Southold Real Estate

     

    Southold, is a hamlet in the township of the same name. The hamlet of Southold is 93 acres of 122 parcels of land, located on the eastern end of Long Island in an area colloquially called the North Fork. Settled in 1640, Southold was the first English Settlement in the future New York State. There has been a tug-of-war between Southold and Southampton for ages as to which town was actually settled first. Those of us in Southold, believe that since the first harvest came from Southold – it had to be first!

     

    Southold offers a more relaxed way of life, with beautiful Beaches, Vineyards, Farms and Restaurants. Homes in Southold, especially with access to waterfront, are sought-after second homes making the location a desirable resort community offering a welcomed respite from the hustle and bustle of New York City less than 100 miles away.

    Southold’s rich history can be seen through many of the Victorian homes and Farmhouses in the community. Southold’s oldest structures – some dating to pre-revolutionary war - are found on and around Main Street in the Historic District, are part of the National Register of Historic Places. The Hamlet of Southold is the most commercially active business district on the North Fork between Riverhead and Greenport, and home to Southold Town Hall.

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    Showing 11 - 20 of 128 results| view:  results per page« 1|2|3|4|5|...|last »
    • 70 Wildberry Lane Southold, NY 11971
      $2,995,000
      5 Bedrooms 4 Full Baths 1 Half Bath
      Single Family For Sale ML# 3538082
      Beautiful custom home located in the hamlet of Southold captures amazing views of the LI Sound. Architectural details include an open floor plan, floating staircase, private roof-top, mahogany decks with horizontal cable railings, and all custom European windows and doors. An expansive luxury kitchen, a chic water-view lounge, and a first-floor ensuite bedroom provide a sophisticated North Fork retreat. The exterior is board and baton mixed with cedar. The pool is 20 x 40 with room for a pool house or cabana. The full basement provides an additional 1500 sq ft that can be finished. Southold Town Beach is less than 0.5 miles, approximately 10 min walk. Close to all that the East End has to offer. Professional photos will be coming soon.
      Presented By: Douglas Elliman Real Estate  631-288-6244
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 4395 Hortons Lane Southold, NY 11971
      $2,899,000
      Unimproved Land For Sale ML# 3470462
      Southold, North Fork: Over 30 acres of active farmland planted with nearly 40, 000 blueberry bushes and approximately 10 acres of fallow, open farmland for expansion or other agricultural uses... well cared for farmhouse and barns on approximately 1.83 acres just up from Horton’s Lane Beaches/Horton’s Point on the LI Sound. Sublime setting just moments to village amenities. Pursue your agricultural desires today and establish your North Fork legacy.
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 4395 Hortons Lane Southold, NY 11971
      $2,899,000
      4 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 1900.00:# Square Feet
      Single Family For Sale ML# 3440241
      Southold, North Fork: Inspirational rural living on a farm by the sea. Nearly 32 acres of land (29 acres in land preservation), abutting farms to the west that are also preserved and just moments to McCabe’s/Horton’s Lane beach. A truly special offering allowing you to pursue North Fork farm-country living and harvest nearly 22 acres of coastal blueberries presently in production on the site. The offering includes two parcels of land: 1.83 acres with a romantic 19th century, recently updated, farmhouse featuring ’rocking chair’ front porch, entry foyer, formal living room, dining room with large bay window, den/office, large eat-in kitchen, 3-season room, pantry and powder room PLUS upstairs, 4 bedrooms and full bath. Also included are several large barns, outbuildings and sheds. 29 acres are preserved in perpetuity and are farmed with over 40, 000 blueberry bushes each yielding pounds of berries in Summer. All of this is just moments to restaurants, shopping and wineries.
      Presented By: Town And Country Real Estate  631-298-0600
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1745 N Parish Drive Southold, NY 11971
      $2,850,000
      3 Bedrooms 3 Full Baths
      Single Family For Sale ML# 3506283
      Location Is Everything- Southold Bayfront With Spectacular Views To Shelter Island & Beyond. Meticulously Maintained Cape Style Home Features 3 Bedrooms-All With A View Of Peconic Bay, 3 Baths, Hardwood Floors, And The Most Amazing 270 Degree Views From The Outdoor Patio & Direct Bay Access From Your Own Beach.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1490 Kenneys Rd Southold, NY 11971
      $2,695,000
      4 Bedrooms 3 Full Baths 2 Half Baths Sq. Ft. 4700.00:# Square Feet
      Single Family For Sale ML# 3539823
      BEACH MEET BARN Two Worlds Collide in this breathtaking modern barn, nestled on 1.9 pastoral acres just a stone’s throw from Duney, ocean-like Kenneys Beach, Sunsets and renowned Seaside Restaurant. This stunning residence features approximately 4700 sq ft of living space, a 4-car garage, separate service entrance, butler’s station, a substantial light-filled kitchen, pantry room, and a great room with soaring ceilings, remote-controlled double-sided fireplace, Smart lighting controls at 8 locations for interior and exterior lighting, Sonos AV system - 8 speakers - 4 interior 4 exterior. The first floor includes a powder room, laundry room and a primary bedroom ensuite wing, complete with a naturally lit sitting area/office that opens directly onto a porch clad in Blue Ice and a 20’x40’ Black Onyx pool with Blue Ice coping. The upper level offers a sizable loft that overlooks the great room, plus three additional bedrooms: one ensuite and two with separate wash areas leading to a shared bathing and privy room. There’s also a powder room and a secondary laundry area. Completing this extraordinary home is an approximately 1000 sq ft artist studio/craft or game room. This stunning Estate is a must-have for the selective purchaser seeking THE BEST of BOTH WORLDS!
      Presented By: Corcoran  631-645-7674
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 700 Gin Lane Southold, NY 11971
      $2,500,000
      4 Bedrooms 3 Full Baths 1 Half Bath
      Single Family For Sale ML# 3539656
