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Southold Real Estate

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    Showing 51 - 60 of 371 results| view:  results per page« first|...|4|5|6|7|...|last »
    • This quintessential vintage farmhouse is the epitome of old-world charm meets modern sophistication! Sited on 1.5 acres of park-like property and lovingly renovated with thoughtful additions including a heated saltwater gunite pool, electric pool cover, pool house with an outdoor fireplace, outdoor kitchen with a Gaucho grill and sink, a separate office studio, 3 bedrooms and 3 bathrooms. Plenty of room for expansion and incredible lush landscape designed with each season in mind and tons of privacy. Southold Park District beach rights, A quarter mile to Horton’s Lighthouse beach, 1 mile to McCabe’s beach and a short stroll to downtown Southold! This is your sunshine on a cloudy day! 37
      Southold, NY 11971
      $2,450,000
      3 Bedrooms 3 Full Baths
      Single Family For Sale ML# 3556367
      This quintessential vintage farmhouse is the epitome of old-world charm meets modern sophistication! Sited on 1.5 acres of park-like property and lovingly renovated with thoughtful additions including a heated saltwater gunite pool, electric pool cover, pool house with an outdoor fireplace, outdoor kitchen with a Gaucho grill and sink, a separate office studio, 3 bedrooms and 3 bathrooms. Plenty of room for expansion and incredible lush landscape designed with each season in mind and tons of privacy. Southold Park District beach rights, A quarter mile to Horton’s Lighthouse beach, 1 mile to McCabe’s beach and a short stroll to downtown Southold! This is your sunshine on a cloudy day!
      Presented By: Corcoran  631-765-1300
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Just Completed, 100% Turnkey and Fully Furnished New Construction by Premier Builder with First and Second Floor Primary Bedroom Suites Located within East Marion’s Most Exclusive Multi-Million Dollar Development Enclave. Location, Location, Location...Just a Couple of Blocks from the Private Stars Road Beach! Imagine Spending the Holidays and Creating Memories for Years to Come in This Exquisite Estate Home Overflowing with Ultra-Luxury Finishes - Showcased in a Light-Filled Open Concept Design Perfect for Entertaining Family and Friends. The Expertly Crafted Floor Plan Spans Over 4, 400 Sq. Ft. Highlighted by Custom Double Cabinetry Imported from England, 2 Inch Mitered Edge Caesarstone Countertop Island, Artisan Black Staircase Railing Integration, Rare 9-inch-Wide Plank White Oak Flooring, Handcrafted and Expertly Milled Lifestyle Wall, Chef Grade Appliances in Artistic Gourmet Kitchen, Dipped Cedar Shake Siding and more!! The Massive Semi-Finished Lower Level Boasts 10 Ft. volume Ceilings, Chic Flooring, Hi-Hat Lighting, 3 Egress Windows, and an Outside Entrance. Expansive 1 Acre Property Features a 20x40 Heated Saltwater Pool, Spacious Sandstone Patio, Fully Fenced Yard w/Cedar Gates and Cedar Accents and Fully Sodded Front and Backyard w/Irrigation. Synergistic Expandable Smart Hub Easily and Remotely Controls Alarm, Doorbell Camera, and Temperature. Electric Vehicle Charging Station and Custom Navy Shiplap Mudroom Highlight the Oversized Garage. Every Detail and Luxury Infusion Were Thoughtfully Considered and Generously Awarded - Resulting in a Perfect Blend of Modern Design and Rustic Charm. Enjoy the Award-Winning Wineries, Restaurants, and Boutique Shops that the North Fork is Famous For. A Truly World Class Lifestyle Awaits! 23
      Southold, NY 11939
      $2,350,000
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 4400.00:#
      Single Family For Sale ML# 3590402
