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Southold Waterfront Properties

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    Showing 11 - 20 of 33 results| view:  results per page« 1|2|3|4 »
    • Nestled in the serene Goose Bay Estates, this cozy Ranch, offers the perfect North Fork retreat. Featuring peaceful water views, this property comes with access to the beach, providing opportunities for boating, swimming and kayaking just moments from your doorstep. The home includes a sunroom and a cozy wood burning stove, adding warmth and character to the living space. Originally a 2 bedroom home, it has been converted to a spacious 1 bedroom layout but has plenty of potential for expansion or renovation. While it could use some TLC, this is a rare chance to customize your dream home in a beautiful coastal setting. Close to South Harbor beach, vineyards and farms. Don’t miss this chance to own a piece of paradise!, Additional information: Interior Features:Lr/Dr 24
      875 Oak Avenue Southold, NY 11971
      $659,000
      2 Bedrooms 1 Full Bath
      Single Family For Sale ML# 3577803
      Nestled in the serene Goose Bay Estates, this cozy Ranch, offers the perfect North Fork retreat. Featuring peaceful water views, this property comes with access to the beach, providing opportunities for boating, swimming and kayaking just moments from your doorstep. The home includes a sunroom and a cozy wood burning stove, adding warmth and character to the living space. Originally a 2 bedroom home, it has been converted to a spacious 1 bedroom layout but has plenty of potential for expansion or renovation. While it could use some TLC, this is a rare chance to customize your dream home in a beautiful coastal setting. Close to South Harbor beach, vineyards and farms. Don’t miss this chance to own a piece of paradise!, Additional information: Interior Features:Lr/Dr
      Presented By: Engel & Volkers North Fork  631-298-7953
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Here is a wonderful opportunity to build your dream home on this private shy waterfront acre on West Creek. Building plans approved for 2, 900 sq ft home with 3BRs/2.5Baths with 2 car garage. This is a flag lot. Property is close to town, beaches and the North Fork has to offer. Seller has the following approvals: Zoning Board of Appeals, Southold Town Trustees wetland permit; health department and house design for the regulatory permits - construction drawings are required. 20
      4077 Main Bayview Rd Southold, NY 11971
      $599,000
      Misc For Sale ML# 813014
      Here is a wonderful opportunity to build your dream home on this private shy waterfront acre on West Creek. Building plans approved for 2, 900 sq ft home with 3BRs/2.5Baths with 2 car garage. This is a flag lot. Property is close to town, beaches and the North Fork has to offer. Seller has the following approvals: Zoning Board of Appeals, Southold Town Trustees wetland permit; health department and house design for the regulatory permits - construction drawings are required.
      Presented By: Douglas Elliman Real Estate  631-298-8000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • This beautiful home with in-ground pool and ample private open space exudes beach resort ease and is rarely available for rent. Located in a quiet enclave off the vineyards mile of Southold on the north fork, it is within proximity to farms, town, beaches and restaurants. The home which entered via a tree lined drive, is comprised of two stories, plus a lower level. The first floor features a southeast facing double height living room with woodburning fireplace, a modern kitchen with breakfast counter, a formal dining area which opens to a vast deck for lounging and socializing. A private primary suite is on the first floor with a dedicated full bathroom and closet. Off of the main entry is half bath and another closet. There is an attached one care garage. The second floor has two bedrooms with peek-a-boo waterviews, each with a private balcony.There is a guest bath on this level. The lower level has full glass sliding doors from the family room to outside. There is also a full bath, wine closet, laundry and plenty of storage space. The fenced in backyard has a pool with large patio that provides secure and private space for recreation, and opportunities for gardening. Potential boat dock available. 31
      Southold, NY 11971
      $98,000
      3 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 2085.00:#
      Single Family For Rent ML# 3590555
      This beautiful home with in-ground pool and ample private open space exudes beach resort ease and is rarely available for rent. Located in a quiet enclave off the vineyards mile of Southold on the north fork, it is within proximity to farms, town, beaches and restaurants. The home which entered via a tree lined drive, is comprised of two stories, plus a lower level. The first floor features a southeast facing double height living room with woodburning fireplace, a modern kitchen with breakfast counter, a formal dining area which opens to a vast deck for lounging and socializing. A private primary suite is on the first floor with a dedicated full bathroom and closet. Off of the main entry is half bath and another closet. There is an attached one care garage. The second floor has two bedrooms with peek-a-boo waterviews, each with a private balcony.There is a guest bath on this level. The lower level has full glass sliding doors from the family room to outside. There is also a full bath, wine closet, laundry and plenty of storage space. The fenced in backyard has a pool with large patio that provides secure and private space for recreation, and opportunities for gardening. Potential boat dock available.
