office@stype.com 631-298-8760

Southold Homes for Sale

    to
     
     
     
    Search Search
    » Property Criteria
    » Features
    •  
    » Display Tools
    Search

    311  properties match your search;

    311 with Multiple photos ;  49 with Virtual Tour ;  11 with Videos

    Save Search
    Showing 51 - 60 of 311 results| view:  results per page« first|...|4|5|6|7|...|last »
    • 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
    • Welcome to your dream home in the heart of North Fork’s renowned wine country! This stunning new construction, completed in 2024, offers the perfect blend of modern luxury and timeless elegance. Nestled just steps away from the serene waterfront and a mere five-minute drive from the charming downtown of Greenport and its surrounding wineries, this custom-built masterpiece is an unparalleled find. Spanning 4, 122 square feet, this home boasts 5 spacious bedrooms and 4.5 beautifully appointed bathrooms. The moment you step inside, you’ll be captivated by the 22-foot vaulted ceilings that create an open, airy ambiance. The living area is anchored by a cozy gas fireplace, perfect for chilly evenings, while the gourmet kitchen is a chef’s delight. It features pristine quartz countertops, a center island with a dramatic waterfall edge, and top-of-the-line appliances. Entertain in style in the elegant dining room, complete with a bar and wine fridge-ideal for holiday gatherings or intimate dinners. The main floor also includes a convenient laundry room and a mudroom with direct access to the backyard porch. Exquisite details abound, from the glass panel railings and custom wood ceiling beams to the rich 7-inch oak wood plank floors that run throughout the home. The primary suite, located on the first floor, is a true retreat with sliding glass doors that open to the outdoor porch-perfect for unwinding with a glass of local wine as you watch the sunset. The suite also features spacious walk-in closets and a luxurious en-suite bathroom with a large soaking tub for ultimate relaxation. The second floor is equally impressive, offering four additional bedrooms, each with ample closet space, and two full bathrooms. Designed with entertainment in mind, the backyard is a private oasis, complete with an outdoor kitchen and a stunning in-ground pool. This home is a sanctuary where family and guests can gather, relax, and create lasting memories. Don’t miss this rare opportunity to own a piece of paradise in one of Long Island’s most sought-after locations. 72
      Southold, NY 11939
      $2,099,999
      5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 4122.00:#
      Single Family For Sale ML# 3574213
      Welcome to your dream home in the heart of North Fork’s renowned wine country! This stunning new construction, completed in 2024, offers the perfect blend of modern luxury and timeless elegance. Nestled just steps away from the serene waterfront and a mere five-minute drive from the charming downtown of Greenport and its surrounding wineries, this custom-built masterpiece is an unparalleled find. Spanning 4, 122 square feet, this home boasts 5 spacious bedrooms and 4.5 beautifully appointed bathrooms. The moment you step inside, you’ll be captivated by the 22-foot vaulted ceilings that create an open, airy ambiance. The living area is anchored by a cozy gas fireplace, perfect for chilly evenings, while the gourmet kitchen is a chef’s delight. It features pristine quartz countertops, a center island with a dramatic waterfall edge, and top-of-the-line appliances. Entertain in style in the elegant dining room, complete with a bar and wine fridge-ideal for holiday gatherings or intimate dinners. The main floor also includes a convenient laundry room and a mudroom with direct access to the backyard porch. Exquisite details abound, from the glass panel railings and custom wood ceiling beams to the rich 7-inch oak wood plank floors that run throughout the home. The primary suite, located on the first floor, is a true retreat with sliding glass doors that open to the outdoor porch-perfect for unwinding with a glass of local wine as you watch the sunset. The suite also features spacious walk-in closets and a luxurious en-suite bathroom with a large soaking tub for ultimate relaxation. The second floor is equally impressive, offering four additional bedrooms, each with ample closet space, and two full bathrooms. Designed with entertainment in mind, the backyard is a private oasis, complete with an outdoor kitchen and a stunning in-ground pool. This home is a sanctuary where family and guests can gather, relax, and create lasting memories. Don’t miss this rare opportunity to own a piece of paradise in one of Long Island’s most sought-after locations.
