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    • 25
      905 9th Street Greenport, NY 11944
      $18,000
      3 Bedrooms 3 Full Baths Sq. Ft. 1800.00:#
      Misc For Rent ML# 3591630
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Planning a staycation? this Laughing Waters Association ranch is the perfect destination for a resort-style stay this year. Come experience the private bay beach, smell the salt air, and enjoy time boating/SUP/kayaking in the creek or try your luck clamming. The home is an easy and comfortable springboard to the North Fork lifestyle and features an open plan ideal for entertaining. Living room, Dining room, large kitchen to make the most serious cooks feel at home - plus an en suite bedroom with full bath and two additional bedrooms and full bath. Beyond the covered porch is a verdant and fully fenced in lawn area ideal for play, a bbq area, multiple sitting areas, a game room adjacent to the garage, a pool house with ’bar’ area and the most amazing outdoor, poolside shower. No detail for enjoyment has been overlooked - there is even a firepit for idle-hour! Available monthly, or weekly - inquire. Pets permited - fully fenced in property! Southold RP# 1149 expires 6/10/26 31
      50 Wabasso Street Southold, NY 11971
      $18,000
      3 Bedrooms 2 Full Baths Sq. Ft. 1200.00:#
      Single Family For Rent ML# 3559692
      Planning a staycation? this Laughing Waters Association ranch is the perfect destination for a resort-style stay this year. Come experience the private bay beach, smell the salt air, and enjoy time boating/SUP/kayaking in the creek or try your luck clamming. The home is an easy and comfortable springboard to the North Fork lifestyle and features an open plan ideal for entertaining. Living room, Dining room, large kitchen to make the most serious cooks feel at home - plus an en suite bedroom with full bath and two additional bedrooms and full bath. Beyond the covered porch is a verdant and fully fenced in lawn area ideal for play, a bbq area, multiple sitting areas, a game room adjacent to the garage, a pool house with ’bar’ area and the most amazing outdoor, poolside shower. No detail for enjoyment has been overlooked - there is even a firepit for idle-hour! Available monthly, or weekly - inquire. Pets permited - fully fenced in property! Southold RP# 1149 expires 6/10/26
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • YOUR FALL & OFF SEASON GETAWAY AWAITS! It is all here! MINT 4 Bedroom, 2 Bath Farmhouse with Wrap-around Porch. AC, wood floors, Fireplace, and tremendous back deck over-looking Exquisite and Private Back yard w/ Heated in-ground mountain lake shaped Swimming POOL, Waterfall, New & Astounding BBQ Pavilion with Kitchenette, bar area, and shaded outdoor living room, as well as quaint pool house/shed. Gorgeous shy 1 acre property to Enjoy this Magnificent Oasis w/ additional outdoor patio, separate stone BBQ and Firepit to enjoy those crisp autumn nights under the stars! Enjoy dreamy Farm Views in addition to amazing Sunsets from your spacious wrap around front porch. Separate grove of flowering fruit trees in your private back yard with natural borders for privacy and beauty. Your going to want to be here every weekend, holiday and vacation if you can! Rates: Sept 6 to Oct1: $7500; October: $7500; Nov $5, 000; December $4, 000; and Oct 1 to April 1: $18, 000., PLUS Security Deposit. Available monthly or scoop it up from Labor Day until April 1st. Visit as you Like! Enjoy a Scenic and RELAXING FALL/Off Season on the NORTH FORK with Stunning Farm Views. Home-base is a Short Drive to Long Island Sound, as well as Bay & Ocean Beaches, Local Marinas, nearby to Gourmet Restaurants, Wineries, Breweries, Golf, Shopping, and NF Farm Stands with Plenty of Room for You & Your Guests! Basement, Garage and Attic Off-Limits to Tenants. Landlord takes care of Pool and Lawn; Tenants Reimburse All Utilities for the Term. Security Deposit, Utility Deposit, Proof of Renters Insurance & Satisfactory Credit Report--ALL REQUIRED., Additional information: Appearance:Excellent, Lease Term:1-6 Months, Flexible, Monthly, Off Season 32
      4270 Aldrich Lane Mattituck, NY 11952
      $18,000
      4 Bedrooms 2 Full Baths Sq. Ft. 2000.00:#
      Single Family For Rent ML# 3477781
