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    • Welcome to this exceptional waterfront oasis! This stunning 4 bedroom, 3 bathroom home is a true gem nestled along the water’s edge, offering unparalleled relaxation and breathtaking views. Step inside and be greeted by an abundance of natural light, illuminating the spacious open-concept living area. The chic design, with its stylish finishes, creates a warm and inviting atmosphere throughout with panoramic windows that showcase the picturesque waterfront scenery. The gourmet kitchen is a chef’s delight, equipped with top-of-the-line appliances, ample counter space, and custom cabinetry. Prepare culinary masterpieces while enjoying the tranquil water views, or simply gather around the large island for casual dining and lively conversations. As you make your way to the bedrooms, you’ll find four generously sized bedrooms, each offering a cozy haven for relaxation and rest. The primary suite is a true sanctuary, featuring its own private balcony overlooking the water, a spacious walk-in closet, and a luxurious en-suite bathroom adorned with premium fixtures and finishes. The highlight of this property is undoubtedly the heated waterside saltwater pool. Whether you’re hosting lively poolside gatherings or enjoying a serene evening dip, the pool area will undoubtedly become your favorite spot to create lasting memories. This waterfront paradise also has a deepwater dock and offers direct access to the water, making it perfect for water enthusiasts. Imagine launching your boat, kayak or paddleboard right from your backyard, or simply enjoying a leisurely boat ride to explore the nearby coves and beaches. Enjoy the tranquility and serenity of waterfront living, while still being just a short drive away from local amenities, restaurants, and entertainment options. Your dream waterfront retreat awaits! 71
      900 Fox Hollow Rd Southold, NY 11952
      $2,495,000
      4 Bedrooms 3 Full Baths
      Single Family For Sale ML# 3556934
      Welcome to this exceptional waterfront oasis! This stunning 4 bedroom, 3 bathroom home is a true gem nestled along the water’s edge, offering unparalleled relaxation and breathtaking views. Step inside and be greeted by an abundance of natural light, illuminating the spacious open-concept living area. The chic design, with its stylish finishes, creates a warm and inviting atmosphere throughout with panoramic windows that showcase the picturesque waterfront scenery. The gourmet kitchen is a chef’s delight, equipped with top-of-the-line appliances, ample counter space, and custom cabinetry. Prepare culinary masterpieces while enjoying the tranquil water views, or simply gather around the large island for casual dining and lively conversations. As you make your way to the bedrooms, you’ll find four generously sized bedrooms, each offering a cozy haven for relaxation and rest. The primary suite is a true sanctuary, featuring its own private balcony overlooking the water, a spacious walk-in closet, and a luxurious en-suite bathroom adorned with premium fixtures and finishes. The highlight of this property is undoubtedly the heated waterside saltwater pool. Whether you’re hosting lively poolside gatherings or enjoying a serene evening dip, the pool area will undoubtedly become your favorite spot to create lasting memories. This waterfront paradise also has a deepwater dock and offers direct access to the water, making it perfect for water enthusiasts. Imagine launching your boat, kayak or paddleboard right from your backyard, or simply enjoying a leisurely boat ride to explore the nearby coves and beaches. Enjoy the tranquility and serenity of waterfront living, while still being just a short drive away from local amenities, restaurants, and entertainment options. Your dream waterfront retreat awaits!
      Presented By: Engel & Volkers North Fork  631-298-7953
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • This quintessential vintage farmhouse is the epitome of old-world charm meets modern sophistication! Sited on 1.5 acres of park-like property and lovingly renovated with thoughtful additions including a heated saltwater gunite pool, electric pool cover, pool house with an outdoor fireplace, outdoor kitchen with a Gaucho grill and sink, a separate office studio, 3 bedrooms and 3 bathrooms. Plenty of room for expansion and incredible lush landscape designed with each season in mind and tons of privacy. Southold Park District beach rights, A quarter mile to Horton’s Lighthouse beach, 1 mile to McCabe’s beach and a short stroll to downtown Southold! This is your sunshine on a cloudy day! 37
      800 Lighthouse Rd Southold, NY 11971
      $2,450,000
      3 Bedrooms 3 Full Baths
      Single Family For Sale ML# 3556367
      This quintessential vintage farmhouse is the epitome of old-world charm meets modern sophistication! Sited on 1.5 acres of park-like property and lovingly renovated with thoughtful additions including a heated saltwater gunite pool, electric pool cover, pool house with an outdoor fireplace, outdoor kitchen with a Gaucho grill and sink, a separate office studio, 3 bedrooms and 3 bathrooms. Plenty of room for expansion and incredible lush landscape designed with each season in mind and tons of privacy. Southold Park District beach rights, A quarter mile to Horton’s Lighthouse beach, 1 mile to McCabe’s beach and a short stroll to downtown Southold! This is your sunshine on a cloudy day!
