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Greenport Rentals

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    Showing 1 - 10 of 29 results| view:  results per page« 1|2|3 »
    • Situated in a charming and serene neighborhood in Greenport and located just minutes from both Greenport Village and Southold Town Beach, this recently updated Cape offers 1, 500 sq. ft. with 4-bedrooms, 2-baths and a spacious living area that flows seamlessly into a bright and airy eat-in kitchen. A full, unfinished basement leads out to an expansive, fenced backyard, and the attached 1-car garage and driveway capable of accommodating 2 additional vehicles ensures sufficient parking for tenants. Don’t overlook the opportunity to rent this gem! Please note that the reported square footage is an approximation as the Town of Southold does not have records of the square footage for the second half story. 10
      27 Madison Street Greenport, NY 11944
      $3,800
      4 Bedrooms 2 Full Baths Sq. Ft. 1500.00:# Square Feet
      Single Family For Rent NEW ML# 3590837
      Situated in a charming and serene neighborhood in Greenport and located just minutes from both Greenport Village and Southold Town Beach, this recently updated Cape offers 1, 500 sq. ft. with 4-bedrooms, 2-baths and a spacious living area that flows seamlessly into a bright and airy eat-in kitchen. A full, unfinished basement leads out to an expansive, fenced backyard, and the attached 1-car garage and driveway capable of accommodating 2 additional vehicles ensures sufficient parking for tenants. Don’t overlook the opportunity to rent this gem! Please note that the reported square footage is an approximation as the Town of Southold does not have records of the square footage for the second half story.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-288-1050
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Whole House rental with full basement. 2 Bedrooms, 1 full bathroom, 1 powder room, open kitchen dining floor plan, living room, covered porch, close to all with nice landscaping. 10
      719 Wiggins Street Greenport, NY 11944
      $4,500
      2 Bedrooms 1 Full Bath 1 Half Bath
      Single Family For Rent ML# 3585635
      Whole House rental with full basement. 2 Bedrooms, 1 full bathroom, 1 powder room, open kitchen dining floor plan, living room, covered porch, close to all with nice landscaping.
      Presented By: Richmond Realty Corp  631-727-5500
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Charming, Furnished 2nd Floor Greenport Village One Bedroom Off Season Apartment Rental. Convenient to Shops, Restaurants, NYC Transportation. Nice Beach at the End of the Street. Winter 2024/2025 $2, 600 Per Month. THIS IS NOT A YEAR ROUND RENTAL. ONLY AVAIL FOR 6 MONTHS OR LESS. Permit #23-350. 17
      513 5th Street Greenport, NY 11944
      $2,600
      1 Bedroom 1 Full Bath
      Apartment For Rent ML# 3581885
      Charming, Furnished 2nd Floor Greenport Village One Bedroom Off Season Apartment Rental. Convenient to Shops, Restaurants, NYC Transportation. Nice Beach at the End of the Street. Winter 2024/2025 $2, 600 Per Month. THIS IS NOT A YEAR ROUND RENTAL. ONLY AVAIL FOR 6 MONTHS OR LESS. Permit #23-350.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Updated Vintage Bungalow with Full Basement and Detached Garage. Hot Air Heat and Central Air Conditioning. Close to Village Center, 2 Marinas and 2 Beaches. 295 Sterling Place is also known as 505 Sterling Place. Year Round Rental at $3, 500 per Month. Pets Considered. 26
      295 Sterling Greenport, NY 11944
      $3,500
      2 Bedrooms 1 Full Bath 1 Half Bath
      Single Family For Rent ML# 3581680
      Updated Vintage Bungalow with Full Basement and Detached Garage. Hot Air Heat and Central Air Conditioning. Close to Village Center, 2 Marinas and 2 Beaches. 295 Sterling Place is also known as 505 Sterling Place. Year Round Rental at $3, 500 per Month. Pets Considered.
      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. Available October, November and December 2024. Two-week minimum. 17
      1000 Sound Drive Greenport, NY 11944
      $40,000
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 3700.00:# Square Feet
      Single Family For Rent ML# 3580603
      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. Available October, November and December 2024. Two-week minimum.