      Just Completed, 100% Turnkey and Fully Furnished New Construction by Premier Builder with First and Second Floor Primary Bedroom Suites Located within East Marion’s Most Exclusive Multi-Million Dollar Development Enclave. Location, Location, Location...Just a Couple of Blocks from the Private Stars Road Beach! Imagine Spending the Holidays and Creating Memories for Years to Come in This Exquisite Estate Home Overflowing with Ultra-Luxury Finishes - Showcased in a Light-Filled Open Concept Design Perfect for Entertaining Family and Friends. The Expertly Crafted Floor Plan Spans Over 4, 400 Sq. Ft. Highlighted by Custom Double Cabinetry Imported from England, 2 Inch Mitered Edge Caesarstone Countertop Island, Artisan Black Staircase Railing Integration, Rare 9-inch-Wide Plank White Oak Flooring, Handcrafted and Expertly Milled Lifestyle Wall, Chef Grade Appliances in Artistic Gourmet Kitchen, Dipped Cedar Shake Siding and more!! The Massive Semi-Finished Lower Level Boasts 10 Ft. volume Ceilings, Chic Flooring, Hi-Hat Lighting, 3 Egress Windows, and an Outside Entrance. Expansive 1 Acre Property Features a 20x40 Heated Saltwater Pool, Spacious Sandstone Patio, Fully Fenced Yard w/Cedar Gates and Cedar Accents and Fully Sodded Front and Backyard w/Irrigation. Synergistic Expandable Smart Hub Easily and Remotely Controls Alarm, Doorbell Camera, and Temperature. Electric Vehicle Charging Station and Custom Navy Shiplap Mudroom Highlight the Oversized Garage. Every Detail and Luxury Infusion Were Thoughtfully Considered and Generously Awarded - Resulting in a Perfect Blend of Modern Design and Rustic Charm. Enjoy the Award-Winning Wineries, Restaurants, and Boutique Shops that the North Fork is Famous For. A Truly World Class Lifestyle Awaits!
      Presented By: Aurora Property Group  631-629-6003
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Discover the perfect blend of modern style and natural beauty in this renovated Contemporary creek front home. Relax by the heated gunite pool and hot tub, paddle on the creek from your own dock, and enjoy al fresco dining under the stars. Surrounded by mature landscaping on .73 acres, this waterfront home offers privacy and seclusion. Inside, you’ll discover a cozy wood-burning fireplace, an open floor plan, perfect for entertaining guests and a first floor guest bedroom. Upstairs, the two ensuite bedrooms offer a private retreat with waterside balconies, providing stunning views of the serene surroundings. 35
      Southold, NY 11935
      $2,300,000
      3 Bedrooms 3 Full Baths Sq. Ft. 1800.00:#
      Single Family For Sale ML# 3583141
      Discover the perfect blend of modern style and natural beauty in this renovated Contemporary creek front home. Relax by the heated gunite pool and hot tub, paddle on the creek from your own dock, and enjoy al fresco dining under the stars. Surrounded by mature landscaping on .73 acres, this waterfront home offers privacy and seclusion. Inside, you’ll discover a cozy wood-burning fireplace, an open floor plan, perfect for entertaining guests and a first floor guest bedroom. Upstairs, the two ensuite bedrooms offer a private retreat with waterside balconies, providing stunning views of the serene surroundings.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • This extraordinary estate-like property offers a lifestyle of unparalleled grandeur and tranquility. Nestled on 1.06 acres backing up to preserved land, the property features a grand main house, a newly constructed separate cottage, multiple garages, and a stunning in-ground pool. The main house boasts 4 bedrooms, 2.5 baths, an office/flex room, and spacious living areas perfect for entertaining. A welcoming oversized wrap-around porch leads to a spacious interior with a cozy ambiance set with gas fireplaces. Upgraded features include central air, a french drain system, leaf filter gutters, an on-demand generator, security systems, in-ground irrigation, and porch sunshades. A full heated basement provides ample storage or potential for finishing. The attached 2.5-car garage is heated and cooled, and doubles as an entertainment area. For car enthusiasts, an additional detached garage provides even more storage or could be converted into a large pool house, also heated and cooled. The recently completed cottage offers a private retreat with a spacious bedroom, large ensuite bathroom, open-concept kitchen, living room with a fireplace, a front porch, full basement, and outdoor shower. The property’s centerpiece is a 20x40 in-ground saltwater pool, complete with a hot tub, blue glass fire pit, and outdoor shower. Enjoy peaceful relaxation or host unforgettable gatherings. Bay beach access. Marina around the corner. With local eateries, vineyards, parks, and shops right around the corner... this property truly embodies the essence of a true North Fork estate. Don’t miss this opportunity to experience the ultimate in grandeur living. 70
