Southold Homes with Pools

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    Showing 21 - 30 of 95 results| view:  results per page« 1|2|3|4|5|...|last »
    • 1030 Horseshoe Drive Southold, NY 11935
      $1,465,000
      4 Bedrooms 3 Full Baths
      Single Family For Sale ML# 3581269
      Surrounded by picturesque sprawling farms in a coveted North Fork area, 1030 Horseshoe Drive awaits, nestled on nearly an acre of land. This Cutchogue home is designed for both entertaining and everyday living, featuring an open floor plan with high ceilings and modern amenities throughout. Enjoy the spacious chef’s kitchen equipped with stainless steel appliances, ample cabinetry, a breakfast bar, and sliding glass doors leading to your yard. With four bedrooms, including a convenient downstairs guest suite with a full bath, this residence offers plenty of space for family and friends. Outside, the backyard is complete with a fenced in-ground pool and a bluestone patio set among beautiful landscaping-perfect for soaking up the serene surroundings.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1000 Sound Drive Southold, NY 11944
      $40,000
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 3700.00:#
      Single Family For Sale ML# 3580603
      Immaculate shingle-style home perched above the Long Island Sound. Enjoy endless water views and breathtaking sunsets from the heated pool and private beach. Open floor plan with EIK and fireplace, bedrooms across three floors, including first and second-floor primary suites with private waterside balconies. The large finished basement features a media/game room. The private office is ideal for remote work and has a third private waterside balcony-prime indoor/outdoor summer living just a mile from Greenport Village’s shops and restaurants. Personal property manager to address any tenant needs. Hamptons luxury with North Fork vibes. Available October, November and December 2024. Two-week minimum.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 3475 Wunneweta Rd Southold, NY 11935
      $9,500
      4 Bedrooms 3 Full Baths Sq. Ft. 3000.00:#
      Single Family For Sale ML# 3580422
      Welcome to your serene off-season retreat in -a stunning rental that epitomizes modern elegance and tranquil seclusion. This exceptional residence offers 4 spacious bedrooms and 3 luxurious bathrooms, all nestled on an expansive 43, 560 square foot lot. Step inside to discover a beautifully designed interior featuring a chef’s kitchen, perfect for culinary enthusiasts. The open-concept living spaces are bathed in natural light, creating an inviting atmosphere for both relaxation and entertainment. The primary suite is a true retreat, boasting ample space and refined finishes. Outside, enjoy exclusive beach rights making it effortless to indulge in coastal living. The property also features a heated pool, ideal for unwinding or entertaining guests. Surrounded by lush woodlands, this home offers unparalleled privacy and a peaceful ambiance. Discover the tranquility and charm of this extraordinary property.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 555 Alvahs Lane Southold, NY 11935
      $1,075,000
      4 Bedrooms 2 Full Baths Sq. Ft. 2100.00:#
      Single Family For Sale ML# 3580219
      Nestled among countless beautiful hydrangeas, this charming 4 bedroom cape is located on one of the North Fork’s most coveted bucolic roads, Alvah’s Lane. The half acre features mature landscaping, a large swimming pool, outdoor shower and full vegetable garden. The home is bright and airy with loads of natural light and features a living room with a wood-burning fireplace, a large dining room, a separate family room, and a lovely kitchen overlooking the backyard. There is a first floor bedroom complimented by 3 guest bedrooms on the 2nd floor. Close in proximity to many of the regions best amenities including 8 Hands Farm, Sang Lee, Bedell Cellars and downtown Cutchogue, New Suffolk and Mattituck’s Love Lane. Beautiful Sandy bay beaches are less than 5 minutes away.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1125 Ole Jule Lane Southold, NY 11952
      $2,299,999
      5 Bedrooms 3 Full Baths 1 Half Bath
      Single Family For Sale ML# 3579870
      This extraordinary estate-like property offers a lifestyle of unparalleled grandeur and tranquility. Nestled on 1.06 acres backing up to preserved land, the property features a grand main house, a newly constructed separate cottage, multiple garages, and a stunning in-ground pool. The main house boasts 4 bedrooms, 2.5 baths, an office/flex room, and spacious living areas perfect for entertaining. A welcoming oversized wrap-around porch leads to a spacious interior with a cozy ambiance set with gas fireplaces. Upgraded features include central air, a french drain system, leaf filter gutters, an on-demand generator, security systems, in-ground irrigation, and porch sunshades. A full heated basement provides ample storage or potential for finishing. The attached 2.5-car garage is heated and cooled, and doubles as an entertainment area. For car enthusiasts, an additional detached garage provides even more storage or could be converted into a large pool house, also heated and cooled. The recently completed cottage offers a private retreat with a spacious bedroom, large ensuite bathroom, open-concept kitchen, living room with a fireplace, a front porch, full basement, and outdoor shower. The property’s centerpiece is a 20x40 in-ground saltwater pool, complete with a hot tub, blue glass fire pit, and outdoor shower. Enjoy peaceful relaxation or host unforgettable gatherings. Bay beach access. Marina around the corner. With local eateries, vineyards, parks, and shops right around the corner... this property truly embodies the essence of a true North Fork estate. Don’t miss this opportunity to experience the ultimate in grandeur living.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-298-4130
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 2515 Sound Drive Southold, NY 11944
      $1,695,000
      3 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 2290.00:#
      Single Family For Sale ML# 3579596
      This one-of-a-kind, mid-century modern was designed by renowned architect Claude Samton. Named Winged Weekend Flight, a wood hewn escape from city ways. When you enter, you will leave your worries behind. Incredible light and gorgeous landscape envelop this 3 bedroom, 1.5 bath sanctuary. Gunite pool with an automatic cover, Ipe decking and beach rights to a gorgeous sound front beach complement your experience. For cooler days, unwind by the fireplace after your evening beach stroll. Make this your refuge from everyday life!