      Presented By: Compass Greater NY LLC  631-566-7463
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Southold, North Fork: This beautiful estate, bayfront home offers complete privacy in a peaceful woodland setting with a historic provenance and featuring a sugar sand beach. Despite its private location, it is conveniently close to the village and North Fork amenities. Croteaux is just up the lane, and NoFo table is a short bike ride away. The estate house has a broad porch, a living room with a fireplace, a formal dining room, a den, a large kitchen, and a pantry. Upstairs, there are five bedrooms, three baths, PLUS, an outdoor shower convenient for all to enjoy. The outbuilding, known as The Birdhouse, offers dormitory space for overflow guests with a private bathroom. The estate has a direct beachfront setting, with sugar sand and carefree days awaiting visitors in an old-fashioned East End seaside cottage. MD-LD $75, 000; June $20, 000; July $25, 000; August-LD $30, 000; September $15, 000; October $15, 000 Permit# 0996 32
      1695 Old Woods Path Southold, NY 11971
      $75,000
      6 Bedrooms 4 Full Baths Sq. Ft. 3000.00:# Square Feet
      Single Family For Rent ML# 3212687
      Southold, North Fork: This beautiful estate, bayfront home offers complete privacy in a peaceful woodland setting with a historic provenance and featuring a sugar sand beach. Despite its private location, it is conveniently close to the village and North Fork amenities. Croteaux is just up the lane, and NoFo table is a short bike ride away. The estate house has a broad porch, a living room with a fireplace, a formal dining room, a den, a large kitchen, and a pantry. Upstairs, there are five bedrooms, three baths, PLUS, an outdoor shower convenient for all to enjoy. The outbuilding, known as The Birdhouse, offers dormitory space for overflow guests with a private bathroom. The estate has a direct beachfront setting, with sugar sand and carefree days awaiting visitors in an old-fashioned East End seaside cottage. MD-LD $75, 000; June $20, 000; July $25, 000; August-LD $30, 000; September $15, 000; October $15, 000 Permit# 0996
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • This soothing beach house is so Zen, you will feel like you are at a spa retreat! Peaceful and perfectly appointed, the backyard features a fabulous lagoon style pool, with a waterfall and hot tub, an amazing outdoor kitchen and bar, bathroom and outdoor shower! 3 bedrooms, 2 baths, including a spacious primary suite with a gorgeous spa like bathroom. All this and steps to the association beach! Surrounded by marinas, award winning vineyards, restaurants, farm stands & great shopping. Make this absolutely mint home your North Fork summer place... you will not want to leave! Permit #1002, Additional information: Appearance:Mint 21
      355 Windjammer Drive Southold, NY 11971
      $70,000
      3 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3513704
      This soothing beach house is so Zen, you will feel like you are at a spa retreat! Peaceful and perfectly appointed, the backyard features a fabulous lagoon style pool, with a waterfall and hot tub, an amazing outdoor kitchen and bar, bathroom and outdoor shower! 3 bedrooms, 2 baths, including a spacious primary suite with a gorgeous spa like bathroom. All this and steps to the association beach! Surrounded by marinas, award winning vineyards, restaurants, farm stands & great shopping. Make this absolutely mint home your North Fork summer place... you will not want to leave! Permit #1002, Additional information: Appearance:Mint
      Presented By: Corcoran  631-848-7730
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Stunning new construction with 110’ of Long Island Sound front & private stairs to your beach. 10ft ceilings throughout the first floor, open floor plan with panoramic views. The living room has an oversized fireplace, built in cabinets & coffered ceilings, glass doors that open directly to the patio. Viking full stainless steel appliance package, double dishwashers, gas stove with custom stainless hood, wine cooler and an oversized custom island with a built in microwave. 2 primary bedrooms one located on 1st floor with radiant heated floors in the bathroom, marble shower, free standing soaking tub, double custom vanity and a custom walk-in closet with illuminated hanging rods. Finished mud room & laundry room, powder room with gorgeous marble floors. Second floor features 3 bedrooms including another primary suite, full bath, a great room w/ a color changing LED fireplace. Full basement with BR&BA. This is a must see! July: $50, 000.00 // August-Labor Day: $50, 000.00. Permit #: 1101 35
      17877 Soundview Avenue Southold, NY 11971
      $50,000
      5 Bedrooms 4 Full Baths 1 Half Bath
      Single Family For Rent ML# 3546351
