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 1 - 10 of 96 results| view:  results per page« 1|2|3|4|5|...|last »
    • 1750 Hobart Rd Southold, NY 11971
      $9,275,000
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 4627.00:#
      Single Family For Sale ML# 3587614
      Welcome to a stunning, one-of-a-kind waterfront home in the highly sought-after hamlet of Southold. This custom, modern residence is perfectly situated on Town Creek, featuring 160 feet of waterfront and expansive views of Peconic Bay. It includes a private 6’ x 20’ floating dock connected by an 82’ Trex catwalk. Constructed with meticulous attention to detail, this home is built to last. It boasts high-end structural integrity, energy-efficient elements, and luxurious finishes throughout its sleek, open-concept design, encompassing approximately 4, 500 square feet of living space. The residence is flooded with natural light and showcases architectural features such as floor-to-ceiling windows, floating staircases, a bluestone-covered patio, and a walk-out lower terrace. The modern custom kitchen is adorned with ceiling-height cabinetry, luxury appliances, marble countertops, and porcelain inlays. The great room is anchored by a gas fireplace surrounded by textured porcelain. The upper-level primary suite includes a private balcony, while the main-floor junior suite offers private access to the backyard. The lower level adds 2, 000 square feet for the new owners to personalize, along with a bonus space on the top floor. The offering is complete with mature landscaping and the potential for a water-facing pool. This residence is located in the heart of the North Fork, with close access to Founders Landing Beach, wineries, farm-to-table dining, and the vibrant town atmosphere., Additional information: Appearance:Diamond, Interior Features:Lr/Dr
      Presented By: Douglas Elliman Real Estate  631-288-6244
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 580 Basin Rd Southold, NY 11971
      $5,350,000
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 5080.00:# Square Feet
      Single Family For Sale NEW ML# 815998
      Southold, Paradise Point Bayfront. Private peninsula in Paradise Point Community. Water on 3 sides with sweeping, open views across Southold Bay to Shelter Island and beyond. This unique waterfront setting includes 994 feet of shoreline and a deep-water dock in a protected boat basin. Approach this 5, 100 sq. ft. home from the circular drive. Beautiful plantings frame the entry. Step into the grand entry foyer of this 2 story, 4 bedroom, 3.5 bath Nantucket style residence, with views through the foyer and house onto the open bay. A dramatic and exquisite first impression. High ceilings, huge gracious rooms. An open first floor design, living room with wood burning fireplace. Expansive windows, glass doors and transoms allow flow to the large outside wrap around waterside porch. Incredible light, and extraordinary sunset views. Oak floors throughout. First floor sitting room with gas fireplace and an office/den alcove. Huge chef’s kitchen, with stainless appliances and granite counters, overlooking the bay and pool. Space for casual dining in kitchen, and a formal dining room overlooking the boat basin. Laundry room, one bayside en-suite primary bedroom, and an additional half bath complete the first floor. Second floor primary en-suite bedroom and sitting room with magnificent views over the pool and open bay. 2 additional large bedrooms with water views and additional full bath. The open second floor landing boasts sweeping water views. Elevator accessed by 3 floors, generator, spacious walkout basement waiting for your imagination with endless possibilities. Waterside heated pool and 2 car garage. 1.6 acres. Specimen plantings. Beautiful shoreline landscaping. If you are looking for an exceptional home and property, this is it.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 50100 County Road 48 Southold, NY 11971
      $4,495,000
      Unimproved Land For Sale ML# 3520399
      Attention Developers and Discerning Investors! Opportunity knocks with this 36-acre parcel, Development Rights in Tact, nestled in the heart of the North Fork. Ideally positioned along Arshamomack Creek with access to both County and Municipal roadways, this property offers a perfect setting for the development of either workforce housing, an exclusive residential enclave or a private estate. A generous tract of land within the R80 zone, allowing for 2-acre zoning. Close proximity to pristine beaches, renowned farmstands, and esteemed wineries. Bring your vision. (see attachments for more info.)
