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  • 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., Additional information: Appearance:Excellent, Lease Term:August-Labor Day, Flexible, July, July-August, June, Memorial-Labor, Off Season, Weekly Renta Amt:4500 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., Additional information: Appearance:Excellent, Lease Term:August-Labor Day, Flexible, July, July-August, June, Memorial-Labor, Off Season, Weekly Renta Amt:4500
    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
  • Southold, North Fork - artful cottage located in Southold by Founder’s Landing Park/Wharf House. Opposite a fabulous bay beach sits this unique, furnished, one bedroom residence. Full kitchen with dishwasher, bright and sunny living room, comfortable bedroom... home is heated by natural gas. Park like property with outside sitting area. Privacy and pet friendly. Enjoy life on the east end in this furnished home ready for you and convenient to area restaurants, wineries, and all the North Fork has to offer. Permit #0107 RATES: MD-LD $19, 000 ; June $3500; July $7, 000’ Aug-LD $8, 000 July/Aug-LD $15, 000 - off season/Fall 2025 available. 13
    Southold, NY 11971
    $19,000
    1 Bedroom 1 Full Bath Sq. Ft. 750.00:#
    Single Family For Rent ML# 3525718
    Southold, North Fork - artful cottage located in Southold by Founder’s Landing Park/Wharf House. Opposite a fabulous bay beach sits this unique, furnished, one bedroom residence. Full kitchen with dishwasher, bright and sunny living room, comfortable bedroom... home is heated by natural gas. Park like property with outside sitting area. Privacy and pet friendly. Enjoy life on the east end in this furnished home ready for you and convenient to area restaurants, wineries, and all the North Fork has to offer. Permit #0107 RATES: MD-LD $19, 000 ; June $3500; July $7, 000’ Aug-LD $8, 000 July/Aug-LD $15, 000 - off season/Fall 2025 available.
    Presented By: Town And Country Real Estate  631-298-0600
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • 25
    Greenport, NY 11944
    $18,000
    3 Bedrooms 3 Full Baths Sq. Ft. 1800.00:#
    Misc For Rent ML# 3591630
    Presented By: Douglas Elliman Real Estate  631-477-2220
    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:#
    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:#
    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
  • This beautiful 4 bed, 2.5 bath home is where you will want to be! Bright and airy, this home features an open plan kitchen with marble countertops and island, a living room with gas fireplace and a dining room. A powder room and the primary en suite complete the first floor. Upstairs are three bedrooms and a hall bath. Enjoy the new Gunite pool and fenced yard. The Saltaire association has a tennis court and, at the end of the street, a community park with steps down to the Long Island Sound. Come and enjoy the sunsets! Additionally, there is a local beach about a 3 minute drive from the house. Take advantage of Love Lane, wineries, restaurants, farm stands and all the North Fork has to offer. This is definitely a special home not to be missed! Rental Permit #0850, Additional information: Appearance:Mint, Lease Term:August-Labor Day, July, June, Memorial-Labor, Monthly, Off Season 24
    Mattituck, NY 11952
    $18,000
    4 Bedrooms 2 Full Baths 1 Half Bath
    Single Family For Rent ML# 3520289
    This beautiful 4 bed, 2.5 bath home is where you will want to be! Bright and airy, this home features an open plan kitchen with marble countertops and island, a living room with gas fireplace and a dining room. A powder room and the primary en suite complete the first floor. Upstairs are three bedrooms and a hall bath. Enjoy the new Gunite pool and fenced yard. The Saltaire association has a tennis court and, at the end of the street, a community park with steps down to the Long Island Sound. Come and enjoy the sunsets! Additionally, there is a local beach about a 3 minute drive from the house. Take advantage of Love Lane, wineries, restaurants, farm stands and all the North Fork has to offer. This is definitely a special home not to be missed! Rental Permit #0850, Additional information: Appearance:Mint, Lease Term:August-Labor Day, July, June, Memorial-Labor, Monthly, Off Season
    Presented By: Douglas Elliman Real Estate  631-354-8100
    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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