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    • Stunning Resort-Style Home with Modern Smart Features on the North Fork Discover a new level of luxury and sophistication in this North Fork masterpiece, the latest in a series of meticulously designed homes with exceptional amenities. This residence captures the essence of resort living, surrounded by tranquil Islands End public golf course, the popular Hellenic restaurant, and deeded sandy beach access with sweeping views of Shelter Island and the iconic Orient Lighthouse. This neighborhood beach/park offers paddleboard and kayak stations along the marina, this home is perfect for embracing the North Fork’s outdoor lifestyle. As a state-of-the-art smart home, the apps provide remote access for lighting, heating, and air conditioning, music indoors and outdoors, and televisions strategically placed on the second floor, in the main living areas, and in a private TV room in the basement. The expansive floor plan offers not one, but two luxurious owner’s suites, one on the main level and another on the second floor, complemented by two additional bedrooms with private bathrooms. With a sleek, modern aesthetic, the home is thoughtfully designed for indoor-outdoor living. Outside, an elegant pool with a waterfall and evening lighting package becomes the centerpiece of the outdoor experience, complete with an option for an outdoor kitchen. Stunning dining area, and a lounge with a fireplace-perfect for entertaining or relaxing in style. This property brings the quality of its design and build to the forefront across all three levels, offering a flawless blend of comfort, functionality, and contemporary elegance. Indulge in this rare opportunity to own a slice of resort-like paradise on the North Fork., Additional information: Interior Features:Lr/Dr 72
      250 Osprey Nest Rd Greenport, NY 11944
      $3,799,999
      4 Bedrooms 5 Full Baths 2 Half Baths Sq. Ft. 5220.00:#
      Single Family For Sale ML# 3590145
      Stunning Resort-Style Home with Modern Smart Features on the North Fork Discover a new level of luxury and sophistication in this North Fork masterpiece, the latest in a series of meticulously designed homes with exceptional amenities. This residence captures the essence of resort living, surrounded by tranquil Islands End public golf course, the popular Hellenic restaurant, and deeded sandy beach access with sweeping views of Shelter Island and the iconic Orient Lighthouse. This neighborhood beach/park offers paddleboard and kayak stations along the marina, this home is perfect for embracing the North Fork’s outdoor lifestyle. As a state-of-the-art smart home, the apps provide remote access for lighting, heating, and air conditioning, music indoors and outdoors, and televisions strategically placed on the second floor, in the main living areas, and in a private TV room in the basement. The expansive floor plan offers not one, but two luxurious owner’s suites, one on the main level and another on the second floor, complemented by two additional bedrooms with private bathrooms. With a sleek, modern aesthetic, the home is thoughtfully designed for indoor-outdoor living. Outside, an elegant pool with a waterfall and evening lighting package becomes the centerpiece of the outdoor experience, complete with an option for an outdoor kitchen. Stunning dining area, and a lounge with a fireplace-perfect for entertaining or relaxing in style. This property brings the quality of its design and build to the forefront across all three levels, offering a flawless blend of comfort, functionality, and contemporary elegance. Indulge in this rare opportunity to own a slice of resort-like paradise on the North Fork., Additional information: Interior Features:Lr/Dr
      Presented By: Century 21 Albertson Realty  631-765-3800
      Call Today: 631-765-3800, 631-404-2507, or  Email: Gerald Cibulski
    • Discover this stunning 2-year-old farmhouse in Greenport, where luxury meets timeless charm. With exquisite custom details throughout, this 4 BR, 3.5 BA home is crafted for relaxation and elegance. Savor expansive water views from multiple rooms and enjoy the professionally landscaped grounds. Unwind by your private saltwater pool surrounded by lush greenery. A bright, spacious home office offers sweeping views of Greenport’s waterways. Easy access to Pipes Cove Beach and fresh farm produce just around the corner enhances this pristine Peconic Bay Estates setting. Truly a North Fork gem!, Additional information: Appearance: Mint, Separate Hotwater Heater: Y 47
      3200 Bay Shore Rd Greenport, NY 11944
      $2,275,000
      5 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 2600.00:#
      Single Family For Sale ML# 3591501
      Discover this stunning 2-year-old farmhouse in Greenport, where luxury meets timeless charm. With exquisite custom details throughout, this 4 BR, 3.5 BA home is crafted for relaxation and elegance. Savor expansive water views from multiple rooms and enjoy the professionally landscaped grounds. Unwind by your private saltwater pool surrounded by lush greenery. A bright, spacious home office offers sweeping views of Greenport’s waterways. Easy access to Pipes Cove Beach and fresh farm produce just around the corner enhances this pristine Peconic Bay Estates setting. Truly a North Fork gem!, Additional information: Appearance: Mint, Separate Hotwater Heater: Y
