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  • 2025 Rates: MDW-LD 105K, June $15K, July $35K, Aug-LD $45K Luxurious living in Greenport’s private Rock Cove Estates. A stone’s thi away to the deed private beach on the Long Island Sound. Highly desirable area where you can enjoy summer walks, lazy da the beach or gorgeous sunsets. Create memories to last a lifetime in this beautifully decorated home. Close to Greenport Village, restaurants, shopping, wineries, and recreational activities. Property 35
    Greenport, NY 11944
    $20,000 - $100,000
    4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3100.00:# Square Feet
    Single Family For Rent ML# 3564418
    2025 Rates: MDW-LD 105K, June $15K, July $35K, Aug-LD $45K Luxurious living in Greenport’s private Rock Cove Estates. A stone’s thi away to the deed private beach on the Long Island Sound. Highly desirable area where you can enjoy summer walks, lazy da the beach or gorgeous sunsets. Create memories to last a lifetime in this beautifully decorated home. Close to Greenport Village, restaurants, shopping, wineries, and recreational activities. Property
    Presented By: Century 21 Excelsior Realty  631-734-0390
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • 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
    $55,000
    $20,000
    4 Bedrooms 4 Full Baths 2 Half Baths Sq. Ft. 4500.00:# Square Feet
    Single Family For Rent PRICE REDUCED 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
  • Escape to this 4 bedroom, 3 bath waterfront North Fork Retreat with expansive views across Hashamomuck to Peconic Bay. The back yard features a deck with private stairs leading down to the water, perfect for kayaking and paddle boarding. End the day entertaining around the fire or with a sunset stroll on your deeded Long Island Sound beach just a block away. Make this home your jumping point to enjoy the beaches, parks, restaurants, vineyards, farm stands, golf courses, and the many other activities the East End has to offer. The list is endless and is awaiting your arrival! Rental Permit #0477 19
    Southold, NY 11971
    $20,000
    4 Bedrooms 3 Full Baths Sq. Ft. 2500.00:# Square Feet
    Single Family For Rent ML# 3550561
    Escape to this 4 bedroom, 3 bath waterfront North Fork Retreat with expansive views across Hashamomuck to Peconic Bay. The back yard features a deck with private stairs leading down to the water, perfect for kayaking and paddle boarding. End the day entertaining around the fire or with a sunset stroll on your deeded Long Island Sound beach just a block away. Make this home your jumping point to enjoy the beaches, parks, restaurants, vineyards, farm stands, golf courses, and the many other activities the East End has to offer. The list is endless and is awaiting your arrival! Rental Permit #0477
    Presented By: Daniel Gale Sothebys Intl Rlty  631-298-4130
    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:# Square Feet
    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; June $28, 000.00; July $35, 000.00; A1-LD $42, 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:# Square Feet
    Single Family For Rent ML# 3538474
    2025 Rates: May $25, 000.00; June $28, 000.00; July $35, 000.00; A1-LD $42, 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
  • 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:# Square Feet
    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
  • Planning a staycation? this Laughing Waters Association ranch is the perfect destination for a resort-style stay this year. Come experience the private bay beach, smell the salt air, and enjoy time boating/SUP/kayaking in the creek or try your luck clamming. The home is an easy and comfortable springboard to the North Fork lifestyle and features an open plan ideal for entertaining. Living room, Dining room, large kitchen to make the most serious cooks feel at home - plus an en suite bedroom with full bath and two additional bedrooms and full bath. Beyond the covered porch is a verdant and fully fenced in lawn area ideal for play, a bbq area, multiple sitting areas, a game room adjacent to the garage, a pool house with ’bar’ area and the most amazing outdoor, poolside shower. No detail for enjoyment has been overlooked - there is even a firepit for idle-hour! Available monthly, or weekly - inquire. Pets permited - fully fenced in property! Southold RP# 1149 expires 6/10/26 31
    Southold, NY 11971
    $18,000
    3 Bedrooms 2 Full Baths Sq. Ft. 1200.00:# Square Feet
    Single Family For Rent ML# 3559692
