole-house water filtration system, home security system, and deeded beach rights. A wonderful opportunity to enjoy the Orient lifestyle in a beautiful private setting.

775 Mulford Court, Orient

$1,200,000

A beautifully preserved 19th-century Victorian home set in the heart of Orient Village. The large screened three-season porch opens onto a picturesque rear garden, perfect for entertaining. A detached garage, recently renovated with heat, A/C, and EV charging — currently an art studio, but fully functional as a garage with intact new garage doors. The first-floor features custom cabinetry, a formal dining room, original radiators, a powder room, and the screened porch. Upstairs are two bedrooms and a full bath. Both the front and rear gardens have been professionally landscaped. Just steps from the post office, Country Store, yacht club, marina, and bay and sound beaches.

2 Beds ⋅ 2 Baths ⋅ 1052203 MLS

A beautifully preserved 19th-century Victorian home set in the heart of Orient Village. The large screened three-season porch opens onto a picturesque rear garden, perfect for entertaining. A detached garage, recently renovated with heat, A/C, and EV charging — currently an art studio, but fully functional as a garage with intact new garage doors. The first-floor features custom cabinetry, a formal dining room, original radiators, a powder room, and the screened porch. Upstairs are two bedrooms and a full bath. Both the front and rear gardens have been professionally landscaped. Just steps from the post office, Country Store, yacht club, marina, and bay and sound beaches.

1405 Village Lane, Orient

$1,189,000

Welcome to this wonderful circa 1890s 2-family farmhouse in the beautiful hamlet of Orient! Pristine and updated with the antique feel of yesteryear! The main home has 4 bedrooms 2.5 baths with wide planked wood floors and original moldings. The eat-in wainscot kitchen with new appliances has plenty of cabinetry and counter space. The formal dining room and spacious living room with fireplace easily open to the covered wrap around front porch overlooking flowering gardens and the lush grassy yard- a perfect retreat for entertaining, or sipping your morning coffee or tea. An ensuite bedroom on the 1st level, plus 2 bedrooms, an office/den and hallway bath upstairs. The 3rd level full attic has plenty of room for storage and possible future expansion. The attached 1-bedroom apartment features its own private entrance with a delightful screened-in porch, an open living, dining and kitchen space, and an ensuite bedroom. The beautiful side yard has room for vegetable and flower gardens, and there is a small shed for garden tools in the backyard. Come experience the peaceful North Fork life in this quintessential farmhouse. You will be just a few blocks from the historic village of Orient and town beaches. Savor the unspoiled beauty and nature in Orient. This home is move-in ready, and awaits your special touch!

4 Beds ⋅ 4 Baths ⋅ 1051989 MLS

Welcome to this wonderful circa 1890s 2-family farmhouse in the beautiful hamlet of Orient! Pristine and updated with the antique feel of yesteryear! The main home has 4 bedrooms 2.5 baths with wide planked wood floors and original moldings. The eat-in wainscot kitchen with new appliances has plenty of cabinetry and counter space. The formal dining room and spacious living room with fireplace easily open to the covered wrap around front porch overlooking flowering gardens and the lush grassy yard- a perfect retreat for entertaining, or sipping your morning coffee or tea. An ensuite bedroom on the 1st level, plus 2 bedrooms, an office/den and hallway bath upstairs. The 3rd level full attic has plenty of room for storage and possible future expansion. The attached 1-bedroom apartment features its own private entrance with a delightful screened-in porch, an open living, dining and kitchen space, and an ensuite bedroom. The beautiful side yard has room for vegetable and flower gardens, and there is a small shed for garden tools in the backyard. Come experience the peaceful North Fork life in this quintessential farmhouse. You will be just a few blocks from the historic village of Orient and town beaches. Savor the unspoiled beauty and nature in Orient. This home is move-in ready, and awaits your special touch!