      Presented By: Century 21 Albertson Realty  631-765-3800
      Call Today: 631-765-3800, 631-384-5551, or  Email: Sheila Izzo
    • Unsurpassed opportunity. Private family compound or pampering hospitality venue minutes from downtown Hudson!. Exquisite estate on 100 park-like acres with historic 6000SF manor house, 2100SF guest cottage and a cavernous 7, 000 SF Barn structure. History shows that the famed Hudson River artist Frederic Church participated in the siting and construction of this impressive house which is a located near his own renowned masterpiece, Olana. The manor is an elegant, three story, stick style home with Catskill Mountain views and sunsets right out of the paintings themselves . Lovingly restored, the house has 7-Bedrooms (all with ensuite baths), spacious wrap around porch, floor to ceiling double front doors, impressive foyer with sweeping mahogany staircase, soaring 15 foot ceilings, hardwood floors and a swoon-worthy dining room off the foyer with a carved working fireplace, floor to ceiling windows, the largest is a Western facing mammoth plate glass window offering a masterpiece Catskill Mountain view. The kitchen is large and features a preserved red brick fireplace with woodbox. The first floor has high ceiling parlor rooms for libraries, music or winter gathering by a fire. There is a primary bedroom on the first floor wing with spa-worthy ensuite bathroom. This recently added wing provides an ADA compliant entrance off of a deck with a ramp. The storybook Guest Cottage, constructed in 2002, is ideal for caretaker or additional house guests, features a large open floor plan with 2-bedrooms each one with an ensuite baths. The easily customizable Pole Barn building offers endless opportunities as an entertainment venue, restaurant, private sports arena, gymnasium, art gallery space, vintage car collection display, etc. The long, winding entrance drive uphill leads to captivating walking trails, protected woodlands, picturesque stone walls and sweeping views in all directions. A mere two hours from New York City and minutes from the creative and entrepreneurial excitement of Hudson, New York and the Amtrak station. If you’re in need of a private compound with room to grow that is steeped in the rich history of the Hudson Valley, this is a gem. It’s reputation as a boutique hotel and wedding hospitality venues make it a strong choice to further grow a branded experience . And, the 100-acre parcel provides the perfect canvas for added expansion and development near Hudson! 36
      Greenport, NY 12534
      $7,330,000
      7 Bedrooms 7 Full Baths 1 Half Bath Sq. Ft. 6000.00:#
      Single Family For Sale ML# H6312196
      Unsurpassed opportunity. Private family compound or pampering hospitality venue minutes from downtown Hudson!. Exquisite estate on 100 park-like acres with historic 6000SF manor house, 2100SF guest cottage and a cavernous 7, 000 SF Barn structure. History shows that the famed Hudson River artist Frederic Church participated in the siting and construction of this impressive house which is a located near his own renowned masterpiece, Olana. The manor is an elegant, three story, stick style home with Catskill Mountain views and sunsets right out of the paintings themselves . Lovingly restored, the house has 7-Bedrooms (all with ensuite baths), spacious wrap around porch, floor to ceiling double front doors, impressive foyer with sweeping mahogany staircase, soaring 15 foot ceilings, hardwood floors and a swoon-worthy dining room off the foyer with a carved working fireplace, floor to ceiling windows, the largest is a Western facing mammoth plate glass window offering a masterpiece Catskill Mountain view. The kitchen is large and features a preserved red brick fireplace with woodbox. The first floor has high ceiling parlor rooms for libraries, music or winter gathering by a fire. There is a primary bedroom on the first floor wing with spa-worthy ensuite bathroom. This recently added wing provides an ADA compliant entrance off of a deck with a ramp. The storybook Guest Cottage, constructed in 2002, is ideal for caretaker or additional house guests, features a large open floor plan with 2-bedrooms each one with an ensuite baths. The easily customizable Pole Barn building offers endless opportunities as an entertainment venue, restaurant, private sports arena, gymnasium, art gallery space, vintage car collection display, etc. The long, winding entrance drive uphill leads to captivating walking trails, protected woodlands, picturesque stone walls and sweeping views in all directions. A mere two hours from New York City and minutes from the creative and entrepreneurial excitement of Hudson, New York and the Amtrak station. If you’re in need of a private compound with room to grow that is steeped in the rich history of the Hudson Valley, this is a gem. It’s reputation as a boutique hotel and wedding hospitality venues make it a strong choice to further grow a branded experience . And, the 100-acre parcel provides the perfect canvas for added expansion and development near Hudson!