    Planning a staycation? this Laughing Waters Association ranch is the perfect destination for a resort-style stay this year. Come experience the private bay beach, smell the salt air, and enjoy time boating/SUP/kayaking in the creek or try your luck clamming. The home is an easy and comfortable springboard to the North Fork lifestyle and features an open plan ideal for entertaining. Living room, Dining room, large kitchen to make the most serious cooks feel at home - plus an en suite bedroom with full bath and two additional bedrooms and full bath. Beyond the covered porch is a verdant and fully fenced in lawn area ideal for play, a bbq area, multiple sitting areas, a game room adjacent to the garage, a pool house with ’bar’ area and the most amazing outdoor, poolside shower. No detail for enjoyment has been overlooked - there is even a firepit for idle-hour! Available monthly, or weekly - inquire. Pets permited - fully fenced in property! Southold RP# 1149 expires 6/10/26
    Presented By: Town And Country Real Estate  631-298-0600
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Rental Permit #0609 Enter a sanctuary of light and space in this beautifully designed home, where the grandeur of the Long Island Sound meets serene beachside living. As you enter, you’re greeted by a stunning wall of windows that invites the outside in, setting a tranquil tone throughout the residence. The first floor offers three well-appointed bedrooms, including a master with en-suite bathroom with its own private deck accessed through sliding glass doors-an ideal retreat for morning coffees or evening relaxation. Two additional bedrooms have a full bathroom across the hall. Additionally, a separate laundry room provides practical utility without compromising on style. Ascend to the second floor and discover the heart of the home: an open concept living area that combines the living room, dining room, and a modern kitchen equipped with granite countertops and new stainless steel appliances. Cathedral ceilings with exposed wooden beams accentuate the feeling of openness, further enhanced by plentiful natural light and two sliding glass doors that lead out to an impressive 1, 400 square foot wrap-around deck. Here, panoramic views of the Long Island Sound unfold in every direction, offering a breathtaking backdrop for entertaining or quiet reflection. Outside, the property is bordered by preserved land, ensuring unspoiled vistas and privacy. Just a direct half-mile down the street lies Kenney’s Beach, a sandy beach, rare for the Long Island Sound that stretches for miles. Whether you are meandering east towards Horton’s Point Lighthouse or west towards Goldsmith’s Inlet, the journey is as captivating as the destination. The nearby 60-acre nature trail just down the beach invites leisurely exploration, enhancing the natural allure of the area. Perfect for those who cherish peace, privacy, and the unique beauty of coastal living, this home offers promising unforgettable sunsets and a tranquil lifestyle nestled in a coveted private beach community. 34
    Southold, NY 11971
    $18,000
    3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 1900.00:# Square Feet
    Single Family For Rent ML# 3552153
    Rental Permit #0609 Enter a sanctuary of light and space in this beautifully designed home, where the grandeur of the Long Island Sound meets serene beachside living. As you enter, you’re greeted by a stunning wall of windows that invites the outside in, setting a tranquil tone throughout the residence. The first floor offers three well-appointed bedrooms, including a master with en-suite bathroom with its own private deck accessed through sliding glass doors-an ideal retreat for morning coffees or evening relaxation. Two additional bedrooms have a full bathroom across the hall. Additionally, a separate laundry room provides practical utility without compromising on style. Ascend to the second floor and discover the heart of the home: an open concept living area that combines the living room, dining room, and a modern kitchen equipped with granite countertops and new stainless steel appliances. Cathedral ceilings with exposed wooden beams accentuate the feeling of openness, further enhanced by plentiful natural light and two sliding glass doors that lead out to an impressive 1, 400 square foot wrap-around deck. Here, panoramic views of the Long Island Sound unfold in every direction, offering a breathtaking backdrop for entertaining or quiet reflection. Outside, the property is bordered by preserved land, ensuring unspoiled vistas and privacy. Just a direct half-mile down the street lies Kenney’s Beach, a sandy beach, rare for the Long Island Sound that stretches for miles. Whether you are meandering east towards Horton’s Point Lighthouse or west towards Goldsmith’s Inlet, the journey is as captivating as the destination. The nearby 60-acre nature trail just down the beach invites leisurely exploration, enhancing the natural allure of the area. Perfect for those who cherish peace, privacy, and the unique beauty of coastal living, this home offers promising unforgettable sunsets and a tranquil lifestyle nestled in a coveted private beach community.