25105 Main Road N, Orient

$525,000

Greenport Village fringe vacant building lot with active setpic and building permit. Approved plans are for an approximate 2,650 sqft of living space, 3 bedrooms and 3.5 bathrooms. Close proximity to 6th St Beach, Greenport Village shopping district, local restaurant, farm-stands and vineyards. Great shovel ready opportunity!

1052155 MLS

Greenport Village fringe vacant building lot with active setpic and building permit. Approved plans are for an approximate 2,650 sqft of living space, 3 bedrooms and 3.5 bathrooms. Close proximity to 6th St Beach, Greenport Village shopping district, local restaurant, farm-stands and vineyards. Great shovel ready opportunity!

820 Wiggins Street, Greenport

$925,000

What surprised me is the option to consider a 2.7% assumable mortgage, a ownership member of the 2.5 acre beach and an updated home with updates and charm. The first thing I noticed about this house was actually the side entrance. There’s this casual mudroom entry with pieces of driftwood collected from the beach tucked around the railings, and it immediately gives the house that relaxed coastal cottage feeling. Inside, the morning light is probably one of my favorite things. The corner dining nook has windows on both sides, so the sunlight just pours into the room. From there, everything connects. The dining area opens visually to the kitchen, where the sink sits under a window looking out toward the outdoor dining table, and the living room is right there too. You can literally be cooking, sitting at the table or relaxing on the sofa and still see the TV. It’s a really comfortable layout for everyday living. The two bedrooms are nicely separated into the sleeping side of the house with the full bathroom nearby. The larger bedroom easily accommodates a king size bed, and the second works perfectly with a queen, so it feels much more like a year round home than just a little summer cottage. But the backyard might be where I would spend most of my time. A deck runs along the length of the house with room for outdoor dining and seating, then there’s another spot with double lounge chairs where you could disappear with a book or just sit there and do absolutely nothing, which honestly sounds pretty good. At night, string lights run through the trees and completely change the atmosphere around the fire pit, with seating for six or more. Between the established plantings, mature trees and detached two-car garage, the backyard feels private, comfortable and finished. Then you discover Conkling Point Beach. The association provides access to this beautiful 2.5 acre crescent shaped sandbar just a few doors away. It has sandy beach, open water views toward The Pridwin and Sunset Beach on Shelter Island, and some incredible spots to settle in with your beach chairs beneath the windswept trees. With the breeze coming off the water and the sun dropping across the horizon, it can honestly feel like you found your own little island. What makes the location work so well is that you get that quiet beach community atmosphere without feeling removed from everything. Greenport Village is about a 10 minute drive away, while Goldsmith’s Marina and Southold Fish Market are even closer. It’s the kind of house that feels easy. Morning coffee in the sunny dining nook, dinner outside on the deck, a walk down to the beach, then back home to the fire pit under the lights.

2 Beds ⋅ 1 Baths ⋅ 1050064 MLS

What surprised me is the option to consider a 2.7% assumable mortgage, a ownership member of the 2.5 acre beach and an updated home with updates and charm. The first thing I noticed about this house was actually the side entrance. There’s this casual mudroom entry with pieces of driftwood collected from the beach tucked around the railings, and it immediately gives the house that relaxed coastal cottage feeling. Inside, the morning light is probably one of my favorite things. The corner dining nook has windows on both sides, so the sunlight just pours into the room. From there, everything connects. The dining area opens visually to the kitchen, where the sink sits under a window looking out toward the outdoor dining table, and the living room is right there too. You can literally be cooking, sitting at the table or relaxing on the sofa and still see the TV. It’s a really comfortable layout for everyday living. The two bedrooms are nicely separated into the sleeping side of the house with the full bathroom nearby. The larger bedroom easily accommodates a king size bed, and the second works perfectly with a queen, so it feels much more like a year round home than just a little summer cottage. But the backyard might be where I would spend most of my time. A deck runs along the length of the house with room for outdoor dining and seating, then there’s another spot with double lounge chairs where you could disappear with a book or just sit there and do absolutely nothing, which honestly sounds pretty good. At night, string lights run through the trees and completely change the atmosphere around the fire pit, with seating for six or more. Between the established plantings, mature trees and detached two-car garage, the backyard feels private, comfortable and finished. Then you discover Conkling Point Beach. The association provides access to this beautiful 2.5 acre crescent shaped sandbar just a few doors away. It has sandy beach, open water views toward The Pridwin and Sunset Beach on Shelter Island, and some incredible spots to settle in with your beach chairs beneath the windswept trees. With the breeze coming off the water and the sun dropping across the horizon, it can honestly feel like you found your own little island. What makes the location work so well is that you get that quiet beach community atmosphere without feeling removed from everything. Greenport Village is about a 10 minute drive away, while Goldsmith’s Marina and Southold Fish Market are even closer. It’s the kind of house that feels easy. Morning coffee in the sunny dining nook, dinner outside on the deck, a walk down to the beach, then back home to the fire pit under the lights.

