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    Showing 11 - 20 of 29 results| view:  results per page« 1|2|3 »
    • 2025 Rates: MDW-LD 105K, June $15K, July $35K, Aug-LD $45K Luxurious living in Greenport’s private Rock Cove Estates. A stone’s thi away to the deed private beach on the Long Island Sound. Highly desirable area where you can enjoy summer walks, lazy da the beach or gorgeous sunsets. Create memories to last a lifetime in this beautifully decorated home. Close to Greenport Village, restaurants, shopping, wineries, and recreational activities. Property 35
      65 Rock Cove Court Greenport, NY 11944
      $20,000 - $100,000
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3100.00:# Square Feet
      Single Family For Rent ML# 3564418
      2025 Rates: MDW-LD 105K, June $15K, July $35K, Aug-LD $45K Luxurious living in Greenport’s private Rock Cove Estates. A stone’s thi away to the deed private beach on the Long Island Sound. Highly desirable area where you can enjoy summer walks, lazy da the beach or gorgeous sunsets. Create memories to last a lifetime in this beautifully decorated home. Close to Greenport Village, restaurants, shopping, wineries, and recreational activities. Property
      Presented By: Century 21 Excelsior Realty  631-734-0390
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Greenport Village Rental Permit #24-073. This Completely Renovated One-Of-A-Kind Historic Religious Structure was built in 1879. Stylish And Close To Everything In Greenport. Soaring Cathedral Ceilings, Mesmerizing European Stained Glass Windows, Brand New Kitchen And Full Bath. Located In The Heart Of The Much Coveted Greenport Village. Walking Distance To Top Restaurants, Trendy Stores, A Sugar Sand Local Beach, The LIRR Station, And The Jitney Bus Stop. This Is A Unique Opportunity To Stay In A Piece Of History Alongside Modern Amenities To Make Your Stay Simply Unforgettable! October Through April: $3000 Per Month. May: $5500. June: $6500. July: $7000. August - LD: $7500. September: $5500. 30
      248 5th Avenue Greenport, NY 11944
      $3,000
      1 Bedroom 1 Full Bath Sq. Ft. 1306.00:# Square Feet
      Single Family For Rent ML# 3564265
      Greenport Village Rental Permit #24-073. This Completely Renovated One-Of-A-Kind Historic Religious Structure was built in 1879. Stylish And Close To Everything In Greenport. Soaring Cathedral Ceilings, Mesmerizing European Stained Glass Windows, Brand New Kitchen And Full Bath. Located In The Heart Of The Much Coveted Greenport Village. Walking Distance To Top Restaurants, Trendy Stores, A Sugar Sand Local Beach, The LIRR Station, And The Jitney Bus Stop. This Is A Unique Opportunity To Stay In A Piece Of History Alongside Modern Amenities To Make Your Stay Simply Unforgettable! October Through April: $3000 Per Month. May: $5500. June: $6500. July: $7000. August - LD: $7500. September: $5500.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Live in the heart of the action with this beautiful, newly renovated 2-bedroom, 1-bathroom apartment in Greenport Village only .4 miles from the beach. This furnished and fully-equipped haven is perfect for anyone seeking a convenient and comfortable place to call home. 13
      508 4th Street Unit 2 Greenport, NY 11944
      $3,250
      2 Bedrooms 1 Full Bath
      Apartment For Rent ML# 3562619
      Live in the heart of the action with this beautiful, newly renovated 2-bedroom, 1-bathroom apartment in Greenport Village only .4 miles from the beach. This furnished and fully-equipped haven is perfect for anyone seeking a convenient and comfortable place to call home.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Welcome to this charming North Fork seasonal rental! This 3-bedroom, 2-bathroom home features a second living room/den and a fully fenced backyard, perfect for versatile living and outdoor enjoyment. Situated in a vibrant neighborhood, you’ll be very close to beach, top-notch restaurants, beautiful beaches, wineries, golf, unique shops, yoga studios, marinas and much more. This home offers both comfort and convenience. Don’t miss the chance to make this fantastic Greenport rental yours this summer! STRP 1157 20
      395 Sunset Lane Greenport, NY 11944
      $2,500
      3 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3561935