      YOUR FALL & OFF SEASON GETAWAY AWAITS! It is all here! MINT 4 Bedroom, 2 Bath Farmhouse with Wrap-around Porch. AC, wood floors, Fireplace, and tremendous back deck over-looking Exquisite and Private Back yard w/ Heated in-ground mountain lake shaped Swimming POOL, Waterfall, New & Astounding BBQ Pavilion with Kitchenette, bar area, and shaded outdoor living room, as well as quaint pool house/shed. Gorgeous shy 1 acre property to Enjoy this Magnificent Oasis w/ additional outdoor patio, separate stone BBQ and Firepit to enjoy those crisp autumn nights under the stars! Enjoy dreamy Farm Views in addition to amazing Sunsets from your spacious wrap around front porch. Separate grove of flowering fruit trees in your private back yard with natural borders for privacy and beauty. Your going to want to be here every weekend, holiday and vacation if you can! Rates: Sept 6 to Oct1: $7500; October: $7500; Nov $5, 000; December $4, 000; and Oct 1 to April 1: $18, 000., PLUS Security Deposit. Available monthly or scoop it up from Labor Day until April 1st. Visit as you Like! Enjoy a Scenic and RELAXING FALL/Off Season on the NORTH FORK with Stunning Farm Views. Home-base is a Short Drive to Long Island Sound, as well as Bay & Ocean Beaches, Local Marinas, nearby to Gourmet Restaurants, Wineries, Breweries, Golf, Shopping, and NF Farm Stands with Plenty of Room for You & Your Guests! Basement, Garage and Attic Off-Limits to Tenants. Landlord takes care of Pool and Lawn; Tenants Reimburse All Utilities for the Term. Security Deposit, Utility Deposit, Proof of Renters Insurance & Satisfactory Credit Report--ALL REQUIRED., Additional information: Appearance:Excellent, Lease Term:1-6 Months, Flexible, Monthly, Off Season
      Presented By: Fedun Real Estate Inc  631-722-5000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • This Beautifully Appointed Seasonal Rental Home is Now Available for September 5 - October 5 of 2024/2025 and July - Labor Day 2025. Close to All in Mattituck. Custom Built for Comfort and Enjoyment by All. Perfect for Entertaining Family and Guests. The Home Boasts 4 Large Bedrooms, 3 Full Baths, a Custom Eat-In Kitchen with All High-End Stainless Appliances with Room for Everyone and Everything! The First Floor and Entry are Fully Handicap Accessible. An Enclosed Patio Area Lends Additional Enjoyment and Cozy Lounge Space with Bar and Outdoor Shower. Built-In BBQ and Outdoor Jacuzzi in Deck. Grand Rear Patio with Firepit with Ample Entertaining Space. Central Vac, Central Air and Hardwood Floors Throughout. Utilities Included (with a Cap), Lawn, Garbage and Jacuzzi Care are Included. All Nestled on a Shy Acre of Private, Lush Property. Close to All We Love on the North Fork! Rental Permit #472. All Prospective Tenants to Complete an Application Via Rentspree. Link to be Provided Upon Inquiry 36
      105 Ole Jule Lane Mattituck, NY 11952
      $17,500
      4 Bedrooms 3 Full Baths Sq. Ft. 2500.00:#
      Single Family For Rent ML# 3572497
      This Beautifully Appointed Seasonal Rental Home is Now Available for September 5 - October 5 of 2024/2025 and July - Labor Day 2025. Close to All in Mattituck. Custom Built for Comfort and Enjoyment by All. Perfect for Entertaining Family and Guests. The Home Boasts 4 Large Bedrooms, 3 Full Baths, a Custom Eat-In Kitchen with All High-End Stainless Appliances with Room for Everyone and Everything! The First Floor and Entry are Fully Handicap Accessible. An Enclosed Patio Area Lends Additional Enjoyment and Cozy Lounge Space with Bar and Outdoor Shower. Built-In BBQ and Outdoor Jacuzzi in Deck. Grand Rear Patio with Firepit with Ample Entertaining Space. Central Vac, Central Air and Hardwood Floors Throughout. Utilities Included (with a Cap), Lawn, Garbage and Jacuzzi Care are Included. All Nestled on a Shy Acre of Private, Lush Property. Close to All We Love on the North Fork! Rental Permit #472. All Prospective Tenants to Complete an Application Via Rentspree. Link to be Provided Upon Inquiry
      Presented By: Douglas Elliman Real Estate  631-298-8000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Waterfront Paradise at Peconic Bay Beach Cottage Stylish beach cottage, with stunning water views overlooking Peconic Bay . Newly renovated with a sophisticated beach vibe, 3 bed and 1 bath with eating and lounge areas overlooking the water. - Sandy dock to launch your kayak, go for a daily swim or meditate at water’s edge - Wood burning fireplace for cool evenings in the late Summer & Fall - Outside shower - Central air /heat on ground floor - Please note there is a lightly used association ’right of way’ to the water to the left of the property. 19
      6340 Peconic Bay Blvd Laurel, NY 11948
      $17,000
      3 Bedrooms 1 Full Bath 1 Half Bath
      Single Family For Rent ML# 3535687
      Waterfront Paradise at Peconic Bay Beach Cottage Stylish beach cottage, with stunning water views overlooking Peconic Bay . Newly renovated with a sophisticated beach vibe, 3 bed and 1 bath with eating and lounge areas overlooking the water. - Sandy dock to launch your kayak, go for a daily swim or meditate at water’s edge - Wood burning fireplace for cool evenings in the late Summer & Fall - Outside shower - Central air /heat on ground floor - Please note there is a lightly used association ’right of way’ to the water to the left of the property.