738 Conklin Road, Greenport

$699,000

Tucked away on one of the most coveted streets in Greenport Village, 216 Broad Street is a classic two-bedroom farmhouse just waiting for its next chapter to begin. If you’ve been dreaming of a creative project where you can build equity and put your personal stamp on a piece of North Fork history, this is the "diamond in the rough" you’ve been searching for. Stepping inside, you’re greeted by the warmth of original wood floors and the kind of architectural character that simply can't be replicated in new builds. The layout feels cozy yet functional, featuring a large pantry that offers incredible potential for a custom culinary space. Out front, the adorable porch is the perfect spot to sit with a morning coffee and soak in the breeze, while the expansive, private backyard serves as your own secret garden. The property even includes an accessory building—a blank canvas waiting for your imagination to turn it into a studio, workshop, or a unique garden retreat. Opportunities like this in the heart of Greenport are few and far between, so don't let this one slip away.

2 Beds ⋅ 1 Baths ⋅ 1047466 MLS

Tucked away on one of the most coveted streets in Greenport Village, 216 Broad Street is a classic two-bedroom farmhouse just waiting for its next chapter to begin. If you’ve been dreaming of a creative project where you can build equity and put your personal stamp on a piece of North Fork history, this is the "diamond in the rough" you’ve been searching for. Stepping inside, you’re greeted by the warmth of original wood floors and the kind of architectural character that simply can't be replicated in new builds. The layout feels cozy yet functional, featuring a large pantry that offers incredible potential for a custom culinary space. Out front, the adorable porch is the perfect spot to sit with a morning coffee and soak in the breeze, while the expansive, private backyard serves as your own secret garden. The property even includes an accessory building—a blank canvas waiting for your imagination to turn it into a studio, workshop, or a unique garden retreat. Opportunities like this in the heart of Greenport are few and far between, so don't let this one slip away.

216 Broad Street, Greenport

$1,675,000

Located in the quaint town of East Marion this beautifully appointed ranch offers effortless one level living. Set on an acre property, bordering preserved land, this renovated home has been thoughtfully designed with four bedrooms, two of which are ensuite and three full bathrooms. Step inside to an open, light-filled layout where the kitchen flows seamlessly into inviting living room with fireplace and a dining room with vaulted ceiling. There is also a seamless flow between indoor and outdoor spaces-Step outside to a manicured yard with a Gunite heated saltwater pool, a serene private fenced backyard bordering preserved land - a peaceful and tranquil retreat-just moments to Rocky Point Beach, Greenport Village’s shops, restaurants, transportation and the North Fork’s best wineries and farm stands. This is North Fork living at its finest.

