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    Showing 21 - 30 of 603 results| view:  results per page« 1|2|3|4|5|...|last »
    • Spacious year round rental. 3 bedroom, 2 1/2 bath townhome at The Cove in Southold. Furnishings not included, unit will be empty. Features a main level master suite with en suite bath, 2 additional bedrooms plus loft, front and rear decks, laundry, 1 car garage, and basement. Community tennis courts, pickle ball, pool, and water access for kayaking, paddle boarding, etc. Close to North Fork wineries, dining, beaches, and more.
      400 Meadow Court Unit 31 Southold NY, 11971
      $4,000
      3 Bedrooms 2 Full Baths 1 Half Bath
      Misc Sold ML# 3561601
      Spacious year round rental. 3 bedroom, 2 1/2 bath townhome at The Cove in Southold. Furnishings not included, unit will be empty. Features a main level master suite with en suite bath, 2 additional bedrooms plus loft, front and rear decks, laundry, 1 car garage, and basement. Community tennis courts, pickle ball, pool, and water access for kayaking, paddle boarding, etc. Close to North Fork wineries, dining, beaches, and more.
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Home is Where the Heart is. Charming Updated Cedar Shake Ranch on Paradise Shores Road with Deeded Beach Rights. Home Features Open Concept Kitchen, Living and Dining Room with 3 Bedrooms, 1 1/2 Bath. Lucky to be in paradise on Paradise Shores Road!
      1160 Paradise Shores Rd Southold NY, 11971
      $2,900
      3 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 1200.00:#
      Single Family Sold ML# 3561099
      Home is Where the Heart is. Charming Updated Cedar Shake Ranch on Paradise Shores Road with Deeded Beach Rights. Home Features Open Concept Kitchen, Living and Dining Room with 3 Bedrooms, 1 1/2 Bath. Lucky to be in paradise on Paradise Shores Road!
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Introducing a charming and inviting year-round rental in the heart of Southold’s beautiful Colonial Village, an exclusive 55 and up adult community. This newly renovated 1st-floor apartment offers the perfect blend of comfort and convenience, boasting freshly repainted walls, new floors, and a modern kitchen in pristine condition. Step inside to discover a spacious layout featuring 2 bedrooms, 1 bath, and a welcoming entryway that flows seamlessly into the cozy living room. The adjacent eat-in kitchen provides a delightful space for preparing meals and entertaining guests. Nestled within a serene and well-maintained community, this residence offers a peaceful retreat for those seeking a relaxed and maintenance-free lifestyle. Don’t miss the opportunity to make Colonial Village your home and enjoy the best of 55+ living in Southold.
      55075 Route 25 Unit 5 Southold NY, 11971
      $2,100
      2 Bedrooms 1 Full Bath
      Coop Sold ML# 3560503
      Introducing a charming and inviting year-round rental in the heart of Southold’s beautiful Colonial Village, an exclusive 55 and up adult community. This newly renovated 1st-floor apartment offers the perfect blend of comfort and convenience, boasting freshly repainted walls, new floors, and a modern kitchen in pristine condition. Step inside to discover a spacious layout featuring 2 bedrooms, 1 bath, and a welcoming entryway that flows seamlessly into the cozy living room. The adjacent eat-in kitchen provides a delightful space for preparing meals and entertaining guests. Nestled within a serene and well-maintained community, this residence offers a peaceful retreat for those seeking a relaxed and maintenance-free lifestyle. Don’t miss the opportunity to make Colonial Village your home and enjoy the best of 55+ living in Southold.
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Charming 55+ Condominium Living. Unit 18D is a middle unit with 2 bedrooms and 2 bathrooms. In the front section of the home you will find the newly updated kitchen with bay window bump-out creating a breakfast nook. Kitchen appliances include; refrig, DW, oven/range, and built-in microwave. There is also a 2nd bedroom with large closet and 3/4 bath nearby. The rear of the home has a large living/dining room and the spacious primary bedroom has two closets and full bath. Fresh paint, new carpet. The first floor also has a coat closet, linen closet, washer/dryer and entrance to a full unfinished basement for lots of storage.. There is a brick patio in the back overlooking a neighboring farm. This unit is adjacent to the swimming pool and clubhouse. Founders Village is within walking distance to Village of Southold, train station, shopping and restaurants. Close to the LI Sound and the Peconic Bay for beach-goers. Central Air, Oil Heat. No pets.