      Presented By: Brown Harris Stevens Hamptons  631-725-2250
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Waterfront ranch on James Creek with dock and large waterfront deck with shade- awning. Outdoor shower. Living room with fireplace and waterviews. Dining room with waterviews. Cozy den with TV. Master bedroom ensuite with waterviews - 3 Bedroom, 2 Bath in all. Walk to deeded bay beach. Close to Mattituck shopping, dining, Hampton Jitney and LI railroad. Work and play here!, Additional information: Appearance:Excellent, Lease Term:August-Labor Day, July, July-August, June, Memorial-Labor, Off Season, Weekly, Weekly Renta Amt:2500, year rent:0 27
      3650 Ole Jule Lane Mattituck, NY 11952
      $16,500
      3 Bedrooms 2 Full Baths 1 Half Bath
      Single Family For Rent ML# 3487230
      Waterfront ranch on James Creek with dock and large waterfront deck with shade- awning. Outdoor shower. Living room with fireplace and waterviews. Dining room with waterviews. Cozy den with TV. Master bedroom ensuite with waterviews - 3 Bedroom, 2 Bath in all. Walk to deeded bay beach. Close to Mattituck shopping, dining, Hampton Jitney and LI railroad. Work and play here!, Additional information: Appearance:Excellent, Lease Term:August-Labor Day, July, July-August, June, Memorial-Labor, Off Season, Weekly, Weekly Renta Amt:2500, year rent:0
      Presented By: Beninati Associates  631-765-5333
      Call Today: 631-765-5333, 631-235-8980, or  Email: Marie Beninati
      Call Today: 631-765-5333, or  Email: Lee Beninati
    • Rental Permit #0609 Enter a sanctuary of light and space in this beautifully designed home, where the grandeur of the Long Island Sound meets serene beachside living. As you enter, you’re greeted by a stunning wall of windows that invites the outside in, setting a tranquil tone throughout the residence. The first floor offers three well-appointed bedrooms, including a master with en-suite bathroom with its own private deck accessed through sliding glass doors-an ideal retreat for morning coffees or evening relaxation. Two additional bedrooms have a full bathroom across the hall. Additionally, a separate laundry room provides practical utility without compromising on style. Ascend to the second floor and discover the heart of the home: an open concept living area that combines the living room, dining room, and a modern kitchen equipped with granite countertops and new stainless steel appliances. Cathedral ceilings with exposed wooden beams accentuate the feeling of openness, further enhanced by plentiful natural light and two sliding glass doors that lead out to an impressive 1, 400 square foot wrap-around deck. Here, panoramic views of the Long Island Sound unfold in every direction, offering a breathtaking backdrop for entertaining or quiet reflection. Outside, the property is bordered by preserved land, ensuring unspoiled vistas and privacy. Just a direct half-mile down the street lies Kenney’s Beach, a sandy beach, rare for the Long Island Sound that stretches for miles. Whether heading east to Horton’s Point Lighthouse or west to Goldsmith’s Inlet, the journey is as stunning as the destination. The nearby 60-acre nature trail invites exploration, while this home offers peace, privacy, and breathtaking sunsets in a coveted private beach community. 30
      350 West Drive Southold, NY 11971
      $16,000
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 1900.00:# Square Feet
      Single Family For Rent NEW ML# 809819
      Rental Permit #0609 Enter a sanctuary of light and space in this beautifully designed home, where the grandeur of the Long Island Sound meets serene beachside living. As you enter, you’re greeted by a stunning wall of windows that invites the outside in, setting a tranquil tone throughout the residence. The first floor offers three well-appointed bedrooms, including a master with en-suite bathroom with its own private deck accessed through sliding glass doors-an ideal retreat for morning coffees or evening relaxation. Two additional bedrooms have a full bathroom across the hall. Additionally, a separate laundry room provides practical utility without compromising on style. Ascend to the second floor and discover the heart of the home: an open concept living area that combines the living room, dining room, and a modern kitchen equipped with granite countertops and new stainless steel appliances. Cathedral ceilings with exposed wooden beams accentuate the feeling of openness, further enhanced by plentiful natural light and two sliding glass doors that lead out to an impressive 1, 400 square foot wrap-around deck. Here, panoramic views of the Long Island Sound unfold in every direction, offering a breathtaking backdrop for entertaining or quiet reflection. Outside, the property is bordered by preserved land, ensuring unspoiled vistas and privacy. Just a direct half-mile down the street lies Kenney’s Beach, a sandy beach, rare for the Long Island Sound that stretches for miles. Whether heading east to Horton’s Point Lighthouse or west to Goldsmith’s Inlet, the journey is as stunning as the destination. The nearby 60-acre nature trail invites exploration, while this home offers peace, privacy, and breathtaking sunsets in a coveted private beach community.