Southold Homes For Sale

    to
     
     
     
    Property Criteria
    Features
    •  
    Display Tools
    Search

    72  properties match your search;

    Save Search
    Showing 1 - 10 of 72 results| view:  results per page« 1|2|3|4|5|...|last »
    • Mattituck, NY 11952
      $7,500,000
      5 Bedrooms 3 Full Baths 2 Half Baths Sq. Ft. 4835.00:# Square Feet
      Single Family For Sale ML# 3513901
      A long winding driveway rises to this spectacular 56 acre property and beautifully built five bedroom 3.1 bath home. Commanding unsurpassed views of preserved land and LI Sound beyond- breathtaking! Here you will always have a captivating setting of peaceful pastoral beauty from all directions. The pristine well cared for home has nearly five thousand feet of living area- a grand foyer, spacious living room- perfect for entertaining. The first floor primary ensuite has a fireplace and sitting area with stunning views, The formal dining room opens to the granite chef’s kitchen and there is also a huge four season sunroom with fireplace. Three more bedrooms on the first floor, plus cozy den. Upstairs is an additional bedroom, studio, and bath with both inside and outside entrances- perfect for additional guest area. Enjoy the spectacular views by one of the 4 fireplaces in this home, or outside by the fire pit at sunset. A stones throw to Bailies Beach, and close to wineries, farm to table restaurants, and Love Lane. A historic barn, and possible working farm with large greenhouses as well. This huge property can also serve as your dream equestrian setting. 48 acres have been preserved and 8 acres have development rights in tact. No other Long Island property comes close! Frontage on two of the most beautiful roads on the North Fork- this property is truly special.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • East Marion, NY 11939
      $6,000,000
      5 Bedrooms 4 Full Baths
      Single Family For Sale NEW ML# 3548818
      Welcome to your Bay Front paradise on the North Fork! This home has every aspect of beach living. Incredible views of Bug Light and Shelter Island. Two lots comprising 1.38 acres and over 286 feet of expansive sugar sand beach. Featuring an open gracious floor plan. 5 bedrooms, 4 baths, wraparound porch, outdoor shower, waterside gunite pool, outdoor kitchen area, a garage that houses a gym, living loft area and a full house generator! The additional lot has a building envelope for a 2700+ square foot home. The beauty of all of this and located in Flood Zone X! Surrounded by North Fork renowned farm stands, restaurants, beaches, marinas, boating, award winning wineries and great shopping.
      Presented By: Corcoran  631-848-7730
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 2503 Camp Mineola Ext Mattituck, NY 11952
      $5,750,000
      $5,250,000
      3 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3450.00:# Square Feet
      Single Family For Sale PRICE REDUCED ML# 3484887
      This Bay front estate is absolutely spectacular! Over 1.5 acres, 132 feet of sugar sand beach and endless, incredible views. An eat-in-kitchen that overlooks your pool, pool house and private beach with Viking appliances and full wine fridge, living room with a gas fireplace, den/flexible space and a laundry room. 3 BR, 3.5BA including a primary suite with a bayside balcony, fireplace, spa-like bathroom with radiant heated floors, double water closets, gym and walk-in closet. Outside you have a pool house with living space and half bath, 20 x 40 heated waterside pool, driving range & putting green, outdoor shower, beach and Bay access from your backyard, and a whole house generator. Steps from Strong’s Marina and near all the North Fork has to offer... This is a must see!
      Presented By: Corcoran  631-848-7730
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 15105 Oregon Rd Cutchogue, NY 11935
      $4,950,000
      6 Bedrooms 8 Full Baths 1 Half Bath Sq. Ft. 7000.00:# Square Feet
      Single Family For Sale ML# 3533040
      Please note that the above-referenced price reflects the Reserve Price for the property, which is being marketed for sale by luxury private auction. Bidding is open now through Tuesday, May 21st. Seller reserves the right to accept or reject bids. 5% Buyer’s Premium. Additional terms apply. Please visit Paramount Realty USA’s website for more details. Immerse yourself in the pinnacle of luxury at this meticulously designed modern masterpiece nestled in North Fork Wine Country. Spanning 7, 000 square feet, this home showcases state-of-the-art amenities such as opulent bath fixtures, LED lighting, and Carrara marble countertops. With grand 14-foot ceilings and expansive sliders leading to captivating outdoor entertainment spaces featuring a gunite swimming pool and sunken fire pit, every detail is tailored for unforgettable gatherings. Powered entirely by solar energy, this residence seamlessly blends sustainability with sophistication. The expansive back lot presents an ideal opportunity for an equestrian barn, culminating in a haven of refined living.