      2555 Youngs Ave. Unit 18D Southold NY, 11971
      $2,800
      2 Bedrooms 2 Full Baths Sq. Ft. 1100.00:#
      Misc Sold ML# 3559664
      Charming 55+ Condominium Living. Unit 18D is a middle unit with 2 bedrooms and 2 bathrooms. In the front section of the home you will find the newly updated kitchen with bay window bump-out creating a breakfast nook. Kitchen appliances include; refrig, DW, oven/range, and built-in microwave. There is also a 2nd bedroom with large closet and 3/4 bath nearby. The rear of the home has a large living/dining room and the spacious primary bedroom has two closets and full bath. Fresh paint, new carpet. The first floor also has a coat closet, linen closet, washer/dryer and entrance to a full unfinished basement for lots of storage.. There is a brick patio in the back overlooking a neighboring farm. This unit is adjacent to the swimming pool and clubhouse. Founders Village is within walking distance to Village of Southold, train station, shopping and restaurants. Close to the LI Sound and the Peconic Bay for beach-goers. Central Air, Oil Heat. No pets.
      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
    • Spacious Open Plan Home with So Much to Offer near Several Great Beaches. Open Livingroom, Dining Room, Kitchen, a Separate Den and a Separate Office as well as a Good Size Bedroom and Bath on First Floor. The Spacious Kitchen Offers Sub Zero Refrigerator, a Wine Fridge and a Separate Fridge Dedicated to Drinks You Grab on Way to Pool. Primary Ensuite and Two Bedrooms and Hall Bath on Second Floor. Finished Lower Level Family Room offers TV with Gaming Hookup and a Closet Full of Games to Enjoy. Fully Fenced Large Back Yard. Additional Separate Fencing around Inground Heated Pool with Easy Automatic Solar Cover and Pool House. Large Stone Patio for BBQing, Dining and Lounging and Lots of Open Backyard Grass Area to Play the Yard Games Provided or to Simply Star Gaze at Night. Room for All. Available Single or Multiple Months 10/13/24 to 4/30/25 at $8, 000 Per Month. Pets Considered on Case by Case Basis. Permit #0913. 32
      450 Sterling Woods Lane Southold, NY 11971
      $8,000
      4 Bedrooms 3 Full Baths Sq. Ft. 3400.00:#
      Single Family For Rent ML# 3559564
      Spacious Open Plan Home with So Much to Offer near Several Great Beaches. Open Livingroom, Dining Room, Kitchen, a Separate Den and a Separate Office as well as a Good Size Bedroom and Bath on First Floor. The Spacious Kitchen Offers Sub Zero Refrigerator, a Wine Fridge and a Separate Fridge Dedicated to Drinks You Grab on Way to Pool. Primary Ensuite and Two Bedrooms and Hall Bath on Second Floor. Finished Lower Level Family Room offers TV with Gaming Hookup and a Closet Full of Games to Enjoy. Fully Fenced Large Back Yard. Additional Separate Fencing around Inground Heated Pool with Easy Automatic Solar Cover and Pool House. Large Stone Patio for BBQing, Dining and Lounging and Lots of Open Backyard Grass Area to Play the Yard Games Provided or to Simply Star Gaze at Night. Room for All. Available Single or Multiple Months 10/13/24 to 4/30/25 at $8, 000 Per Month. Pets Considered on Case by Case Basis. Permit #0913.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Romantic sweeping porch beauty, FACING the Creek and Beach Rest, and rewind, in a truly unique and bucolic setting. Even the children will love the magic. 7
      2975 N Bayview Rd Southold, NY 11971
      $25,000
      3 Bedrooms 3 Full Baths
      Single Family For Rent Withdrawn ML# 3559324
      Romantic sweeping porch beauty, FACING the Creek and Beach Rest, and rewind, in a truly unique and bucolic setting. Even the children will love the magic.