      Welcome to this charming North Fork seasonal rental! This 3-bedroom, 2-bathroom home features a second living room/den and a fully fenced backyard, perfect for versatile living and outdoor enjoyment. Situated in a vibrant neighborhood, you’ll be very close to beach, top-notch restaurants, beautiful beaches, wineries, golf, unique shops, yoga studios, marinas and much more. This home offers both comfort and convenience. Don’t miss the chance to make this fantastic Greenport rental yours this summer! STRP 1157
      Presented By: Signature Premier Properties  631-765-6000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • GREENPORT OYSTER POINT WATERFRONT CONDO WITH BOAT SLIP Enjoy your vacation in this well- appointed Bayfront 2 bedroom, 2 bath condo with stunning views of Shelter Island and Greenport Harbor. Amenities include a heated waterfront pool, tennis & pickle ball court, 200 Ft of private sandy bay beach, and your own boat slip in the private marina. Located just a short distance to shops and restaurants in Historic Greenport Village, ferry to Shelter Island for fun day trips and the Hampton Jitney or the LIRR train offer easy access to and from NYC. Everything you need is right here. MD TO LD 2025 $30, 000, June 2025 $7000, July 2025 1$10, 000 Sept 2025 $6k , off season 2024 and 2025 $4k monthly or year round $4500 per month. Greenport rental permit #24-072 15
      8 Oyster Point Greenport, NY 11944
      $4,000
      2 Bedrooms 2 Full Baths Sq. Ft. 1190.00:# Square Feet
      Condo For Rent ML# 3558855
      GREENPORT OYSTER POINT WATERFRONT CONDO WITH BOAT SLIP Enjoy your vacation in this well- appointed Bayfront 2 bedroom, 2 bath condo with stunning views of Shelter Island and Greenport Harbor. Amenities include a heated waterfront pool, tennis & pickle ball court, 200 Ft of private sandy bay beach, and your own boat slip in the private marina. Located just a short distance to shops and restaurants in Historic Greenport Village, ferry to Shelter Island for fun day trips and the Hampton Jitney or the LIRR train offer easy access to and from NYC. Everything you need is right here. MD TO LD 2025 $30, 000, June 2025 $7000, July 2025 1$10, 000 Sept 2025 $6k , off season 2024 and 2025 $4k monthly or year round $4500 per month. Greenport rental permit #24-072
      Presented By: Town And Country Real Estate  631-477-5990
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Look no further! This charming and fully furnished 4-bedroom, 1.5-bathroom home offers a perfect blend of modern comfort and classic style. Step inside and be greeted by the warm glow of hardwood floors that flow throughout the main living areas. The spacious formal dining room is perfect for hosting dinners and gatherings. The kitchen is equipped with modern appliances including a dishwasher, microwave, and refrigerator, as well as a convenient pantry for all your storage needs. The living area is cozy and inviting and the sun porch is the perfect sunny retreat. The primary bedroom, along with the three additional bedrooms, offers ample space and natural light, making it easy to create your own personal retreats. This home is available as a winter rental, offering a cozy and comfortable retreat during the colder months. Don’t miss out on this fantastic opportunity to make Greenport your winter get away! 8
      317 South Street Greenport, NY 11944
      $2,400
      4 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 1800.00:# Square Feet
      Single Family For Rent ML# 3545276
      Look no further! This charming and fully furnished 4-bedroom, 1.5-bathroom home offers a perfect blend of modern comfort and classic style. Step inside and be greeted by the warm glow of hardwood floors that flow throughout the main living areas. The spacious formal dining room is perfect for hosting dinners and gatherings. The kitchen is equipped with modern appliances including a dishwasher, microwave, and refrigerator, as well as a convenient pantry for all your storage needs. The living area is cozy and inviting and the sun porch is the perfect sunny retreat. The primary bedroom, along with the three additional bedrooms, offers ample space and natural light, making it easy to create your own personal retreats. This home is available as a winter rental, offering a cozy and comfortable retreat during the colder months. Don’t miss out on this fantastic opportunity to make Greenport your winter get away!
