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  • Escape the hustle and bustle of everyday and spend a month in Orient’s most coveted beachfront estate enclaves. You will be captivated by the breathtaking 180-degree water views and grand sunsets that greet you at every turn in this beautifully designed and expertly built home by the sea. With 4800 square feet of living space, this beachfront retreat offers an abundance of room for relaxation and family entertainment. Begin your day in the private gym and sauna, offering a sanctuary for health and well-being. Channel your inner chef in the state-of-the-art kitchen. Entertain with ease in the grand greet room, boasting a wood-burning fireplace and floor to ceiling windows overlooking the gorgeous beach. Just outside is expansive decking and a beautifully furnished large screened Mahogany porch for relaxing with friends and dining al-fresco overlooking the beachfront. Inside you will find four spacious bedrooms and additional guest suite with big water views; each featuring full baths ensuite for added convenience and privacy. After a day of seaside adventures, unwind in the movie room or den, where relaxation meets entertainment in unparalleled luxury. There is a well appointed office for those times you will need a professional atmosphere, but with the same captivating beach views. This home offers a peaceful retreat and an idyllic setting for memorable gatherings in Orient for those who love that one of a kind beachfront experience. Whether hosting family gatherings or entertaining guests, this haven provides the perfect setting for unforgettable moments by the sea. Close Jitney and Ferry, several farm stands, Orient’s historic district, Yacht club, Golf course, Village lane shops, Duryea’s, private fish charters, world class vineyards and Zagat rated restaurants. 5 minutes to Greenport with ferry service to the Hamptons. Only available August 1st - August 14th, 2025 $20, 000. Rental Permit# 1135 36
    Orient, NY 11957
    $20,000
    4 Bedrooms 4 Full Baths 2 Half Baths Sq. Ft. 4500.00:#
    Single Family For Rent ML# 3555837
    Escape the hustle and bustle of everyday and spend a month in Orient’s most coveted beachfront estate enclaves. You will be captivated by the breathtaking 180-degree water views and grand sunsets that greet you at every turn in this beautifully designed and expertly built home by the sea. With 4800 square feet of living space, this beachfront retreat offers an abundance of room for relaxation and family entertainment. Begin your day in the private gym and sauna, offering a sanctuary for health and well-being. Channel your inner chef in the state-of-the-art kitchen. Entertain with ease in the grand greet room, boasting a wood-burning fireplace and floor to ceiling windows overlooking the gorgeous beach. Just outside is expansive decking and a beautifully furnished large screened Mahogany porch for relaxing with friends and dining al-fresco overlooking the beachfront. Inside you will find four spacious bedrooms and additional guest suite with big water views; each featuring full baths ensuite for added convenience and privacy. After a day of seaside adventures, unwind in the movie room or den, where relaxation meets entertainment in unparalleled luxury. There is a well appointed office for those times you will need a professional atmosphere, but with the same captivating beach views. This home offers a peaceful retreat and an idyllic setting for memorable gatherings in Orient for those who love that one of a kind beachfront experience. Whether hosting family gatherings or entertaining guests, this haven provides the perfect setting for unforgettable moments by the sea. Close Jitney and Ferry, several farm stands, Orient’s historic district, Yacht club, Golf course, Village lane shops, Duryea’s, private fish charters, world class vineyards and Zagat rated restaurants. 5 minutes to Greenport with ferry service to the Hamptons. Only available August 1st - August 14th, 2025 $20, 000. Rental Permit# 1135
    Presented By: Town And Country Real Estate  631-477-5990
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Nantucket beauty with pool. Steps from Village Lane shops, bay and sound front swimming beaches. Spend your vacation in the coveted Orient Village. This pristine home is beautifully designed and decorated with details you will appreciate throughout. Lovely floor plan, professional chef’s kitchen and dining room, living room with wood burning fireplace, den, and 2 bedrooms with deck overlooking garden and pool and additional 3rd bedroom and 1.5 full Lux baths. Large poolside decking and gorgeous gardens. Well appointed home and yard that will make your summer stay just fabulous. Rental Permit# 0866 11
    Orient, NY 11957
    $20,000
    3 Bedrooms 1 Full Bath 1 Half Bath
    Single Family For Rent ML# 3554131
