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Southold Homes for Sale

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    Showing 291 - 300 of 311 results| view:  results per page« first|...|28|29|30|31|32 »
    • Contemporary Home with Heated Pool, Less then a 1/2 Mile from a Gorgeous Long Island Sound Beach. Come Enjoy the Great North Fork. The Perfect Getaway Does Exist! With 3 Bedrooms and 2 Full Baths, Close Proximity to the Beach, a Pool Integrated into the Deck, and a Separate Rooftop Deck, This Property Offers an Ideal Mix of Relaxation and Style. The Spacious Gourmet Kitchen (Sub-Zero Fridge, Meile Oven, Wolf Gas Range) and Multiple Living Areas Make it Great for Both Quiet Retreats and Entertaining Guests. The North Fork is Known for its Beautiful Landscapes, Beaches, Wineries, and Local Charm, So This Home is in a Prime Spot to Enjoy All it Has to Offer! Off Season $4, 000 Per Month; Year Round $4, 200 Per Month, Memorial Day to Labor Day $32, 000; June $8, 000; July $12, 000, August to Labor Day $15, 000; $3, 000 Weekly with 2 Week Minimum. Permit #1217. 60
      8200 Soundview Avenue Southold, NY 11971
      $4,000
      3 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3590047
      Contemporary Home with Heated Pool, Less then a 1/2 Mile from a Gorgeous Long Island Sound Beach. Come Enjoy the Great North Fork. The Perfect Getaway Does Exist! With 3 Bedrooms and 2 Full Baths, Close Proximity to the Beach, a Pool Integrated into the Deck, and a Separate Rooftop Deck, This Property Offers an Ideal Mix of Relaxation and Style. The Spacious Gourmet Kitchen (Sub-Zero Fridge, Meile Oven, Wolf Gas Range) and Multiple Living Areas Make it Great for Both Quiet Retreats and Entertaining Guests. The North Fork is Known for its Beautiful Landscapes, Beaches, Wineries, and Local Charm, So This Home is in a Prime Spot to Enjoy All it Has to Offer! Off Season $4, 000 Per Month; Year Round $4, 200 Per Month, Memorial Day to Labor Day $32, 000; June $8, 000; July $12, 000, August to Labor Day $15, 000; $3, 000 Weekly with 2 Week Minimum. Permit #1217.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Renovated North Fork getaway situated on a lush 5 acre property. The tranquil setting is perfect in all seasons. 3 beds, 2 baths, nursery/office, plenty of living space, chef’s kitchen and close to all the North Fork has to offer. Walking distance to coveted Cedar Beach. North fork with a New England vibe. 10
      1425 Paradise Point Rd Southold, NY 11971
      $4,000
      3 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 1650.00:#
      Single Family For Sale ML# 3575668
      Renovated North Fork getaway situated on a lush 5 acre property. The tranquil setting is perfect in all seasons. 3 beds, 2 baths, nursery/office, plenty of living space, chef’s kitchen and close to all the North Fork has to offer. Walking distance to coveted Cedar Beach. North fork with a New England vibe.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Your Summer Waterfront Retreat Is Now Available And Waiting For You! Gourmet Chef’s Kitchen With Stainless Steel Appliances. Gas Stove. Open Plan Living, Filled With Natural Light. Built In Closets In All 3 Bedrooms. Studio/Extra Bedroom On Ground-floor. Wood Burning Stove. Recent Upgrades Include The Following: New Anderson Windows Throughout In 2021. New Pool Liner And Travertine Pavers Installed Around The Perimeter Of The Pool In 2022. Ground-floor Bathroom Was Renovated In 2022. Hardwood Floors Throughout. Outdoor In-Ground Pool. Owners Canoe & BBQ Are Available For Use Upon Request. Break Away From All The Stress And Join Us Here On The North Fork For Some Well Deserved Rest & Recreation. We Have Some Of The Most Beautiful Beaches In The World, Michelin Star Restaurants, High Street Stores, Surrounded By Award Winning Vineyards/Tasting Rooms, Fishing, Swimming, You Name It... It’s All Here Waiting For You. Now Book Your Waterfront Summer Retreat Today! June: $10, 000 July: $15, 000 Aug - LD: $20, 000 July/August: $32, 000 Sept: $8000 Oct: $4000. Rental Permit #: 0081 54
      795 Monsell Lane Southold, NY 11935
      $4,000
      3 Bedrooms 2 Full Baths Sq. Ft. 1600.00:#
      Single Family For Sale ML# 3535680
      Your Summer Waterfront Retreat Is Now Available And Waiting For You! Gourmet Chef’s Kitchen With Stainless Steel Appliances. Gas Stove. Open Plan Living, Filled With Natural Light. Built In Closets In All 3 Bedrooms. Studio/Extra Bedroom On Ground-floor. Wood Burning Stove. Recent Upgrades Include The Following: New Anderson Windows Throughout In 2021. New Pool Liner And Travertine Pavers Installed Around The Perimeter Of The Pool In 2022. Ground-floor Bathroom Was Renovated In 2022. Hardwood Floors Throughout. Outdoor In-Ground Pool. Owners Canoe & BBQ Are Available For Use Upon Request. Break Away From All The Stress And Join Us Here On The North Fork For Some Well Deserved Rest & Recreation. We Have Some Of The Most Beautiful Beaches In The World, Michelin Star Restaurants, High Street Stores, Surrounded By Award Winning Vineyards/Tasting Rooms, Fishing, Swimming, You Name It... It’s All Here Waiting For You. Now Book Your Waterfront Summer Retreat Today! June: $10, 000 July: $15, 000 Aug - LD: $20, 000 July/August: $32, 000 Sept: $8000 Oct: $4000. Rental Permit #: 0081