      Southold, NY 11952
      $2,299,999
      5 Bedrooms 3 Full Baths 1 Half Bath
      Single Family For Sale ML# 3579870
      This extraordinary estate-like property offers a lifestyle of unparalleled grandeur and tranquility. Nestled on 1.06 acres backing up to preserved land, the property features a grand main house, a newly constructed separate cottage, multiple garages, and a stunning in-ground pool. The main house boasts 4 bedrooms, 2.5 baths, an office/flex room, and spacious living areas perfect for entertaining. A welcoming oversized wrap-around porch leads to a spacious interior with a cozy ambiance set with gas fireplaces. Upgraded features include central air, a french drain system, leaf filter gutters, an on-demand generator, security systems, in-ground irrigation, and porch sunshades. A full heated basement provides ample storage or potential for finishing. The attached 2.5-car garage is heated and cooled, and doubles as an entertainment area. For car enthusiasts, an additional detached garage provides even more storage or could be converted into a large pool house, also heated and cooled. The recently completed cottage offers a private retreat with a spacious bedroom, large ensuite bathroom, open-concept kitchen, living room with a fireplace, a front porch, full basement, and outdoor shower. The property’s centerpiece is a 20x40 in-ground saltwater pool, complete with a hot tub, blue glass fire pit, and outdoor shower. Enjoy peaceful relaxation or host unforgettable gatherings. Bay beach access. Marina around the corner. With local eateries, vineyards, parks, and shops right around the corner... this property truly embodies the essence of a true North Fork estate. Don’t miss this opportunity to experience the ultimate in grandeur living.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-298-4130
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Captivating Old-World Colonial set on a generous 1.25 acres, complete with a guest cottage and a separate art studio. Retaining period details, the main home has been thoughtfully updated and features two wood-burning fireplaces, wood floors throughout, a living room and family room bathed in natural light, a dining room with exquisite wainscoting, and a brand-new chef’s kitchen. The second floor boasts charming guest rooms and a primary bedroom overlooking the sprawling backyard, complete with a walk-in closet and an updated ensuite bath. The attic, though unfinished, includes two separate rooms ideal for future expansion. The property offers complete privacy with impressive hedges, garden beds, and specimen trees. There’s ample space on the grounds for a pool or tennis court. Nearby to New Suffolk coveted bay beaches and 1 minute to Mattituck’s Love Lane. A unique North Fork offering that must be seen to be fully appreciated. Aerial photos to follow, Not in a fema flood zone. 66
      Southold, NY 11952
      $2,295,000
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3300.00:#
      Single Family For Sale ML# 3569691
      Captivating Old-World Colonial set on a generous 1.25 acres, complete with a guest cottage and a separate art studio. Retaining period details, the main home has been thoughtfully updated and features two wood-burning fireplaces, wood floors throughout, a living room and family room bathed in natural light, a dining room with exquisite wainscoting, and a brand-new chef’s kitchen. The second floor boasts charming guest rooms and a primary bedroom overlooking the sprawling backyard, complete with a walk-in closet and an updated ensuite bath. The attic, though unfinished, includes two separate rooms ideal for future expansion. The property offers complete privacy with impressive hedges, garden beds, and specimen trees. There’s ample space on the grounds for a pool or tennis court. Nearby to New Suffolk coveted bay beaches and 1 minute to Mattituck’s Love Lane. A unique North Fork offering that must be seen to be fully appreciated. Aerial photos to follow, Not in a fema flood zone.