      Presented By: OverSouth LLC  631-770-0030
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Stunning New Construction! Discover modern luxury in this beautifully designed barn-style home on Bridge Lane. Featuring striking vaulted ceilings that create an expansive sense of space, complemented by elegant, exposed beams that add rustic charm and architectural interest. Perfectly blending contemporary comfort with timeless style, this home offers a unique living experience where craftsmanship meets sophistication. Situated on an acre with extensive landscaping, this home includes a 18x36 heated, saltwater pool with automatic pool cover, surrounded by Napa Stone. Light-filled custom gourmet kitchen with GE Monogram appliances, marble countertops and striking fixtures. Primary suites on both the first and second floors. Living room includes a ventless electric fireplace. Full basement with walkout, can easily be finished. Amazing location in the heart of the Oregon Road Trail! 71
      Southold, NY 11935
      $2,050,000
      4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 3400.00:#
      Single Family For Sale ML# 3567804
      Stunning New Construction! Discover modern luxury in this beautifully designed barn-style home on Bridge Lane. Featuring striking vaulted ceilings that create an expansive sense of space, complemented by elegant, exposed beams that add rustic charm and architectural interest. Perfectly blending contemporary comfort with timeless style, this home offers a unique living experience where craftsmanship meets sophistication. Situated on an acre with extensive landscaping, this home includes a 18x36 heated, saltwater pool with automatic pool cover, surrounded by Napa Stone. Light-filled custom gourmet kitchen with GE Monogram appliances, marble countertops and striking fixtures. Primary suites on both the first and second floors. Living room includes a ventless electric fireplace. Full basement with walkout, can easily be finished. Amazing location in the heart of the Oregon Road Trail!
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • 180 Degree BREATHTAKING WATER VIEWS & SUNSETS. Imagine waking up to breathtaking panoramic views of the Long Island Sound -moments from the Sound View Beach. Or...lounging on your roof deck enjoying the sounds of the water and the incredible water views.... or even enjoying the fireworks display on the Fourth of July. This isn’t just a house, it’s a lifestyle. This ULTIMATE WATERSIDE home offers over 5800 SF of space, spread throughout multiple levels of luxurious sundrenched rooms, from a finished lower level to a 4th floor roof-top deck. The 5 EnSuite bedrooms with spacious closets provide a tranquil retreat after a day of enjoying the coastal lifestyle. Not to mention the wrap around decks where you can catch sunsets year-round. This luxurious PARADISE features many amenities including a SPARKLING POOL for refreshing dips on a hot summer day. And for those who love spending time on the water, in addition to the 3-car attached garage, there’s the 1.5 car detached garage, providing additional room for your boats complete with a huge storage area on top for your gear. This exceptional property boasts low taxes and a convenient rental permit, allowing you to explore income generating possibilities, or welcome loved ones for extended stays. 71
      Southold, NY 11957
      $2,000,000
      5 Bedrooms 6 Full Baths 3 Half Baths
      Single Family For Sale ML# 3550261
      180 Degree BREATHTAKING WATER VIEWS & SUNSETS. Imagine waking up to breathtaking panoramic views of the Long Island Sound -moments from the Sound View Beach. Or...lounging on your roof deck enjoying the sounds of the water and the incredible water views.... or even enjoying the fireworks display on the Fourth of July. This isn’t just a house, it’s a lifestyle. This ULTIMATE WATERSIDE home offers over 5800 SF of space, spread throughout multiple levels of luxurious sundrenched rooms, from a finished lower level to a 4th floor roof-top deck. The 5 EnSuite bedrooms with spacious closets provide a tranquil retreat after a day of enjoying the coastal lifestyle. Not to mention the wrap around decks where you can catch sunsets year-round. This luxurious PARADISE features many amenities including a SPARKLING POOL for refreshing dips on a hot summer day. And for those who love spending time on the water, in addition to the 3-car attached garage, there’s the 1.5 car detached garage, providing additional room for your boats complete with a huge storage area on top for your gear. This exceptional property boasts low taxes and a convenient rental permit, allowing you to explore income generating possibilities, or welcome loved ones for extended stays.
