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    • SPARKLING BAY FRONTBay front living in prestigious Nassau Point. This spacious, newly renovated home features 4+ bedrooms, large living room with fireplace, eat-in kitchen and an office. 100 feet on the Bay and a full acre, waterside deck overlooking Peconic Bay, steps to private beach, gunite & heated pool, pool house with a kitchenette, recreation area, changing area with a full bath, half bath & outdoor shower. Enjoy spectacular views, poolside fun and relaxing days at the beach. $35, 000.00 for June // $55, 000.00 for July // $60, 000.00 for August-LD // $140, 000.00 for Memorial Day to Labor Day. Permit #: # 0097 26
      4705 Nassau Point Rd Cutchogue, NY 11935
      $140,000
      4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 2000.00:# Square Feet
      Single Family For Rent ML# 811900
      SPARKLING BAY FRONTBay front living in prestigious Nassau Point. This spacious, newly renovated home features 4+ bedrooms, large living room with fireplace, eat-in kitchen and an office. 100 feet on the Bay and a full acre, waterside deck overlooking Peconic Bay, steps to private beach, gunite & heated pool, pool house with a kitchenette, recreation area, changing area with a full bath, half bath & outdoor shower. Enjoy spectacular views, poolside fun and relaxing days at the beach. $35, 000.00 for June // $55, 000.00 for July // $60, 000.00 for August-LD // $140, 000.00 for Memorial Day to Labor Day. Permit #: # 0097
      Presented By: Corcoran  631-848-7730
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Don’t miss your chance to rent this unparalleled estate, nestled on 5 picturesque acres among the region’s most prestigious vineyards.This magnificent home is a perfect blend of elegance and tranquility, ideal for those seeking a refined living experience.Spanning an impressive 7, 000 sf, the residence is designed with sharp attention to detail. Floor-to-ceiling windows flood the space with natural light and provide breathtaking views of the surrounding vineyards. Featuring six generously sized bedrooms and six opulent bathrooms, ensuring ample space and privacy for everyone.The expansive roof deck is a standout feature, offering panoramic views that stretch across thevineyards to the Long Island Sound. A beautiful gunite heated pool in the courtyard with firepit and entertainment space. This serene setting is perfect for both entertaining guests and enjoying quiet moments.This is a perfect house to share with friends and family. Two-week availability; monthly availability. $80K per month. 25
      15105 Oregon Cutchogue, NY 11935
      $80,000
      6 Bedrooms 7 Full Baths 1 Half Bath Sq. Ft. 7000.00:# Square Feet
      Single Family For Rent ML# 802499
      Don’t miss your chance to rent this unparalleled estate, nestled on 5 picturesque acres among the region’s most prestigious vineyards.This magnificent home is a perfect blend of elegance and tranquility, ideal for those seeking a refined living experience.Spanning an impressive 7, 000 sf, the residence is designed with sharp attention to detail. Floor-to-ceiling windows flood the space with natural light and provide breathtaking views of the surrounding vineyards. Featuring six generously sized bedrooms and six opulent bathrooms, ensuring ample space and privacy for everyone.The expansive roof deck is a standout feature, offering panoramic views that stretch across thevineyards to the Long Island Sound. A beautiful gunite heated pool in the courtyard with firepit and entertainment space. This serene setting is perfect for both entertaining guests and enjoying quiet moments.This is a perfect house to share with friends and family. Two-week availability; monthly availability. $80K per month.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • #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
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    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.
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