      Presented By: Corcoran  631-765-1300
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 180 Degree BREATHTAKING WATER VIEWS & SUNSETS. Imagine waking up to breathtaking panoramic views of the Long Island Sound -moments from the Sound View Beach. Or...lounging on your roof deck enjoying the sounds of the water and the incredible water views.... or even enjoying the fireworks display on the Fourth of July. This isn’t just a house, it’s a lifestyle. This ULTIMATE WATERSIDE home offers over 5800 SF of space, spread throughout multiple levels of luxurious sundrenched rooms, from a finished lower level to a 4th floor roof-top deck. The 5 EnSuite bedrooms with spacious closets provide a tranquil retreat after a day of enjoying the coastal lifestyle. Not to mention the wrap around decks where you can catch sunsets year-round. This luxurious PARADISE features many amenities including a SPARKLING POOL for refreshing dips on a hot summer day. And for those who love spending time on the water, in addition to the 3-car attached garage, there’s the 1.5 car detached garage, providing additional room for your boats complete with a huge storage area on top for your gear. This exceptional property boasts low taxes and a convenient rental permit, allowing you to explore income generating possibilities, or welcome loved ones for extended stays. 71
      110 Soundview Rd Southold, NY 11957
      $2,000,000
      5 Bedrooms 6 Full Baths 3 Half Baths
      Single Family For Sale ML# 3550261
      180 Degree BREATHTAKING WATER VIEWS & SUNSETS. Imagine waking up to breathtaking panoramic views of the Long Island Sound -moments from the Sound View Beach. Or...lounging on your roof deck enjoying the sounds of the water and the incredible water views.... or even enjoying the fireworks display on the Fourth of July. This isn’t just a house, it’s a lifestyle. This ULTIMATE WATERSIDE home offers over 5800 SF of space, spread throughout multiple levels of luxurious sundrenched rooms, from a finished lower level to a 4th floor roof-top deck. The 5 EnSuite bedrooms with spacious closets provide a tranquil retreat after a day of enjoying the coastal lifestyle. Not to mention the wrap around decks where you can catch sunsets year-round. This luxurious PARADISE features many amenities including a SPARKLING POOL for refreshing dips on a hot summer day. And for those who love spending time on the water, in addition to the 3-car attached garage, there’s the 1.5 car detached garage, providing additional room for your boats complete with a huge storage area on top for your gear. This exceptional property boasts low taxes and a convenient rental permit, allowing you to explore income generating possibilities, or welcome loved ones for extended stays.
      Presented By: BERKSHIRE HATHAWAY  516-200-5700
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Escape to paradise at this stunning waterfront home nestled on 8.9 acres of land along West Creek, providing access to the beautiful Peconic Bay. This remarkable property offers deeded beach rights just steps away and is situated in a serene setting that is simply irresistible. With seven generously-sized bedrooms, each featuring its own private ensuite bathroom, there is plenty of space for relaxation and privacy. The culinary kitchen is a chef’s dream, boasting a spacious layout that is perfect for entertaining. In addition, the property features a 32-foot indoor pool, complete with an exhilarating water park slide and a soothing hot tub, ensuring year-round entertainment. Whether you’re taking a break from remote work or winding down after a long day, the porch with fireplace is the perfect spot to gather with friends and family, while enjoying the breathtaking views. Speaking of views, nearly every room in this home offers captivating waterviews, allowing you to fully immerse yourself in the natural splendor that surrounds you. Outdoor activities abound, with opportunities for golfing and tennis at the nearby country club, as well as swimming, fishing, and kayaking right from your own backyard. This property also presents an excellent opportunity for a bed and breakfast, with its spacious layout creating an inviting retreat for guests. Immerse yourself in the tranquility and natural beauty of this incredible waterfront home, and experience a lifestyle that seamlessly combines luxury, comfort, and the wonders of nature. This home also features an expansive great room, multiple fireplaces, a theatre room, a gym and has potential for an inground pool and pickleball court. Truly a gem of the North Fork! 57