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 11535 N Bayview Rd Southold, NY 11971
      $4,300,000
      Unimproved Land For Sale ML# 3514107
      Rare opportunity to own this stunning 13.85 acres bay front parcel with over 450ft of secluded beach. This property boasts a depth of over 1000ft, creating a huge blank canvas to design your legacy estate. Offering scenic trails, serene ponds, and glorious sunrises. The perfect place to build your dream home and weave your everlasting story.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 465 Ripple Water Lane Southold, NY 11971
      $3,799,999
      4 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 6366.00:#
      Single Family For Sale ML# 3555160
      Welcome to your bespoke farmhouse retreat nestled in the serene beauty of the North Fork of Long Island. This custom-crafted home offers an unparalleled blend of luxury, comfort, and tranquility, enveloped by a meticulously designed landscape that creates a secluded oasis. Approaching the property, you’re greeted by a custom landscape package featuring Belgian block pathways, crushed pea gravel, and towering 20-ft established trees and shrubs, evoking a sense of timeless elegance and privacy. Exterior lighting gracefully illuminates the walkways and architectural details, while wall wash cove lighting on the masonry-covered porch casts a gentle glow over the pool area, inviting you to unwind in its serene ambiance. Step into the enclosed backyard to discover a sanctuary of relaxation and entertainment, complete with elegant blue stone paths, a spacious entertaining patio, and an in-pool lounge deck with dual umbrella stands. A mesmerizing masonry water feature adds a touch of sophistication, while the in-pool beverage bench ensures refreshments are always close at hand. The rear of the house has been thoughtfully designed with architectural elements that tell a captivating story from every angle, creating a visual masterpiece that complements the surrounding landscape. Approach the double entry wood doors to find an oversized masonry sitting porch, perfect for indulging in weekend morning coffee conversations or simply soaking in the tranquil surroundings. Inside, the home boasts luxurious amenities at every turn. Off the foyer, a large den with custom cabinetry provides a peaceful retreat, while the two-story living room serves as the heart of the home, anchored by a granite fireplace and bathed in natural light. The professional kitchen is a chef’s dream, featuring a Kohler pre-rinse faucet, a 45 inch workstation sink with sound deadening technology, and custom lighting that highlights the island and cabinet details. The open floor plan seamlessly flows into the dining space, offering stunning views of the yard, pool, and covered porch. A mudroom with slate plank floors and shoe lockers in the custom designed cabinetry leads to the laundry room, complete with a deep stainless steel sink, slide out laundry baskets for each of the four bedrooms and a pet washing station. The main floor suite boasts an elegant walk-in closet and a luxury bath fitted with a Toto washlet toilet, a freestanding soaking tub, and a roll-in shower. Upstairs, each bedroom offers ceiling details and attached bathrooms, while the custom open staircase leads to a finished basement featuring a movie theater, a home office space, and a beverage center. The walk-out basement opens to a covered cocktail patio and bluestone path leading to the pool deck. Located in a waterfront community with direct access to Goose Creek sandy beach, this home offers the ultimate retreat for those seeking luxury and tranquility on the North Fork. Don’t miss your chance to experience the epitome of North Fork living., Additional information: Interior Features:Lr/Dr, Separate Hotwater Heater:Yes
      Presented By: Century 21 Albertson Realty  631-765-3800
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 10947 N Bayview Rd Southold, NY 11971
      $3,275,000
      4 Bedrooms 3 Full Baths
      Single Family For Sale ML# 3569738
      Compound with House, Barn and 70’ Deep Water Dock in Private Marina. Water views from the backyard, kitchen and second floor bedrooms. Nestled on secluded 2+ acres in the coveted Shellfisher Preserve association near Paradise Point. Private deeded beach located down a short pathway. Bonus Space with views: 1, 800 sqft detached post-and-beam barn has 3 car garage and studio space above. The property is flanked by a spectacular deep water, tidal lagoon, maintained by the Peconic Land Trust. A traditional style home custom built, ground up, one owner. Approved as 4 bedrooms, 3 upstairs and one possible bedroom downstairs. Sundecks with water views, large master suite, two wells with state of the art filtration system. Approved site plan for 20x40 pool. Rendering shows possible location for pool.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 2335 Minnehaha Boulevard Southold, NY 11971
      $2,999,999
      4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2800.00:# Square Feet
      Single Family For Sale ML# 810320
