Fair Housing Notice

Southold Homes For Sale

    to
     
     
     
    Property Criteria
    Features
    •  
    Display Tools
    Search

    26  properties match your search;

    26 with Multiple photos ;  26 with Virtual Tour ;  6 with Videos

    Save Search
    Showing 1 - 10 of 26 results| view:  results per page« 1|2|3 »
    • 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., Additional information: Appearance:Mint, Interior Features:Guest Quarters, Separate Hotwater Heater:Y 33
      Mattituck, 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., Additional information: Appearance:Mint, Interior Features:Guest Quarters, Separate Hotwater Heater:Y
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 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., Additional information: Appearance:Premium, Interior Features:Lr/Dr, Marble Bath 26
      2100 Park Avenue Mattituck, NY 11952
      $6,895,000
      $6,250,000
      5 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3800.00:#
      Single Family For Sale PRICE REDUCED 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., Additional information: Appearance:Premium, Interior Features:Lr/Dr, Marble Bath
      Presented By: Douglas Elliman Real Estate  631-288-6244
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 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. 36
      960 Willis Creek Drive Mattituck, 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) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 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., Additional information: Appearance:Mint ++, Interior Features:Lr/Dr 32
      3345 Cedar Lane East Marion, 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., Additional information: Appearance:Mint ++, Interior Features:Lr/Dr
      Presented By: Corcoran  631-848-7730
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 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. 35
      5722 Clay Point Rd Fishers Island, 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) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 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! 30
      13555 New Suffolk Avenue Cutchogue, NY 11935
      $3,399,000
      7 Bedrooms 6 Full Baths 4 Half Baths
      Single Family For Sale 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
    • Welcome Home to your Oceanfront Paradise! Nestled along the sun-kissed shores of North Fork’s Orient Point, lies a haven cherished by one family for over two decades. Step into the warmth of tradition, where every sunset paints a new memory, and the rhythm of the waves serenades your soul. With spacious living areas, panoramic views, and direct access to the beach, this oceanfront home isn’t just a property; it’s a legacy of love, laughter, and endless summer days. As its next chapter unfolds, the owners hope it finds someone who will cherish it as much as they have, someone who will fill its rooms with their own dreams and memories. So, to the next custodian of this cherished home, It’s not just a property being offered but a piece of legacy, love and laughter waiting to be continued. Create your own story in this timeless retreat, where every day feels like a holiday. Where memories are made to last a lifetime. Features: One Owner. The offering presents a rare opportunity to acquire at a price point significantly below replacement cost. 6-BR, 4.5-Baths & Office Room. The High-Ceilinged, Unfinished Basement offers endless possibilities: Entertainment Zone, Game Room, Home Gym, Creative Studio, Golf Simulator, or Wine Cellar. Seller Financing Available. 36
      1790 Grandview Drive Orient, NY 11957
      $3,394,999
      4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 4000.00:#
      Single Family For Sale ML# H6303191
      Welcome Home to your Oceanfront Paradise! Nestled along the sun-kissed shores of North Fork’s Orient Point, lies a haven cherished by one family for over two decades. Step into the warmth of tradition, where every sunset paints a new memory, and the rhythm of the waves serenades your soul. With spacious living areas, panoramic views, and direct access to the beach, this oceanfront home isn’t just a property; it’s a legacy of love, laughter, and endless summer days. As its next chapter unfolds, the owners hope it finds someone who will cherish it as much as they have, someone who will fill its rooms with their own dreams and memories. So, to the next custodian of this cherished home, It’s not just a property being offered but a piece of legacy, love and laughter waiting to be continued. Create your own story in this timeless retreat, where every day feels like a holiday. Where memories are made to last a lifetime. Features: One Owner. The offering presents a rare opportunity to acquire at a price point significantly below replacement cost. 6-BR, 4.5-Baths & Office Room. The High-Ceilinged, Unfinished Basement offers endless possibilities: Entertainment Zone, Game Room, Home Gym, Creative Studio, Golf Simulator, or Wine Cellar. Seller Financing Available.
      Presented By: Keller Williams NYC  212-301-1140
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • Available to rent before you buy! Welcome to 1405 Terry Lane, Orient, a fully renovated waterfront residence with a private beach that extends for miles in each direction and a new, heated 12 x 30in-ground pool with views overlooking the Long Island Sound. Situated on 1.63 acres at the end of a private road, a remote gated entrance opens to a white stone driveway that passes by a private half acre vineyard and consummates at the 3 bedrooms, 2.5 bathroom home with the master bedroom with en-suite bathroom on the first floor. The home has hardwood floors throughout, a modern kitchen with expansive views of the Long Island Sound, a four seasons room that leads to a spacious deck with awnings and all of the amenities one could ask for when entertaining guests. The sprawling lawns have manicured landscaping and plantings, providing privacy, incredible sunsets and a serene environment., Additional information: Appearance:Mint, Interior Features:Lr/Dr 35
      1405 Terry Lane Orient, NY 11957
      $3,180,000
      3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2200.00:#
      Single Family For Sale ML# 3577749
      Available to rent before you buy! Welcome to 1405 Terry Lane, Orient, a fully renovated waterfront residence with a private beach that extends for miles in each direction and a new, heated 12 x 30in-ground pool with views overlooking the Long Island Sound. Situated on 1.63 acres at the end of a private road, a remote gated entrance opens to a white stone driveway that passes by a private half acre vineyard and consummates at the 3 bedrooms, 2.5 bathroom home with the master bedroom with en-suite bathroom on the first floor. The home has hardwood floors throughout, a modern kitchen with expansive views of the Long Island Sound, a four seasons room that leads to a spacious deck with awnings and all of the amenities one could ask for when entertaining guests. The sprawling lawns have manicured landscaping and plantings, providing privacy, incredible sunsets and a serene environment., Additional information: Appearance:Mint, Interior Features:Lr/Dr
      Presented By: Douglas Elliman Real Estate  631-477-2220
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 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. 19
      250 Naugles Drive Mattituck, 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) 339-9090, or  Email: Hartford Homes Estates of Long Island
    • 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., Additional information: Appearance:Excellent, Separate Hotwater Heater:Yes 30
      29500 Main Rd Cutchogue, NY 11935
      $2,600,000
      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., Additional information: Appearance:Excellent, Separate Hotwater Heater:Yes
      Presented By: Douglas Elliman Real Estate  631-354-8100
      Call Today: (631) 339-9090, or  Email: Hartford Homes Estates of Long Island
    Showing 1 - 10 of 26 results| view:  results per page« 1|2|3 »
    Hartford Homes
    (631) 339-9090

    475 Route 25A Rocky Point, NY 11778

    Contact Us

     Submit