      Presented By: Houlihan Lawrence, Inc  
      Call Today: 631.765.3800, or  Email:    
    • Experience the allure of this stunning custom-built modern shore house, completed in 2023 and nestled in sought-after Rock Cove Estates, just moments from Greenport Village. This extraordinary property has been meticulously designed to showcase unique architectural elements and a phenomenal floor plan that flows seamlessly, perfect for entertaining. Upon entering, you are welcomed by an inviting foyer that leads to a breathtaking Great Room, drenched in natural light from impressive floor-to-ceiling architectural windows. Step outside onto a sprawling stone patio that encircles a luxurious 16x40 heated gunite pool, lush green grass and mature landscaping.The thoughtfully designed kitchen is a chef’s dream, featuring a premium JenAire Rise Series appliance package, a wine fridge, carefully selected stone countertops, and custom-built cabinetry. The main level also offers three generously sized bedrooms, two full bathrooms, a laundry room, and a mudroom that connects to an attached one-car garage. Ascend to the second floor to discover an amazing game/media room, complete with a balcony and catwalk that overlooks the Great Room below. The catwalk leads to the private ensuite bedroom, which boasts soaring ceilings, an en-suite bathroom, a spacious walk-in closet, and a private balcony with peekaboo views of Long Island Sound. Finally, enjoy exclusive access to the pristine private beach of Rock Cove Estates, available only to the 23 homes within this prestigious community. This property is a true gem and an absolute must-see in person! 36
      1740 Inlet Pond Rd Greenport, NY 11944
      $3,395,000
      4 Bedrooms 3 Full Baths Sq. Ft. 3600.00:#
      Single Family For Sale ML# 3582641
      Experience the allure of this stunning custom-built modern shore house, completed in 2023 and nestled in sought-after Rock Cove Estates, just moments from Greenport Village. This extraordinary property has been meticulously designed to showcase unique architectural elements and a phenomenal floor plan that flows seamlessly, perfect for entertaining. Upon entering, you are welcomed by an inviting foyer that leads to a breathtaking Great Room, drenched in natural light from impressive floor-to-ceiling architectural windows. Step outside onto a sprawling stone patio that encircles a luxurious 16x40 heated gunite pool, lush green grass and mature landscaping.The thoughtfully designed kitchen is a chef’s dream, featuring a premium JenAire Rise Series appliance package, a wine fridge, carefully selected stone countertops, and custom-built cabinetry. The main level also offers three generously sized bedrooms, two full bathrooms, a laundry room, and a mudroom that connects to an attached one-car garage. Ascend to the second floor to discover an amazing game/media room, complete with a balcony and catwalk that overlooks the Great Room below. The catwalk leads to the private ensuite bedroom, which boasts soaring ceilings, an en-suite bathroom, a spacious walk-in closet, and a private balcony with peekaboo views of Long Island Sound. Finally, enjoy exclusive access to the pristine private beach of Rock Cove Estates, available only to the 23 homes within this prestigious community. This property is a true gem and an absolute must-see in person!
