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    • #NeverMissASunset. Enjoy Breath Taking Sunsets high on the Bluff overlooking the Long Island Sound With Your Own Private Sandy Beach and Community Stairs. Spacious Bedrooms with California closet (entire room) off Primary Bedroom, 2 Sun Rooms, Incredible Water Views From Nearly All The Rooms. Updated Baths And Kitchen With Granite Counter Tops, Spectacular Landscaping, Outdoor Shower. The Perfect Summer Getaway Or Year Round Home! Great For Entertaining & an ideal setting for summer stargazing. Permit#1029 34
      795 Glen Court Cutchogue, NY 11935
      $55,000
      3 Bedrooms 2 Full Baths Sq. Ft. 2500.00:#
      Single Family For Rent ML# 3533632
      #NeverMissASunset. Enjoy Breath Taking Sunsets high on the Bluff overlooking the Long Island Sound With Your Own Private Sandy Beach and Community Stairs. Spacious Bedrooms with California closet (entire room) off Primary Bedroom, 2 Sun Rooms, Incredible Water Views From Nearly All The Rooms. Updated Baths And Kitchen With Granite Counter Tops, Spectacular Landscaping, Outdoor Shower. The Perfect Summer Getaway Or Year Round Home! Great For Entertaining & an ideal setting for summer stargazing. Permit#1029
      Presented By: Compass Greater NY LLC  631-629-7675
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Sprawling Nassau Point estate with open floor plan, 4 ensuite bedrooms and beautiful pool area. Enjoy summer days by the pool or beach directly across the street. 1st floor features an open floor plan with living, dining and large chef’s kitchen. Also on the 1st floor, a large great room for gathering or watching movies. The hotel-like primary bedroom features peek-a-boo water views and a large primary ensuite bath. Plenty of room to stretch out and relax while retreating to the North Fork summer! Private mooring is available for guests’ use. 18
      4800 Nassau Point Rd Cutchogue, NY 11935
      $48,000
      4 Bedrooms 5 Full Baths Sq. Ft. 5500.00:#
      Single Family For Rent ML# 3532390
      Sprawling Nassau Point estate with open floor plan, 4 ensuite bedrooms and beautiful pool area. Enjoy summer days by the pool or beach directly across the street. 1st floor features an open floor plan with living, dining and large chef’s kitchen. Also on the 1st floor, a large great room for gathering or watching movies. The hotel-like primary bedroom features peek-a-boo water views and a large primary ensuite bath. Plenty of room to stretch out and relax while retreating to the North Fork summer! Private mooring is available for guests’ use.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Stunning vineyard views! Nestled in the heart of the North Fork’s first vineyard is this sprawling, historic beauty. Steeped in history but with all the modern comforts and conveniences is the generous estate. Don’t miss the one-of-a-kind North Fork sunrises from the primary suite or the picturesque sunsets from the gunite pool. Experience life on a working farm, while enjoying the seclusion and serenity of nearly 66 acres of a classic North Fork vineyard. Completely renovated, never lived in, and to be professionally furnished with designer grade places! July $40, 000 - August-LD $40, 000 36
      4782 Alvah’s Lane Cutchogue, NY 11935
      $40,000
      6 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3000.00:# Square Feet
      Single Family For Rent ML# 805043
      Stunning vineyard views! Nestled in the heart of the North Fork’s first vineyard is this sprawling, historic beauty. Steeped in history but with all the modern comforts and conveniences is the generous estate. Don’t miss the one-of-a-kind North Fork sunrises from the primary suite or the picturesque sunsets from the gunite pool. Experience life on a working farm, while enjoying the seclusion and serenity of nearly 66 acres of a classic North Fork vineyard. Completely renovated, never lived in, and to be professionally furnished with designer grade places! July $40, 000 - August-LD $40, 000
      Presented By: Century 21 Albertson Realty  631-765-3800
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Cutchogue North Fork: Spend August-LD 2025 in this beautifully appointed & very private Long Island Sound front home at 2430 Dignans Road, Cutchogue: come find out why the owners call it North Cliff. Spectacular decks & pool set high on the cliffs overlooking the LI Sound - private easy steps to beach. On the other side forever views of Oregon Road farmland. Published in international Fashion Magazines. Chique but casual Summer home. Inside Outside living. Endless beaches to take in and at night follow the lights from Horton’s Lighthouse over the crescent coastline. Primary Suite with gorgeous long water views from large private sundeck. August-LD $40, 000 RP# 0579 26
