Southold Homes for Sale

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    Showing 31 - 40 of 307 results| view:  results per page« first|...|2|3|4|5|...|last »
    • Southold, NY 11957
      $2,900,000
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 4900.00:#
      Single Family For Sale ML# 3528746
      Welcome to 150 Hillcrest Dr N, located in Hillcrest Estates. This offering is a to be built opportunity and the images are of another Orient property that this builder wrapped up in 2023. At this point, a very similar style home can be built on this lot or the builder can be hired to do a custom build and tailor the property to a buyer’s specifications. The property is elevated, slopes gently SW and will offer sweeping farm/water-views over Orient and out to Narrow River and Long Beach Bay. More information on previous Orient projects can be provided by request or bring your plans and allow your vision for your forever home to come to life!
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Southold, NY 11952
      $2,825,000
      3 Bedrooms 1 Full Bath
      Single Family For Sale ML# 3569760
      24.2 Acre Equestrian Dream Property in the Heart of Mattituck! This beloved homestead features a white farmhouse and 5 BARNS! Property is subdividable, comprised of two lots, 4.18 acres Development Rights Intact with 244’ of main road frontage and 20 acres of DRS agricultural land. Farmland has 2 irrigation wells and natural pond. Zoned R-80. APPROVALS IN PLACE FOR COMMERCIAL RIDING ACADEMY with Town. Barn 1 is two-story 2400 sqft, 1800’s barn, restored. Barn 2 is 600 sqft built in 2015. (2) 400 Sqft Barns. Sunken sand riding ring in progress, paddocks to be built and customized. Owner is builder and can customize as residential homestead, farm winery with vineyard or complete your dream equestrian site. House is gutted and permits are pending. Property being sold as-is. Some photos are renderings or have been enhanced.
      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 11935
      $2,800,000
      2 Bedrooms 1 Full Bath
      Single Family For Sale ML# 3584002
      Iconic 1800s Barn with Modern Flair! This mid-1800s barn offers a rare opportunity to own a piece of North Fork’s rich history. Set on nearly 2.5 acres the property is a private sanctuary, featuring a lush natural perimeter of Skip Laurel and towering 16’ Leyland hedges, offering serene views and complete privacy. The barn is ready for expansion, presenting endless possibilities for customization. Bordering protected land, the property guarantees open, unspoiled views that will remain for years to come. Located in the charming hamlet of Cutchogue, minutes from the region’s best wineries, beaches, restaurants, and farmstands, this one of a kind home offers an idyllic escape. Don’t miss your chance to own this timeless North Fork treasure.
      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 11957
      $2,800,000
      6 Bedrooms 4 Full Baths 1 Half Bath
      Single Family For Sale ML# 3573568
      Orient, The Hill. Perched high on a hill above the Long Island Sound, is this exceptional offering in the coveted The Hill historic estate enclave. Authentic, classic, grand. Architectural details include 5 fireplaces, 16/1 windows, front entry door with sidelight panes. Beautiful landscape, hardscape, paths and plantings adorn this rolling 1.3 acre property. Swimming pool. 6 bedrooms 4.5 baths. Generous size rooms and waterside screened porch. Stunning sunsets. Owned by the same family for 65 years. The next one could be yours. A truly special Orient property. The possibilities are endless. Set above the stretch where the Sound meets the Bay, it doesn’t get any more North Fork than this!