      Presented By: Long Island Homes & Horse Prop  631-979-2965
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 14990 Oregon Rd Cutchogue, NY 11935
      $4,500,000
      4 Bedrooms 4 Full Baths 2 Half Baths Sq. Ft. 5465.00:# Square Feet
      Single Family For Sale ML# 3539723
      Located on bucolic Oregon Road, in the heart of wine country. This homestead has 2 acres of vines and incredible vineyard views, a large agricultural barn and is surrounded by development rights sold land. A true chef’s kitchen, 4 spacious bedrooms, 4 bathrooms, 2 half baths, 2 laundry rooms, large living room, and a gorgeous sunroom leading out to a spectacular 40’x25’ heated gunite pool with a slate patio and built-in BBQ, full basement with a wine cellar, and to top it all off, an incredible 8 car garage with an apartment that has a fireplace. You will never want to leave!
      Presented By: Corcoran  631-848-7730
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • Laurel, NY 11948
      $3,500,000
      3 Bedrooms 3 Full Baths 1 Half Bath
      Single Family For Sale ML# 3541721
      Welcome to waterfront luxury living at its finest! This stunning custom-built home offers unparalleled panoramic views of the Peconic Bay that will leave you breathless. With 3/4 bedrooms and 3.5 baths, including a luxurious primary suite complete with a private balcony overlooking the bay, every corner of this home exudes comfort and luxury. Step inside to discover a spacious and thoughtfully designed layout, highlighted by oversized windows that flood the home with natural light and showcase the mesmerizing water views. The open floor plan is perfect for entertaining, with a chef’s kitchen featuring top-of-the-line appliances including a Wolf range and Sub Zero refrigerator, seamlessly flowing into the inviting great room with a wood-burning fireplace, dining area, and naturally stained hardwood floors throughout. Upstairs, the primary bedroom boasts its own fireplace, en-suite bathroom, an abundance of closets, and stunning water views from the private balcony. Two additional bedrooms and one shared bathroom provide ample space for family and guests. The lower level features a game room, gym, wine storage, ample storage space, laundry, and utilities. Additional storage can be found in the loft above the two-car garage. Outside, professionally designed and maintained grounds await, with a sprinkler system, outdoor shower, and a security system. Perfectly designed for year-round enjoyment, just minutes away from Love Lane, amazing restaurants, local farm stands, and North Fork wineries.
      Presented By: Douglas Elliman Real Estate  516-921-2262
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 290 Windward Rd Orient, NY 11957
      $3,499,999
      5 Bedrooms 4 Full Baths Sq. Ft. 4200.00:# Square Feet
      Single Family For Sale ML# 3533473
      This modern custom-built home, spanning 4200 square feet, is a masterpiece of architectural design, meticulously crafted with thoughtful details at every turn. Situated in the serene landscape of the North Fork, this property boasts breathtaking views that will captivate and inspire. Upon entering, you’re greeted by an open pavilion like great room maximizing natural light and panoramic vistas. The interior features sleek lines, high ceilings, and premium finishes, creating a contemporary yet inviting atmosphere. The kitchen is a chef’s dream, equipped with state-of-the-art, energy-efficient appliances that make cooking a joy. With ample counter space, custom cabinetry, and a spacious island, it’s perfect for both intimate dinners and entertaining guests. The tranquility of the North Fork surrounds this home, offering a peaceful retreat from the hustle and bustle of everyday life. Whether you’re lounging on the expansive patio, taking a dip in the pool, or strolling down to the Long Island Sound, you’ll find serenity and relaxation at every turn. Beyond the property’s boundaries, the North Fork offers an array of attractions to explore. From stunning beaches and charming farms to world-renowned vineyards, fine dining establishments, and boutique shopping, there’s something for everyone to enjoy. This architectural gem combines luxury, functionality, and natural beauty to create an unparalleled living experience. Whether you’re seeking a tranquil retreat or a sophisticated entertainer’s paradise, this custom-built home is sure to exceed your expectations.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 35950 Main Rd Cutchogue, NY 11935
      $3,499,000
      4 Bedrooms 2 Full Baths Sq. Ft. 1500.00:# Square Feet
      Single Family For Sale ML# 3540145
