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Southold Homes for Sale

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    Showing 261 - 270 of 311 results| view:  results per page« first|...|25|26|27|28|...|last »
    • Perfect summer cottage. Location can’t be beat! A stone’s throw to serene Pequash beach. Nestled in quiet Fleet’s Neck with 2 bay beaches within walking distance. Well maintained home. Available for summer or short term off-season rental. 28
      415 Southern Cross Southold, NY 11935
      $8,000
      2 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3522191
      Perfect summer cottage. Location can’t be beat! A stone’s throw to serene Pequash beach. Nestled in quiet Fleet’s Neck with 2 bay beaches within walking distance. Well maintained home. Available for summer or short term off-season rental.
      Presented By: Signature Premier Properties  631-765-6000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Easy, breezy North Fork vacation location. Stay cool in the pool or go for a dip in the Bay with a sandy Bay beach just down the road. Like new, tastefully appointed 3BR/4 BA Colonial in pristine condition. Every amenity including a heated, saltwater pool plus 3 living/media rooms. Lovely, quiet neighborhood just 5 minutes to Greenport’s vibrant scene. Nearby CSA farmstands & seafood markets for enjoying farm to table, poolside dining. Rental permit #0384 Exp. 2/9/2025 22
      300 Fiddler Lane Southold, NY 11944
      $8,000
      3 Bedrooms 4 Full Baths Sq. Ft. 2000.00:#
      Single Family For Sale ML# 3368281
      Easy, breezy North Fork vacation location. Stay cool in the pool or go for a dip in the Bay with a sandy Bay beach just down the road. Like new, tastefully appointed 3BR/4 BA Colonial in pristine condition. Every amenity including a heated, saltwater pool plus 3 living/media rooms. Lovely, quiet neighborhood just 5 minutes to Greenport’s vibrant scene. Nearby CSA farmstands & seafood markets for enjoying farm to table, poolside dining. Rental permit #0384 Exp. 2/9/2025
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Adorable 3-bed, 2-bath rental with a pool in the fenced in back yard and close to a bay beach! Available January - May 23rd: $4, 000/mo. First 2 weeks in June: $5, 000. September: $8, 000. October: $6, 000. November: $5, 000. December: $5, 000. Permit# 0394. 18
      400 Wells Rd Southold, NY 11948
      $8,000
      3 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3301375
      Adorable 3-bed, 2-bath rental with a pool in the fenced in back yard and close to a bay beach! Available January - May 23rd: $4, 000/mo. First 2 weeks in June: $5, 000. September: $8, 000. October: $6, 000. November: $5, 000. December: $5, 000. Permit# 0394.
      Presented By: Daniel Gale Sothebys Int’l  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Beautifully renovated cottage! Walking distance to 2 bay beaches and business district. Available off season also. and off season availability after Labor Day. Price reflects 14 night stay. Permit #0447 36
      1155 Marlene Lane Southold, NY 11948
      $7,700
      3 Bedrooms 2 Full Baths Sq. Ft. 1100.00:#
      Single Family For Sale ML# 3538198
      Beautifully renovated cottage! Walking distance to 2 bay beaches and business district. Available off season also. and off season availability after Labor Day. Price reflects 14 night stay. Permit #0447
      Presented By: Signature Premier Properties  631-765-6000
      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 Southold, NY 11944
      $7,650
      2 Bedrooms 1 Full Bath
      Single Family For Sale 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
    • Enjoy the Summer in this bright and airy cottage in Paradise Shores. Fully renovated, central air, vaulted ceilings, open floor plan and tons of natural light, this home is welcoming. Relax on the back deck after a day of fun in the sun. Private bay access one block away. Water views in the backyard. Rental Permit #0199 38
      2350 Paradise Shores Rd Southold, NY 11971
      $7,500
      2 Bedrooms 1 Full Bath
      Single Family For Sale ML# 3554180
      Enjoy the Summer in this bright and airy cottage in Paradise Shores. Fully renovated, central air, vaulted ceilings, open floor plan and tons of natural light, this home is welcoming. Relax on the back deck after a day of fun in the sun. Private bay access one block away. Water views in the backyard. Rental Permit #0199
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • This is your Zen oasis! Unwind and connect with nature in this lush Zen water view cottage. The perfect getaway from hectic daily life. Lounge poolside or stargaze on the deck overlooking Little Creek. 4 bedrooms, 3.5 baths, including a jacuzzi in the primary bedroom, fabulous outdoor shower, incredible pool house, chef’s kitchen, outdoor BBQ and dining area and a close drive or stroll to the Causeway Beach! Close to North Fork boating, marinas, farmstands, award winning vineyards, renowned restaurants, and great shopping. Permit # 1089 61