      2430 Dignans Rd Cutchogue, NY 11935
      $40,000
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 2250.00:# Square Feet
      Single Family For Rent ML# 3518964
      Cutchogue North Fork: Spend August-LD 2025 in this beautifully appointed & very private Long Island Sound front home at 2430 Dignans Road, Cutchogue: come find out why the owners call it North Cliff. Spectacular decks & pool set high on the cliffs overlooking the LI Sound - private easy steps to beach. On the other side forever views of Oregon Road farmland. Published in international Fashion Magazines. Chique but casual Summer home. Inside Outside living. Endless beaches to take in and at night follow the lights from Horton’s Lighthouse over the crescent coastline. Primary Suite with gorgeous long water views from large private sundeck. August-LD $40, 000 RP# 0579
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Have the best North Fork summer ever in this newly renovated home in prestigious Nassau Point! At its heart is a sunny great room with a soaring cathedral ceiling. The chef’s kitchen includes premium appliances, a large island, and flows into the living room with backyard views. The formal dining room, with bay views, is perfect for more formal gatherings.The main floor features a queen bedroom, a study with a Murphy bed, full bath and a half bath. Upstairs, find a bedroom with twin beds with a trundle, a crib, and a full hallway bath. The junior suite includes a queen bed, while the new primary suite boasts a king bed, spa-like bath, exercise room, and bay views. The basement features a game area with arcade games and foosball, as well as a playroom with tv and a half bath. Outdoors, relax by the heated pool, soak in the hot tub, or unwind in the pool house. Dine on the deck, then gather around the outdoor stone fireplace to savor cozy evenings under the stars. Enjoy the two private association beaches nearby. Don’t miss this chance to create unforgettable summer memories in this exceptional home! Available July 7- August 10 25
      5270 Nassau Point Rd Cutchogue, NY 11935
      $38,000
      5 Bedrooms 3 Full Baths 2 Half Baths Sq. Ft. 3500.00:# Square Feet
      Single Family For Rent ML# 806977
      Have the best North Fork summer ever in this newly renovated home in prestigious Nassau Point! At its heart is a sunny great room with a soaring cathedral ceiling. The chef’s kitchen includes premium appliances, a large island, and flows into the living room with backyard views. The formal dining room, with bay views, is perfect for more formal gatherings.The main floor features a queen bedroom, a study with a Murphy bed, full bath and a half bath. Upstairs, find a bedroom with twin beds with a trundle, a crib, and a full hallway bath. The junior suite includes a queen bed, while the new primary suite boasts a king bed, spa-like bath, exercise room, and bay views. The basement features a game area with arcade games and foosball, as well as a playroom with tv and a half bath. Outdoors, relax by the heated pool, soak in the hot tub, or unwind in the pool house. Dine on the deck, then gather around the outdoor stone fireplace to savor cozy evenings under the stars. Enjoy the two private association beaches nearby. Don’t miss this chance to create unforgettable summer memories in this exceptional home! Available July 7- August 10
      Presented By: Signature Premier Properties  631-765-6000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Escape to your private Cutchogue oasis this summer! This stunning home boasts four bedrooms, including two en-suite, and 3.5 baths, offering luxurious accommodations for your getaway. Unwind in the in-ground pool or lounge on the wrap-around porch overlooking a tranquil creek. Two living rooms and an open-concept kitchen provide ample space for entertaining, while the wooded lot ensures complete privacy. With coveted Nassau Point beach access less than a mile away, sun and sand are just moments from your door. Book your stay and experience the ultimate summer escape! Seasonal Rates: June $15K July $30K August $30K MD-LD $70K September $15K 25
      250 Pine Tree Court Cutchogue, NY 11935
      $30,000
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 2800.00:# Square Feet
      Single Family For Rent NEW ML# 818066
      Escape to your private Cutchogue oasis this summer! This stunning home boasts four bedrooms, including two en-suite, and 3.5 baths, offering luxurious accommodations for your getaway. Unwind in the in-ground pool or lounge on the wrap-around porch overlooking a tranquil creek. Two living rooms and an open-concept kitchen provide ample space for entertaining, while the wooded lot ensures complete privacy. With coveted Nassau Point beach access less than a mile away, sun and sand are just moments from your door. Book your stay and experience the ultimate summer escape! Seasonal Rates: June $15K July $30K August $30K MD-LD $70K September $15K
