Southold Homes for Sale

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    Showing 1 - 10 of 311 results| view:  results per page« 1|2|3|4|5|...|last »
    • Southold, NY 11958
      $35,500,000
      11 Bedrooms 10 Full Baths 6 Half Baths
      Single Family For Sale ML# 3590171
      INDIAN NECK FARM: UNPARALLELED - UNRIVALED - UNSURPASSED Nestled along a deep-water creek on the North Fork of Long Island lies a once-in-a-lifetime, 148-acre waterfront estate. The perfect sanctuary for you and your guests to escape the frantic pace of everyday life. This extraordinary legacy assemblage is also refuge for an abundance of wildlife, including quail, pheasant, songbirds, owl, and red-tailed hawks. Spring and Summer offer some of the best fishing on the Island. Simply leave from your 60’ floating dock located on a sheltered cove along the east end of the property, which also has the designation from New York State, to harvest shellfish on a year-round basis. There is a 60-acre certified organic farm which includes a chef’s variety garden, an attached apothecary and greenhouse. The latest infrastructure includes solar technology, state-of-the-art cooling, vegetable washing and packing equipment. 20 acres of pasture for production and resident animals completes your farm to table experience. Lifestyle activities you and your guests can expect range from a short game golf course, full practice putting green, simulator barn, tennis, swimming, hunting, and fishing. A state-of-the-art fitness and wellness barn, include a Pilates reformer, indoor cycling with a video wall, free weights and strength training equipment, a hyperbaric chamber, cryo-unit, ColdTub, infrared sauna and more. Indian Neck Farm accommodations offer the ultimate in privacy and unsurpassed comfort. Unplug, relax and simply be, uninterrupted. Rustic simplicity and extraordinary luxury offer a unique and memorable experience. Nature is the backdrop and sets the tone for you and your guests. Blending comfort and style, with multiple ensuite guest rooms, common areas, and fireplace lounges. Enjoy exceptional meals from the main house gourmet kitchen or make pizzas in your pizza oven at the poolside covered bar and grill. Indian Neck Farm, make this your dream come true. This Could Be You!
      Presented By: Corcoran  631-765-1300
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Southold, NY 11935
      $12,000,000
      6 Bedrooms 5 Full Baths 3 Half Baths Sq. Ft. 9000.00:#
      Single Family For Sale ML# 3587632
      This meticulously restored Gilded Age shingle-style home presents a rare opportunity to own one of the few remaining large, turn-of-the-century North Fork summer estates. Spanning over 10, 000 sq. ft. on 140 feet of pristine bayfront with a private sandy beach, the main residence seamlessly blends period architecture with modern luxury. Every detail, down to the doorknobs and hardware, has been meticulously curated, resulting in a warm and classic home anchored in refinement and exceptional craftsmanship. Perfect for both grand entertaining and intimate gatherings, expansive living spaces feature soaring ceilings, multiple fireplaces, and thoughtful design moments throughout. Highlights on the first floor include a large waterside living room and dining room with charming fireplace alcoves, a sprawling chef’s kitchen with breakfast room and handsome butler’s pantry, a dedicated flower-cutting room with custom marble sink, and an enormous screened-in outdoor sitting porch complete with an outdoor dining room and kitchen. The second floor houses the large primary suite with an ensuite bath, extensive walk-in closets, a dressing room, and a cozy sitting room with an oversized fireplace. The balance of the second and third floors includes five additional waterside bedrooms, a library, an office, multiple wet bars, a laundry room, and 5 baths with steam showers and soaking tubs. Outside, lush perennial gardens and hedged lawns surround the property. A beautiful, private gunite pool sits on the waterside, offering a serene oasis with sweeping water views. A charming carriage house adds further versatility, featuring a great room, home theater, and gym. The estate also includes a historic icehouse, preserving its rich legacy. Whether sitting by the bay, hosting holidays, or enjoying movie nights in the theater, this extraordinary property promises a lifestyle of elegance and tranquility.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • 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.
      Presented By: Douglas Elliman Real Estate  631-288-6244
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Southold, NY 11952
      $7,500,000
      5 Bedrooms 3 Full Baths 2 Half Baths Sq. Ft. 4835.00:#
      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)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Southold, NY 12534
      $7,330,000
      7 Bedrooms 7 Full Baths 1 Half Bath Sq. Ft. 6000.00:#
      Single Family For Sale ML# H6312196
      Unsurpassed opportunity. Private family compound or pampering hospitality venue minutes from downtown Hudson!. Exquisite estate on 100 park-like acres with historic 6000SF manor house, 2100SF guest cottage and a cavernous 7, 000 SF Barn structure. History shows that the famed Hudson River artist Frederic Church participated in the siting and construction of this impressive house which is a located near his own renowned masterpiece, Olana. The manor is an elegant, three story, stick style home with Catskill Mountain views and sunsets right out of the paintings themselves . Lovingly restored, the house has 7-Bedrooms (all with ensuite baths), spacious wrap around porch, floor to ceiling double front doors, impressive foyer with sweeping mahogany staircase, soaring 15 foot ceilings, hardwood floors and a swoon-worthy dining room off the foyer with a carved working fireplace, floor to ceiling windows, the largest is a Western facing mammoth plate glass window offering a masterpiece Catskill Mountain view. The kitchen is large and features a preserved red brick fireplace with woodbox. The first floor has high ceiling parlor rooms for libraries, music or winter gathering by a fire. There is a primary bedroom on the first floor wing with spa-worthy ensuite bathroom. This recently added wing provides an ADA compliant entrance off of a deck with a ramp. The storybook Guest Cottage, constructed in 2002, is ideal for caretaker or additional house guests, features a large open floor plan with 2-bedrooms each one with an ensuite baths. The easily customizable Pole Barn building offers endless opportunities as an entertainment venue, restaurant, private sports arena, gymnasium, art gallery space, vintage car collection display, etc. The long, winding entrance drive uphill leads to captivating walking trails, protected woodlands, picturesque stone walls and sweeping views in all directions. A mere two hours from New York City and minutes from the creative and entrepreneurial excitement of Hudson, New York and the Amtrak station. If you’re in need of a private compound with room to grow that is steeped in the rich history of the Hudson Valley, this is a gem. It’s reputation as a boutique hotel and wedding hospitality venues make it a strong choice to further grow a branded experience . And, the 100-acre parcel provides the perfect canvas for added expansion and development near Hudson!