4 Beds ⋅ 3 Baths ⋅ 1047439 MLS

Located in the quaint town of East Marion this beautifully appointed ranch offers effortless one level living. Set on an acre property, bordering preserved land, this renovated home has been thoughtfully designed with four bedrooms, two of which are ensuite and three full bathrooms. Step inside to an open, light-filled layout where the kitchen flows seamlessly into inviting living room with fireplace and a dining room with vaulted ceiling. There is also a seamless flow between indoor and outdoor spaces-Step outside to a manicured yard with a Gunite heated saltwater pool, a serene private fenced backyard bordering preserved land - a peaceful and tranquil retreat-just moments to Rocky Point Beach, Greenport Village’s shops, restaurants, transportation and the North Fork’s best wineries and farm stands. This is North Fork living at its finest.

2737 Rocky Point Road, East Marion

$864,200

Built in 1910, this classic Greenport Village farmhouse offers something that is becoming increasingly hard to find in the Village by having an extra wide, extra deep lot with the space to truly create the backyard lifestyle you have been wanting. With an outdoor fireplace under the stars, long summer dinners, gardens, entertaining space, and afternoons spent soaking up the sun before heading down to 6th Street Beach at the end of the road to cool off with the breeze off the water. Inside, the home retains original woodwork and that inviting farmhouse feel. With a surprisingly adaptable floor plan this house has an open layout. The front living room flows through the dining room and into the large farmhouse kitchen, creating a direct sightline all the way to the backyard. Morning light fills the kitchen, which opens naturally to the outdoor space and makes the yard a great space for outdoor dinners after having lunch at the beach. A generously sized bedroom on the main floor is in demand, while the second level offers an excellent opportunity to create a modern primary en-suite. That adaptability is one of the property's strongest features. Many homes from the early 1900s have floor plans that can be difficult to rework, but this home offers a layout and lot size that provide far more freedom to personalize and improve. Then there is the location. From here, Greenport Village is yours to enjoy, with easy access to the movie theater, IGA, restaurants, shops, Mitchell Park and Marina, the waterfront, and the energy that makes this Village such a special place. For someone who appreciates original character but wants the opportunity to create a home around today's lifestyle, this is an exciting chance to reimagine a classic Greenport farmhouse and make it entirely your own.

3 Beds ⋅ 2 Baths ⋅ 1041851 MLS

Built in 1910, this classic Greenport Village farmhouse offers something that is becoming increasingly hard to find in the Village by having an extra wide, extra deep lot with the space to truly create the backyard lifestyle you have been wanting. With an outdoor fireplace under the stars, long summer dinners, gardens, entertaining space, and afternoons spent soaking up the sun before heading down to 6th Street Beach at the end of the road to cool off with the breeze off the water. Inside, the home retains original woodwork and that inviting farmhouse feel. With a surprisingly adaptable floor plan this house has an open layout. The front living room flows through the dining room and into the large farmhouse kitchen, creating a direct sightline all the way to the backyard. Morning light fills the kitchen, which opens naturally to the outdoor space and makes the yard a great space for outdoor dinners after having lunch at the beach. A generously sized bedroom on the main floor is in demand, while the second level offers an excellent opportunity to create a modern primary en-suite. That adaptability is one of the property's strongest features. Many homes from the early 1900s have floor plans that can be difficult to rework, but this home offers a layout and lot size that provide far more freedom to personalize and improve. Then there is the location. From here, Greenport Village is yours to enjoy, with easy access to the movie theater, IGA, restaurants, shops, Mitchell Park and Marina, the waterfront, and the energy that makes this Village such a special place. For someone who appreciates original character but wants the opportunity to create a home around today's lifestyle, this is an exciting chance to reimagine a classic Greenport farmhouse and make it entirely your own.

410 6th Street, Greenport

$2,250,000

Located in the heart of Orient Village, across the street from the Yacht Club and near all Village amenities, this fully updated nineteenth-century home features a wrap-around front porch, original hardwood floors, three bedrooms, first & second floor full baths, and a large eat-in kitchen with original pantry. The home has a front and rear staircase and a glass pocket door between the living room and formal dining room. A pathway leads through the rear garden to a two-story accessory structure of approximately 1,714 square feet, currently used as an artist's studio and art storage. The grounds are professionally landscaped with mature plantings, a dining patio, and multiple seating areas. Rarely does a property this unique come to market in Orient Village, the crown jewel of the North Fork.