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Come and enjoy the privacy that lies behind the doors of this reimagined modern ranch. Once inside you will be thrilled by the level of detail in this 2023 gut renovation. As you enter the home, you are welcomed with expansive views across the large backyard onto the surrounding vineyards. The 14’ lofty ceiling highlights the kitchen and dining space creating a bright and airy feel for you to enjoy your morning coffee or breakfast at the 10-person dining table while taking in the surrounding natural beauty. High-end appliances featuring Wolf stove, Subzero fridge and Bosch dishwasher are all in your bright open kitchen. The stylish living space also features a lovely fireplace; the perfect place to curl up with a book. Come out your back door and enjoy the lush gardens with 180 degree views of the vineyards from the stone patio, or venture off to your private fenced in pool area with a 20 x 40 heated vinyl pool and separate patio area. Or perhaps you’d prefer to sit by the fire pit and make s’mores, or have cocktail and watch the sunset. At one end of the home, you have the primary suite facing out to the views, with its own dressing area and private bath with Dornbracht fixtures and radiant heat flooring. Nearby, you have a bedroom with a full bed and a twin day bed with a full bath is just outside the room. From this side of the house, you have access to a 25’x 14’ screened in porch. At the other end of the house is a large king guestroom with ensuite bath and space for a small home office area within the bedroom. Next to the bedroom, you will find the den off the kitchen that can also function as a home office or a fourth bedroom with Full pullout couch and closet space. Downstairs you’ll find the finished, sun-filled entertainment space with 85 TV and an attached game room with table tennis. This space essentially functions as another full living room, complete with microwave and fridge for movie night. Rainy days are never an issue with this set up. Full marble bath on this level, along with an extra-large laundry area with brand new washer/dryer units and hanging and folding area. The home is equipped with hardwood floors and central air throughout. This 4-bedroom 4-bath home sits on just shy of an acre of land and is conveniently located in the heart of the North Fork, with a quick drive to Love Lane shopping and gourmet market, Strongs Marina for a boat ride, or Magic Fountain for artisanal ice cream flavors. Looking for a beach day? Take your pick of the Sound or Bay beaches; or if you’re a land lover, choose one of the many nearby wineries to sit outside and enjoy a glass of wine. You can always get some fresh air fun at the various nearby golf courses, or treat yourself to the easily accessible shops and restaurants of Southold and Greenport. No shortage of options with this property! Rental permit# 1116, Additional information: Appearance:MINT, 26
      1100 Alvahs Lane Cutchogue, NY 11935
      $30,000
      4 Bedrooms 4 Full Baths Sq. Ft. 2400.00:#
      Single Family For Rent ML# 3553570
      Come and enjoy the privacy that lies behind the doors of this reimagined modern ranch. Once inside you will be thrilled by the level of detail in this 2023 gut renovation. As you enter the home, you are welcomed with expansive views across the large backyard onto the surrounding vineyards. The 14’ lofty ceiling highlights the kitchen and dining space creating a bright and airy feel for you to enjoy your morning coffee or breakfast at the 10-person dining table while taking in the surrounding natural beauty. High-end appliances featuring Wolf stove, Subzero fridge and Bosch dishwasher are all in your bright open kitchen. The stylish living space also features a lovely fireplace; the perfect place to curl up with a book. Come out your back door and enjoy the lush gardens with 180 degree views of the vineyards from the stone patio, or venture off to your private fenced in pool area with a 20 x 40 heated vinyl pool and separate patio area. Or perhaps you’d prefer to sit by the fire pit and make s’mores, or have cocktail and watch the sunset. At one end of the home, you have the primary suite facing out to the views, with its own dressing area and private bath with Dornbracht fixtures and radiant heat flooring. Nearby, you have a bedroom with a full bed and a twin day bed with a full bath is just outside the room. From this side of the house, you have access to a 25’x 14’ screened in porch. At the other end of the house is a large