      Presented By: Compass Greater NY LLC  631-251-8644
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • This prime Southold property offers a fantastic opportunity for subdivision and development! Spanning over 4 acres, surrounded by development rights sold land and only half a mile to McCabes Beach, this idyllic North Fork property is ready to change hands, and this rare offering has incredible potential. Some ideas include subdividing the property and building another home on the back piece or updating and expanding the current residence to create a spectacular estate! The property includes a solid, well-built home from 1967 with a modernized kitchen and updated bathrooms (2020), oak wood floors throughout the first floor (under the carpets), Central Air Conditioning (on the first floor, but can be easily added to the second floor), generator, and a cozy living room with wood burning fireplace. The dining area has sliders to a large wood deck overlooking forever farm views. Other amenities include a two-car garage and a full, dry basement. The home is currently on well water with a filtration system, but public water in the street is available for hookup if desired. The roof was replaced about 10 years ago with 30-year shingles & the driveway was repaved within the last year. This property is not only well-maintained but also ready for your vision. Opportunities like this are rare, so don’t miss out! 29
      Southold, NY 11971
      $2,200,000
      4 Bedrooms 2 Full Baths
      Single Family For Sale ML# 3584997
      This prime Southold property offers a fantastic opportunity for subdivision and development! Spanning over 4 acres, surrounded by development rights sold land and only half a mile to McCabes Beach, this idyllic North Fork property is ready to change hands, and this rare offering has incredible potential. Some ideas include subdividing the property and building another home on the back piece or updating and expanding the current residence to create a spectacular estate! The property includes a solid, well-built home from 1967 with a modernized kitchen and updated bathrooms (2020), oak wood floors throughout the first floor (under the carpets), Central Air Conditioning (on the first floor, but can be easily added to the second floor), generator, and a cozy living room with wood burning fireplace. The dining area has sliders to a large wood deck overlooking forever farm views. Other amenities include a two-car garage and a full, dry basement. The home is currently on well water with a filtration system, but public water in the street is available for hookup if desired. The roof was replaced about 10 years ago with 30-year shingles & the driveway was repaved within the last year. This property is not only well-maintained but also ready for your vision. Opportunities like this are rare, so don’t miss out!
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Introducing an incredibly rare waterfront parcel along the Long Island Sound in the charming Greenport Hamlet. This nearly one-acre property boasts breathtaking 290-degree panoramic views of the Long Island Sound, Inlet Pond, and the captivating Mediterranean like coastline unique to the North Fork of Long Island. The plans showcased in the photo gallery provide a solid framework for transforming this remarkable land into your dream home which can accommodate a garage and pool as well. These plans comply with all building code requirements, and are thoughtfully designed to maximize the stunning vistas this property has to offer. Perched atop a western-facing bluff, you will experience the most magnificent sunsets throughout the year and enjoy private access to your own 130’ wide Sound-side beach. Don’t miss this extraordinary opportunity to own a piece of paradise. 24
      Southold, NY 11944
      $2,200,000
      Unimproved Land For Sale ML# 3572509
      Introducing an incredibly rare waterfront parcel along the Long Island Sound in the charming Greenport Hamlet. This nearly one-acre property boasts breathtaking 290-degree panoramic views of the Long Island Sound, Inlet Pond, and the captivating Mediterranean like coastline unique to the North Fork of Long Island. The plans showcased in the photo gallery provide a solid framework for transforming this remarkable land into your dream home which can accommodate a garage and pool as well. These plans comply with all building code requirements, and are thoughtfully designed to maximize the stunning vistas this property has to offer. Perched atop a western-facing bluff, you will experience the most magnificent sunsets throughout the year and enjoy private access to your own 130’ wide Sound-side beach. Don’t miss this extraordinary opportunity to own a piece of paradise.