3 Beds ⋅ 2 Baths ⋅ 1035595 MLS

Located in the heart of Orient Village, across the street from the Yacht Club and near all Village amenities, this fully updated nineteenth-century home features a wrap-around front porch, original hardwood floors, three bedrooms, first & second floor full baths, and a large eat-in kitchen with original pantry. The home has a front and rear staircase and a glass pocket door between the living room and formal dining room. A pathway leads through the rear garden to a two-story accessory structure of approximately 1,714 square feet, currently used as an artist's studio and art storage. The grounds are professionally landscaped with mature plantings, a dining patio, and multiple seating areas. Rarely does a property this unique come to market in Orient Village, the crown jewel of the North Fork.

1945 Village Lane, Orient

$1,495,000

Introducing an exceptional opportunity to own a truly turnkey, fully restored farmhouse-style two-family home in a prime Greenport Village location. 430 First Street features two meticulously updated residences, each offering three bedrooms, one full bathroom, and thoughtfully designed living spaces. The upper-level residence encompasses approximately 850 square feet and features soaring vaulted ceilings with decorative cross beams and an open-concept Great Room seamlessly connecting the kitchen, dining, and living areas. Three generously sized bedrooms, a full bathroom, and an in-unit washer and dryer complete the space. The main-level residence offers a similar layout with approximately 870 square feet of living space. Highlights include three bedrooms, one full bathroom, a spacious kitchen with vaulted ceilings, and separated living room, providing added flexibility and room to spread out. Outside, the property is equally impressive, with meticulously maintained landscaping, a newly installed crushed-stone driveway with Belgian block edging, a large rear lawn, full irrigation, and a charming front porch. A substantial 450-square-foot, two-car garage and additional storage shed further enhance the property's functionality. Whether you're an investor seeking a ready-made income-producing property or an end user looking to offset carrying costs with rental income, 430 First Street presents a compelling opportunity in the heart of Greenport Village. Located just two blocks from Greenport's vibrant business district, the property offers convenient access to public transportation, shops, restaurants, grocery stores, local farm stands, parks, and beaches—all while providing the space, condition, and versatility that make this a truly special offering.

6 Beds ⋅ 2 Baths ⋅ 1043177 MLS

Introducing an exceptional opportunity to own a truly turnkey, fully restored farmhouse-style two-family home in a prime Greenport Village location. 430 First Street features two meticulously updated residences, each offering three bedrooms, one full bathroom, and thoughtfully designed living spaces. The upper-level residence encompasses approximately 850 square feet and features soaring vaulted ceilings with decorative cross beams and an open-concept Great Room seamlessly connecting the kitchen, dining, and living areas. Three generously sized bedrooms, a full bathroom, and an in-unit washer and dryer complete the space. The main-level residence offers a similar layout with approximately 870 square feet of living space. Highlights include three bedrooms, one full bathroom, a spacious kitchen with vaulted ceilings, and separated living room, providing added flexibility and room to spread out. Outside, the property is equally impressive, with meticulously maintained landscaping, a newly installed crushed-stone driveway with Belgian block edging, a large rear lawn, full irrigation, and a charming front porch. A substantial 450-square-foot, two-car garage and additional storage shed further enhance the property's functionality. Whether you're an investor seeking a ready-made income-producing property or an end user looking to offset carrying costs with rental income, 430 First Street presents a compelling opportunity in the heart of Greenport Village. Located just two blocks from Greenport's vibrant business district, the property offers convenient access to public transportation, shops, restaurants, grocery stores, local farm stands, parks, and beaches—all while providing the space, condition, and versatility that make this a truly special offering.