      **Billard-Tuthill House: A Historic Boutique Vineyard Estate** Step Into A Timeless World Of Charm And Elegance At The Billard-Tuthill House, A Historic Farmhouse Dating Back To Pre-1858 Nestled Amidst 17.5 Acres Of Pristine, Sun-Drenched Cutchogue Land In The Sunniest Spot In New York State. This Exquisite Estate Combines The Allure Of A Boutique Vineyard With The Promise Of A Family Compound Offering A Legacy Property That Is Truly Unparalleled. As You Wander Through The Fertile Soils And Lush Vineyards That Stretch As Far As The Eye Can See, You’ll Be Captivated By The Beauty And Tranquility Of This Enchanting Landscape. The Development Rights Intact Land Provides Endless Possibilities For Expansion And Customization Allowing You To Create Your Own Piece Of Paradise In The Heart Of Wine Country. The Lovingly Restored Historic Farmhouse Exudes Warmth And Character At Every Turn. From The Original Hardwood Floors To The Handcrafted Woodwork, Every Detail Tells A Story Of A Bygone Era. With Multiple Bedrooms, Cozy Living Spaces, And A Gourmet Kitchen, This Is The Perfect Place To Create Lasting Memories With Family And Friends. Outside, The Sprawling Grounds Offer A Wealth Of Opportunities For Outdoor Recreation And Relaxation. Take A Stroll Through The Woodlands In The Distance, Enjoy A Picnic Among The Vines, Or Simply Unwind On The Patio As You Take In The Panoramic Views Of The Surrounding Countryside. With Two Road Frontages And A Barn Ripe For Your Vision, This Property Offers Endless Possibilities For The Discerning Buyer. Whether You Dream Of Crafting Your Own Vineyard Estate, Creating A Multi-Generational Sanctuary, Or Simply Escaping The Hustle And Bustle Of City Life, The Billard-Tuthill House Offers The Perfect Blend Of History, Charm, And Natural Beauty.
      Presented By: Thomas J McCarthy Real Estate  631-765-5815
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 18625 Main Rd Mattituck, NY 11952
      $3,450,000
      3 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3494897
      Restored and rejuvenated. This beloved 24 acre North Fork homestead features a charming white farmhouse with 3 bedrooms, 2 bathrooms (to be renovated or can build to suit) on 24 acres with 5 accessory buildings. 4 barns and a 2 car garage. Barn 1 is a 2, 400 Square Foot, 2 Story Barn (50x30), Barn 2 is 20x30 single story built in 2015 and two 400 sqft accessory barns. This farm features two lots, 4.18 acres with 244’ of main road frontage and 20 acres of DRS agricultural land with 2 irrigation wells. Zoned R-80, the front 4 acres can be subdivided into 2 parcels and there is an approved commercial use of riding academy for the equestrian buyer. Owner is builder and will customize as residential, farm winery with vineyard or equestrian site. Room for pond, pool, tennis, pickleball or sunken riding ring and stables.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 13555 New Suffolk Avenue Cutchogue, NY 11935
      $3,399,000
      7 Bedrooms 6 Full Baths 4 Half Baths
      Single Family For Sale NEW ML# 3549432
      Escape to paradise at this stunning waterfront home nestled on 8.9 acres of land along West Creek, providing access to the beautiful Peconic Bay. This remarkable property offers deeded beach rights just steps away and is situated in a serene setting that is simply irresistible. With seven generously-sized bedrooms, each featuring its own private ensuite bathroom, there is plenty of space for relaxation and privacy. The culinary kitchen is a chef’s dream, boasting a spacious layout that is perfect for entertaining. In addition, the property features a 32-foot indoor pool, complete with an exhilarating water park slide and a soothing hot tub, ensuring year-round entertainment. Whether you’re taking a break from remote work or winding down after a long day, the porch with fireplace is the perfect spot to gather with friends and family, while enjoying the breathtaking views. Speaking of views, nearly every room in this home offers captivating waterviews, allowing you to fully immerse yourself in the natural splendor that surrounds you. Outdoor activities abound, with opportunities for golfing and tennis at the nearby country club, as well as swimming, fishing, and kayaking right from your own backyard. This property also presents an excellent opportunity for a bed and breakfast, with its spacious layout creating an inviting retreat for guests. Immerse yourself in the tranquility and natural beauty of this incredible waterfront home, and experience a lifestyle that seamlessly combines luxury, comfort, and the wonders of nature. This home also features an expansive great room, multiple fireplaces, a theatre room, a gym and has potential for an inground pool and pickleball court. Truly a gem of the North Fork!
      Presented By: Engel & Volkers North Fork  631-298-7953
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    Showing 1 - 10 of 72 results| view:  results per page« 1|2|3|4|5|...|last »

    Contact Us

    Submit