      Presented By: BERKSHIRE HATHAWAY  516-200-5700
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • This Expanded Ranch sits high on the Bluff w/forever views over the Sound. Living room w/fireplace & sun room on the waterside. Open kitchen & dining. Hardwood floors. There are 4 bedrooms, including a large primary ensuite. Full basement. The community has a private deeded beach, tennis, basketball, bocce & pickle ball courts. 23
      Southold, NY 11939
      $1,999,999
      4 Bedrooms 3 Full Baths
      Single Family For Sale ML# 3586003
      This Expanded Ranch sits high on the Bluff w/forever views over the Sound. Living room w/fireplace & sun room on the waterside. Open kitchen & dining. Hardwood floors. There are 4 bedrooms, including a large primary ensuite. Full basement. The community has a private deeded beach, tennis, basketball, bocce & pickle ball courts.
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Welcome to a highly sought-after waterfront location in Laurel. This quintessential cottage, nestled at the end of a private street directly on the Peconic Bay, was last offered over twenty-five years ago. It features a sandy beach with approximately 100 feet of bulkhead, a spacious front yard, expansion opportunities, and room for a bay-side pool. This is a rare opportunity to own a piece of waterfront living at a perfectly positioned price. The property also includes a three-car detached garage. Must see to believe the unobstructed views! 24
      Southold, NY 11948
      $1,995,000
      3 Bedrooms 1 Full Bath
      Single Family For Sale ML# 3579185
      Welcome to a highly sought-after waterfront location in Laurel. This quintessential cottage, nestled at the end of a private street directly on the Peconic Bay, was last offered over twenty-five years ago. It features a sandy beach with approximately 100 feet of bulkhead, a spacious front yard, expansion opportunities, and room for a bay-side pool. This is a rare opportunity to own a piece of waterfront living at a perfectly positioned price. The property also includes a three-car detached garage. Must see to believe the unobstructed views!
      Presented By: Douglas Elliman Real Estate  631-288-6244
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Stunning New Construction! Discover modern luxury in this beautifully designed barn-style home on Bridge Lane. Featuring striking vaulted ceilings that create an expansive sense of space, complemented by elegant, exposed beams that add rustic charm and architectural interest. Perfectly blending contemporary comfort with timeless style, this home offers a unique living experience where craftsmanship meets sophistication. Situated on an acre with extensive landscaping, this home includes a 18x36 heated, saltwater pool with automatic pool cover, surrounded by Napa Stone. Light-filled custom gourmet kitchen with GE Monogram appliances, marble countertops and striking fixtures. Primary suites on both the first and second floors. Full basement with walkout can easily be finished. Amazing location in the heart of the Oregon Road Trail! 33
      Southold, NY 11935
      $1,995,000
      4 Bedrooms 4 Full Baths Sq. Ft. 3100.00:#
      Single Family For Sale ML# 3567805
      Stunning New Construction! Discover modern luxury in this beautifully designed barn-style home on Bridge Lane. Featuring striking vaulted ceilings that create an expansive sense of space, complemented by elegant, exposed beams that add rustic charm and architectural interest. Perfectly blending contemporary comfort with timeless style, this home offers a unique living experience where craftsmanship meets sophistication. Situated on an acre with extensive landscaping, this home includes a 18x36 heated, saltwater pool with automatic pool cover, surrounded by Napa Stone. Light-filled custom gourmet kitchen with GE Monogram appliances, marble countertops and striking fixtures. Primary suites on both the first and second floors. Full basement with walkout can easily be finished. Amazing location in the heart of the Oregon Road Trail!
