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  • Southold, NY 11971
    $40,000
    4 Bedrooms 2 Full Baths
    Single Family For Rent ML# 3489027
    Permit #493 Newly Renovated Farmhouse Centrally Located In Southold With Easy Access By Bus, Train or Car. Enjoy Your Morning Coffee As The Sun Rises Over The Farmfield. Spend An Afternoon Exploring The Beauty of the North Fork, Soak in the Sun at one of the Beautiful Peconic Bay or Long Island Sound Beaches, Enjoy Live Music at Numerous Wineries and/or Breweries, Browse unique local finds at One of Many Antique and/or Quaint Shops, and Don’t Forget to Stop by Our Bountiful Farm Stands. Cool Off With a Dip in the Heated Saltwater Pool, Enjoy Dinner Under the Stars and Reminisce Around the Fire Pit. Utilities Included. 10% Security & Exit Clean. Enjoy Summer On The North Fork!
    Presented By: Thomas J McCarthy Real Estate  631-765-5815
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, NY 11971
    $35,000
    4 Bedrooms 3 Full Baths 1 Half Bath
    Single Family For Rent ML# 3546491
    Introducing your brand-new summer retreat! Available from July 2024, this stunning 4-bedroom, 3.5-bathroom waterfront oasis boasts the pinnacle of luxury living. Nestled on West Creek in Southold. Enjoy exclusive access to Peconic Bay via your private dock, perfect for soaking up the summer sun. Spanning approximately 3500 square feet of impeccable interior space, revel in the elegance of oak floors, a luxurious soaking tub, and high ceilings throughout. The first floor offers two primary ensuites, a spacious Great Room with a cozy fireplace, a convenient laundry room, and 2.5 baths. Plus, a two-car garage ensures ample parking for all your summer adventures. Ascend to the second floor to discover two additional bedrooms, a full bath, a second laundry area, and a sprawling bonus room-ideal for entertaining guests or unwinding after a day of exploration. Central air conditioning ensures comfort on even the hottest summer days, while a full basement provides plenty of storage space for your beach gear. Outside is your private paradise, complete with a refreshing 16 x 32 in-ground pool, currently being readied for the summer. Situated in the coveted Southold Park District, relish in access to Founder Landing and South Harbor Park, along with proximity to pristine bay beaches, renowned vineyards, charming farmstands, premier shopping destinations, and convenient public transportation. Don’t miss this unparalleled opportunity to experience the epitome of summer living and make memories to last a lifetime! Southold Town Rental Permit #1085.
    Presented By: Douglas Elliman Real Estate  631-354-8100
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, NY 11971
    $35,000 - $65,000
    4 Bedrooms 5 Full Baths 1 Half Bath Sq. Ft. 4400.00:# Square Feet
    Single Family For Rent ML# 3542038
    New Construction with all high end finishes. First Floor Primary Suite. Three additional oversized bedrooms - all ensuite. 2 King beds, 2 Queen beds. Den/Office facing inground pool, Huge 2nd Fl Bonus Room, 5.5 Luxurious Baths. Every detail has been carefully considered and designed to accommodate multiple guests. Close to shopping, multiple parks, beaches, golf and fine dining. This is Truly an Entertainer’s Delight! Dogs allowed up to 10 lbs. Tenant pays utilities and pool care.
    Presented By: Compass Greater NY LLC  516-319-3274
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, NY 11971
    $35,000
    5 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 3600.00:# Square Feet
    Single Family For Rent ML# 3532208
    Ideal summer getaway in the heart of the North Fork with 5 bed and 4.5 baths. The home sits on a shy half acre complete with accessory office/gym structure, inground gunite pool and has incredible views of the neighboring North Fork vineyard. The first floor features an open floor plan with a large eat-in kitchen, dining area, living room and family room. There are four bedrooms in the main portion of home and an accessory attached apartment with an additional bedroom, family room and kitchenette. Enjoy close proximity to downtown Southold, beaches and wineries. Renovated top to bottom in 2021. June- 25K, July 35K.
    Presented By: Compass Greater NY LLC  516-330-6086
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Cutchogue, NY 11935
    $35,000
    3 Bedrooms 3 Full Baths
    Single Family For Rent ML# 3524219
    Be surrounded by the peaceful beauty of nature while spending your summer in this stylish mid-century modern style home. You will enjoy lazy days in the pool or paddling on the creek, al fresco dining at night under the stars and many hours relaxing in this beautiful waterfront retreat. Mem. Day - Labor Day $75, 000. June $20, 000. July $30, 000. Aug-LD $35, 000. Permit #0087
    Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Greenport, NY 11944
    $35,000
    4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 3800.00:# Square Feet
    Single Family For Rent ML# 3523662
    Summer 2024. Luxurious Modern Home with Heated Inground Pool in Private Community with Memorable Bay Beach 3 Blocks Away. Short Distance to Golf and Greenport Village. Summer 2024 - June $20, 000; July $35, 000. Off Season (January to May) - $10, 000 per month (single to multiple months considered). Permit # 0634.
