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 117 results| view:  results per page« 1|2|3|4|5|...|last »
    • 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 OPEN HOUSE 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
      Upcoming Open House View Location
      04/20/2024 - 04/20/2024 11:00AM - 1:00PM
    • 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
    • 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 3 Full Baths
      Multi 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
    • 3485 Main Bayview Rd Southold, NY 11971
      $2,199,999
      4 Bedrooms 4 Full Baths
      Single Family For Sale ML# 3540334
      Nestled at the top of the picturesque Goose Creek, this extraordinary Southold property offers a truly remarkable waterfront lifestyle. With its breathtaking views, luxurious amenities, and meticulous attention to detail, this 4-bedroom, 4-full bath residence promises a haven of serenity and North Fork living at its finest. Welcome to your private sanctuary, where every detail has been thoughtfully designed to provide an unrivaled sense of luxury, tranquility, and a serene ambiance that will captivate your heart. The centerpiece of the exterior is the expansive wrap-around deck, a true outdoor oasis that encompasses the entire home. With multiple balconies offering panoramic views of the creek and surrounding nature, this is the perfect setting to savor morning coffee, entertain guests, or simply immerse yourself in the soothing sounds of the water. Completing the outdoor sanctuary is a gas-heated inground pool, inviting you to relax and unwind while enjoying the serene surroundings. Step inside and prepare to be enchanted by the elegance and sophistication that awaits. The dramatic 2-story entry foyer greets you with its soaring ceilings, grand staircase, and an abundance of natural light. Impeccable craftsmanship and meticulous attention to detail are evident throughout the 4000 interior square feet, creating a space that is as luxurious as it is welcoming. The heart of the home is the spacious kitchen, a culinary masterpiece designed to inspire your inner chef. Equipped with radiant heating, custom cabinetry, and high-end appliances this kitchen is a blend of style and functionality. Gather with loved ones in the adjacent dining area, where walls of windows offer captivating views of the creek, creating an idyllic backdrop for every meal. The living spaces are thoughtfully designed to provide comfort and relaxation. The living room, featuring a cozy double sided fireplace and large windows, invites you to unwind and soak in the mesmerizing water views. Glass doors seamlessly connect the interior to the wrap-around deck, allowing for effortless indoor-outdoor living and entertaining. The master suite is a private retreat, offering a serene escape from the world. With its own private balcony overlooking the creek, a spa-like en-suite bathroom, and a generous walk-in closet, this master sanctuary exudes luxury and tranquility. Additional highlights of this exceptional residence include a finished basement, offering versatile space for recreation or entertainment, and a full-sized attic with 8-foot ceilings, providing endless possibilities for expansion and customization to suit your unique needs and vision. Located in the sought-after town of Southold, this waterfront oasis offers the perfect balance of privacy and convenience. With two deeded beaches, you’ll have direct access to the sandy shores, inviting you to explore the beauty of the North Fork coastline. Enjoy the renowned wineries, farm stands, and acclaimed restaurants that grace the area, all within easy reach of your doorstep. Embrace the rich history and cultural offerings of the North Fork, while relishing in the recreational opportunities such as boating, fishing, golfing, and more. For added peace of mind, this property features an 18kw backup generator, ensuring uninterrupted power supply during any unforeseen events. Don’t miss the opportunity to own this waterfront paradise. Schedule your private showing today and embark on a new chapter of luxury and tranquility in Southold. Experience the epitome of coastal living, where every day is infused with the beauty of nature and the soothing sounds of Goose Creek. This property is NOT in a Flood Zone and Flood Insurance is not required.
