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Selected Area(s): Orient (48)
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  • Orient, North Fork - Nantucket inspired waterfront estate with 130’ private beach. Featuring over 5, 000 sf of upscale living space, this home takes advantage of the hilltop setting & encompasses sweeping views over the LI Sound. Luxury is apparent: spacious covered porch entry leads to foyer, LR w/clerestory windows overlooking the water & vaulted ceilings, large dining room, immaculate kitchen w/breakfast area overlooks the lush landscape of this coastal retreat. Open plan family room w/gas fireplace leads to waterside terrace, primary floor owner’s suite w/fireplace, sunroom/sitting room & a home office w/private en suite bath (or 5th bedroom). Upstairs is found a large sitting room, billiard/family room, sewing/craft room, junior owner’s suite w/full bath, plus an additional 2 bedrooms w/’Jack & Jill’ bath. Immaculate and well-maintained, this ’estate’ also features a wine cellar, full house generator, outdoor shower & other quality details not to be missed. Room for a waterside pool. No flood insurance needed. North Fork living at its BEST! 35
    1640 Grandview Drive Orient, NY 11957
    $4,250,000
    5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 5200.00:# Square Feet
    Single Family For Sale ML# 3559218
    Orient, North Fork - Nantucket inspired waterfront estate with 130’ private beach. Featuring over 5, 000 sf of upscale living space, this home takes advantage of the hilltop setting & encompasses sweeping views over the LI Sound. Luxury is apparent: spacious covered porch entry leads to foyer, LR w/clerestory windows overlooking the water & vaulted ceilings, large dining room, immaculate kitchen w/breakfast area overlooks the lush landscape of this coastal retreat. Open plan family room w/gas fireplace leads to waterside terrace, primary floor owner’s suite w/fireplace, sunroom/sitting room & a home office w/private en suite bath (or 5th bedroom). Upstairs is found a large sitting room, billiard/family room, sewing/craft room, junior owner’s suite w/full bath, plus an additional 2 bedrooms w/’Jack & Jill’ bath. Immaculate and well-maintained, this ’estate’ also features a wine cellar, full house generator, outdoor shower & other quality details not to be missed. Room for a waterside pool. No flood insurance needed. North Fork living at its BEST!
    Presented By: Town And Country Real Estate  631-298-0600
    Call Today: 631.765.3800, or  Email:    
  • 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 and have manicured landscaping and plantings private both room to play, privacy, incredible sunsets and a serene environment. 36
    1405 Terry Lane Orient, NY 11957
    $3,395,000
    3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2200.00:# Square Feet
    Single Family For Sale ML# 3577749
    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 and have manicured landscaping and plantings private both room to play, privacy, incredible sunsets and a serene environment.
    Presented By: Douglas Elliman Real Estate  631-477-2220
    Call Today: 631.765.3800, or  Email:    
  • 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
    $3,397,000
    $3,395,000
    4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 4000.00:# Square Feet
    Single Family For Sale OPEN HOUSEPRICE REDUCED 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: 631.765.3800, or  Email:    
    Upcoming Open House View Location
    09/28/2024 - 09/28/2024 2:00PM - 4:00PM
  • A rare opportunity to acquire one of Orient’s oldest operating farms, held in the Terry family since 1730. The farmhouse was built by Marcus Terry in 1850 and operated as the Orient Point Post office until 1913. A large barn with loading dock and original outbuildings complete the offering. Development rights for 14.4 acres have been sold, with development rights intact for an additional 5 acres. There are sound beach rights. 27
    1110 Terry Lane Orient, NY 11957
    $3,350,000
    3 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 2086.00:# Square Feet
    Single Family For Sale ML# 3570534
    A rare opportunity to acquire one of Orient’s oldest operating farms, held in the Terry family since 1730. The farmhouse was built by Marcus Terry in 1850 and operated as the Orient Point Post office until 1913. A large barn with loading dock and original outbuildings complete the offering. Development rights for 14.4 acres have been sold, with development rights intact for an additional 5 acres. There are sound beach rights.
    Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
    Call Today: 631.765.3800, or  Email:    
  • 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! 31
    825 Munn Lane Orient, 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: 631.765.3800, or  Email:    
  • 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. 32
    290 Windward Rd Orient, NY 11957
    $2,699,000
    5 Bedrooms 4 Full Baths Sq. Ft. 4200.00:# Square Feet
    Single Family For Sale ML# 3533473
    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: 631.765.3800, or  Email:    
  • 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. 24
    30675 Main Rd Orient, NY 11957
    $2,500,000
    5 Bedrooms 4 Full Baths Sq. Ft. 4723.00:# Square Feet
    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: 631.765.3800, or  Email:    
  • 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! 18
    150 N Hillcrest Drive Orient, NY 11957
    $2,200,000 - $2,900,000
    5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 4900.00:# Square Feet
    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: 631.765.3800, or  Email:    
  • 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. 34
    170 Orchard Street Orient, NY 11957
    $2,195,000
    4 Bedrooms 4 Full Baths Sq. Ft. 4000.00:# Square Feet
    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: 631.765.3800, or  Email:    
  • 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. 36
    110 Soundview Rd Orient, 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: 631.765.3800, or  Email:    
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