      13555 New Suffolk Avenue Southold, NY 11935
      $3,399,000
      7 Bedrooms 6 Full Baths 4 Half Baths
      Single Family For Sale ML# 3549432
      Escape to paradise at this stunning waterfront home nestled on 8.9 acres of land along West Creek, providing access to the beautiful Peconic Bay. This remarkable property offers deeded beach rights just steps away and is situated in a serene setting that is simply irresistible. With seven generously-sized bedrooms, each featuring its own private ensuite bathroom, there is plenty of space for relaxation and privacy. The culinary kitchen is a chef’s dream, boasting a spacious layout that is perfect for entertaining. In addition, the property features a 32-foot indoor pool, complete with an exhilarating water park slide and a soothing hot tub, ensuring year-round entertainment. Whether you’re taking a break from remote work or winding down after a long day, the porch with fireplace is the perfect spot to gather with friends and family, while enjoying the breathtaking views. Speaking of views, nearly every room in this home offers captivating waterviews, allowing you to fully immerse yourself in the natural splendor that surrounds you. Outdoor activities abound, with opportunities for golfing and tennis at the nearby country club, as well as swimming, fishing, and kayaking right from your own backyard. This property also presents an excellent opportunity for a bed and breakfast, with its spacious layout creating an inviting retreat for guests. Immerse yourself in the tranquility and natural beauty of this incredible waterfront home, and experience a lifestyle that seamlessly combines luxury, comfort, and the wonders of nature. This home also features an expansive great room, multiple fireplaces, a theatre room, a gym and has potential for an inground pool and pickleball court. Truly a gem of the North Fork!
      Presented By: Engel & Volkers North Fork  631-298-7953
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Welcome to your Bay Front paradise on the North Fork! This home has every aspect of beach living. Incredible views of Bug Light and Shelter Island. Over 1 acre and 286 feet of expansive sugar sand beach. Featuring an open gracious floor plan. 5 bedrooms, 4 baths, wraparound porch, outdoor shower, waterside gunite pool, outdoor kitchen area, a garage that houses a gym, living loft area and a full house generator! The beauty of all of this and located in Flood Zone X! Additional land lot available for separate purchase. Surrounded by North Fork renowned farm stands, restaurants, beaches, marinas, boating, award winning wineries and great shopping. 63
      3345 Cedar Lane Southold, NY 11939
      $5,350,000
      5 Bedrooms 4 Full Baths Sq. Ft. 4455.00:#
      Single Family For Sale ML# 3548818
      Welcome to your Bay Front paradise on the North Fork! This home has every aspect of beach living. Incredible views of Bug Light and Shelter Island. Over 1 acre and 286 feet of expansive sugar sand beach. Featuring an open gracious floor plan. 5 bedrooms, 4 baths, wraparound porch, outdoor shower, waterside gunite pool, outdoor kitchen area, a garage that houses a gym, living loft area and a full house generator! The beauty of all of this and located in Flood Zone X! Additional land lot available for separate purchase. Surrounded by North Fork renowned farm stands, restaurants, beaches, marinas, boating, award winning wineries and great shopping.