      Presented By: Compass Greater NY LLC  917-848-5102
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Welcome to the stunning & newly renovated 485 Sutton Place in Greenport. This magnificent home seamlessly blends comfort, style and luxury living. The home provides a bright & airy feel throughout amongst its two levels of living. The first floor provides two spacious bedrooms and a full bathroom along with a bonus room with kitchenette that leads directly out to the backyard. Make your way to the second floor where you are welcomed by high ceilings and open concept living. A stylish living room with fireplace opens to the eat-in-kitchen and dining room with direct access to the balcony for alfresco dining. Completing the second level is a modern full bathroom, sizable bedroom, and an en-suite bedroom with a half bath. Kick back, relax and unwind in the private and spacious backyard that flaunts a new in-ground heated 18x36 saltwater pool with bluestone coping to be enjoyed through summer and fall. The adjacent patio offers ample space for dining and provides shade to escape the summer heat. A dedicated fire pit area is the perfect space to cozy up under the stars, toast to memories and treat yourself to delicious s’mores. Located on the North Fork of Long Island, this home’s prime location provides convenient access to all the magnificent amenities the coveted town of Greenport has to offer and is less than a mile away to Greenport Village. For the wine aficionados, spend your day at the nearby Kontokosta Winery, a waterfront winery perched atop bluff that overlooks the Long Island Sound. Looking for a beach day? You have the option to spend your summer days at two nearby beaches, one private and one public. Experience the ultimate fall and winter getaway on the North Fork. 35
      485 Sutton Place Greenport, NY 11944
      $12,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2026.00:# Square Feet
      Single Family For Rent ML# 3545023
      Welcome to the stunning & newly renovated 485 Sutton Place in Greenport. This magnificent home seamlessly blends comfort, style and luxury living. The home provides a bright & airy feel throughout amongst its two levels of living. The first floor provides two spacious bedrooms and a full bathroom along with a bonus room with kitchenette that leads directly out to the backyard. Make your way to the second floor where you are welcomed by high ceilings and open concept living. A stylish living room with fireplace opens to the eat-in-kitchen and dining room with direct access to the balcony for alfresco dining. Completing the second level is a modern full bathroom, sizable bedroom, and an en-suite bedroom with a half bath. Kick back, relax and unwind in the private and spacious backyard that flaunts a new in-ground heated 18x36 saltwater pool with bluestone coping to be enjoyed through summer and fall. The adjacent patio offers ample space for dining and provides shade to escape the summer heat. A dedicated fire pit area is the perfect space to cozy up under the stars, toast to memories and treat yourself to delicious s’mores. Located on the North Fork of Long Island, this home’s prime location provides convenient access to all the magnificent amenities the coveted town of Greenport has to offer and is less than a mile away to Greenport Village. For the wine aficionados, spend your day at the nearby Kontokosta Winery, a waterfront winery perched atop bluff that overlooks the Long Island Sound. Looking for a beach day? You have the option to spend your summer days at two nearby beaches, one private and one public. Experience the ultimate fall and winter getaway on the North Fork.
      Presented By: STOEBE & CO  631-998-4545
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Newly renovated farmhouse located in the heart of Greenport village. This 3 bedroom 2 bath first floor apartment is steps to shops, restaurants & historic waterfront. Enjoy summer days in the potager garden and nights grilling the daily catch. The apt features a sunny open kitchen with an open floor plan, a master bedroom with en suite bath, and two additional bedrooms with ample light and a cozy feel. 18
      412 Carpenter Greenport, NY 11944
      $4,500 - $12,000
      3 Bedrooms 2 Full Baths Sq. Ft. 1400.00:# Square Feet
      Single Family For Rent ML# 3541214
      Newly renovated farmhouse located in the heart of Greenport village. This 3 bedroom 2 bath first floor apartment is steps to shops, restaurants & historic waterfront. Enjoy summer days in the potager garden and nights grilling the daily catch. The apt features a sunny open kitchen with an open floor plan, a master bedroom with en suite bath, and two additional bedrooms with ample light and a cozy feel.
