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  • Nested in the picturesque East End of Long Island, this charming rental offers an idyllic retreat. The property is perfect for anyone. The living room is tastefully furnished, blending modern comforts with a touch of local charm, and opens up to a quaint patio area. Great Finished basement to relax or have other guests enjoy. Outside, guests can enjoy the serene ambiance, ideal for morning coffees or evening relaxation around the fire. The rental is conveniently located, offering access to the beautiful beaches of long island, local vineyards, and the vibrant small towns known for their unique shops and eateries. Whether you’re seeking a peaceful getaway or an exploration of Long Island’s East End, this rental is a perfect base for your adventures. 14
    Wading River, NY 11792
    $15,000
    4 Bedrooms 2 Full Baths
    Single Family For Rent ML# 3526414
    Nested in the picturesque East End of Long Island, this charming rental offers an idyllic retreat. The property is perfect for anyone. The living room is tastefully furnished, blending modern comforts with a touch of local charm, and opens up to a quaint patio area. Great Finished basement to relax or have other guests enjoy. Outside, guests can enjoy the serene ambiance, ideal for morning coffees or evening relaxation around the fire. The rental is conveniently located, offering access to the beautiful beaches of long island, local vineyards, and the vibrant small towns known for their unique shops and eateries. Whether you’re seeking a peaceful getaway or an exploration of Long Island’s East End, this rental is a perfect base for your adventures.
    Presented By: EXP Realty  888-276-0630
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Perfect summer getaway! 3 bedrooms, 2.5 bathrooms, in-ground pool, close to beach, business district, vineyards and restaurants. Two week minimum stay. 15
    Cutchogue, NY 11935
    $15,000
    3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 1800.00:# Square Feet
    Single Family For Rent ML# 3524446
    Perfect summer getaway! 3 bedrooms, 2.5 bathrooms, in-ground pool, close to beach, business district, vineyards and restaurants. Two week minimum stay.
    Presented By: Signature Premier Properties  631-765-6000
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Summer 2024 Rates: June 27-July 11 $15K, Sept4-Oct4 $5K/week: Rare new construction on a quiet side street in Greenport Village, this modern luxury home is the perfect base to explore the beaches, wineries, and farm-to-table dining of the North Fork. Walking distance to downtown Greenport and a short drive from all the major North Fork sights. Or just whittle away your days enjoying the amenities of your luxurious home retreat. Lounge in your heated saltwater pool while sipping a cold drink. Curl up with a book in front of your gas fireplace. Catch up on sleep surrounded by plush bedding on your memory foam mattress. Immerse yourself in the low-key North Fork lifestyle at your private Greenport Getaway. 31
    Greenport, NY 11944
    $15,000 - $35,000
    5 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 2400.00:# Square Feet
    Single Family For Rent ML# 3518307
    Summer 2024 Rates: June 27-July 11 $15K, Sept4-Oct4 $5K/week: Rare new construction on a quiet side street in Greenport Village, this modern luxury home is the perfect base to explore the beaches, wineries, and farm-to-table dining of the North Fork. Walking distance to downtown Greenport and a short drive from all the major North Fork sights. Or just whittle away your days enjoying the amenities of your luxurious home retreat. Lounge in your heated saltwater pool while sipping a cold drink. Curl up with a book in front of your gas fireplace. Catch up on sleep surrounded by plush bedding on your memory foam mattress. Immerse yourself in the low-key North Fork lifestyle at your private Greenport Getaway.
    Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Enjoy a Quintessential North Fork Summer at this Chic Cape at Pipes Neck Cove. Located Just Outside Greenport Village on a Quite Road Off the Beaten Path. The Home Boasts Beautiful Waterviews of the Cove from Nearly Every Window. The Enchanting Bay Beach is just a Stone’s Throw from the Home and is Truly One of the Most Special Locations on the North Fork. The Vast and Nearly Private Beach Overlooks Greenport Village and has Expansive Views of Shelter Island. The Cove is the Perfect Spot to Fish, or Explore by Kayak, Canoe or Paddleboard. A Mooring is Also Available if Interested. The Home Itself has an Open Yet Cozy Layout for Living and Dining. The Interior has been Thoughtfully Decorated to Create a Warm and Welcoming Atmosphere. Great For Entertaining or Lounging and Just Taking in the View. The Spacious Bedrooms are 2 Up and 2 Down to Accommodate All with a Full Bath on each Floor. The Vibrant Village of Greenport is Moments Away Where You will Explore Quaint Shops, Great Dining or Possibly a Ride on the Carousel! Make this Your Home Away from Home this Summer Season. You are Guaranteed to Fall in Love. Rental Permit #0957 36
    Greenport, NY 11944
    $18,500
    $15,000
    4 Bedrooms 2 Full Baths Sq. Ft. 1500.00:# Square Feet
    Single Family For Rent PRICE REDUCED ML# 3517073
    Enjoy a Quintessential North Fork Summer at this Chic Cape at Pipes Neck Cove. Located Just Outside Greenport Village on a Quite Road Off the Beaten Path. The Home Boasts Beautiful Waterviews of the Cove from Nearly Every Window. The Enchanting Bay Beach is just a Stone’s Throw from the Home and is Truly One of the Most Special Locations on the North Fork. The Vast and Nearly Private Beach Overlooks Greenport Village and has Expansive Views of Shelter Island. The Cove is the Perfect Spot to Fish, or Explore by Kayak, Canoe or Paddleboard. A Mooring is Also Available if Interested. The Home Itself has an Open Yet Cozy Layout for Living and Dining. The Interior has been Thoughtfully Decorated to Create a Warm and Welcoming Atmosphere. Great For Entertaining or Lounging and Just Taking in the View. The Spacious Bedrooms are 2 Up and 2 Down to Accommodate All with a Full Bath on each Floor. The Vibrant Village of Greenport is Moments Away Where You will Explore Quaint Shops, Great Dining or Possibly a Ride on the Carousel! Make this Your Home Away from Home this Summer Season. You are Guaranteed to Fall in Love. Rental Permit #0957
    Presented By: Douglas Elliman Real Estate  631-298-8000
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Mattituck, North Fork: Sunshine and solace await you in this immaculate and recently renovated vacation home with a brand NEW, heated, saltwater pool (16x34 gunite)! Large open and bright rooms with lots of natural light allow you to relax in comfort and enjoy your time off. Home accommodates a maximum of 6 guests and features first floor bedroom with luxurious bath, open concept dining room/kitchen with terrace access, large living room for rainy day enjoyment. Upstairs are 2 more bedrooms and full bath. Large, level and private lot conveniently located by area vineyards, popular Love Lane and both LI Sound and Bay beaches. Immaculate and awaiting your stay. Flexible dates; pets on individual basis; no smoking. Southold Town Rental Permit #1022. 31
    Mattituck, NY 11952
    $15,000 - $22,000
    3 Bedrooms 2 Full Baths Sq. Ft. 1800.00:# Square Feet
    Single Family For Rent ML# 3513356
    Mattituck, North Fork: Sunshine and solace await you in this immaculate and recently renovated vacation home with a brand NEW, heated, saltwater pool (16x34 gunite)! Large open and bright rooms with lots of natural light allow you to relax in comfort and enjoy your time off. Home accommodates a maximum of 6 guests and features first floor bedroom with luxurious bath, open concept dining room/kitchen with terrace access, large living room for rainy day enjoyment. Upstairs are 2 more bedrooms and full bath. Large, level and private lot conveniently located by area vineyards, popular Love Lane and both LI Sound and Bay beaches. Immaculate and awaiting your stay. Flexible dates; pets on individual basis; no smoking. Southold Town Rental Permit #1022.
    Presented By: Town And Country Real Estate  631-298-0600
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Room for All in this Spacious 6 Bedroom Luxurious Home with Gourmet Kitchen with 6 Burner Wolf Stove, Formal Dining Room. Large Living Room with Fireplace, a Separate Den and Large Bedrooms. Rainy Day Game Room and More in Lower Level. All set on 2.3 Acres with In Ground Pool, Nicely Finished Outdoor Space and Yard Area and Just a Short Distance to Kenneys and McCabes Beaches. Summer 2024 - June 1 to June 28 - $30, 000 or $8, 500 Per Week With Two Week Minimum. August 25 to September 8 (Two Weeks) $18, 500; September $30, 000 or $8, 500 per Week With Two Week Minimum. Off Season - October through April at $15, 000 Per month for Single or Multiple Month Rentals. Permit #0233. 26
    Southold, NY 11971
    $15,000
    6 Bedrooms 4 Full Baths Sq. Ft. 5028.00:# Square Feet
    Single Family For Rent ML# 3505469
    Room for All in this Spacious 6 Bedroom Luxurious Home with Gourmet Kitchen with 6 Burner Wolf Stove, Formal Dining Room. Large Living Room with Fireplace, a Separate Den and Large Bedrooms. Rainy Day Game Room and More in Lower Level. All set on 2.3 Acres with In Ground Pool, Nicely Finished Outdoor Space and Yard Area and Just a Short Distance to Kenneys and McCabes Beaches. Summer 2024 - June 1 to June 28 - $30, 000 or $8, 500 Per Week With Two Week Minimum. August 25 to September 8 (Two Weeks) $18, 500; September $30, 000 or $8, 500 per Week With Two Week Minimum. Off Season - October through April at $15, 000 Per month for Single or Multiple Month Rentals. Permit #0233.
