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    Showing 1 - 10 of 38 results| view:  results per page« 1|2|3|4 »
    • 2025 Rates: MDW-LD $142, 500; June $30K; July $52, 500; A1-LD $55K. This Modern Hamptons style home offers everything you could ask for from a Summer retreat to the East End. Featuring over 3500sqft of living space, the impressive Great Room is the centerpiece of the house and flows seamlessly to the rear yard which features a 20x40 heated gunite pool with sun deck, large architectural stone patio w/ fire-pit and large gas fired grill. In addition, you will enjoy lazy summer walks to the Rock Cove Estate community private Sound side beach and peak-a-boo water-views from the second floor. All bedrooms are generously proportioned but the Primary En-Suite is truly spectacular with high vaulted ceilings, private waterside balcony, walk in closet and En-suite full bathroom. Bonus feature, the second floor offers a game/media-room w/ full-size pool table, shuffle board table and waterside balcony. Don’t let this amazing offering slip away! 32
      1740 Inlet Pond Rd Greenport, NY 11944
      $30,000
      4 Bedrooms 3 Full Baths Sq. Ft. 3650.00:# Square Feet
      Single Family For Rent NEW ML# 3546371
      2025 Rates: MDW-LD $142, 500; June $30K; July $52, 500; A1-LD $55K. This Modern Hamptons style home offers everything you could ask for from a Summer retreat to the East End. Featuring over 3500sqft of living space, the impressive Great Room is the centerpiece of the house and flows seamlessly to the rear yard which features a 20x40 heated gunite pool with sun deck, large architectural stone patio w/ fire-pit and large gas fired grill. In addition, you will enjoy lazy summer walks to the Rock Cove Estate community private Sound side beach and peak-a-boo water-views from the second floor. All bedrooms are generously proportioned but the Primary En-Suite is truly spectacular with high vaulted ceilings, private waterside balcony, walk in closet and En-suite full bathroom. Bonus feature, the second floor offers a game/media-room w/ full-size pool table, shuffle board table and waterside balcony. Don’t let this amazing offering slip away!
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Beautifully restored Victorian home in the heart of Greenport Village. Fully furnished apartment on bright and sunny second floor. Private laundry, private entrance private driveway and welcoming front porch. Close to Jitney, Ferry, Train, Restaurants, galleries & shops! Greenport Rental Permit #22-171. 19
      412 Front Street Greenport, NY 11944
      $3,200
      1 Bedroom 1 Full Bath
      Single Family For Rent NEW ML# 3545828
      Beautifully restored Victorian home in the heart of Greenport Village. Fully furnished apartment on bright and sunny second floor. Private laundry, private entrance private driveway and welcoming front porch. Close to Jitney, Ferry, Train, Restaurants, galleries & shops! Greenport Rental Permit #22-171.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Look No Further! Adorable 4 Bedroom Rental In Historic Greenport Village. Easily Access All The Amenities That Village Life Has To Offer, Restaurants, Shops, Beaches, Wineries, Museums, And More! 8
      317 South Street Greenport, NY 11944
      $6,500
      4 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 1800.00:# Square Feet
      Single Family For Rent NEW ML# 3545276
      Look No Further! Adorable 4 Bedroom Rental In Historic Greenport Village. Easily Access All The Amenities That Village Life Has To Offer, Restaurants, Shops, Beaches, Wineries, Museums, And More!
      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. 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 on summer nights, 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 summer getaway on the North Fork. 33
      485 Sutton Place Greenport, NY 11944
      $10,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2026.00:# Square Feet
      Single Family For Rent NEW 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. 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 on summer nights, 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 summer getaway on the North Fork.