      Step into a world of endless summer at this quintessential Nantucket-style cedar shake home, perfectly sited with expansive views of the Peconic bay and Corey creek. With its charming Dutch doors and expansive upper and lower decks, you’ll be invited to soak in the refreshing sea breezes and panoramic waterside vistas along with views of your private dock across the street, deep enough for a 66’ boat. Embrace your love for the water with riparian rights and a private dredging permit valid for 10 years, ensuring your dock remains in prime condition. A waterside storage shed keeps all of your water toys, from paddle boards to kayaks, within easy reach and protected. Inside, the open floor plan connects a gourmet kitchen to a cozy living room with a built-in wet bar, all overlooking the water. Originally designed as a main floor Mastersuite, the home’s addition now serves as a golf simulator room, adding a playful twist to luxury living. Upstairs offers another Mastersuite option as well as 2 additional bedrooms, laundry, plenty of storage, and a full bath. For those moments when you seek tranquility, multiple decks, patios, and a private man-made beach on Corey Creek offer serene spots to unwind. Alternatively, the natural beach of the Laughing Waters homeowners association on the bay provides an idyllic setting for relaxation, where the sounds of the residents laughing epitomize the joyous community spirit. This property is not just a home; it’s a lifestyle, where every day feels like summer camp. Perfect for those who cherish waterfront living, active recreation, and the simple joys of nature, 2335 & 2480 Minnehaha Blvd is a dream come true. Don’t miss the chance to make this enchanting retreat your own and create memories that will last a lifetime.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 20210 Soundview Avenue Southold, NY 11971
      $2,850,000
      4 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 4671.00:#
      Single Family For Sale ML# 3592723
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 47100 Route 25 Southold, NY 11971
      $2,699,000
      6 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 3630.00:#
      Single Family For Sale ML# P1439478
      Welcome to Vine & Sand, cleverly Re-imagined and Restored in 2023! A Truly Authentic North Fork Farmhouse! Step up across the expansive covered Front Porch and enter the Elegant Entry Hall featuring wonderfully Preserved, Decorative Wood Floors. As you pass through the hall, you’ll admire the original 19th Century Bannister rising up along the Front Staircase. Continue into the Cozy Parlor featuring a Wood-burning Fireplace, accented by the Marble Mantelpiece. Tucked away in the adjacent service nook is the guest refrigerator. Take a moment to imagine sinking into the Sophisticated Country Ambiance enjoying a favorite vintage from one of the many award-winning wineries located within less than a mile. Look forward with delight, to dining and dancing in the adjacent spacious Great Room, a Large, Airy Space currently utilized as both the art vs Art Salon, exhibiting fine work by renowned artists, and as the Breakfast Room for guests. The spacious 6 Bedroom, 5 1/2 Bath home includes: 3 Beautifully Detailed Ensuite Guest Rooms, including one on the Main Level, plus a 4th Guest Room with a dedicated, hallway Guest Bathroom. The 4 Guest Rooms are situated in the Front of the House. Continue your tour on the main level, and pass through the original Vintage Swinging Door and enter the Back of the House, with its modern Island-style Kitchen featuring 2 ovens, 2 dishwashers, refrigerator-freezer with craft ice-maker, induction cooktop and 2 convertible refrigerator-freezers in the pantry. Pass through the Mudroom/Laundry area, with 2 sets of stackable washers/dryers, to the living area of the innkeeper’s suite, including a Family Room, Powder Room, and private access to the outside, owner’s Parking Area, the storage Shed and the Garden/Pool/Spa area. Up the Back Staircase you’ll find the Spacious Primary Suite including an Oversized Bedroom fit for a King with Sitting Area, plus a Separate Bedroom/Office and the Primary Bathroom with Shower and Soaking Tub. This iconic property, selected for the Northforker’s Dream Home feature story, offers a lovely 18’ x 38’ heated Gunite Pool with Spa area, Bluestone Patio Surround with Pergola, Outdoor Shower, and separate Fire Pit gathering area. There is Plenty of Parking for Guests, Privacy Fencing, Front Hedging, a Storage shed, plus ample Lawn Space for Games, Gardening and/or Pet play. The solar-panel roof system provides much of the electrical energy in the fully air-conditioned residence, while also providing peace of mind with a substantial back-up Sonnen battery system. Mini-Split AC/Heat units allow individual climate control in the primary and guest bedrooms. Enjoy this convenient location which is an easy distance to enjoy your Park District Beach Rights at the South Harbor Beach. Just down the road are the charming shoppes and eateries at Southold’s village center and the Historic, Maritime Village of Greenport is a few minutes drive east. Please inquire about the additional offering of the BNB contents.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
    • 2375 Laurel Avenue Southold, NY 11971
      $2,495,000
      4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 3960.00:# Square Feet
      Single Family For Sale ML# 814068
      The Laurel Collection by Marrcon. New Luxury Construction located in the heart of The North Fork hamlet of Southold. Situated on .80 acres & boasts 3, 960SF of living space w/ 4 bedrooms & 4.5 baths & combines clean lines of modern design w/ the allure of the Hamptons. This home comes w/ cedar shake siding & a stucco accented stair tower that makes the grand foyer rise into the second story. Enjoy two first-floor primary bedroom suites w/ generous walk-in closets and private access to the masonry patio opening to the backyard pool and garden. The great room has a gas fireplace & is open to the well-appointed Kitchen which includes custom inset cabinets, marble countertops & high-end GE Monogram appliances with a wet bar. The second floor has 2 ensuite bedrooms & also a beautiful family room & wet bar w/ access to a large balcony w/ stone fireplace overlooking the backyard. The backyard features a 20X40’ heated gunite saltwater pool w/ Napa Stone marble patio & extensive landscaping.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 765 5333, or  Email: Beninati Associates Real Estate
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    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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