      Presented By: Signature Premier Properties  631-642-2300
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 3995 Wells Avenue Southold, NY 11971
      $2,169,000
      4 Bedrooms 4 Full Baths Sq. Ft. 4100.00:# Square Feet
      Single Family For Sale ML# 3531580
      Looking for a new updated house on the water but don’t want to do the work? Come look at this newly renovated farmhouse-style residence harmoniously combines rustic charm with modern elegance, all while boasting a prime waterfront location complete with a private bulkhead , Deepwater dock and 15 feet of sandy beach off the Peconic bay. You can enjoy the serene waterfront lifestyle with a deep water dock to go fishing or just launching the paddle board. This farmhouse-style home on the North Fork represents a perfect blend of pastoral charm and modern living, offering a unique opportunity to enjoy a peaceful, waterfront lifestyle in one of the most coveted locations on the island. With its natural materials, thoughtful design, and unparalleled setting, it’s a true haven for those seeking a north fork life style. HOUSE STILL UNDER RENOVATION
      Presented By: EXP Realty  888-276-0630
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 25 Lighthouse Rd Southold, NY 11971
      $2,050,000
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 3800.00:# Square Feet
      Single Family For Sale ML# 3531072
      Just 2 blocks from historic Hortons Point Lighthouse & LI Sound, this exquisite 3800sf Nantucket style home, a 1900s farmhouse redesign, is set back 180’ from road. Mahogany front porch surrounds double entrance w/views of beautiful, perennial garden & hydrangeas. Entering, you’ll find a spacious foyer, living room, & private office. French doors lead to gorgeous stone patio, huge exotic wood deck, fire pit. Expansive first floor main suite w/huge walk-in closet & newly remodeled large en suite bath w/Carrera marble, soaking tub & shower. Second floor offers 3 generous bedrooms w/plenty of closet space, full bath, & sitting area w/balcony overlooking living room. The home features HW floors & custom woodwork throughout. Spacious farmhouse kitchen w/huge center island provides views of meticulously landscaped backyard. Formal dining room just off kitchen for entertaining. Expansive private yard, w/room for pool and distant farm views, is a secluded sanctuary.
      Presented By: Douglas Elliman Real Estate  631-298-8000
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 45845 County Road 48 Southold, NY 11971
      $1,900,000 - $2,000,000
      Mixed Use Commercial ML# 3476595
      Great opportunity to own a profitable auto repair business in Southold. Business has been around for over 30 years. Turn key operation sitting on a little over a half acre, with 4, 200 sqft of useable space. 7 bays and 3 useable lifts, with NYS Inspection machine included. 10ft overhead doors, along with a 14ft door as well. All inventory at time of sale remains. Waiting room, along with full bath. & plenty of parking. High exposure location. Too much to list. All equipment included in sale!
      Presented By: Migrate Realty LLC  631-699-5011
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 210 Arshamomaque Street Southold, NY 11971
      $1,895,000
      4 Bedrooms 3 Full Baths 2 Half Baths
      Single Family For Sale ML# 3538916
      Ready This Season in June! Welcome to the Tranquil and Highly Sought-After Community of Beixedon Estates-a Private Neighborhood Consisting of 75 Acres of Waterfront Property and Overlooking Serene Pastoral Farmland. This Hidden Gem Location Offers Two Points of Deeded Water Access!! Ideally Situated One Mile from Charming Southold Village and in Close Proximity to Greenport’s Eclectic Shops, Nightlife and Vibrant Food Scene! New Construction Deliverable 100% Turn-Key Ready for This Season w/Heated 16x32 Saltwater Pool and Convenient Pool House w/Bathroom. Expertly Crafted Floor Plan Features Over 3, 100 Sq. Ft. Over Three Levels, First and Second Floor Bedroom Suites, and Bursting With Luxury Finishes And Amenities Included - Custom Double Cabinetry Stacked To The Ceiling, Imported Italian Tile, Premium Appliances, 2 Inch Mitered Kitchen Island Countertop, 4 In. Wide-Plank White Oak Flooring Throughout, Massive 10 Ft. Ceilings on Semi-Finished Lower Level w/Egress and Outside Entrance, Plush Sod, Sprinklers and more! Pics are of model home. FInishing touches available to be customized for a very limited time!
      Presented By: Aurora Property Group  631-629-6003
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    Showing 11 - 20 of 117 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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