      Stunning new construction with 110’ of Long Island Sound front & private stairs to your beach. 10ft ceilings throughout the first floor, open floor plan with panoramic views. The living room has an oversized fireplace, built in cabinets & coffered ceilings, glass doors that open directly to the patio. Viking full stainless steel appliance package, double dishwashers, gas stove with custom stainless hood, wine cooler and an oversized custom island with a built in microwave. 2 primary bedrooms one located on 1st floor with radiant heated floors in the bathroom, marble shower, free standing soaking tub, double custom vanity and a custom walk-in closet with illuminated hanging rods. Finished mud room & laundry room, powder room with gorgeous marble floors. Second floor features 3 bedrooms including another primary suite, full bath, a great room w/ a color changing LED fireplace. Full basement with BR&BA. This is a must see! July: $50, 000.00 // August-Labor Day: $50, 000.00. Permit #: 1101
      Presented By: Corcoran  631-848-7730
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Welcome to 1355 Watersedge Way a delightful Bayfront home located on Little Peconic Bay in Southold. Inside you have a spacious living room with a smart TV and a wall of sliding glass doors the lead out to the waterside deck, eat in kitchen, two bedrooms and one bathroom. on the lower level there is a family room with wet bar and access to the yard and outdoor shower, one bedroom, a full bath, and washer and dryer. The house is located next to a nature preserve with 300 ft. of beach providing easy access to the water/bay and plenty of privacy. Enjoy the spectacular views of the water and sunsets! MD TO LD $50k, June$12k, July $23K; August 1 to LD $24K, off season $7k for 30 days. House is available from May to November with a minimum of four weeks that does not need to align with the calendar month. RP# 0929, Additional information: Appearance:excellent, Lease Term:August-Labor Day, July, July-August, June, Memorial-Labor, Off Season 32
      1355 Watersedge Way Southold, NY 11971
      $50,000
      3 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3501928
      Welcome to 1355 Watersedge Way a delightful Bayfront home located on Little Peconic Bay in Southold. Inside you have a spacious living room with a smart TV and a wall of sliding glass doors the lead out to the waterside deck, eat in kitchen, two bedrooms and one bathroom. on the lower level there is a family room with wet bar and access to the yard and outdoor shower, one bedroom, a full bath, and washer and dryer. The house is located next to a nature preserve with 300 ft. of beach providing easy access to the water/bay and plenty of privacy. Enjoy the spectacular views of the water and sunsets! MD TO LD $50k, June$12k, July $23K; August 1 to LD $24K, off season $7k for 30 days. House is available from May to November with a minimum of four weeks that does not need to align with the calendar month. RP# 0929, Additional information: Appearance:excellent, Lease Term:August-Labor Day, July, July-August, June, Memorial-Labor, Off Season
      Presented By: Town And Country Real Estate  631-477-5990
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Southold, North Fork: Delightful cottage just up from Founder’s Landing Park, the beach, and the Wharf House. A super convenient ’in town’ location allows instant access to an easy lifestyle. Charming, well-cared-for home features an open floor plan with a large, comfortable living room/dining room, eat-in kitchen with gas range, laundry room, and full bath on primary, plus an additional bath on the second floor with two large bedrooms (queen bed in one, twins and futon in other). Private terrace with firepit, outdoor dining, and bbq area. Onsite parking. Moments to the beach, boating, public transportation, and such popular places as the North Fork Table, North Fork Roasting Co, Einstein Square, and Greenport Village in addition to the numerous wineries and events the North Fork is known for. Flexible rates all year long - whether a winter rental, Summer 2025 or the shoulder season... owner offers a furnished year-round rental - $4200 per mo. Rental Permit# 1216., Additional information: ExterioFeatures:Tennis, year rent:4200 26
      150 Hobart Rd Southold, NY 11971
      $30,000
      2 Bedrooms 2 Full Baths Sq. Ft. 1300.00:# Square Feet
      Single Family For Rent ML# 3588931
      Southold, North Fork: Delightful cottage just up from Founder’s Landing Park, the beach, and the Wharf House. A super convenient ’in town’ location allows instant access to an easy lifestyle. Charming, well-cared-for home features an open floor plan with a large, comfortable living room/dining room, eat-in kitchen with gas range, laundry room, and full bath on primary, plus an additional bath on the second floor with two large bedrooms (queen bed in one, twins and futon in other). Private terrace with firepit, outdoor dining, and bbq area. Onsite parking. Moments to the beach, boating, public transportation, and such popular places as the North Fork Table, North Fork Roasting Co, Einstein Square, and Greenport Village in addition to the numerous wineries and events the North Fork is known for. Flexible rates all year long - whether a winter rental, Summer 2025 or the shoulder season... owner offers a furnished year-round rental - $4200 per mo. Rental Permit# 1216., Additional information: ExterioFeatures:Tennis, year rent:4200