    Presented By: Douglas Elliman Real Estate  631-477-2220
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Located in a gorgeous Bay beach private community, just a stone’s throw from Southold Bay. Waterviews from many rooms and the sprawling backyard. Immaculate, light filled, 5 bedroom/2 bath charmer with room for all. Features include walkout deck, a library, sunroom w/gorgeous Bay views, outdoor showerhouse. Super convenient to fine dining, shopping & wineries - just 5 minutes to either Southold or Greenport....even 3 stellar farm stands just up the road including a CSA. Farm to table heaven! Located within the Park District with access to Founders’ Landing Park’s treasured sandy Bay beach. Everything you need to enjoy your summer on the amazing North Fork! Rental permit #0392; Expiration date 4/7/25. 20
    Southold, NY 11971
    $15,000
    5 Bedrooms 2 Full Baths Sq. Ft. 1800.00:# Square Feet
    Single Family For Rent ML# 3470466
    Located in a gorgeous Bay beach private community, just a stone’s throw from Southold Bay. Waterviews from many rooms and the sprawling backyard. Immaculate, light filled, 5 bedroom/2 bath charmer with room for all. Features include walkout deck, a library, sunroom w/gorgeous Bay views, outdoor showerhouse. Super convenient to fine dining, shopping & wineries - just 5 minutes to either Southold or Greenport....even 3 stellar farm stands just up the road including a CSA. Farm to table heaven! Located within the Park District with access to Founders’ Landing Park’s treasured sandy Bay beach. Everything you need to enjoy your summer on the amazing North Fork! Rental permit #0392; Expiration date 4/7/25.
    Presented By: Douglas Elliman Real Estate  631-477-2220
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • The beautifully renovated Jefferson House is available for you to stay the summer of 2023. Built in 1750 and expanded in the 1830s the home was brought back to life in 2021, keeping much of the original detail intact. Truly the most unique home offered for rent on the North Fork that will amaze you. There are 3 bedrooms for up to 6 occupants. Central air conditioning has been added. Enjoy walking through the 6.8 acres of parklike property, full of mature shrubs filled with a variety of birds and butterflies. The home is located near both the train and bus stops, as well as many wineries and a brewery. There is a park with pickle ball, tennis, track next door, and one of the finest Long Island Sound beaches at the end of Mill Lane. Available: June $15, 000, July $30, 000, August - Labor Day $30, 000, September $15, 000, TWO WEEK STAY $15, 000 - please inquire for availability Southold Town Rental Permit #0669 23
    Peconic, NY 11958
    $15,000
    3 Bedrooms 3 Full Baths Sq. Ft. 3100.00:# Square Feet
    Single Family For Rent ML# 3408833
    The beautifully renovated Jefferson House is available for you to stay the summer of 2023. Built in 1750 and expanded in the 1830s the home was brought back to life in 2021, keeping much of the original detail intact. Truly the most unique home offered for rent on the North Fork that will amaze you. There are 3 bedrooms for up to 6 occupants. Central air conditioning has been added. Enjoy walking through the 6.8 acres of parklike property, full of mature shrubs filled with a variety of birds and butterflies. The home is located near both the train and bus stops, as well as many wineries and a brewery. There is a park with pickle ball, tennis, track next door, and one of the finest Long Island Sound beaches at the end of Mill Lane. Available: June $15, 000, July $30, 000, August - Labor Day $30, 000, September $15, 000, TWO WEEK STAY $15, 000 - please inquire for availability Southold Town Rental Permit #0669
    Presented By: Douglas Elliman Real Estate  631-477-2220
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, North Fork: This beautiful estate, bayfront home offers complete privacy in a peaceful woodland setting with a historic provenance and featuring a sugar sand beach. Despite its private location, it is conveniently close to the village and North Fork amenities. Croteaux is just up the lane, and NoFo table is a short bike ride away. The estate house has a broad porch, a living room with a fireplace, a formal dining room, a den, a large kitchen, and a pantry. Upstairs, there are five bedrooms, three baths, PLUS, an outdoor shower convenient for all to enjoy. The outbuilding, known as The Birdhouse, offers dormitory space for overflow guests with a private bathroom. The estate has a direct beachfront setting, with sugar sand and carefree days awaiting visitors in an old-fashioned East End seaside cottage. Permit# 0996 32