      250 Pine Tree Ext Southold, NY 11935
      $7,500
      4 Bedrooms 3 Full Baths 1 Half Bath
      Single Family For Sale ML# 3546388
      This is your Zen oasis! Unwind and connect with nature in this lush Zen water view cottage. The perfect getaway from hectic daily life. Lounge poolside or stargaze on the deck overlooking Little Creek. 4 bedrooms, 3.5 baths, including a jacuzzi in the primary bedroom, fabulous outdoor shower, incredible pool house, chef’s kitchen, outdoor BBQ and dining area and a close drive or stroll to the Causeway Beach! Close to North Fork boating, marinas, farmstands, award winning vineyards, renowned restaurants, and great shopping. Permit # 1089
      Presented By: Corcoran  631-765-1300
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • HILLCREST ESTATES! This impeccably maintained home is located in coveted Orient Point and features 4 oversized Bedrooms (Sleeps 12), 2.5 Baths, 1st floor Office, LR, DR, Den with Fireplace, Designer EIK, Rec Room with ping-pong and air-hockey tables. One-of-a-Kind, Magnificent, Resort-Style, professionally landscaped .92 acre property. Private yard with expansive patios, multiple outdoor seating areas, heated inground pool, outdoor shower, fire pit, sports court, tree swing, front porch and more. Freshly painted, beautifully decorated open spaces ideal for comfort, relaxation and entertaining. Private resident beach, a stones throw to Orient Ferry, Orient Village, boating, Greenport, fine restaurants, golf courses and vineyards. Enjoy all the North Fork has to offer with this stunning home! This home is offered fully furnished and fully stocked with kitchenware! 34
      1460 Hillcrest Drive Southold, NY 11957
      $7,500
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 3200.00:#
      Single Family For Sale ML# 3519950
      HILLCREST ESTATES! This impeccably maintained home is located in coveted Orient Point and features 4 oversized Bedrooms (Sleeps 12), 2.5 Baths, 1st floor Office, LR, DR, Den with Fireplace, Designer EIK, Rec Room with ping-pong and air-hockey tables. One-of-a-Kind, Magnificent, Resort-Style, professionally landscaped .92 acre property. Private yard with expansive patios, multiple outdoor seating areas, heated inground pool, outdoor shower, fire pit, sports court, tree swing, front porch and more. Freshly painted, beautifully decorated open spaces ideal for comfort, relaxation and entertaining. Private resident beach, a stones throw to Orient Ferry, Orient Village, boating, Greenport, fine restaurants, golf courses and vineyards. Enjoy all the North Fork has to offer with this stunning home! This home is offered fully furnished and fully stocked with kitchenware!
      Presented By: Compass Greater NY LLC  516-517-4751
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Permit #493 Newly Renovated Farmhouse Centrally Located In Southold With Easy Access By Bus, Train or Car. Enjoy Your Morning Coffee As The Sun Rises Over The Farmfield. Spend An Afternoon Exploring The Beauty of the North Fork, Soak in the Sun at one of the Beautiful Peconic Bay or Long Island Sound Beaches, Enjoy Live Music at Numerous Wineries and/or Breweries, Browse unique local finds at One of Many Antique and/or Quaint Shops, and Don’t Forget to Stop by Our Bountiful Farm Stands. Cool Off With a Dip in the Heated Saltwater Pool, Enjoy Dinner Under the Stars and Reminisce Around the Fire Pit. Utilities Included. 10% Security & Exit Clean. Enjoy Summer and Fall On The North Fork! 49
      3400 Youngs Avenue Southold, NY 11971
      $7,500
      4 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3489027
      Permit #493 Newly Renovated Farmhouse Centrally Located In Southold With Easy Access By Bus, Train or Car. Enjoy Your Morning Coffee As The Sun Rises Over The Farmfield. Spend An Afternoon Exploring The Beauty of the North Fork, Soak in the Sun at one of the Beautiful Peconic Bay or Long Island Sound Beaches, Enjoy Live Music at Numerous Wineries and/or Breweries, Browse unique local finds at One of Many Antique and/or Quaint Shops, and Don’t Forget to Stop by Our Bountiful Farm Stands. Cool Off With a Dip in the Heated Saltwater Pool, Enjoy Dinner Under the Stars and Reminisce Around the Fire Pit. Utilities Included. 10% Security & Exit Clean. Enjoy Summer and Fall On The North Fork!
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      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 Southold, NY 11944
      $7,250
      1 Bedroom 1 Full Bath
      Single Family For Sale 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
    Showing 261 - 270 of 311 results| view:  results per page« first|...|25|26|27|28|...|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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