    Nantucket beauty with pool. Steps from Village Lane shops, bay and sound front swimming beaches. Spend your vacation in the coveted Orient Village. This pristine home is beautifully designed and decorated with details you will appreciate throughout. Lovely floor plan, professional chef’s kitchen and dining room, living room with wood burning fireplace, den, and 2 bedrooms with deck overlooking garden and pool and additional 3rd bedroom and 1.5 full Lux baths. Large poolside decking and gorgeous gardens. Well appointed home and yard that will make your summer stay just fabulous. Rental Permit# 0866
    Presented By: Town And Country Real Estate  631-477-5990
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Rustic luxury on the North Fork! Located within a waterfront enclave in Mattituck and close to all creature comforts, this renovated barn will not disappoint. 5 bedrooms, 3.5 bathrooms, heated pool, large EIK and den, views of Mattituck Inlet and access for kayaking, swimming and paddleboarding. A short stroll into all Mattituck has to offer... Strong’s Water Club, Windamere restaurant, Browder’s Birds, surrounded by Love Lane, public transportation, local restaurants, (The newly renovated Old Mill Inn opening soon!) gourmet food stores, wineries, tasting rooms and shopping. Permit #: 0771 33
    Mattituck, NY 11952
    $20,000
    5 Bedrooms 3 Full Baths 1 Half Bath
    Single Family For Rent ML# 3553582
    Rustic luxury on the North Fork! Located within a waterfront enclave in Mattituck and close to all creature comforts, this renovated barn will not disappoint. 5 bedrooms, 3.5 bathrooms, heated pool, large EIK and den, views of Mattituck Inlet and access for kayaking, swimming and paddleboarding. A short stroll into all Mattituck has to offer... Strong’s Water Club, Windamere restaurant, Browder’s Birds, surrounded by Love Lane, public transportation, local restaurants, (The newly renovated Old Mill Inn opening soon!) gourmet food stores, wineries, tasting rooms and shopping. Permit #: 0771
    Presented By: Corcoran  631-848-7730
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • This charming 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort, convenience, and seaside serenity. As you step inside, you’ll notice the beachy feel that permeates every corner of this home. The spacious living areas invite you to relax and unwind, with ample room and a well-appointed Chef’s Kitchen for gatherings and entertaining. Each bedroom is designed to offer tranquility and functionality, featuring windows that flood the rooms with natural light and offer glimpses of the surrounding natural beauty. Venture into the backyard, and you’ll discover your own private paradise. A gunite saltwater pool offers a refreshing escape during hot summer days, accompanied by an outdoor shower. The Dave Allison Park is just a short stroll away. Its playground and sandy community beach are ideal destinations for picnics, games, and waterfront fun. East Creek Beach, a private haven, is also within walking distance, offering secluded shores and tranquil waters for swimming and sunbathing. With its unbeatable location and irresistible amenities, this home is the ultimate retreat for those seeking the perfect blend of comfort and coastal living on the North Fork. Within minutes to world-renowned vineyards and local farms! Don’t miss your chance to make memories in this seaside sanctuary on the North Fork - Now available in Summer 2024 and off-season. 20
    Cutchogue, NY 11935
    $20,000
    4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2500.00:#
    Single Family For Rent ML# 3546762
    This charming 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort, convenience, and seaside serenity. As you step inside, you’ll notice the beachy feel that permeates every corner of this home. The spacious living areas invite you to relax and unwind, with ample room and a well-appointed Chef’s Kitchen for gatherings and entertaining. Each bedroom is designed to offer tranquility and functionality, featuring windows that flood the rooms with natural light and offer glimpses of the surrounding natural beauty. Venture into the backyard, and you’ll discover your own private paradise. A gunite saltwater pool offers a refreshing escape during hot summer days, accompanied by an outdoor shower. The Dave Allison Park is just a short stroll away. Its playground and sandy community beach are ideal destinations for picnics, games, and waterfront fun. East Creek Beach, a private haven, is also within walking distance, offering secluded shores and tranquil waters for swimming and sunbathing. With its unbeatable location and irresistible amenities, this home is the ultimate retreat for those seeking the perfect blend of comfort and coastal living on the North Fork. Within minutes to world-renowned vineyards and local farms! Don’t miss your chance to make memories in this seaside sanctuary on the North Fork - Now available in Summer 2024 and off-season.