king guestroom with ensuite bath and space for a small home office area within the bedroom. Next to the bedroom, you will find the den off the kitchen that can also function as a home office or a fourth bedroom with Full pullout couch and closet space. Downstairs you’ll find the finished, sun-filled entertainment space with 85 TV and an attached game room with table tennis. This space essentially functions as another full living room, complete with microwave and fridge for movie night. Rainy days are never an issue with this set up. Full marble bath on this level, along with an extra-large laundry area with brand new washer/dryer units and hanging and folding area. The home is equipped with hardwood floors and central air throughout. This 4-bedroom 4-bath home sits on just shy of an acre of land and is conveniently located in the heart of the North Fork, with a quick drive to Love Lane shopping and gourmet market, Strongs Marina for a boat ride, or Magic Fountain for artisanal ice cream flavors. Looking for a beach day? Take your pick of the Sound or Bay beaches; or if you’re a land lover, choose one of the many nearby wineries to sit outside and enjoy a glass of wine. You can always get some fresh air fun at the various nearby golf courses, or treat yourself to the easily accessible shops and restaurants of Southold and Greenport. No shortage of options with this property! Rental permit# 1116, Additional information: Appearance:MINT,
      Presented By: Corcoran  631-765-1300
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • New to Market FLEET’s NECK Rental! Walk to Beach from your Private FABULOUS SUMMER OASIS. 4 Bedroom and 2 Full Bath Contemporary Home on tucked away Lot Set Well-Back from Road on 1 + acres. Offers Sleek Main Floor Living Area with Fireplace, Chandeliered Dining Area, Foyer, Light Bright Kitchen with All Stainless-Steel Appliances, that leads to a Furnished 2-Level Deck with Both Living and Dining/BBQ Spaces, 2 Spacious Bedrooms and a Full Bath with Walk-In Shower. Lower level has 2 Additional Bedrooms and a Large Full Bath with Separate Living/Entertaining/Gaming Area for more Informal Fun! Air Hockey, FOOSBALL, & Large Flat Screen TV! Two-Car Garage and Plenty of Guest Parking. Bedrooms provide own TVs and plenty of closet space. PLUS: Fenced-in Sprawling Summertime Fun & Relaxation Spot. 20x40 Heated, Lighted, Saltwater Pool, with 4 In-Pool Chaise Loungers, and steps to separate Jacuzzi Spa to warm up before you Cool Down. Also enclosed is an Outdoor BBQ Pavillion with Bar Area and Kitchenette, as well as Outdoor Living Room complete with Wide Screen TV, and outdoor lighting. Live Your Best Life Here or walk a short distance to Bay Beach at End of Street, or a Short Drive to Long Island Sound and Ocean Beaches, and Local Marinas. Nearby to Gourmet Restaurants, Wineries, Breweries, Golf, Shopping, and NF Farm Stands & Easy Access to the LIRR or NYC Jitney. 3rd Story Master Suite and Attic Off-Limits to Tenants. Utilities Not included in Rental Amounts. Landlord takes care of Pool and Lawn; Tenants to Reimburse for Utilities for the Term; One Month Security Deposit and Utility Deposit (50% of Estimated Term) Lease and Proof of Renters Insurance Required and Satisfactory Credit Approval., Additional information: Appearance:Outstandin, Interior Features:Combo Kitchen, Guest Quarters, Lease Term:1-6 Months, August-Labor Day, Flexible, July, July-August, June, Memorial-Labor, Off Season 30
      3655 Pequash Avenue Cutchogue, NY 11935
      $30,000
      4 Bedrooms 2 Full Baths Sq. Ft. 2400.00:#
      Single Family For Rent ML# 3477027
      New to Market FLEET’s NECK Rental! Walk to Beach from your Private FABULOUS SUMMER OASIS. 4 Bedroom and 2 Full Bath Contemporary Home on tucked away Lot Set Well-Back from Road on 1 + acres. Offers Sleek Main Floor Living Area with Fireplace, Chandeliered Dining Area, Foyer, Light Bright Kitchen with All Stainless-Steel Appliances, that leads to a Furnished 2-Level Deck with Both Living and Dining/BBQ Spaces, 2 Spacious Bedrooms and a Full Bath with Walk-In Shower. Lower level has 2 Additional Bedrooms and a Large Full Bath with Separate Living/Entertaining/Gaming Area for more Informal Fun! Air Hockey, FOOSBALL, & Large Flat Screen TV! Two-Car Garage and Plenty of Guest Parking. Bedrooms provide own TVs and plenty of closet space. PLUS: Fenced-in Sprawling Summertime Fun & Relaxation Spot. 20x40 Heated, Lighted, Saltwater Pool, with 4 In-Pool Chaise Loungers, and steps to separate Jacuzzi Spa to warm up before you Cool Down. Also enclosed is an Outdoor BBQ Pavillion with Bar Area and Kitchenette, as well as Outdoor Living Room complete with Wide Screen TV, and outdoor lighting. Live Your Best Life Here or walk a short distance to Bay Beach at End of Street, or a Short Drive to Long Island Sound and Ocean Beaches, and Local Marinas. Nearby to Gourmet Restaurants, Wineries, Breweries, Golf, Shopping, and NF Farm Stands & Easy Access to the LIRR or NYC Jitney. 