      Presented By: Corcoran  631-765-1300
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • See Important List of Updates Below. This iconic North Fork farmhouse with heated saltwater pool has been meticulously renovated and updated with attention to detail. The home exterior features a new cedar roof, Boral siding, and copper gutters which have significant value. The windows and French doors have been replaced throughout, ensuring energy efficiency and durability. Inside the house, natural light fills the space, creating a bright and inviting atmosphere throughout. The spacious living room includes an exquisite stone fireplace. The kitchen has been completely transformed with new appliances and a stunning wood block countertop. The primary bedroom is a true oasis, with an en suite design that includes a hex black marble shower with beautiful mahogany trim. Stepping outside, the backyard is a half-acre haven, fenced with designer Shou Sugi Ban burnt cedar horizontal planking. It has privacy and a sense of tranquility. The landscape has been thoughtfully designed and planted creating a lush and inviting environment. Highlights include a a Himalayan birch forest, a blueberry warren, and a wildflower meadow. Additional amenities include an oversized deck, outdoor shower and a garage with plans to convert to a pool-house. The location is highly convenient, with Love Lane’s shops and restaurants, as well as the Jitney and train, just a short distance away. For those who enjoy boating or spending time by the water there is a deeded boat launch and a marina conveniently located across the street. And for beach lovers, the beautiful Bailie Beach is only two miles away, offering a stunning beach escape. This fully renovated farmhouse truly combines the charm of the past with the comforts of modern living. This turn key home with premium upgrades offers a low maintenance property for years to come and is also a viable investment property with potential for premium returns. This home exceeds all expectations with significant updates that save the new homeowner time and money: Brand New Septic 2022, Brand New Heated Saltwater Pool, Pool Landscaping and Fence, Cedar Roof, New Windows And Doors, Lower Level Recreation With Egress Window...nothing to do but enjoy the home, pool, boating, the beach and North Fork fun! 35
      2200 Wickham Avenue Southold, NY 11952
      $1,299,000
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 1393.00:# Square Feet
      Single Family For Sale ML# 3546094
      See Important List of Updates Below. This iconic North Fork farmhouse with heated saltwater pool has been meticulously renovated and updated with attention to detail. The home exterior features a new cedar roof, Boral siding, and copper gutters which have significant value. The windows and French doors have been replaced throughout, ensuring energy efficiency and durability. Inside the house, natural light fills the space, creating a bright and inviting atmosphere throughout. The spacious living room includes an exquisite stone fireplace. The kitchen has been completely transformed with new appliances and a stunning wood block countertop. The primary bedroom is a true oasis, with an en suite design that includes a hex black marble shower with beautiful mahogany trim. Stepping outside, the backyard is a half-acre haven, fenced with designer Shou Sugi Ban burnt cedar horizontal planking. It has privacy and a sense of tranquility. The landscape has been thoughtfully designed and planted creating a lush and inviting environment. Highlights include a a Himalayan birch forest, a blueberry warren, and a wildflower meadow. Additional amenities include an oversized deck, outdoor shower and a garage with plans to convert to a pool-house. The location is highly convenient, with Love Lane’s shops and restaurants, as well as the Jitney and train, just a short distance away. For those who enjoy boating or spending time by the water there is a deeded boat launch and a marina conveniently located across the street. And for beach lovers, the beautiful Bailie Beach is only two miles away, offering a stunning beach escape. This fully renovated farmhouse truly combines the charm of the past with the comforts of modern living. This turn key home with premium upgrades offers a low maintenance property for years to come and is also a viable investment property with potential for premium returns. This home exceeds all expectations with significant updates that save the new homeowner time and money: Brand New Septic 2022, Brand New Heated Saltwater Pool, Pool Landscaping and Fence, Cedar Roof, New Windows And Doors, Lower Level Recreation With Egress Window...nothing to do but enjoy the home, pool, boating, the beach and North Fork fun!
      Presented By: Engel & Volkers North Fork  631-298-7953
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 3 Bedroom/2 Bath Home. Open Floor Plan and Vaulted Ceilings. Back Deck and Pool to Enjoy the Days of Summer. Several Nearby Beaches Too! Available as Year Round Rental at $4, 500 per Month Starting 10/1/24. Permit #0586. 36
      3045 Rocky Point Rd Southold, NY 11939
      $4,500
      3 Bedrooms 2 Full Baths Sq. Ft. 2025.00:#
      Single Family For Sale ML# 3507694
      3 Bedroom/2 Bath Home. Open Floor Plan and Vaulted Ceilings. Back Deck and Pool to Enjoy the Days of Summer. Several Nearby Beaches Too! Available as Year Round Rental at $4, 500 per Month Starting 10/1/24. Permit #0586.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • This Bay front estate is absolutely spectacular! Over 1.5 acres, 132 feet of sugar sand beach and endless, incredible views. An eat-in-kitchen that overlooks your pool, pool house and private beach with Viking appliances and full wine fridge, living room with a gas fireplace, den/flexible space and a laundry room. 3 BR, 3.5BA including a primary suite with a bayside balcony, fireplace, spa-like bathroom with radiant heated floors, double water closets, gym and walk-in closet. Outside you have a pool house with living space and half bath, 20 x 40 heated waterside pool, driving range & putting green, outdoor shower, beach and Bay access from your backyard, and a whole house generator. Steps from Strong’s Marina and near all the North Fork has to offer... This is a must see! 21
      2503 Camp Mineola Ext Southold, NY 11952
      $4,950,000
      3 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3460.00:#
      Single Family For Sale ML# 3484887
      This Bay front estate is absolutely spectacular! Over 1.5 acres, 132 feet of sugar sand beach and endless, incredible views. An eat-in-kitchen that overlooks your pool, pool house and private beach with Viking appliances and full wine fridge, living room with a gas fireplace, den/flexible space and a laundry room. 3 BR, 3.5BA including a primary suite with a bayside balcony, fireplace, spa-like bathroom with radiant heated floors, double water closets, gym and walk-in closet. Outside you have a pool house with living space and half bath, 20 x 40 heated waterside pool, driving range & putting green, outdoor shower, beach and Bay access from your backyard, and a whole house generator. Steps from Strong’s Marina and near all the North Fork has to offer... This is a must see!