      Presented By: Compass Greater NY LLC  917-686-8566
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 2025 Rates: May $25, 000.00; June $28, 000.00; July $35, 000.00; A1-LD $42, 000.00; September $26, 000.00 October $23, 000.00. Experience North Fork summer living in this newly constructed gem! Nestled in the sought-after Stirling Eastern Shores community, this impeccably designed modern farmhouse offers exclusive access to a private Long Island Sound beach, just a five minute walk from the property. Step inside to discover a light-filled and meticulously styled interior adorned with contemporary finishes and furnishings. The heart of the home is the chef’s kitchen seamlessly integrated into the Great Room and anchored by a cozy gas fireplace. On the first floor, you’ll find a convenient half bath, a junior en-suite bedroom, a spacious mudroom, and a sizeable 2-car garage. Ascend to the second level to encounter two additional guest bedrooms sharing a full bathroom, along with a stunning primary en-suite bedroom. The primary bath boasts a luxurious double vanity, a walk-in shower, a soaking tub, and an expansive walk-in closet for added convenience and indulgence. Outside, the property showcases a captivating landscape featuring a sprawling stone patio enveloping a 20x40 heated salt-water pool, complemented by an outdoor shower - an ideal setting for hosting gatherings and enjoying the summer sun. 36
      950 Tasker Lane Greenport, NY 11944
      $20,000
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3500.00:# Square Feet
      Single Family For Rent ML# 3538474
      2025 Rates: May $25, 000.00; June $28, 000.00; July $35, 000.00; A1-LD $42, 000.00; September $26, 000.00 October $23, 000.00. Experience North Fork summer living in this newly constructed gem! Nestled in the sought-after Stirling Eastern Shores community, this impeccably designed modern farmhouse offers exclusive access to a private Long Island Sound beach, just a five minute walk from the property. Step inside to discover a light-filled and meticulously styled interior adorned with contemporary finishes and furnishings. The heart of the home is the chef’s kitchen seamlessly integrated into the Great Room and anchored by a cozy gas fireplace. On the first floor, you’ll find a convenient half bath, a junior en-suite bedroom, a spacious mudroom, and a sizeable 2-car garage. Ascend to the second level to encounter two additional guest bedrooms sharing a full bathroom, along with a stunning primary en-suite bedroom. The primary bath boasts a luxurious double vanity, a walk-in shower, a soaking tub, and an expansive walk-in closet for added convenience and indulgence. Outside, the property showcases a captivating landscape featuring a sprawling stone patio enveloping a 20x40 heated salt-water pool, complemented by an outdoor shower - an ideal setting for hosting gatherings and enjoying the summer sun.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Greenport-Immaculate and spacious home. A welcoming front porch leads to the sunny Living room and dining room. A fully equipped gourmet kitchen with Thermador appliances with sliding doors to back deck, family room with vaulted ceilings also has access to large back deck, there is another den/office, a full bathroom with shower and laundry all on the first floor. The second floor there are two en-suite bedrooms and two additional bedrooms and full bath. Large manicured yard with deck and patio landscaped for privacy. Close to beaches, farm stands, Southold Fish Market, wineries and Greenport Village. Spend this summer in Greenport in this wonderful home. July Rented from July 20-August 3. Available June $15, 000/month, June 20-July 20 for $20, 000, August 3-LD $20, 000, 2 or 3 weeks in July or August $7500/week and Off season $5000/week (2 week Minimum) #0744 19
      750 Kerwin Boulevard Greenport, NY 11944
      $15,000
      4 Bedrooms 4 Full Baths Sq. Ft. 3200.00:# Square Feet
      Single Family For Rent ML# 3530830
      Greenport-Immaculate and spacious home. A welcoming front porch leads to the sunny Living room and dining room. A fully equipped gourmet kitchen with Thermador appliances with sliding doors to back deck, family room with vaulted ceilings also has access to large back deck, there is another den/office, a full bathroom with shower and laundry all on the first floor. The second floor there are two en-suite bedrooms and two additional bedrooms and full bath. Large manicured yard with deck and patio landscaped for privacy. Close to beaches, farm stands, Southold Fish Market, wineries and Greenport Village. Spend this summer in Greenport in this wonderful home. July Rented from July 20-August 3. Available June $15, 000/month, June 20-July 20 for $20, 000, August 3-LD $20, 000, 2 or 3 weeks in July or August $7500/week and Off season $5000/week (2 week Minimum) #0744
      Presented By: The Agency Northshore NY  631-870-0753
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 11 - 20 of 29 results| view:  results per page« 1|2|3 »
    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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