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: 631.765.3800, or  Email:    
    • Introducing an incredibly rare waterfront parcel along the Long Island Sound in the charming Greenport Hamlet. This nearly one-acre property boasts breathtaking 290-degree panoramic views of the Long Island Sound, Inlet Pond, and the captivating Mediterranean like coastline unique to the North Fork of Long Island. The plans showcased in the photo gallery provide a solid framework for transforming this remarkable land into your dream home which can accommodate a garage and pool as well. These plans comply with all building code requirements, and are thoughtfully designed to maximize the stunning vistas this property has to offer. Perched atop a western-facing bluff, you will experience the most magnificent sunsets throughout the year and enjoy private access to your own 130’ wide Sound-side beach. Don’t miss this extraordinary opportunity to own a piece of paradise. 12
      3400 Sound Drive Greenport, NY 11944
      $2,200,000
      Unimproved Land For Sale ML# 3572509
      Introducing an incredibly rare waterfront parcel along the Long Island Sound in the charming Greenport Hamlet. This nearly one-acre property boasts breathtaking 290-degree panoramic views of the Long Island Sound, Inlet Pond, and the captivating Mediterranean like coastline unique to the North Fork of Long Island. The plans showcased in the photo gallery provide a solid framework for transforming this remarkable land into your dream home which can accommodate a garage and pool as well. These plans comply with all building code requirements, and are thoughtfully designed to maximize the stunning vistas this property has to offer. Perched atop a western-facing bluff, you will experience the most magnificent sunsets throughout the year and enjoy private access to your own 130’ wide Sound-side beach. Don’t miss this extraordinary opportunity to own a piece of paradise.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: 631.765.3800, or  Email:    
    • This beautiful Queen Ann Victorian home includes a priceless location in the heart of Greenport Village. Built in 1897, many of the fine architectural detail in this home is still present today. There are 5 bedrooms in which three of them are ensuites. The property is loaded with gorgeous specimen plantings. There is a large barn behind the pergola covered courtyard. This home makes a perfect Bed and Breakfast (formerly Rubys Cove) with front and back staircases, large parlor rooms and an updated kitchen. Bay Avenue is an amazing location just steps to Main and Front Street shops, fine restaurants, and all transportation. 21
      Greenport, NY 11944
      $2,100,000
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 3500.00:#
      Single Family For Sale ML# 3579812
      This beautiful Queen Ann Victorian home includes a priceless location in the heart of Greenport Village. Built in 1897, many of the fine architectural detail in this home is still present today. There are 5 bedrooms in which three of them are ensuites. The property is loaded with gorgeous specimen plantings. There is a large barn behind the pergola covered courtyard. This home makes a perfect Bed and Breakfast (formerly Rubys Cove) with front and back staircases, large parlor rooms and an updated kitchen. Bay Avenue is an amazing location just steps to Main and Front Street shops, fine restaurants, and all transportation.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: 631.765.3800, or  Email:    
    • Fantastic Builder Financing Incentive: Two Years of Super Low Interest Rates – 3.9% First Year and 4.9% Second Year for Qualified Buyers through America’s 5th Largest bank – US Bank. See full disclosure on listing or broker website. Near the Water and Gull Pond Beach! 