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Year Round ONLY $4000 Per Month!! Welcome To Plum Island Lane In The Much Sought After Community Of ’Orient By The Sea’ - Which Is A Stones Throw From The Private Beach! This Perfect Get Away Home Consists Of 3 Large Bedrooms, 1.5 Bathrooms, A Spacious EIK, Bright Open-Plan Living Room, Laundry And Recently Installed In-Ground 20 x 40 Saltwater Swimming Pool! This Gem Of A Home Was Completely Renovated To A Premium Standard In 2021. It Is Fully Furnished And Contains All New Modern Appliances. Close To The Cross Sound Ferry, Orient State Park And Public Marina. Reserve A Viewing Right Away And Avoid Missing Out On This Beauty! Year Round Price: $4000. May: $6, 000 - June: $10, 000 - July: $18, 000 - August to LD: $18, 000 - September: $9, 000 & MD to LD: $32, 000. Rental Permit #: 0812 12
      2420 Plum Island Lane Southold, NY 11957
      $4,000
      3 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 1600.00:#
      Single Family For Sale ML# 3455258
      Year Round ONLY $4000 Per Month!! Welcome To Plum Island Lane In The Much Sought After Community Of ’Orient By The Sea’ - Which Is A Stones Throw From The Private Beach! This Perfect Get Away Home Consists Of 3 Large Bedrooms, 1.5 Bathrooms, A Spacious EIK, Bright Open-Plan Living Room, Laundry And Recently Installed In-Ground 20 x 40 Saltwater Swimming Pool! This Gem Of A Home Was Completely Renovated To A Premium Standard In 2021. It Is Fully Furnished And Contains All New Modern Appliances. Close To The Cross Sound Ferry, Orient State Park And Public Marina. Reserve A Viewing Right Away And Avoid Missing Out On This Beauty! Year Round Price: $4000. May: $6, 000 - June: $10, 000 - July: $18, 000 - August to LD: $18, 000 - September: $9, 000 & MD to LD: $32, 000. Rental Permit #: 0812
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Beautifully Renovated in 2023. 3 Bedrooms/2 Bathroom. One Floor Living with Deck and Nice Yard. Fully Furnished. Available January 2025 to April 2025. THIS IS NOT A YEAR ROUND RENTAL. 27
      3670 Rocky Point Rd Southold, NY 11939
      $3,950
      3 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3585180
      Beautifully Renovated in 2023. 3 Bedrooms/2 Bathroom. One Floor Living with Deck and Nice Yard. Fully Furnished. Available January 2025 to April 2025. THIS IS NOT A YEAR ROUND RENTAL.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Beautifully updated Greenport Village home available for the summer on 1st Street. This home offers comfort with quality interior finishes and detail. There are two bedrooms, bathroom, kitchen, dining room, living room with gas fireplace, central air conditioning, full basement and a detached garage. Enjoy the private back yard too! The location is amazing and perfect for access to Greenport Village shopping, restaurants, fitness, and transportation. Greenport Village rental permit #24-079. 13
      630 1st Street Southold, NY 11944
      $15,000
      $3,900
      2 Bedrooms 1 Full Bath Sq. Ft. 1050.00:#
      Single Family For Sale PRICE REDUCED ML# 3569028
      Beautifully updated Greenport Village home available for the summer on 1st Street. This home offers comfort with quality interior finishes and detail. There are two bedrooms, bathroom, kitchen, dining room, living room with gas fireplace, central air conditioning, full basement and a detached garage. Enjoy the private back yard too! The location is amazing and perfect for access to Greenport Village shopping, restaurants, fitness, and transportation. Greenport Village rental permit #24-079.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Historic Main Bayview schoolhouse converted to country residence located at 5650 N Bayview Road, Southold. Available for winter rental, September 3, 2024 - June 30, 2025 $3, 900 per mo plus utilities, etc Country residence features 5 bedrooms in historic Main Bayview Schoolhouse converted to residence - sleeps max 10 people. Pet friendly. Equidistant to Cedar Beach and Goose Creek Beach. Moments to village of Southold, North Fork wine trail, area shops and top tier restaurants. An ideal vacation destination OR winter residence. Private fenced yard. Living room features woodstove. Finished lower level offers playspace or make it a home office. Rental Permit #0336 34
      5650 North Bayview Rd Southold, NY 11971
      $3,900
      5 Bedrooms 2 Full Baths Sq. Ft. 2000.00:#
      Single Family For Sale ML# 3566958