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • Located just a stone’s throw away from Kenney’s Beach, this 6 bedroom, 4 bath stately brick beauty was built in 2007 and sits on 2+ bucolic acres. This home is adorned with luxurious features including radiant heat throughout the kitchen and foyer, designer appliances, custom cabinetry and a lovely balcony located off of one of the bedrooms. There is a grand two-story entry, a spacious eat-in kitchen adjacent to the great room with a cozy wood-burning fireplace, plus a first floor bedroom. The paved rear yard, stone fire pit and new inground pool with built in sitting area and table are to name just a few attributes of this incredible home. Come and make it your own! 31
      Southold, NY 11971
      $1,985,000
      6 Bedrooms 4 Full Baths Sq. Ft. 4000.00:#
      Single Family For Sale ML# 3577500
      Located just a stone’s throw away from Kenney’s Beach, this 6 bedroom, 4 bath stately brick beauty was built in 2007 and sits on 2+ bucolic acres. This home is adorned with luxurious features including radiant heat throughout the kitchen and foyer, designer appliances, custom cabinetry and a lovely balcony located off of one of the bedrooms. There is a grand two-story entry, a spacious eat-in kitchen adjacent to the great room with a cozy wood-burning fireplace, plus a first floor bedroom. The paved rear yard, stone fire pit and new inground pool with built in sitting area and table are to name just a few attributes of this incredible home. Come and make it your own!
      Presented By: Compass Greater NY LLC  516-517-4751
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    • 100% Finished and Furnished and Ready - Brand New Home! Last Chance. The Most Supremely Adorned Estate Home in the Community -Delivered by Premier Developer Overflowing with World Class Finishes and Luxury Amenities - This Home is Truly Sui Generis for the Most Elevated of Lifestyles. Cradled in the Heart of the Cul-de-sac and Boasting Vast Expanses of Plantings and Greenery - Contoured with Beach Grass and a Variety of Woodland Species. Expansive Masonry Sandstone Patio with Bluestone Steppingstones Surround the Heated 20x40 Saltwater Pool Accented with Cedar Fencing Privacy Backdrop. The Expertly Crafted Floor Plan Features Custom Double Cabinetry Imported From England, Waterfall Designer Countertops, Artisan Black Staircase Railing Integration, 9-inch-Wide Plank White Oak Flooring, a Handcrafted Lifestyle Wall, and a First Floor Bedroom Suite w/Full Bath. The Massive Lower Level Boasts 10 Ft. Ceilings, Egress Windows, and an Outside Entrance. Synergistic Expandable Smart Hub Easily and Remotely Controls Alarm, Doorbell Camera, and Temperature. Electric Vehicle Charging Station and Custom Shiplap Mudroom Highlight the Oversized Garage. In All, This Home Represents the Unquestionable Crown Jewel of the Development - With the Best Proverbially Being Saved for Last... 27
      Southold, NY 11952
      $1,975,000
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3900.00:#
      Single Family For Sale ML# 3581583
      100% Finished and Furnished and Ready - Brand New Home! Last Chance. The Most Supremely Adorned Estate Home in the Community -Delivered by Premier Developer Overflowing with World Class Finishes and Luxury Amenities - This Home is Truly Sui Generis for the Most Elevated of Lifestyles. Cradled in the Heart of the Cul-de-sac and Boasting Vast Expanses of Plantings and Greenery - Contoured with Beach Grass and a Variety of Woodland Species. Expansive Masonry Sandstone Patio with Bluestone Steppingstones Surround the Heated 20x40 Saltwater Pool Accented with Cedar Fencing Privacy Backdrop. The Expertly Crafted Floor Plan Features Custom Double Cabinetry Imported From England, Waterfall Designer Countertops, Artisan Black Staircase Railing Integration, 9-inch-Wide Plank White Oak Flooring, a Handcrafted Lifestyle Wall, and a First Floor Bedroom Suite w/Full Bath. The Massive Lower Level Boasts 10 Ft. Ceilings, Egress Windows, and an Outside Entrance. Synergistic Expandable Smart Hub Easily and Remotely Controls Alarm, Doorbell Camera, and Temperature. Electric Vehicle Charging Station and Custom Shiplap Mudroom Highlight the Oversized Garage. In All, This Home Represents the Unquestionable Crown Jewel of the Development - With the Best Proverbially Being Saved for Last...
      Presented By: Aurora Property Group  631-629-6003
      Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
    Showing 51 - 60 of 311 results| view:  results per page« first|...|4|5|6|7|...|last »
    OneKey™ MLS The data relating to real estate for sale on this web site comes in part from the OneKey™ 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.

    Questions? Just Ask!

     Submit
    12985 Main Road, P.O. Box 63, Mattituck, NY 11952

    Office: (631)298-8760

    Fax: (631)298-5779

    office@stype.com

    DMCA Notice | Admin Login
    powered by www.erealtymedia.com