      Presented By: STOEBE & CO  631-998-4545
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 2024 RATES: JUNE $12, 500, JULY $16, 000.00 AUGUST $17, 000 MD-LD $44, 500. Victorian classic in the heart of Greenport Village. Centrally located seasonal offering. This charming and updated victorian home provides convenient access to all Greenport Village has to offer. You will enjoy water-views from almost every room, beach access right across the street, walking distance to all restaurant and shops. The interior is incredibly well appointed with a formal living room, media room, formal dining room, updated kitchen, bedroom, full bathroom and laundry on the main level. The 3 additional bedrooms on the second floor are all ensuite. Additionally, there is a large open air porch looking directly out to Greenport Harbor, along with an enclosed porch off of the media room. Jump on this fantastic offering before it’s too late. 23
      115 3rd Street Greenport, NY 11944
      $12,500
      4 Bedrooms 4 Full Baths Sq. Ft. 2200.00:# Square Feet
      Single Family For Rent NEW ML# 3544051
      2024 RATES: JUNE $12, 500, JULY $16, 000.00 AUGUST $17, 000 MD-LD $44, 500. Victorian classic in the heart of Greenport Village. Centrally located seasonal offering. This charming and updated victorian home provides convenient access to all Greenport Village has to offer. You will enjoy water-views from almost every room, beach access right across the street, walking distance to all restaurant and shops. The interior is incredibly well appointed with a formal living room, media room, formal dining room, updated kitchen, bedroom, full bathroom and laundry on the main level. The 3 additional bedrooms on the second floor are all ensuite. Additionally, there is a large open air porch looking directly out to Greenport Harbor, along with an enclosed porch off of the media room. Jump on this fantastic offering before it’s too late.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Looking for a truly unique place to live and enjoy Historic Greenport Maritime Village? This is the place for you! Ideally located in the center of the Village, close to shops, restaurants, bars, galleries and more! The rental, an old Carraige House, was gut renovated in 2006. The owner successfully & artistically designed the space to incorporate an industrial/maritime/NYC loft vibe. This 1-bedroom apartment has an additional den/office/art studio & storage. Private outdoor area too! A true MUST SEE! Photos depict the apartment furnished, not all furniture is still there. Can be offered lightly furnished or unfurnished - the choice is yours. (Southold Town Permit #: 22-133). 21
      516 Main Street Greenport, NY 11944
      $3,500
      1 Bedroom 1 Full Bath 1 Half Bath Sq. Ft. 838.00:# Square Feet
      Single Family For Rent ML# 3542041
      Looking for a truly unique place to live and enjoy Historic Greenport Maritime Village? This is the place for you! Ideally located in the center of the Village, close to shops, restaurants, bars, galleries and more! The rental, an old Carraige House, was gut renovated in 2006. The owner successfully & artistically designed the space to incorporate an industrial/maritime/NYC loft vibe. This 1-bedroom apartment has an additional den/office/art studio & storage. Private outdoor area too! A true MUST SEE! Photos depict the apartment furnished, not all furniture is still there. Can be offered lightly furnished or unfurnished - the choice is yours. (Southold Town Permit #: 22-133).
      Presented By: Douglas Elliman Real Estate  631-477-2220
      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
      $22,000
      $4,500 - $12,000
      3 Bedrooms 2 Full Baths Sq. Ft. 1400.00:# Square Feet
      Single Family For Rent PRICE REDUCED 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
    • 2024 Rates: June $5, 000/week or $20K/month; July $6, 750/week or $27, 000/month; A1-LD $7, 125/week or $28, 500/month. 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. 28
      950 Tasker Lane Greenport, NY 11944
      $25,000
      $20,000
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3500.00:# Square Feet
      Single Family For Rent PRICE REDUCED ML# 3538474
      2024 Rates: June $5, 000/week or $20K/month; July $6, 750/week or $27, 000/month; A1-LD $7, 125/week or $28, 500/month. 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
    • Beautiful and completely renovated and tastefully furnished Greenport seasonal rental. 3 bedrooms, 1 bath home, on a large double lot, ideally located just around the corner from a beautiful bay beach and less than 2 miles to a nearby farm stand, winery and Historic Greenport Maritime Village. Enjoy a welcoming front porch, large yard, outdoor shower, Sonos outdoor sound system, high end finishes and appliances (subzero fridge, wolf oven/range), central air conditioning, wood floors & granite countertops. (Southold Town Rental Permit #1025) Southold Town Rental Rules, 2 week minimum applies. 19
      385 Wood Lane Greenport, NY 11944
      $6,000
      3 Bedrooms 1 Full Bath
      Single Family For Rent ML# 3538088
      Beautiful and completely renovated and tastefully furnished Greenport seasonal rental. 3 bedrooms, 1 bath home, on a large double lot, ideally located just around the corner from a beautiful bay beach and less than 2 miles to a nearby farm stand, winery and Historic Greenport Maritime Village. Enjoy a welcoming front porch, large yard, outdoor shower, Sonos outdoor sound system, high end finishes and appliances (subzero fridge, wolf oven/range), central air conditioning, wood floors & granite countertops. (Southold Town Rental Permit #1025) Southold Town Rental Rules, 2 week minimum applies.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Immaculate shingle-style home perched above the Long Island Sound. Enjoy endless water views and breathtaking sunsets from the heated pool and private beach. Open floor plan with EIK and fireplace, bedrooms across three floors, including first and second-floor primary suites with private waterside balconies. The large finished basement features a media/game room. The private office is ideal for remote work and has a third private waterside balcony-prime indoor/outdoor summer living just a mile from Greenport Village’s shops and restaurants. Personal property manager to address any tenant needs. Hamptons luxury with North Fork vibes. 18
      1000 Sound Drive Greenport, NY 11944
      $65,000
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 3700.00:# Square Feet
      Single Family For Rent ML# 3537107
      Immaculate shingle-style home perched above the Long Island Sound. Enjoy endless water views and breathtaking sunsets from the heated pool and private beach. Open floor plan with EIK and fireplace, bedrooms across three floors, including first and second-floor primary suites with private waterside balconies. The large finished basement features a media/game room. The private office is ideal for remote work and has a third private waterside balcony-prime indoor/outdoor summer living just a mile from Greenport Village’s shops and restaurants. Personal property manager to address any tenant needs. Hamptons luxury with North Fork vibes.
      Presented By: Compass Greater NY LLC  315-521-4669
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 1 - 10 of 38 results| view:  results per page« 1|2|3|4 »
    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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