      Presented By: Houlihan Lawrence, Inc  
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Southold, NY 11952
      $6,895,000
      5 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3800.00:#
      Single Family For Sale ML# 3562280
      Luxury waterfront estate, perfectly situated overlooking the Peconic Bay, provides grand views with a custom built residence, complete with guest cottage, private beach, sun deck, and covered porch. Features include premium finishings and detailed wood work, an open floor plan, gourmet kitchen, and a main floor primary ensuite with water-views and porch access. Two well adorned bedrooms upstairs, full bath and recreation room all have water views and great natural light. Guest cottage is outfitted with an eat in kitchen, two bedrooms, living room and full bath. Outdoor patio and private parking provide privacy for family and guests. Mature and manicured landscaping, ample room for a pool. Experience all the North Fork and East End has to offer with this one-of-a-kind offering.
      Presented By: Douglas Elliman Real Estate  631-288-6244
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Southold, NY 11952
      $5,800,000
      5 Bedrooms 5 Full Baths 2 Half Baths
      Single Family For Sale ML# 3570923
      Introducing an exceptional bayfront residence boasting 370’ of pristine waterfront in one of the North Fork’s most coveted locales. This exquisite home offers unparalleled elegance and convenience, with breathtaking panoramic views from nearly every room. Meticulously renovated in 2014 using the highest quality materials, the attention to detail and design is unmatched. Upon entry, there are breathtaking water views, and the foyer opens to a magnificent great room with 10ft ceilings and glass sliders to a huge waterside wraparound deck that has amazing sun exposure or can be shaded by the electric awning. The great room, equipped with a wet bar, ice maker, and wine cooler is ideal for entertaining guests in style. This home features five spacious ensuite bedrooms, including a stunning primary suite with a grand luxury bath and an elegantly appointed dressing room/closet area. The open and expansive gourmet kitchen is a chef’s dream, complete with quartz countertops and top-of-the-line appliances. Spread across three luxurious floors with over 7000sf of living space, this residence has a fully finished basement with a half bath and an elevator that services all levels. Additional amenities include two laundry rooms, a Generac generator, an outdoor hot & cold shower with a lit dressing room, indoor and outdoor speakers and a Sonos system. The property also boasts over an acre of property, a private dock with an aluminum ramp and floater, access to a private association beach, and extensive, meticulously landscaped grounds complete with irrigation system and landscape lighting throughout. Rarely does one encounter such an extraordinary blend of quality, comfort and luxury as found in this spectacular custom-built home. Too many features to list. Must be seen in person to truly appreciate! NOT in a flood zone.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Southold, NY 11971
      $5,350,000
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 5080.00:# Square Feet
      Single Family For Sale ML# 3563000
      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. 1.8 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)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Southold, NY 11939
      $5,350,000
      5 Bedrooms 4 Full Baths Sq. Ft. 4455.00:#
      Single Family For Sale 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. Over 1 acre and 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 beauty of all of this and located in Flood Zone X! Additional land lot available for separate purchase. Surrounded by North Fork renowned farm stands, restaurants, beaches, marinas, boating, award winning wineries and great shopping.
      Presented By: Corcoran  631-765-1300
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Southold, NY 06390
      $5,200,000
      1 Bedroom 2 Full Baths 1 Half Bath Sq. Ft. 4744.00:#
      Single Family For Sale ML# 3561587
      Discover the Glass House. An architectural marvel on Fishers Island, designed by Tom Phifer to blend seamlessly with its lush surroundings. This steel-and-glass home, with unobstructed views of Fishers Island Sound, stands on the site of a former colonial home. The garden, designed by Morgan Wheelock and enhanced by Thomas Armstrong, features vibrant Japanese irises and 150, 000 daffodils. Phifer’s design emphasizes transparency, allowing the house to blend into the landscape. The home’s steel frame complements the maritime blues and grays of the Sound. A water feature flows through the house, enhancing the connection between the structure and the garden. The primary bedroom, dappled with light, offers views of the meticulously manicured garden. Inside, the house is a masterpiece of minimalism, with walls that don’t touch the exterior, creating uninterrupted views. The exterior canopy of aluminum tubes blocks direct sunlight, ensuring comfort and beautiful soft light. The interior features six skylights and minimal doors, emphasizing the peaceful expanse of the space. This property, a sanctuary of art, architecture, and nature, offers a serene retreat on exclusive Fishers Island, accessible only by ferry, boat, or plane. Experience unparalleled living in this harmonious blend of design and natural beauty.
      Presented By: William Raveis Hamptons LLC  203-216-2194
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    Showing 1 - 10 of 311 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 Andrew Stype Realty Inc are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers.

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