    Presented By: Nest Seekers International LLC  631-354-3547
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • 2025 Rates: May $25, 000.00; September $26, 000.00 October $23, 000.00. Experience North Fork summer living in this newly constructed gem! Nestled in the sought-after Stirling Eastern Shores community, this impeccably designed modern farmhouse offers exclusive access to a private Long Island Sound beach, just a five minute walk from the property. Step inside to discover a light-filled and meticulously styled interior adorned with contemporary finishes and furnishings. The heart of the home is the chef’s kitchen seamlessly integrated into the Great Room and anchored by a cozy gas fireplace. On the first floor, you’ll find a convenient half bath, a junior en-suite bedroom, a spacious mudroom, and a sizeable 2-car garage. Ascend to the second level to encounter two additional guest bedrooms sharing a full bathroom, along with a stunning primary en-suite bedroom. The primary bath boasts a luxurious double vanity, a walk-in shower, a soaking tub, and an expansive walk-in closet for added convenience and indulgence. Outside, the property showcases a captivating landscape featuring a sprawling stone patio enveloping a 20x40 heated salt-water pool, complemented by an outdoor shower - an ideal setting for hosting gatherings and enjoying the summer sun. 36
    Greenport, NY 11944
    $20,000
    4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3500.00:#
    Single Family For Rent ML# 3538474
    2025 Rates: May $25, 000.00; September $26, 000.00 October $23, 000.00. Experience North Fork summer living in this newly constructed gem! Nestled in the sought-after Stirling Eastern Shores community, this impeccably designed modern farmhouse offers exclusive access to a private Long Island Sound beach, just a five minute walk from the property. Step inside to discover a light-filled and meticulously styled interior adorned with contemporary finishes and furnishings. The heart of the home is the chef’s kitchen seamlessly integrated into the Great Room and anchored by a cozy gas fireplace. On the first floor, you’ll find a convenient half bath, a junior en-suite bedroom, a spacious mudroom, and a sizeable 2-car garage. Ascend to the second level to encounter two additional guest bedrooms sharing a full bathroom, along with a stunning primary en-suite bedroom. The primary bath boasts a luxurious double vanity, a walk-in shower, a soaking tub, and an expansive walk-in closet for added convenience and indulgence. Outside, the property showcases a captivating landscape featuring a sprawling stone patio enveloping a 20x40 heated salt-water pool, complemented by an outdoor shower - an ideal setting for hosting gatherings and enjoying the summer sun.
    Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Experience breathtaking views of Long Island Sound and Orient Point County Park from this spacious open-concept home. This beautifully updated 4-bedroom, 4-bathroom residence offers a private 20x40 heated saltwater in-ground pool and serene backyard. Host memorable gatherings in the spacious kitchen, perfect for indoor and outdoor dining. The expansive master suite boasts breathtaking views, a king-size bed, an office nook, dressing area, a full bathroom, and a private balcony. The lower level features a cozy sitting and entertainment room, an exercise room, a full bathroom, laundry facilities, a 2-car garage, and direct access to the pool and backyard. Enjoy easy access to the pristine sound beach, hiking trails, Orient State Park, and Duryeas restaurant. Located at the tip of Long Island, this exceptional home is perfect for anyone seeking coastal living with ample entertainment and relaxation space. Permit# 0234. Offered Sept 5-30 $20k; Oct $15k; Nov $12k; Dec $12k. 15
    Orient, NY 11957
    $20,000
    4 Bedrooms 4 Full Baths Sq. Ft. 3800.00:#
    Single Family For Rent ML# 3519460
    Experience breathtaking views of Long Island Sound and Orient Point County Park from this spacious open-concept home. This beautifully updated 4-bedroom, 4-bathroom residence offers a private 20x40 heated saltwater in-ground pool and serene backyard. Host memorable gatherings in the spacious kitchen, perfect for indoor and outdoor dining. The expansive master suite boasts breathtaking views, a king-size bed, an office nook, dressing area, a full bathroom, and a private balcony. The lower level features a cozy sitting and entertainment room, an exercise room, a full bathroom, laundry facilities, a 2-car garage, and direct access to the pool and backyard. Enjoy easy access to the pristine sound beach, hiking trails, Orient State Park, and Duryeas restaurant. Located at the tip of Long Island, this exceptional home is perfect for anyone seeking coastal living with ample entertainment and relaxation space. Permit# 0234. Offered Sept 5-30 $20k; Oct $15k; Nov $12k; Dec $12k.
    Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Available seasonally, this impeccable modern 3 bedroom 3 bath home in Southold’s coveted Cedar Beach district offers privacy, water views and a private neighborhood beach. The open plan includes kitchen, dining area, den/office, and living room with fireplace. Sliding doors open to the bluestone patio with gas grill and plenty of room for entertaining and sunning. The three bedrooms, including a primary suite, all have water views. The private bay beach is a short stroll away. Easy access to renowned North Fork wineries, farmstands, restaurants and shops. Memorial Day-Labor Day $45, 000; June $8000; July $18, 000; August-LD $20, 000. 22
    Southold, NY 11971
    $20,000
    3 Bedrooms 3 Full Baths
    Single Family For Rent ML# 3389441
    Available seasonally, this impeccable modern 3 bedroom 3 bath home in Southold’s coveted Cedar Beach district offers privacy, water views and a private neighborhood beach. The open plan includes kitchen, dining area, den/office, and living room with fireplace. Sliding doors open to the bluestone patio with gas grill and plenty of room for entertaining and sunning. The three bedrooms, including a primary suite, all have water views. The private bay beach is a short stroll away. Easy access to renowned North Fork wineries, farmstands, restaurants and shops. Memorial Day-Labor Day $45, 000; June $8000; July $18, 000; August-LD $20, 000.
    Presented By: Brown Harris Stevens N Fork  631-477-0551
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Beachfront, located in Southold Shores, this architect’s own home is built with all the beautiful appointments you can imagine. Embracing the purity of architectural detail, together with a refined simplicity, this waterfront home offers a timeless elegance. Sweeping sunsets eye-catching angles and thoughtful details provide constant visual interest. A large 4 bedrooms with 4 baths ensuite, seaside floor to ceiling windows overlooking the Bayfront, Chefs kitchen leading to large outdoor deck and lovely garden. It is truly stunning. A special summer oasis. Available August $40K, Sept $20K RP# 0857 34
    Southold, NY 11971
    $20,000
    4 Bedrooms 4 Full Baths Sq. Ft. 3200.00:#
    Single Family For Rent ML# 3376195
    Beachfront, located in Southold Shores, this architect’s own home is built with all the beautiful appointments you can imagine. Embracing the purity of architectural detail, together with a refined simplicity, this waterfront home offers a timeless elegance. Sweeping sunsets eye-catching angles and thoughtful details provide constant visual interest. A large 4 bedrooms with 4 baths ensuite, seaside floor to ceiling windows overlooking the Bayfront, Chefs kitchen leading to large outdoor deck and lovely garden. It is truly stunning. A special summer oasis. Available August $40K, Sept $20K RP# 0857