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • A true coastal paradise where the line between home and horizon blurs into one breathtaking Bayfront panorama. Situated mere steps from the water’s edge, this 4-bed, 2-bath home offers an immersive waterfront experience with the sensation of being aboard a boat providing 180-degree water views that captivate the eye from every vantage point. Whether you’re lounging on the sun-drenched waterside deck or hosting a sunset soiree, the Bay serves as the perfect backdrop to your plans. Inside offers a spacious open floor plan of kitchen, living, and dining, with large windows and a sliding glass door that frame the water. Imagine waking up to the gentle sounds of the waves and opening your eyes to the blue waters as all the spacious bedrooms upstairs have their own beautiful view. Additionally, there’s a dry bar with several refrigeration spaces and an ice maker, a separate 1-car garage with an attached bonus room to provide ample storage and versatility for your needs, and an outdoor shower. Close to North Fork vineyards, farm stands, fine dining, Love Lane, Strong’s Marina, etc. For those who crave the ’coastal living’ life, this is it! 27
      Southold, NY 11952
      $2,200,000
      4 Bedrooms 2 Full Baths Sq. Ft. 1845.00:#
      Single Family For Sale ML# 3552341
      A true coastal paradise where the line between home and horizon blurs into one breathtaking Bayfront panorama. Situated mere steps from the water’s edge, this 4-bed, 2-bath home offers an immersive waterfront experience with the sensation of being aboard a boat providing 180-degree water views that captivate the eye from every vantage point. Whether you’re lounging on the sun-drenched waterside deck or hosting a sunset soiree, the Bay serves as the perfect backdrop to your plans. Inside offers a spacious open floor plan of kitchen, living, and dining, with large windows and a sliding glass door that frame the water. Imagine waking up to the gentle sounds of the waves and opening your eyes to the blue waters as all the spacious bedrooms upstairs have their own beautiful view. Additionally, there’s a dry bar with several refrigeration spaces and an ice maker, a separate 1-car garage with an attached bonus room to provide ample storage and versatility for your needs, and an outdoor shower. Close to North Fork vineyards, farm stands, fine dining, Love Lane, Strong’s Marina, etc. For those who crave the ’coastal living’ life, this is it!
      Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • One of a kind, Orient Village dream home! This converted Firehouse boasts over 4000sf, 4 bedrooms, 4 full bathrooms, an open concept living space on both floors, 12ft ceilings, and unique features you won’t find anywhere else. Conveniently located in the Village with close proximity to the beach. The primary bedroom has an ensuite bathroom and a private screened-in porch. The kitchen was recently updated with Viking appliances, high ceilings with exposed beams, and access to the sun deck. In addition to the updated kitchen, other updates include new electrical, updated central air, new gutters, and new dry wells. There is also a legal second kitchen great for prepping food. This home is truly an entertainer’s or artist’s paradise with easy-to-manage outdoor space. Outdoor Shower. Located on one of the most desirable and charming streets in Orient Village. 68
      Southold, NY 11957
      $2,195,000
      4 Bedrooms 4 Full Baths Sq. Ft. 4000.00:#
      Single Family For Sale ML# 3564345
      One of a kind, Orient Village dream home! This converted Firehouse boasts over 4000sf, 4 bedrooms, 4 full bathrooms, an open concept living space on both floors, 12ft ceilings, and unique features you won’t find anywhere else. Conveniently located in the Village with close proximity to the beach. The primary bedroom has an ensuite bathroom and a private screened-in porch. The kitchen was recently updated with Viking appliances, high ceilings with exposed beams, and access to the sun deck. In addition to the updated kitchen, other updates include new electrical, updated central air, new gutters, and new dry wells. There is also a legal second kitchen great for prepping food. This home is truly an entertainer’s or artist’s paradise with easy-to-manage outdoor space. Outdoor Shower. Located on one of the most desirable and charming streets in Orient Village.
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • This beautiful Queen Ann Victorian home includes a priceless location in the heart of Greenport Village. Built in 1897, many of the fine architectural detail in this home is still present today. There are 5 bedrooms in which three of them are ensuites. The property is loaded with gorgeous specimen plantings. There is a large barn behind the pergola covered courtyard. This home makes a perfect Bed and Breakfast (formerly Rubys Cove) with front and back staircases, large parlor rooms and an updated kitchen. Bay Avenue is an amazing location just steps to Main and Front Street shops, fine restaurants, and all transportation. 42
      Southold, NY 11944
      $2,100,000
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 3500.00:#
      Single Family For Sale ML# 3579812
      This beautiful Queen Ann Victorian home includes a priceless location in the heart of Greenport Village. Built in 1897, many of the fine architectural detail in this home is still present today. There are 5 bedrooms in which three of them are ensuites. The property is loaded with gorgeous specimen plantings. There is a large barn behind the pergola covered courtyard. This home makes a perfect Bed and Breakfast (formerly Rubys Cove) with front and back staircases, large parlor rooms and an updated kitchen. Bay Avenue is an amazing location just steps to Main and Front Street shops, fine restaurants, and all transportation.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
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    12985 Main Road, P.O. Box 63, Mattituck, NY 11952

    Office: (631)298-8760

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