    Southold, NY 11971
    $15,000 - $30,000
    6 Bedrooms 4 Full Baths
    Single Family For Rent ML# 3212687
    Southold, North Fork: This beautiful estate, bayfront home offers complete privacy in a peaceful woodland setting with a historic provenance and featuring a sugar sand beach. Despite its private location, it is conveniently close to the village and North Fork amenities. Croteaux is just up the lane, and NoFo table is a short bike ride away. The estate house has a broad porch, a living room with a fireplace, a formal dining room, a den, a large kitchen, and a pantry. Upstairs, there are five bedrooms, three baths, PLUS, an outdoor shower convenient for all to enjoy. The outbuilding, known as The Birdhouse, offers dormitory space for overflow guests with a private bathroom. The estate has a direct beachfront setting, with sugar sand and carefree days awaiting visitors in an old-fashioned East End seaside cottage. Permit# 0996
    Presented By: Town And Country Real Estate  631-298-0600
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Immerse yourself in the quintessential North Fork lifestyle! Situated on a spacious lot on a charming street, this exquisitely updated ranch offers a plethora of amenities to elevate your summer experience. Enter into an expansive open-concept living area adorned with lofty ceilings and abundant natural light, seamlessly flowing into a well-appointed eat-in kitchen with a central island table and stainless-steel appliances. The primary bedroom down the hall boasts a queen bed and an en-suite half bath, while the secondary bedroom features a full bed and a versatile office desk, ideal for remote work. The third bedroom is furnished with two twin beds. A beautifully renovated full hallway bathroom completes this wing. Descend to the finished lower level, where a generous TV/lounge area awaits, alongside an additional sleeping alcove with a queen bed, a fully updated bath, and a conveniently stocked laundry room. Outside, the exceptional yard beckons with a spacious patio, multiple seating areas, a BBQ, and an outdoor fireplace. Discover an additional fire-pit area and a generously sized fenced-in pool with a trellis lounge area, offering endless opportunities for outdoor relaxation and entertainment. Conveniently situated just moments from a charming downtown area, golf courses, vineyards, and farm stands, this home also provides easy access to the beautiful Wading River Beach, the perfect backdrop for enjoying the serene coastal lifestyle. 23
    Wading River, NY 11792
    $14,000
    3 Bedrooms 2 Full Baths 1 Half Bath
    Single Family For Rent NEW ML# 3547990
    Immerse yourself in the quintessential North Fork lifestyle! Situated on a spacious lot on a charming street, this exquisitely updated ranch offers a plethora of amenities to elevate your summer experience. Enter into an expansive open-concept living area adorned with lofty ceilings and abundant natural light, seamlessly flowing into a well-appointed eat-in kitchen with a central island table and stainless-steel appliances. The primary bedroom down the hall boasts a queen bed and an en-suite half bath, while the secondary bedroom features a full bed and a versatile office desk, ideal for remote work. The third bedroom is furnished with two twin beds. A beautifully renovated full hallway bathroom completes this wing. Descend to the finished lower level, where a generous TV/lounge area awaits, alongside an additional sleeping alcove with a queen bed, a fully updated bath, and a conveniently stocked laundry room. Outside, the exceptional yard beckons with a spacious patio, multiple seating areas, a BBQ, and an outdoor fireplace. Discover an additional fire-pit area and a generously sized fenced-in pool with a trellis lounge area, offering endless opportunities for outdoor relaxation and entertainment. Conveniently situated just moments from a charming downtown area, golf courses, vineyards, and farm stands, this home also provides easy access to the beautiful Wading River Beach, the perfect backdrop for enjoying the serene coastal lifestyle.
    Presented By: Compass Greater NY LLC  631-740-1226
    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

Fax: (631)298-5779

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