      Presented By: Corcoran  631-765-1300
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Permit 816. Beautiful New Construction In Private Beach Community. Creekfront Beach Access Along With 20x40 Heated Saltwater Pool. Ideal For Large Groups & Perfect For Entertaining, This Property Has It All. 8 Bedrooms And 7 Bathrooms Set On Lush Manicured Grounds, Provides Spacious Accommodations For Up To 16 Guests. Spend Afternoons Lounging By The Pool & Evenings Gathering With Family And Friends. Deeded Beach Rights, Minutes To Wineries & Just A Short Bike Ride To Restaurants And Shops In Town. Three 50amp lv2 EV Chargers Available. 14 Day Minimum. 35
      650 Pine Avenue Southold, NY 11971
      $50,000
      8 Bedrooms 7 Full Baths Sq. Ft. 5400.00:#
      Single Family For Sale ML# 3466368
      Permit 816. Beautiful New Construction In Private Beach Community. Creekfront Beach Access Along With 20x40 Heated Saltwater Pool. Ideal For Large Groups & Perfect For Entertaining, This Property Has It All. 8 Bedrooms And 7 Bathrooms Set On Lush Manicured Grounds, Provides Spacious Accommodations For Up To 16 Guests. Spend Afternoons Lounging By The Pool & Evenings Gathering With Family And Friends. Deeded Beach Rights, Minutes To Wineries & Just A Short Bike Ride To Restaurants And Shops In Town. Three 50amp lv2 EV Chargers Available. 14 Day Minimum.
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Year Round ONLY $4000 Per Month!! Welcome To Plum Island Lane In The Much Sought After Community Of ’Orient By The Sea’ - Which Is A Stones Throw From The Private Beach! This Perfect Get Away Home Consists Of 3 Large Bedrooms, 1.5 Bathrooms, A Spacious EIK, Bright Open-Plan Living Room, Laundry And Recently Installed In-Ground 20 x 40 Saltwater Swimming Pool! This Gem Of A Home Was Completely Renovated To A Premium Standard In 2021. It Is Fully Furnished And Contains All New Modern Appliances. Close To The Cross Sound Ferry, Orient State Park And Public Marina. Reserve A Viewing Right Away And Avoid Missing Out On This Beauty! Year Round Price: $4000. May: $6, 000 - June: $10, 000 - July: $18, 000 - August to LD: $18, 000 - September: $9, 000 & MD to LD: $32, 000. Rental Permit #: 0812 12
      2420 Plum Island Lane Southold, NY 11957
      $4,000
      3 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 1600.00:#
      Single Family For Sale ML# 3455258
      Year Round ONLY $4000 Per Month!! Welcome To Plum Island Lane In The Much Sought After Community Of ’Orient By The Sea’ - Which Is A Stones Throw From The Private Beach! This Perfect Get Away Home Consists Of 3 Large Bedrooms, 1.5 Bathrooms, A Spacious EIK, Bright Open-Plan Living Room, Laundry And Recently Installed In-Ground 20 x 40 Saltwater Swimming Pool! This Gem Of A Home Was Completely Renovated To A Premium Standard In 2021. It Is Fully Furnished And Contains All New Modern Appliances. Close To The Cross Sound Ferry, Orient State Park And Public Marina. Reserve A Viewing Right Away And Avoid Missing Out On This Beauty! Year Round Price: $4000. May: $6, 000 - June: $10, 000 - July: $18, 000 - August to LD: $18, 000 - September: $9, 000 & MD to LD: $32, 000. Rental Permit #: 0812
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
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    OneKey™ MLS The data relating to real estate for sale on this web site comes in part from the OneKey™ MLS. Real Estate listings held by brokerage firms other than Beninati are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.
    Office: (631) 765 5333 Fax (631) 765 5225 broker@beninatiassociates.com

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    Office: 52875 Main Road, Southold NY 11971
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