      Historic Main Bayview schoolhouse converted to country residence located at 5650 N Bayview Road, Southold. Available for winter rental, September 3, 2024 - June 30, 2025 $3, 900 per mo plus utilities, etc Country residence features 5 bedrooms in historic Main Bayview Schoolhouse converted to residence - sleeps max 10 people. Pet friendly. Equidistant to Cedar Beach and Goose Creek Beach. Moments to village of Southold, North Fork wine trail, area shops and top tier restaurants. An ideal vacation destination OR winter residence. Private fenced yard. Living room features woodstove. Finished lower level offers playspace or make it a home office. Rental Permit #0336
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Lovely, sunlight filled ranch in ’Orient by the Sea’ community. Fully furnished, just 4 houses to gorgeous, private LI Sound beach. Eat in Kitchen, Dining & Living rooms, Ensuite primary, 2 add’l bedrooms & 2nd full bath. Front & back porches and spacious yard. Nearby Orient State Park offers miles of hiking, cycling trails, birding, wildlife viewing and a miles-long, sandy Bay beach. Scenic 10 minute drive to Greenport. Rental permit # 1100 exp. 3/25/2026. 45
      990 Three Waters Lane Southold, NY 11957
      $3,850
      3 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3542413
      Lovely, sunlight filled ranch in ’Orient by the Sea’ community. Fully furnished, just 4 houses to gorgeous, private LI Sound beach. Eat in Kitchen, Dining & Living rooms, Ensuite primary, 2 add’l bedrooms & 2nd full bath. Front & back porches and spacious yard. Nearby Orient State Park offers miles of hiking, cycling trails, birding, wildlife viewing and a miles-long, sandy Bay beach. Scenic 10 minute drive to Greenport. Rental permit # 1100 exp. 3/25/2026.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Situated in a charming and serene neighborhood in Greenport and located just minutes from both Greenport Village and Southold Town Beach, this recently updated Cape offers 1, 500 sq. ft. with 4-bedrooms, 2-baths and a spacious living area that flows seamlessly into a bright and airy eat-in kitchen. A full, unfinished basement leads out to an expansive, fenced backyard, and the attached 1-car garage and driveway capable of accommodating 2 additional vehicles ensures sufficient parking for tenants. Don’t overlook the opportunity to rent this gem! Please note that the reported square footage is an approximation as the Town of Southold does not have records of the square footage for the second half story. 11
      27 Madison Street Southold, NY 11944
      $3,800
      4 Bedrooms 2 Full Baths Sq. Ft. 1500.00:#
      Single Family For Sale ML# 3590837
      Situated in a charming and serene neighborhood in Greenport and located just minutes from both Greenport Village and Southold Town Beach, this recently updated Cape offers 1, 500 sq. ft. with 4-bedrooms, 2-baths and a spacious living area that flows seamlessly into a bright and airy eat-in kitchen. A full, unfinished basement leads out to an expansive, fenced backyard, and the attached 1-car garage and driveway capable of accommodating 2 additional vehicles ensures sufficient parking for tenants. Don’t overlook the opportunity to rent this gem! Please note that the reported square footage is an approximation as the Town of Southold does not have records of the square footage for the second half story.
      Presented By: Daniel Gale Sothebys Intl Rlty  
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • SEASONAL RENTAL available summer 2025. Just two blocks to a sandy bay beach, this charming 1-bedroom cedar shake cottage Is the perfect summer getaway. The bedroom has a queen size bed, the bathroom Is completely renovated. The living room has a futon sofa, and the spacious eat-in kitchen features full size appliances. A furnished brick patio runs the length of the cottage, complete with gas grill. Great value with utilities included. NOT available year-round. New Suffolk is a historic maritime hamlet at the heart of the North Fork, with two restaurants and great beaches. Moments from renowned wineries and farms. 11
      16640 Main Street Unit Cottag Southold, NY 11956
      $3,800
      1 Bedroom 1 Full Bath Sq. Ft. 470.00:#
      Single Family For Sale ML# 3103605
      SEASONAL RENTAL available summer 2025. Just two blocks to a sandy bay beach, this charming 1-bedroom cedar shake cottage Is the perfect summer getaway. The bedroom has a queen size bed, the bathroom Is completely renovated. The living room has a futon sofa, and the spacious eat-in kitchen features full size appliances. A furnished brick patio runs the length of the cottage, complete with gas grill. Great value with utilities included. NOT available year-round. New Suffolk is a historic maritime hamlet at the heart of the North Fork, with two restaurants and great beaches. Moments from renowned wineries and farms.
      Presented By: Brown Harris Stevens N Fork  631-477-0551
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 291 - 300 of 311 results| view:  results per page« first|...|28|29|30|31|32 »
    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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