    Presented By: Douglas Elliman Real Estate  631-477-2220
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • YOUR FALL & OFF SEASON GETAWAY AWAITS! It is all here! MINT 4 Bedroom, 2 Bath Farmhouse with Wrap-around Porch. AC, wood floors, Fireplace, and tremendous back deck over-looking Exquisite and Private Back yard w/ Heated in-ground mountain lake shaped Swimming POOL, Waterfall, New & Astounding BBQ Pavilion with Kitchenette, bar area, and shaded outdoor living room, as well as quaint pool house/shed. Gorgeous shy 1 acre property to Enjoy this Magnificent Oasis w/ additional outdoor patio, separate stone BBQ and Firepit to enjoy those crisp autumn nights under the stars! Enjoy dreamy Farm Views in addition to amazing Sunsets from your spacious wrap around front porch. Separate grove of flowering fruit trees in your private back yard with natural borders for privacy and beauty. Your going to want to be here every weekend, holiday and vacation if you can! Rates: Sept 6 to Oct1: $7500; October: $7500; Nov $5, 000; December $4, 000; and Oct 1 to April 1: $18, 000., PLUS Security Deposit. Available monthly or scoop it up from Labor Day until April 1st. Visit as you Like! Enjoy a Scenic and RELAXING FALL/Off Season on the NORTH FORK with Stunning Farm Views. Home-base is a Short Drive to Long Island Sound, as well as Bay & Ocean Beaches, Local Marinas, nearby to Gourmet Restaurants, Wineries, Breweries, Golf, Shopping, and NF Farm Stands with Plenty of Room for You & Your Guests! Basement, Garage and Attic Off-Limits to Tenants. Landlord takes care of Pool and Lawn; Tenants Reimburse All Utilities for the Term. Security Deposit, Utility Deposit, Proof of Renters Insurance & Satisfactory Credit Report--ALL REQUIRED. 32
    Mattituck, NY 11952
    $18,000
    4 Bedrooms 2 Full Baths Sq. Ft. 2000.00:# Square Feet
    Single Family For Rent ML# 3477781
    YOUR FALL & OFF SEASON GETAWAY AWAITS! It is all here! MINT 4 Bedroom, 2 Bath Farmhouse with Wrap-around Porch. AC, wood floors, Fireplace, and tremendous back deck over-looking Exquisite and Private Back yard w/ Heated in-ground mountain lake shaped Swimming POOL, Waterfall, New & Astounding BBQ Pavilion with Kitchenette, bar area, and shaded outdoor living room, as well as quaint pool house/shed. Gorgeous shy 1 acre property to Enjoy this Magnificent Oasis w/ additional outdoor patio, separate stone BBQ and Firepit to enjoy those crisp autumn nights under the stars! Enjoy dreamy Farm Views in addition to amazing Sunsets from your spacious wrap around front porch. Separate grove of flowering fruit trees in your private back yard with natural borders for privacy and beauty. Your going to want to be here every weekend, holiday and vacation if you can! Rates: Sept 6 to Oct1: $7500; October: $7500; Nov $5, 000; December $4, 000; and Oct 1 to April 1: $18, 000., PLUS Security Deposit. Available monthly or scoop it up from Labor Day until April 1st. Visit as you Like! Enjoy a Scenic and RELAXING FALL/Off Season on the NORTH FORK with Stunning Farm Views. Home-base is a Short Drive to Long Island Sound, as well as Bay & Ocean Beaches, Local Marinas, nearby to Gourmet Restaurants, Wineries, Breweries, Golf, Shopping, and NF Farm Stands with Plenty of Room for You & Your Guests! Basement, Garage and Attic Off-Limits to Tenants. Landlord takes care of Pool and Lawn; Tenants Reimburse All Utilities for the Term. Security Deposit, Utility Deposit, Proof of Renters Insurance & Satisfactory Credit Report--ALL REQUIRED.
    Presented By: Fedun Real Estate Inc  631-722-5000
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
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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.

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

Office: (631)298-8760

Fax: (631)298-5779

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