    Presented By: Town And Country Real Estate  631-477-5990
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • $6k Winter Rate or BOOK ’25 NOW: Various Rates All Year Long: East Marion, North Fork - Coveted and rare rental (Rates: Season 2025 $87k; June $20k, Aug-LD $40k; Bal of Sept OR Oct $20k; off Season Winter $6k per mo etc) on the bay in private setting overlooking Bug Light and Long Beach. Spectacular setting with heated, waterside pool. One floor living with many access points to southeast facing deck/terrace. Incredible sunrises - and sunsets reflected on the lighthouse and bay. Living room w/fireplace, sunroom/office, EIK with upscale appliances; DR w/sliders to terrace for outdoor dining. Waterside master suite w/full bath, 3 additional bedrooms w/guest bath. Large 3+ car garage for cars and summer toys. Private yard space for playing and pickinking. The ultimate North Fork beach house rental for you and your guests. Home sleeps up to 12 people comfortably. Life doesn’t get better than at Tara-by-the-Bay. Close proximity to area farmstands, lavender fields, wineries and destination restaurants in Greenport. Permit #0248. 35
    East Marion, NY 11939
    $20,000
    4 Bedrooms 2 Full Baths
    Single Family For Rent ML# 3361257
    $6k Winter Rate or BOOK ’25 NOW: Various Rates All Year Long: East Marion, North Fork - Coveted and rare rental (Rates: Season 2025 $87k; June $20k, Aug-LD $40k; Bal of Sept OR Oct $20k; off Season Winter $6k per mo etc) on the bay in private setting overlooking Bug Light and Long Beach. Spectacular setting with heated, waterside pool. One floor living with many access points to southeast facing deck/terrace. Incredible sunrises - and sunsets reflected on the lighthouse and bay. Living room w/fireplace, sunroom/office, EIK with upscale appliances; DR w/sliders to terrace for outdoor dining. Waterside master suite w/full bath, 3 additional bedrooms w/guest bath. Large 3+ car garage for cars and summer toys. Private yard space for playing and pickinking. The ultimate North Fork beach house rental for you and your guests. Home sleeps up to 12 people comfortably. Life doesn’t get better than at Tara-by-the-Bay. Close proximity to area farmstands, lavender fields, wineries and destination restaurants in Greenport. Permit #0248.
    Presented By: Town And Country Real Estate  631-298-0600
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Private, peaceful home on a serene acre of property. Just renovated, featuring open modern Kitchen/Dining combo for casual entertaining. Separate family room across open foyer with fireplace and loads of puzzles & games. Charming covered front porch looks out onto front yard. Back deck with grill overlooks pool and backyard. Three bedrooms: 1 Queen, 2 full beds and primary with king bed and en-suite bathroom with large shower. Hall bathroom with tub. Laundry in basement. Tasteful furnishings, all the basics & wifi together make this an easy place to settle in and retreat to for a great vacation & workplace away from the everyday home office. Treadmill for workouts. Beach rights at the end of the Bay Avenue. The surrounding area has it all: vineyards, farm stands, restaurants, beaches, downtown Greenport and more. Avail for use: Fire Pit - Solo Stove, 3 bikes. 34
    East Marion, NY 11939
    $19,000
    3 Bedrooms 2 Full Baths
    Single Family For Rent ML# 3546433
    Private, peaceful home on a serene acre of property. Just renovated, featuring open modern Kitchen/Dining combo for casual entertaining. Separate family room across open foyer with fireplace and loads of puzzles & games. Charming covered front porch looks out onto front yard. Back deck with grill overlooks pool and backyard. Three bedrooms: 1 Queen, 2 full beds and primary with king bed and en-suite bathroom with large shower. Hall bathroom with tub. Laundry in basement. Tasteful furnishings, all the basics & wifi together make this an easy place to settle in and retreat to for a great vacation & workplace away from the everyday home office. Treadmill for workouts. Beach rights at the end of the Bay Avenue. The surrounding area has it all: vineyards, farm stands, restaurants, beaches, downtown Greenport and more. Avail for use: Fire Pit - Solo Stove, 3 bikes.
    Presented By: Prime Properties Long Island  631-427-9600
    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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