430 1st Street, Greenport

$1,100,000

What stands out about this home is how established and inviting it already feels. Mature trees and thoughtful landscaping surround the property, creating a beautiful setting from the moment you arrive. The covered front porch is a perfect place to sit and take in the changing colors of spring and summer, including the striking blue blossoms of the mature Vitex that become a highlight of the landscape each season. Inside, the home has an easy, open flow with wood floors, a spacious hallway leading to the bedrooms, and a living room and kitchen that connect naturally for everyday living and entertaining. Just off the garage, the laundry room and mudroom create a practical drop zone for shoes, bags, beach gear and everything else that helps keep the main living spaces organized. The fenced backyard has its own personality, with an outdoor fire pit, established vegetable gardens, a huge fig tree and an additional garden shed for tools, bikes and outdoor storage. It is the kind of yard that already feels lived in, cared for and ready to enjoy. Location adds another layer to the lifestyle. Iconic 67 Steps Beach is within walking distance for those incredible sunsets over Long Island Sound, while Greenport's coffee shops, restaurants and village destinations are close enough that grabbing your morning coffee does not always have to involve getting in the car. It is a home that combines comfortable everyday living with gardens, outdoor spaces and one of the things that makes Greenport so special: the ability to enjoy the beach, the village and the North Fork lifestyle right outside your door.

3 Beds ⋅ 2 Baths ⋅ 1040676 MLS

What stands out about this home is how established and inviting it already feels. Mature trees and thoughtful landscaping surround the property, creating a beautiful setting from the moment you arrive. The covered front porch is a perfect place to sit and take in the changing colors of spring and summer, including the striking blue blossoms of the mature Vitex that become a highlight of the landscape each season. Inside, the home has an easy, open flow with wood floors, a spacious hallway leading to the bedrooms, and a living room and kitchen that connect naturally for everyday living and entertaining. Just off the garage, the laundry room and mudroom create a practical drop zone for shoes, bags, beach gear and everything else that helps keep the main living spaces organized. The fenced backyard has its own personality, with an outdoor fire pit, established vegetable gardens, a huge fig tree and an additional garden shed for tools, bikes and outdoor storage. It is the kind of yard that already feels lived in, cared for and ready to enjoy. Location adds another layer to the lifestyle. Iconic 67 Steps Beach is within walking distance for those incredible sunsets over Long Island Sound, while Greenport's coffee shops, restaurants and village destinations are close enough that grabbing your morning coffee does not always have to involve getting in the car. It is a home that combines comfortable everyday living with gardens, outdoor spaces and one of the things that makes Greenport so special: the ability to enjoy the beach, the village and the North Fork lifestyle right outside your door.

435 Sound Road, Greenport

$1,250,000

Classic Georgian Colonial set on approximately 0.47 acres, enhanced by mature spruce trees that offer natural privacy. The first floor features a welcoming living room with brick fireplace, formal dining room, family room, eat-in kitchen, conveniently located powder room, and access to the one-car garage. Upstairs are three bedrooms, including a spacious primary suite with private bath and large walk-in closet, plus two additional bedrooms sharing a full hall bath. A full basement with a separate entrance provides additional space and flexibility. A wonderful opportunity offering a traditional layout, generous property, and timeless Colonial character.

3 Beds ⋅ 3 Baths ⋅ 1039485 MLS

Classic Georgian Colonial set on approximately 0.47 acres, enhanced by mature spruce trees that offer natural privacy. The first floor features a welcoming living room with brick fireplace, formal dining room, family room, eat-in kitchen, conveniently located powder room, and access to the one-car garage. Upstairs are three bedrooms, including a spacious primary suite with private bath and large walk-in closet, plus two additional bedrooms sharing a full hall bath. A full basement with a separate entrance provides additional space and flexibility. A wonderful opportunity offering a traditional layout, generous property, and timeless Colonial character.