100% Finished and Fully Furnished Brand-New Construction in Greenport. Approx 3500 Sq. Ft of Turnkey Luxury Crafted by Premier Builder - We Just Simply Hand You the Key!! Expertly Designed Open Space, Light-Filled Floor Plan Features First and Second Floor Primary Bedroom Suites. Luxury Designer Selected Finishes Throughout, Including Double Cabinetry Imported from England, Waterfall Silestone Countertops, Artisan Black Staircase Railing Integration, Rare 9-Inch-wide Plank White Oak Flooring, Chef Grade Appliances, Volume Ceilings, Gorgeous Italian Tile Baths and Builder’s Signature Handcrafted Lifestyle Wall. The Home Includes a Cutting Edge Operational Smart Home Hub To Remotely Control The Alarm, Thermostats, Doorbell Camera, and more. The Spacious 2.5 Car Garage Features Professional Grade Epoxy Flooring, a Pool House Type Mud Room Area Adorned with a Navy Shiplap Accent Wall and Ample Storage, an EV Car Charger, and a Convenient Access Door to the Pool and Backyard. As You Step Outside, See an Entertainer’s Dream- Expansive Masonry Bluestone Paver Patio Surrounding the 20x40 Saltwater Pool. The Fully Fenced Property is Adorned with Mature Trees and New Plantings for Immediate Privacy and Enjoyment. Create Priceless Memories Here and in the Town of Greenport - a Lively and Eclectic Destination Filled with Diverse Shops, Acclaimed Eateries, Charming Sidewalks for Leisurely Strolls, and Numerous Recreational Activities. Catch Every Second of the Season Due to this Home’s Ultra-Ready Status! 54
      510 Gull Pond Lane Greenport, NY 11944
      $1,850,000
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3500.00:#
      Single Family For Sale ML# 3592616
      Fantastic Builder Financing Incentive: Two Years of Super Low Interest Rates – 3.9% First Year and 4.9% Second Year for Qualified Buyers through America’s 5th Largest bank – US Bank. See full disclosure on listing or broker website. Near the Water and Gull Pond Beach! 100% Finished and Fully Furnished Brand-New Construction in Greenport. Approx 3500 Sq. Ft of Turnkey Luxury Crafted by Premier Builder - We Just Simply Hand You the Key!! Expertly Designed Open Space, Light-Filled Floor Plan Features First and Second Floor Primary Bedroom Suites. Luxury Designer Selected Finishes Throughout, Including Double Cabinetry Imported from England, Waterfall Silestone Countertops, Artisan Black Staircase Railing Integration, Rare 9-Inch-wide Plank White Oak Flooring, Chef Grade Appliances, Volume Ceilings, Gorgeous Italian Tile Baths and Builder’s Signature Handcrafted Lifestyle Wall. The Home Includes a Cutting Edge Operational Smart Home Hub To Remotely Control The Alarm, Thermostats, Doorbell Camera, and more. The Spacious 2.5 Car Garage Features Professional Grade Epoxy Flooring, a Pool House Type Mud Room Area Adorned with a Navy Shiplap Accent Wall and Ample Storage, an EV Car Charger, and a Convenient Access Door to the Pool and Backyard. As You Step Outside, See an Entertainer’s Dream- Expansive Masonry Bluestone Paver Patio Surrounding the 20x40 Saltwater Pool. The Fully Fenced Property is Adorned with Mature Trees and New Plantings for Immediate Privacy and Enjoyment. Create Priceless Memories Here and in the Town of Greenport - a Lively and Eclectic Destination Filled with Diverse Shops, Acclaimed Eateries, Charming Sidewalks for Leisurely Strolls, and Numerous Recreational Activities. Catch Every Second of the Season Due to this Home’s Ultra-Ready Status!
      Presented By: Aurora Property Group  631-629-6003
      Call Today: 631.765.3800, or  Email:    
    • Beautiful and rare new construction in the heart of historic Greenport. This stylish and spacious new build features four ensuite bedrooms, a semi-open floor plan, and stunning finishes. The first floor has a large chef’s kitchen with a breakfast nook, dining room, expansive great room, butler pantry, powder room, and walk-in kitchen pantry. A large vaulted primary suite is upstairs, with two additional ensuite bedrooms, laundry and an office landing. Over 3000 square feet of interior living space nestled on a quiet street, just two blocks from the village’s commercial center. 20
      424 2nd Street Greenport, NY 11944
      $1,850,000
      4 Bedrooms 4 Full Baths 1 Half Bath
      Single Family For Sale ML# 3577146
      Beautiful and rare new construction in the heart of historic Greenport. This stylish and spacious new build features four ensuite bedrooms, a semi-open floor plan, and stunning finishes. The first floor has a large chef’s kitchen with a breakfast nook, dining room, expansive great room, butler pantry, powder room, and walk-in kitchen pantry. A large vaulted primary suite is upstairs, with two additional ensuite bedrooms, laundry and an office landing. Over 3000 square feet of interior living space nestled on a quiet street, just two blocks from the village’s commercial center.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: 631.765.3800, or  Email:    