      Welcome to your dream beach home nestled in a serene beach community on the North Fork! This newly constructed residence offers the perfect blend of modern comfort and coastal charm, presenting an ideal sanctuary for those seeking the quintessential beach lifestyle. Upon entering, you’ll be greeted by an inviting open floor plan, seamlessly connecting the living, dining, and kitchen areas, creating a spacious and airy ambiance perfect for both relaxing and entertaining. The main floor boasts a convenient mudroom/laundry area, providing easy access for one-level living convenience. With four bedrooms, with three of the bedrooms featuring its own attached bathroom, including one on the main floor, this home offers unparalleled comfort and privacy for all occupants. Whether hosting guests or enjoying personal retreats, everyone will appreciate the luxury and convenience of ensuite facilities. Step outside onto the covered porch, where summer dining awaits amidst the gentle sea breezes and tranquil views of the preserved land beyond the backyard. The fenced backyard, featuring a sparkling pool for refreshing dips on hot days and outdoor seating surrounding a cozy fire pit, ideal for gathering under the stars on summerl evenings. The sandy beach community adds to the allure, offering a park area complete with picnic tables, panoramic views of the water, and access to a sandy beach where summer breezes beckon for leisurely strolls along the shoreline. This property presents a rare opportunity to experience the best of North Fork beach living. Whether you’re seeking a seasonal retreat or year-round residence, this home promises a lifestyle of comfort, convenience, and coastal charm. Don’t miss your chance to make memories and create your own slice of paradise in this idyllic seaside haven.
      Presented By: Century 21 Albertson Realty  631-765-3800
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 1230 Ruch Lane Southold, NY 11971
      $2,295,000
      3 Bedrooms 3 Full Baths Sq. Ft. 2175.00:# Square Feet
      Single Family For Sale NEW ML# 3550403
      Located at the tranquil end of picturesque Ruch Lane, this waterfront Arts & Crafts style home, clad in cedar shingles, captures the quintessential North Fork charm. Originally an early 20th-century barn at the end of Arshomomoque Colony, this three-level residence has been thoughtfully transformed into a captivating home, featuring intricate millwork and sweeping water views from every room. The semi-open floor plan is centered around a cozy wood-burning fireplace and bathed in natural light, creating a welcoming atmosphere throughout the year. The expansive primary suite is complete with a large balcony that provides stunning vistas of Arshomomoque Pond and the 70 acres of preserved land beyond. At the water’s edge, a quaint functional boathouse with a rooftop deck patio enhances a setting already ideal for summer gatherings and days spent by the water. Private community sound beach. With the adjacent properties at 1275 and 1195 Ruch Lane also available, a unique opportunity to create a three-home secluded waterfront compound exists, a rarity on the North Fork!
      Presented By: Compass Greater NY LLC  516-330-6086
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 8355 Main Bayview Rd Southold, NY 11971
      $2,295,000
      4 Bedrooms 3 Full Baths Sq. Ft. 2662.00:# Square Feet
      Single Family For Sale ML# 3540463
      Meticulously restored and maintained 19th C Italianate style residence, beautifully set on elevated 1.25-acre lot. Built around 1850 by Silas Horton and occupied by his descendants until the 1960’s. original wrap around porch, 17.5’ floor to ceiling windows, ornate Cupula, marble fireplace mantles, original wide floorboards, in-tact period moldings, trims, banisters, and doors. Large, updated kitchen and baths, wood burning fireplace, large walk-up attic. Rarely does a house of this vintage and quality become available.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 425 Jacobs Lane Southold, NY 11971
      $2,250,000
      5 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3286.00:# Square Feet
      Single Family For Sale ML# 3540429
      This property is a treasure trove of possibilities, boasting 2.7 acres of land, a spacious 3280 square foot home, and a substantial 2600 square foot barn. The main residence features an accessory apartment with a functioning bed and breakfast license. The barn presents further income potential, with five stalls or the space can be converted into an accessory living area. This property can also be an extraordinary family compound, featuring ample living spaces perfect for creating cherished memories. A heated saltwater pool, complete with electric cover, beckons relaxation and fun-filled moments, while solar panels underscore the commitment to sustainable living. Outdoor amenities abound, including an outdoor shower, a cozy fire pit for gathering under the stars, and vast expanses of land to explore and enjoy.Garden enthusiasts will be delighted by the fully irrigated vegetable gardens and flourishing orchard, adding to the property’s allure and self-sufficiency. Offering far more than the ordinary, this property is available at an unbeatable price, presenting a rare opportunity in today’s market.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • Southold, NY 11971
      $2,250,000
      3 Bedrooms 4 Full Baths
      Single Family For Sale ML# 3527638
      Builders own Romantic, Beauty with the look of a Landmark.Vintage home. Park like setting, Magnificent Sunsets from your 100 foot porch facing Goose Creek and Goose Bay. WaterViews of the Bay and Creek.Walk to the beach.across the street.Master on Main level with Ensuite Separate Entrance from porch to Heated pool. Soaring Cathedral ceilings in Living Room.Stairways to upper level flanking your oversize Black Granite Fireplace with White Mantle...Second floor balconies. inground heated Pool with manicured Gardens. Privet hedges and sweeping lawn . Basement walk out to the Fenced heated Pool.Garage oversized for your sportscar. Nature abounds..All types of Natural beauty and Wildlife. Stargazing in a panaramic view of the nightscape. Just a Wonderful Classic home. Year round or vacation.Too many other amenities to list.Mooring allowed on Goose Bay..
      Presented By: Carol A Bohn  631-831-2738
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 11 - 20 of 128 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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