      Presented By: Carol A Bohn  631-831-2738
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • A North Fork Summer Time Oasis! Newly Renovated 4 Bedroom, 3 Bath Home with Heated Pool (20’ x 42’) and Near a Memorable Long Island Sound Beach. Marble Pool Surround Never Gets Hot. Additional Lower Level Living Room adjacent to the Wet Bar and Fridge Providing Easy Access for Pool Side Dining. Ice Machine, Gas Grill, Large Outdoor Sofa and Dining Table as Well as Lounges and Umbrellas. Everything You Need for Summer Time Fun. July $20, 000; August to Labor Day $25, 000. Also $5, 000 per Week with Two Week Minimum. Permit #0987. 26
      630 Wild Cherry Way Southold, NY 11971
      $20,000
      4 Bedrooms 3 Full Baths
      Single Family For Rent 99 ML# 3558852
      A North Fork Summer Time Oasis! Newly Renovated 4 Bedroom, 3 Bath Home with Heated Pool (20’ x 42’) and Near a Memorable Long Island Sound Beach. Marble Pool Surround Never Gets Hot. Additional Lower Level Living Room adjacent to the Wet Bar and Fridge Providing Easy Access for Pool Side Dining. Ice Machine, Gas Grill, Large Outdoor Sofa and Dining Table as Well as Lounges and Umbrellas. Everything You Need for Summer Time Fun. July $20, 000; August to Labor Day $25, 000. Also $5, 000 per Week with Two Week Minimum. Permit #0987.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Lovely spacious newly built Colonial just down the lane from 4 gorgeous LI Sound Beaches. Main Floor Primary Bedroom En-suite with private side entrance and it’s own deck. Second Primary Bedroom En-Suite on level 2 (has radiant heat floor and heat lamp). Two additional Bedrooms, a full Bath in the hall, and Laundry Room. Kitchen has huge island with seating, 6 burner or griddle dual fuel oven. Total 4 Bedrooms, 3.5 Baths, all hardwood floors, central air, patio, 2 decks. Amazing location just minutes to McCabes, Goldsmith, Kenneys, and Town Beach, as well as the great new beach side restaurant Little Fish. Fabulous Hamlet Downtown on Main Road with all your shopping needs, many more trendy restaurants, antique shops, art galleries, and vineyards with music. Enjoy the rental’s paddle board, 2 kayaks, and beach buggy wagon. July $17, 000, August to Labor Day $24, 000, September $12, 000. 30
      6430 Hortons Lane Southold, NY 11971
      $24,000
      4 Bedrooms 3 Full Baths 1 Half Bath
      Single Family For Rent ML# 3556906
      Lovely spacious newly built Colonial just down the lane from 4 gorgeous LI Sound Beaches. Main Floor Primary Bedroom En-suite with private side entrance and it’s own deck. Second Primary Bedroom En-Suite on level 2 (has radiant heat floor and heat lamp). Two additional Bedrooms, a full Bath in the hall, and Laundry Room. Kitchen has huge island with seating, 6 burner or griddle dual fuel oven. Total 4 Bedrooms, 3.5 Baths, all hardwood floors, central air, patio, 2 decks. Amazing location just minutes to McCabes, Goldsmith, Kenneys, and Town Beach, as well as the great new beach side restaurant Little Fish. Fabulous Hamlet Downtown on Main Road with all your shopping needs, many more trendy restaurants, antique shops, art galleries, and vineyards with music. Enjoy the rental’s paddle board, 2 kayaks, and beach buggy wagon. July $17, 000, August to Labor Day $24, 000, September $12, 000.
      Presented By: Town And Country Real Estate  631-288-3030
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Rental Permit # 0966Fantastic home set directly on Great Pond and a block (975 feet) from Kenney’s Beach with restaurant Little Fish just around the corner. This bright 3 bedroom and 2 full bathroom, with a 3 season room all window porch home has an expansive rear deck overlooking the fresh water pond. Watch osprey dive bomb for fresh water bass while geese, ducks and egrets meander across the water. In the evening, take in spectacular sunsets from the large bay window facing directly west or from the beach itself.
      315 Lake Drive Southold NY, 11971
      $3,800
      3 Bedrooms 2 Full Baths Sq. Ft. 1100.00:#
      Single Family Sold ML# 3554728
      Rental Permit # 0966Fantastic home set directly on Great Pond and a block (975 feet) from Kenney’s Beach with restaurant Little Fish just around the corner. This bright 3 bedroom and 2 full bathroom, with a 3 season room all window porch home has an expansive rear deck overlooking the fresh water pond. Watch osprey dive bomb for fresh water bass while geese, ducks and egrets meander across the water. In the evening, take in spectacular sunsets from the large bay window facing directly west or from the beach itself.
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 21 - 30 of 603 results| view:  results per page« 1|2|3|4|5|...|last »
    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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