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Introducing your perfect retreat! This stunning 4-bed, 3.5-bath waterfront oasis nestled on West Creek in Southold. Enjoy access to Peconic Bay via your private dock. Spanning approx 3500 sq ft, revel in the elegance of oak floors, a luxurious soaking tub, and high ceilings throughout. The 1st floor has 2 primary ensuites, a spacious Great Room with cozy fireplace, laundry, and 2.5 baths +2-car garage. The 2nd floor has 2 beds, bath, and addit’l laundry with a sprawling bonus room ideal for entertaining or relaxing. CAC ensures comfort on even the hottest days, with a full basement providing plenty of storage for your beach gear. Outside is your private paradise, with a refreshing 16 x 32 in-ground pool and dock. Close proximity to bay beaches, vineyards, farmstands, shopping and restaurants. Don’t miss this opportunity to experience luxury summer living! June 2025 $30, 000. Aug-LD $45, 000. Off-season dates available. Southold Town Rental Permit #1085. 57
      910 Glenn Rd Southold, NY 11971
      $30,000
      4 Bedrooms 3 Full Baths 1 Half Bath
      Single Family For Rent ML# 3546491
      Introducing your perfect retreat! This stunning 4-bed, 3.5-bath waterfront oasis nestled on West Creek in Southold. Enjoy access to Peconic Bay via your private dock. Spanning approx 3500 sq ft, revel in the elegance of oak floors, a luxurious soaking tub, and high ceilings throughout. The 1st floor has 2 primary ensuites, a spacious Great Room with cozy fireplace, laundry, and 2.5 baths +2-car garage. The 2nd floor has 2 beds, bath, and addit’l laundry with a sprawling bonus room ideal for entertaining or relaxing. CAC ensures comfort on even the hottest days, with a full basement providing plenty of storage for your beach gear. Outside is your private paradise, with a refreshing 16 x 32 in-ground pool and dock. Close proximity to bay beaches, vineyards, farmstands, shopping and restaurants. Don’t miss this opportunity to experience luxury summer living! June 2025 $30, 000. Aug-LD $45, 000. Off-season dates available. Southold Town Rental Permit #1085.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Permit #: 0160. This Superb 3-Bedroom, 2-Bathroom Ranch Home Showcases Gorgeous Water Views And Is Strategically Located Near Goose Creek Beach And The Pulsating Heart Of Southold, Allowing You To Enjoy The Best Of Both Worlds. The Interior Is Beautifully Designed With A Minimalist Aesthetic, Offering A Serene Retreat From The Every Day Hustle And Bustle. The Open Layout Allows For Easy Movement And A Seamless Blend Of Indoor And Outdoor Living Spaces. Its Picturesque Waterfront Setting Serving As A Constant Reminder Of The Beauty That Surrounds You. Here, You Can Start Your Day With A Refreshing Morning Jog, Entertain Guests With A Backyard Barbecue, Or Unwind With A Glass Of Wine While Watching The Sunset Over The Water. 1100 Pine Ave Is More Than Just An Address; It’s The Perfect Summer Getaway. Call Today To Schedule Your Private Tour., Additional information: Lease Term:Flexible, July, July-August, June, Memorial-Labor, Off Season, Weekly 19
      1100 Pine Avenue Southold, NY 11971
      $28,000
      3 Bedrooms 2 Full Baths
      Single Family For Rent ML# 3532447
      Permit #: 0160. This Superb 3-Bedroom, 2-Bathroom Ranch Home Showcases Gorgeous Water Views And Is Strategically Located Near Goose Creek Beach And The Pulsating Heart Of Southold, Allowing You To Enjoy The Best Of Both Worlds. The Interior Is Beautifully Designed With A Minimalist Aesthetic, Offering A Serene Retreat From The Every Day Hustle And Bustle. The Open Layout Allows For Easy Movement And A Seamless Blend Of Indoor And Outdoor Living Spaces. Its Picturesque Waterfront Setting Serving As A Constant Reminder Of The Beauty That Surrounds You. Here, You Can Start Your Day With A Refreshing Morning Jog, Entertain Guests With A Backyard Barbecue, Or Unwind With A Glass Of Wine While Watching The Sunset Over The Water. 1100 Pine Ave Is More Than Just An Address; It’s The Perfect Summer Getaway. Call Today To Schedule Your Private Tour., Additional information: Lease Term:Flexible, July, July-August, June, Memorial-Labor, Off Season, Weekly
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 11 - 20 of 33 results| view:  results per page« 1|2|3|4 »
    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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