515 The Greenway, East Marion

$3,250,000

There are houses with water views, and then there are houses where the water is the whole point. Located in a waterfront beach community with tennis and pickleball, 380 The Strand delivers the rare North Fork combination of waterfront, an elegant renovation, community amenities, and a setting that feels quietly removed from the world-while still being exactly where you want to be. Picture perfect with the kind of wide-open sunset views that make dinner plans feel beside the point. Lovingly reimagined and offered turnkey, it has the ease of a summer house with the finish and comfort to make it very hard to leave in September. The interiors are fresh, warm, and thoughtfully done-nothing fussy, nothing to "fix". Just arrive, unpack, and settle into the rhythm of the North Fork. A garage adds welcome practicality, while the property offers room for a pool should one feel inclined to make a very good thing even better.

3 Beds ⋅ 2 Baths ⋅ 1038472 MLS

There are houses with water views, and then there are houses where the water is the whole point. Located in a waterfront beach community with tennis and pickleball, 380 The Strand delivers the rare North Fork combination of waterfront, an elegant renovation, community amenities, and a setting that feels quietly removed from the world-while still being exactly where you want to be. Picture perfect with the kind of wide-open sunset views that make dinner plans feel beside the point. Lovingly reimagined and offered turnkey, it has the ease of a summer house with the finish and comfort to make it very hard to leave in September. The interiors are fresh, warm, and thoughtfully done-nothing fussy, nothing to "fix". Just arrive, unpack, and settle into the rhythm of the North Fork. A garage adds welcome practicality, while the property offers room for a pool should one feel inclined to make a very good thing even better.

380 The Strand, East Marion

$1,175,000

Pool, private beach access and the North Fork lifestyle—all in one Greenport property. Set on approximately one-third acre, this spacious Cape offers 4 bedrooms, 2 full baths and approximately 2,400 square feet of above-grade living space, surrounded by mature landscaping and exceptional outdoor amenities. The private backyard is designed for summer living and entertaining, centered around an in-ground swimming pool, expansive outdoor areas and a secluded firepit setting. Just beyond home, enjoy private community beach access (Sterling Eastern Shores)—an increasingly rare amenity and the perfect setting for swimming, relaxing by the water and unforgettable Greenport sunsets. Inside, generous living spaces include a fireplace living room, separate den, open kitchen and dining areas, large bedrooms, first-floor laundry and flexible home-office space. The layout provides room to gather as well as plenty of space to spread out. A substantial finished lower level with separate exterior entrance provides additional flexible-use space, including laundry, a renovated bath and additional finished rooms. An oversized workshop adds even more versatility for hobbies, projects and storage. Whether you’re looking for a year-round North Fork home or a weekend retreat, this home offers a combination that’s difficult to duplicate space, privacy, a swimming pool, private beach access and the Greenport lifestyle.

4 Beds ⋅ 3 Baths ⋅ 1037504 MLS

Pool, private beach access and the North Fork lifestyle—all in one Greenport property. Set on approximately one-third acre, this spacious Cape offers 4 bedrooms, 2 full baths and approximately 2,400 square feet of above-grade living space, surrounded by mature landscaping and exceptional outdoor amenities. The private backyard is designed for summer living and entertaining, centered around an in-ground swimming pool, expansive outdoor areas and a secluded firepit setting. Just beyond home, enjoy private community beach access (Sterling Eastern Shores)—an increasingly rare amenity and the perfect setting for swimming, relaxing by the water and unforgettable Greenport sunsets. Inside, generous living spaces include a fireplace living room, separate den, open kitchen and dining areas, large bedrooms, first-floor laundry and flexible home-office space. The layout provides room to gather as well as plenty of space to spread out. A substantial finished lower level with separate exterior entrance provides additional flexible-use space, including laundry, a renovated bath and additional finished rooms. An oversized workshop adds even more versatility for hobbies, projects and storage. Whether you’re looking for a year-round North Fork home or a weekend retreat, this home offers a combination that’s difficult to duplicate space, privacy, a swimming pool, private beach access and the Greenport lifestyle.

130 Tasker Lane, Greenport