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 18
      231 5th Avenue Greenport, NY 11944
      $15,000
      3 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 2296.00:#
      Single Family For Rent ML# 3591993
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Enjoy living in the crown jewel of Orient Village, the Shaw House built in 1730. Restored & meticulously maintained with original exposed beams, wide-plank floors, period hardware, 3 updated wood burning fireplaces, custom cabinetry & woodwork. 2 large decks span the back of the house overlooking Orient Harbor & Yacht Club. Offered Dec 2024 $6, 000. 2025 prices: Jan $5, 000; Feb $5, 000; March $5, 000; Apr $5, 000; May $10, 000; June $15, 000; Sept $15, 000; Oct $8, 000; Nov $8, 000; Dec $6, 000. Permit #0293. 11
      1970 Village Lane Orient, NY 11957
      $15,000
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2200.00:#
      Single Family For Rent ML# 3588582
      Enjoy living in the crown jewel of Orient Village, the Shaw House built in 1730. Restored & meticulously maintained with original exposed beams, wide-plank floors, period hardware, 3 updated wood burning fireplaces, custom cabinetry & woodwork. 2 large decks span the back of the house overlooking Orient Harbor & Yacht Club. Offered Dec 2024 $6, 000. 2025 prices: Jan $5, 000; Feb $5, 000; March $5, 000; Apr $5, 000; May $10, 000; June $15, 000; Sept $15, 000; Oct $8, 000; Nov $8, 000; Dec $6, 000. Permit #0293.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Now Available for Off Season Rental Until March 31, 2025 and Post Labor Day 2025. Rented June 1 - September 30th. Set Creekfront with Private Dock and Associated Bay Beach Access in Community. The Extensive Rear Patio Area is Impressive with an Inground Pool and Jacuzzi. All Creekfront with a Beautiful View. The Home is Grand and Designed to Entertain. Boasting 5 Bedrooms and 4 Baths. 2 Large Living Rooms, Well Appointed Kitchen with All High-End Appliances. 6 Burner Wolf Stove for Cooking. All Overlooking Dining, Living and Bar Area. All Utilities (Except Electric), Cleaning, Pool, Jacuzzi and Exterior Maintenance Provided by Landlord. Ample Parking. The Home Also Includes a Bocce Court, Ping-Pong and Shuffleboard Tables. All Prospective Tenants to Provide a Completed Application Via RentSpree. Link to be Provided. Rental Permit # 1180, Additional information: Appearance: Beautiful, Interiorr Features: Efficiency Kitchen, Guest Quarters, Interior Features: Separate Thermostat 36
      425 Cedar Point Drive E Southold, NY 11971
      $15,000
      5 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3700.00:#
      Single Family For Rent ML# 3573270
      Now Available for Off Season Rental Until March 31, 2025 and Post Labor Day 2025. Rented June 1 - September 30th. Set Creekfront with Private Dock and Associated Bay Beach Access in Community. The Extensive Rear Patio Area is Impressive with an Inground Pool and Jacuzzi. All Creekfront with a Beautiful View. The Home is Grand and Designed to Entertain. Boasting 5 Bedrooms and 4 Baths. 2 Large Living Rooms, Well Appointed Kitchen with All High-End Appliances. 6 Burner Wolf Stove for Cooking. All Overlooking Dining, Living and Bar Area. All Utilities (Except Electric), Cleaning, Pool, Jacuzzi and Exterior Maintenance Provided by Landlord. Ample Parking. The Home Also Includes a Bocce Court, Ping-Pong and Shuffleboard Tables. All Prospective Tenants to Provide a Completed Application Via RentSpree. Link to be Provided. Rental Permit # 1180, Additional information: Appearance: Beautiful, Interiorr Features: Efficiency Kitchen, Guest Quarters, Interior Features: Separate Thermostat
      Presented By: Douglas Elliman Real Estate  631-298-8000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
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    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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