      Presented By: Corcoran  631-765-1300
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1405 Terry Lane Southold, NY 11957
      $3,395,000
      $3,295,000
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2200.00:#
      Single Family For Sale PRICE REDUCED ML# 3577749
      Welcome to 1405 Terry Lane, Orient, a fully renovated waterfront residence with a private beach that extends for miles in each direction and a new, heated 12 x 30in-ground pool with views overlooking the Long Island Sound. Situated on 1.63 acres at the end of a private road, a remote gated entrance opens to a white stone driveway that passes by a private half acre vineyard and consummates at the 3 bedrooms, 2.5 bathroom home with the master bedroom with en-suite bathroom on the first floor. The home has hardwood floors throughout, a modern kitchen with expansive views of the Long Island Sound, a four seasons room that leads to a spacious deck with awnings and all of the amenities one could ask for when entertaining guests. The sprawling lawns have manicured landscaping and plantings, providing privacy, incredible sunsets and a serene environment.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1820 Kenneys Rd Southold, NY 11971
      $1,985,000
      6 Bedrooms 4 Full Baths Sq. Ft. 4000.00:#
      Single Family For Sale ML# 3577500
      Located just a stone’s throw away from Kenney’s Beach, this 6 bedroom, 4 bath stately brick beauty was built in 2007 and sits on 2+ bucolic acres. This home is adorned with luxurious features including radiant heat throughout the kitchen and foyer, designer appliances, custom cabinetry and a lovely balcony located off of one of the bedrooms. There is a grand two-story entry, a spacious eat-in kitchen adjacent to the great room with a cozy wood-burning fireplace, plus a first floor bedroom. The paved rear yard, stone fire pit and new inground pool with built in sitting area and table are to name just a few attributes of this incredible home. Come and make it your own!
      Presented By: Compass Greater NY LLC  516-517-4751
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 935 Corey Creek Lane Southold, NY 11971
      $8,000
      3 Bedrooms 2 Full Baths 2 Half Baths
      Single Family For Sale ML# 3576925
      Stunning Southold Luxe New Construction Rental with Dreamy Backyard. Make memories and have fun in this three bedroom, four bathroom home with finished basement, huge pool house, outdoor kitchen, in-ground pool. Meticulously landscaped outside and luxury decor and amenities throughout. Rental Permit #0515
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 2700 Fairway Drive Southold, NY 11935
      $1,799,000
      4 Bedrooms 3 Full Baths Sq. Ft. 2800.00:#
      Single Family For Sale ML# 3576725
      Welcome to your dream home nestled on the 17th hole of the prestigious North Fork Country Club. This expansive ranch-style residence offers an unparalleled blend of luxury, comfort, and convenience, all set on a generously sized lot. Step inside and be greeted by a spacious living room bathed in natural light, leading to a formal dining room perfect for entertaining. This lovely home boasts a brand new roof, beautiful custom built fireplace with quartz counters, and California closets throughout. The well-appointed kitchen features an inviting dinette area, making it the heart of the home. With four spacious bedrooms, including two ensuite, and three full baths, there is ample space for everyone.The master bedroom offers a serene retreat with its private bath and office space, while the additional bedrooms provide plenty of room for family or guests. A dedicated laundry room adds to the home’s functionality. Outdoor living is taken to the next level with an in-ground saltwater pool, outdoor shower, a screened-in porch, and a charming patio-ideal for relaxing or hosting gatherings. The whole house attic presents endless possibilities for expansion, while the full unfinished basement with 9ft ceilings offers even more potential. Located in a coveted community, this gorgeous and spacious home is a rare find. Enjoy the tranquility of country club living with the convenience of nearby amenities. Don’t miss the opportunity to make this exquisite property your forever home.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 21 - 30 of 95 results| view:  results per page« 1|2|3|4|5|...|last »
    OneKeyâ„¢ MLS The data relating to real estate for sale on this web site comes in part from the OneKeyâ„¢ 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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