      Presented By: Compass Greater NY LLC  315-521-4669
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Enjoy a Quintessential North Fork Summer at this Chic Cape at Pipes Neck Cove. Located Just Outside Greenport Village on a Quite Road Off the Beaten Path. The Home Boasts Beautiful Waterviews of the Cove from Nearly Every Window. The Enchanting Bay Beach is just a Stone’s Throw from the Home and is Truly One of the Most Special Locations on the North Fork. The Vast and Nearly Private Beach Overlooks Greenport Village and has Expansive Views of Shelter Island. The Cove is the Perfect Spot to Fish, or Explore by Kayak, Canoe or Paddleboard. A Mooring is Also Available if Interested. The Home Itself has an Open Yet Cozy Layout for Living and Dining. The Interior has been Thoughtfully Decorated to Create a Warm and Welcoming Atmosphere. Great For Entertaining or Lounging and Just Taking in the View. The Spacious Bedrooms are 2 Up and 2 Down to Accommodate All with a Full Bath on each Floor. The Vibrant Village of Greenport is Moments Away Where You will Explore Quaint Shops, Great Dining or Possibly a Ride on the Carousel! Make this Your Home Away from Home this Summer Season. You are Guaranteed to Fall in Love. Rental Permit #0957 34
      1545 Pipes Neck Rd Greenport, NY 11944
      $14,500
      4 Bedrooms 2 Full Baths Sq. Ft. 1500.00:# Square Feet
      Single Family For Rent ML# 3577512
      Enjoy a Quintessential North Fork Summer at this Chic Cape at Pipes Neck Cove. Located Just Outside Greenport Village on a Quite Road Off the Beaten Path. The Home Boasts Beautiful Waterviews of the Cove from Nearly Every Window. The Enchanting Bay Beach is just a Stone’s Throw from the Home and is Truly One of the Most Special Locations on the North Fork. The Vast and Nearly Private Beach Overlooks Greenport Village and has Expansive Views of Shelter Island. The Cove is the Perfect Spot to Fish, or Explore by Kayak, Canoe or Paddleboard. A Mooring is Also Available if Interested. The Home Itself has an Open Yet Cozy Layout for Living and Dining. The Interior has been Thoughtfully Decorated to Create a Warm and Welcoming Atmosphere. Great For Entertaining or Lounging and Just Taking in the View. The Spacious Bedrooms are 2 Up and 2 Down to Accommodate All with a Full Bath on each Floor. The Vibrant Village of Greenport is Moments Away Where You will Explore Quaint Shops, Great Dining or Possibly a Ride on the Carousel! Make this Your Home Away from Home this Summer Season. You are Guaranteed to Fall in Love. Rental Permit #0957
      Presented By: Douglas Elliman Real Estate  631-298-8000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Your North Fork get-away is waiting. Brand new 2 bedroom fully furnished luxury cottage nestled among the shady trees offers supreme comfort and amenities including a heated pool, pickle ball court, club house, playground, party pavilion, and access to beautiful local beaches just moments away. Fully equipped with a full size refrigerator, convection cook top, microwave, grill, fire pit, and picnic table. Cable, wi-fi, and utilities are included! A truly unique setting for fun and relaxation just minutes away from Greenport shopping and dining, golfing, wineries, farms, and marinas. 8
      690 Queen Street Greenport, NY 11944
      $7,650
      2 Bedrooms 1 Full Bath
      Single Family For Rent ML# 3570399
      Your North Fork get-away is waiting. Brand new 2 bedroom fully furnished luxury cottage nestled among the shady trees offers supreme comfort and amenities including a heated pool, pickle ball court, club house, playground, party pavilion, and access to beautiful local beaches just moments away. Fully equipped with a full size refrigerator, convection cook top, microwave, grill, fire pit, and picnic table. Cable, wi-fi, and utilities are included! A truly unique setting for fun and relaxation just minutes away from Greenport shopping and dining, golfing, wineries, farms, and marinas.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Your North Fork get-away is waiting! This brand new luxury one bedroom cottage nestled among the shady trees offers supreme comfort and award winning amenities including a heated inground pool, pickle ball court, club house, playground, party pavilion, and access to the beautiful local beaches just moments away. Fully equipped with a full size refrigerator, convection cook top, microwave, grill, fire pit, and picnic table. Cable, wi-fi, and utilities are included! A truly unique setting for fun and relaxation just minutes away from Greenport Village, golf, wineries, farms, marinas, and restaurants. 17
      690 Queen Street Greenport, NY 11944
      $7,250
      1 Bedroom 1 Full Bath
      Single Family For Rent ML# 3570354
      Your North Fork get-away is waiting! This brand new luxury one bedroom cottage nestled among the shady trees offers supreme comfort and award winning amenities including a heated inground pool, pickle ball court, club house, playground, party pavilion, and access to the beautiful local beaches just moments away. Fully equipped with a full size refrigerator, convection cook top, microwave, grill, fire pit, and picnic table. Cable, wi-fi, and utilities are included! A truly unique setting for fun and relaxation just minutes away from Greenport Village, golf, wineries, farms, marinas, and restaurants.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Beautifully updated Greenport Village home available for the summer on 1st Street. This home offers comfort with quality interior finishes and detail. There are two bedrooms, bathroom, kitchen, dining room, living room with gas fireplace, central air conditioning, full basement and a detached garage. Enjoy the private back yard too! The location is amazing and perfect for access to Greenport Village shopping, restaurants, fitness, and transportation. Greenport Village rental permit #24-079. 12
      630 1st Street Greenport, NY 11944
      $15,000
      2 Bedrooms 1 Full Bath Sq. Ft. 1050.00:# Square Feet
      Single Family For Rent ML# 3569028
      Beautifully updated Greenport Village home available for the summer on 1st Street. This home offers comfort with quality interior finishes and detail. There are two bedrooms, bathroom, kitchen, dining room, living room with gas fireplace, central air conditioning, full basement and a detached garage. Enjoy the private back yard too! The location is amazing and perfect for access to Greenport Village shopping, restaurants, fitness, and transportation. Greenport Village rental permit #24-079.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Welcome to this spectacular waterfront home overlooking the Long Island Sound. This spacious 5000 sqft retreat features an open floor plan with four large bedrooms, 4.5 baths, and a versatile bonus room. Revel in breathtaking sunsets from nearly every room or the expansive back deck and patio. Amenities include a home gym, outdoor shower, multiple fireplaces, and beach access. Just a mile from Greenport Village’s charming shops and restaurants, this property offers the perfect blend of luxury and convenience for your ideal coastal getaway. 28
      1250 Sound Drive Greenport, NY 11944
      $15,000 - $45,000
      4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 5000.00:# Square Feet
      Single Family For Rent ML# 3565265
      Welcome to this spectacular waterfront home overlooking the Long Island Sound. This spacious 5000 sqft retreat features an open floor plan with four large bedrooms, 4.5 baths, and a versatile bonus room. Revel in breathtaking sunsets from nearly every room or the expansive back deck and patio. Amenities include a home gym, outdoor shower, multiple fireplaces, and beach access. Just a mile from Greenport Village’s charming shops and restaurants, this property offers the perfect blend of luxury and convenience for your ideal coastal getaway.
      Presented By: Compass Greater NY LLC  315-521-4669
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 1 - 10 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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