    • SELLER FINANCING AVAILABLE! Rare offering in high traffic location on the Main Rd in Greenport adjacent to Islands End Golf Course. This long standing restaurant establishment offers a turn-key opportunity with full kitchen, bar, 69 BOH approved seating, dining room, parking and equipment. Along with the commercial usage, this property also offers a 2 bedroom, 1 bathroom guest cottage. This location can see 40K+ cars pass by on a given summer day, so the road exposure is more than ideal. Whether you’re an end user looking to occupy the guest cottage while running the restaurant or an investor looking for ideal investment opportunities, this property will deliver. 28
      4545 Main Rd Greenport, NY 11944
      $1,795,000
      2 Bedrooms 1 Full Bath 2 Half Baths Sq. Ft. 2700.00:#
      Single Family For Sale ML# 3546866
      SELLER FINANCING AVAILABLE! Rare offering in high traffic location on the Main Rd in Greenport adjacent to Islands End Golf Course. This long standing restaurant establishment offers a turn-key opportunity with full kitchen, bar, 69 BOH approved seating, dining room, parking and equipment. Along with the commercial usage, this property also offers a 2 bedroom, 1 bathroom guest cottage. This location can see 40K+ cars pass by on a given summer day, so the road exposure is more than ideal. Whether you’re an end user looking to occupy the guest cottage while running the restaurant or an investor looking for ideal investment opportunities, this property will deliver.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: 631.765.3800, or  Email:    
    • Fantastic Builder Financing Incentive: Two Years of Super Low Interest Rates – 3.9% First Year and 4.9% Second Year for Qualified Buyers through America’s 5th Largest bank – US Bank. See full disclosure on listing or broker website. Fully Finished, and Furnished Outstanding Brand New Construction in Greenport by Esteemed Builder. Perfectly Situated On Expansive Property Directly Across From Island’s End Golf and Country Club. Located in the Private Cleaves Point Estates Community - Stroll to the Private Beach and Enjoy Views of the Peconic Bay and Shelter Island. Modern Concept Colonial Bursting With Luxury Designer Selected Finishes Throughout, Including Double Cabinetry Imported from England, Waterfall Silestone Countertops, 9-Inch-Wide Plank Oak Flooring, Builder’s Signature Handcrafted Lifestyle Wall, Chef Grade Appliances, Gorgeous Italian Tile Baths and an Integrated Smart Home Hub To Remotely Control The Alarm, Thermostats, Doorbell Camera, Electric Car Charging Station and more. The Massive Backyard Features A Heated Saltwater Pool, Sprawling Masonry Patio, Firepit Area, and Still More Room For A Sports Court if Desired. All of This, With The Famed Restaurants, Shops, and Nightlife of Greenport Just 5 Minutes Away - Makes For A Fantastic Lifestyle Play! 20
      242 Maple Lane Greenport, NY 11944
      $1,750,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 3400.00:# Square Feet
      Single Family For Sale ML# 802824
      Fantastic Builder Financing Incentive: Two Years of Super Low Interest Rates – 3.9% First Year and 4.9% Second Year for Qualified Buyers through America’s 5th Largest bank – US Bank. See full disclosure on listing or broker website. Fully Finished, and Furnished Outstanding Brand New Construction in Greenport by Esteemed Builder. Perfectly Situated On Expansive Property Directly Across From Island’s End Golf and Country Club. Located in the Private Cleaves Point Estates Community - Stroll to the Private Beach and Enjoy Views of the Peconic Bay and Shelter Island. Modern Concept Colonial Bursting With Luxury Designer Selected Finishes Throughout, Including Double Cabinetry Imported from England, Waterfall Silestone Countertops, 9-Inch-Wide Plank Oak Flooring, Builder’s Signature Handcrafted Lifestyle Wall, Chef Grade Appliances, Gorgeous Italian Tile Baths and an Integrated Smart Home Hub To Remotely Control The Alarm, Thermostats, Doorbell Camera, Electric Car Charging Station and more. The Massive Backyard Features A Heated Saltwater Pool, Sprawling Masonry Patio, Firepit Area, and Still More Room For A Sports Court if Desired. All of This, With The Famed Restaurants, Shops, and Nightlife of Greenport Just 5 Minutes Away - Makes For A Fantastic Lifestyle Play!
      Presented By: Aurora Property Group  631-629-6003
      Call Today: 631.765.3800, or  Email:    
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