3rd Story Master Suite and Attic Off-Limits to Tenants. Utilities Not included in Rental Amounts. Landlord takes care of Pool and Lawn; Tenants to Reimburse for Utilities for the Term; One Month Security Deposit and Utility Deposit (50% of Estimated Term) Lease and Proof of Renters Insurance Required and Satisfactory Credit Approval., Additional information: Appearance:Outstandin, Interior Features:Combo Kitchen, Guest Quarters, Lease Term:1-6 Months, August-Labor Day, Flexible, July, July-August, June, Memorial-Labor, Off Season
      Presented By: Fedun Real Estate Inc  631-722-5000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Available 2025: April: $12, 000, May: $17, 500, June: $22, 500, July: $35, 000, August: $40, 000. Vacation at this spectacular, completely renovated 4 en suite bedroom home this summer located in the desirable Fleet’s Neck neighborhood with 2 gorgeous beaches moments away! Entertain in the open concept living area featuring a large island overlooking the family and dining area, perfect for large gatherings. The first floor features 2 bedrooms with 2 full baths with glass sliders leading out to the deck. Downstairs has 2 more ensuite bedrooms with glass sliders leading out to a patio. Soak up the sun and relax by the saltwater pool, rinse of the sand with the spacious outside shower or enjoy the patio where there is plenty of room to entertain throughout any time of the day. 23
      935 Southern Cross Rd Cutchogue, NY 11935
      $22,500
      4 Bedrooms 4 Full Baths
      Single Family For Rent ML# 3371622
      Available 2025: April: $12, 000, May: $17, 500, June: $22, 500, July: $35, 000, August: $40, 000. Vacation at this spectacular, completely renovated 4 en suite bedroom home this summer located in the desirable Fleet’s Neck neighborhood with 2 gorgeous beaches moments away! Entertain in the open concept living area featuring a large island overlooking the family and dining area, perfect for large gatherings. The first floor features 2 bedrooms with 2 full baths with glass sliders leading out to the deck. Downstairs has 2 more ensuite bedrooms with glass sliders leading out to a patio. Soak up the sun and relax by the saltwater pool, rinse of the sand with the spacious outside shower or enjoy the patio where there is plenty of room to entertain throughout any time of the day.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Spectacular updated Cape with a heated pool at 25 Moose Trail, Cutchogue. Enjoy the chefs’ kitchen & many spacious living and entertaining areas, including dining room, game room with pool table & arcade games, bedroom, & a full bath on the first floor, all tastefully furnished. Outside you have an expansive deck off the kitchen that takes you to the heated pool surrounded by a paver patio & professionally landscaped yard. This home also has beach rights to a beautiful sandy bay beach and park. Many wonderful vineyards, restaurants, and farm stands are close by. This is the perfect home for entertaining & family gatherings! RP# 0422 , AVAILABLE 2025 June $12, 000, July $22, 000, August is RENTED ., Additional information: Appearance:excellent, Lease Term:August-Labor Day, July, July-August, June, Memorial-Labor 20
      25 Moose Trail Cutchogue, NY 11935
      $22,000
      4 Bedrooms 2 Full Baths Sq. Ft. 2600.00:#
      Single Family For Rent ML# 3505394
      Spectacular updated Cape with a heated pool at 25 Moose Trail, Cutchogue. Enjoy the chefs’ kitchen & many spacious living and entertaining areas, including dining room, game room with pool table & arcade games, bedroom, & a full bath on the first floor, all tastefully furnished. Outside you have an expansive deck off the kitchen that takes you to the heated pool surrounded by a paver patio & professionally landscaped yard. This home also has beach rights to a beautiful sandy bay beach and park. Many wonderful vineyards, restaurants, and farm stands are close by. This is the perfect home for entertaining & family gatherings! RP# 0422 , AVAILABLE 2025 June $12, 000, July $22, 000, August is RENTED ., Additional information: Appearance:excellent, Lease Term:August-Labor Day, July, July-August, June, Memorial-Labor
      Presented By: Town And Country Real Estate  631-477-5990
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 21 - 30 of 43 results| view:  results per page« 1|2|3|4|5 »
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    Office: (631) 765 5333 Fax (631) 765 5225 broker@beninatiassociates.com

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