      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 11952
      $2,710,000
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 3800.00:#
      Single Family For Sale ML# 3533122
      Enjoy breathtaking, panoramic water views of Mattituck Inlet and Long Island Sound from this stunning custom home. Just a short walk to the beach, this residence offers 5 bedrooms, 4.5 baths, a cozy den, and a kitchen with spectacular water vistas. The home also features a dedicated office and an impressive five-car garage-two attached and three detached. Relax on the charming porch and take in the serene surroundings. Situated on 1.6 acres, this property boasts a private tennis court and is conveniently located near the beach and boating amenities.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-288-1050
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Southold, NY 11957
      $2,699,000
      5 Bedrooms 4 Full Baths Sq. Ft. 4200.00:#
      Single Family For Sale ML# 3582494
      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)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Southold, NY 11952
      $2,599,000
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 4000.00:#
      Single Family For Sale ML# 3583718
      Experience the epitome of coastal country living in this newly constructed, quality craftsmanship waterfront home on James Creek, leading to Peconic Bay. With 80 feet of prime waterfront and approved plans for a Dock accommodating up to a 46’ boat, this home showcases a classic Hamptons Dutch roof line, Hardie cedar siding, Azek trim, along with an attached garage. The thoughtfully landscaped grounds of hydrangeas, boxwoods and seagrasses also feature a bluestone patio that surrounds a refreshing saltwater pool complete with an outdoor shower. Step inside to discover an inviting open floor plan, highlighted by generous 10-foot ceilings with crown molding, and warm 5-inch white oak floors.The gourmet kitchen with large butlers pantry boasts stunning quartz countertops, wood shaker cabinets and high end Italian Bertazzoni appliances, seamlessly flowing into the dining and living areas bathed in natural light from wall-to-wall windows and sliders. The living room, with its shiplap accent wall and gas fireplace, creates a cozy yet sophisticated atmosphere. The main level also includes a versatile formal dining room that can double as a home office, a Jr.en-suite, and a functional mudroom with laundry and a half bath, leading to the garage designed for the option of a car lift. Ascend the double wide staircase with wall moldings to the second level, where you will find a welcoming open den, a luxurious primary en-suite behind double doors with large sliders opening to a private deck overlooking the tranquil waterfront. There is a third en-suite bedroom, two additional bedrooms, another full bath and second laundry room complete this level. Surrounded by charming farm stands, exquisite wineries, beautiful beaches, and delightful restaurants, this stunning coastal home in Mattituck captures the coveted lifestyle of Long Island’s East End.
      Presented By: Coldwell Banker Reliable R E  631-288-0400
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Southold, NY 12534
      $2,500,000
      3 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3870.00:#
      Single Family For Sale ML# H6332184
      Minutes from the social and cultural center of Hudson is the quiet picturesque reprieve of Mt. Merino. Perched above the Hudson River, a lucky few get to live with the most desired view within the valley. With both river and Catskill Mountain views from every room you’re able to take in the ever-changing beauty that lies just beyond your door. Surrounding the home are three acres of park-like grounds offering secluded enjoyment and the ability to add additional structures to create the mountaintop compound of your dreams. Next to the home, on an overlook of the river, is your newly installed heated gunite pool for a never ending summer. Inside the 3, 870 sqft layout has just as much to offer as the view looking out. An 80ft expanse of western facing windows, new southern yellow pine flooring upstairs and sleek cement floors downstairs, a bedroom with a retractable wall, soapstone counter tops and radiant heating are just some of the high end qualities thoughtfully put into place. 3 Bedrooms, 4 Baths and an extra entertainment lounge space downstairs creates enough space to host all of your guests while still finding your own private area to take in a gorgeous Hudson Valley sunset every night of the week.
      Presented By: Four Seasons Sothebys Intl  518-822-0800
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Southold, NY 11957
      $2,500,000
      5 Bedrooms 4 Full Baths Sq. Ft. 4723.00:#
      Single Family For Sale ML# 3564723
      The Terry Mulford House, one of the oldest houses on Long Island, is spacious and grand on 5.8 private acres. The original Saltbox house was built around 1715 and stands today in its original (beautifully preserved) condition - with no heat, running water or electricity. Another wing was added in the 18th C and another wing added in the 19th C. - all are now connected. The additions have been fully updated with a new kitchen and baths, heat and AC split system. In the 2 newest wings there are a total of 5 bedrooms, 4 renovated full baths, a new kitchen, a 2-story ballroom, a wrap-around front porch & rear courtyard. The property is a short trip to Orient and Greenport Village, Orient State Park, marinas, sound and bay beaches. The property abuts 16 acres of town open space.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Southold, NY 11935
      $2,500,000
      5 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3160.00:#
      Single Family For Sale ML# 3555803
      New construction on 1.27 acres in Cutchogue with farm views to the front and rear. This timeless design boats over 3, 000 s.f. with five bedrooms and 3-1/2 bathrooms including a generous first floor primary suite. Open floor plan with high ceilings, private den/office adjacent to elegant entrance foyer. Completion expected in Fall 2024. All specifications/plans subject to change.
      Presented By: JC Quinn Inc  631-402-2014
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    Showing 31 - 40 of 307 results| view:  results per page« first|...|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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