    Presented By: Douglas Elliman Real Estate  631-477-2220
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Jamesport, NY 11947
    $35,000 - $150,000
    5 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3000.00:# Square Feet
    Single Family For Rent ML# 3519001
    Starry Nights Farms: This Stunning, Secluded, Gated, and Peaceful 6+ Acre Estate is perfectly located amongst luscious green fields, farms, wineries, and amazing restaurants and shops in the heart of the North Fork! It’s minutes from the Sound and The Bay and it’s a quick, easy drive to The Hamptons. This incredible 3-Story, 5-Bedroom home has it all! With a beautiful kitchen, downstairs kitchenette, sun room, bunk room, indoor and outdoor fireplaces, movie room, art studio, ping pong room, pool table, gym, outdoor kitchen and bar, saltwater pool, jacuzzi, massive organic garden, putting green/sport court, indoor & outdoor riding rings, two beautiful barns, two adorable horses and 5 blue egg laying chickens, you will be sure to make memories of a lifetime! Inquire about off-peak rates. Stalls are available for those that have their own horses. Simply put, there is something for everyone at this magnificent private farm estate! Available For Sale as well.
    Presented By: Douglas Elliman Real Estate  631-723-2721
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Greenport, NY 11944
    $35,000
    3 Bedrooms 2 Full Baths Sq. Ft. 1800.00:# Square Feet
    Single Family For Rent ML# 3370299
    Greenport Village West Dublin architectural home is available for you to enjoy! This wonderful home includes 3 bedrooms, 2 full baths, formal dining room, beautifully designed open floor with impeccable detail. The backyard setting is fabulous with patio, specimen plantings, grill and firepit. Perfect location between the 5th Street beach, villages shops and downtown restaurants. Easy access to the train and jitney bus transportation. Available 2024 Rates: June $20, 000, July $30, 000, August- Labor Day $35, 000 Year round lease available for $4500 per month. Greenport Village Rental Permit #21-056
    Presented By: Douglas Elliman Real Estate  631-477-2220
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Orient, NY 11957
    $35,000
    4 Bedrooms 5 Full Baths Sq. Ft. 5000.00:# Square Feet
    Single Family For Rent ML# 3369625
    Amazing North Fork home with heated salt water gunite pool located in Grandview Estates featuring 4 bedrooms (1st floor bedroom with ensuite, 2 ensuite guest bedroom on the second floor with 1 additional guest bedroom and guest bathroom) office/den also located on the second floor with a large sitting area and balcony at the landing of the second floor, large, finished basement with projection TV. June $25, 000, July $35, 000 Permit #0441.
    Presented By: Daniel Gale Sothebys Int’l  631-477-0013
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, NY 11971
    $33,000
    4 Bedrooms 3 Full Baths
    Single Family For Rent ML# 3528449
    This updated and well maintained home and pool is poised on a sprawling three private acres and a true getaway! Boasting four large bedrooms, 3 full recently renovated bathrooms. Backyard oasis with playset and lush lawn. Located less than two miles to Southold’s favorite Cedar Beach and Goose Creek Beach, just over one mile to Croteaux Vineyards- plenty of other wineries, organic farms and restaurants nearby! The space features a first floor living room area with high ceilings and access to an outside wrap around deck which overlooks pool area. Modern Chef’s Kitchen, Dining Area, Bedroom 1, Master Bedroom with a CAL king bed and Bath and access to the Garage. Downstairs has a fun Bar Room with direct access to the Pool, Bedroom 2 has a king bed, Bathroom down the hall, the Laundry Room with Washer/Dryer and another Living Room area with a piano, TV and games. Upstairs, Bedroom 3 has a full over full bunk bed with trundle, daybed and crib if needed. Bedroom 4 has a king bed. You will make wonderful summer memories in this home! Rental Permit #0362
    Presented By: Douglas Elliman Real Estate  631-354-8100
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Greenport, NY 11944
    $30,000
    4 Bedrooms 3 Full Baths Sq. Ft. 3650.00:# Square Feet
    Single Family For Rent ML# 3546371
    2025 Rates: MDW-LD $142, 500; June $30K; July $52, 500; A1-LD $55K. This Modern Hamptons style home offers everything you could ask for from a Summer retreat to the East End. Featuring over 3500sqft of living space, the impressive Great Room is the centerpiece of the house and flows seamlessly to the rear yard which features a 20x40 heated gunite pool with sun deck, large architectural stone patio w/ fire-pit and large gas fired grill. In addition, you will enjoy lazy summer walks to the Rock Cove Estate community private Sound side beach and peak-a-boo water-views from the second floor. All bedrooms are generously proportioned but the Primary En-Suite is truly spectacular with high vaulted ceilings, private waterside balcony, walk in closet and En-suite full bathroom. Bonus feature, the second floor offers a game/media-room w/ full-size pool table, shuffle board table and waterside balcony. Don’t let this amazing offering slip away!
    Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Orient, NY 11957
    $30,000
    3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2200.00:# Square Feet
    Single Family For Rent ML# 3542491
    Rental Permit # 1102 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 20 x 40 in-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 lead to an 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. This is truly both a remarkable and unique getaway to spend your summer months. August 1 - 31 $32, 500 & August 1 - September 3 $35, 500
    Presented By: Douglas Elliman Real Estate  631-477-2220
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • East Marion, NY 11939
    $30,000
    3 Bedrooms 2 Full Baths Sq. Ft. 3000.00:# Square Feet
    Single Family For Rent ML# 3534727
    House is at the end of Ketcham Lane. Introducing a Sequestered Post Modern custom designed home. The property backs up to Cove Beach Estates and NYS Ruth Oliva Preserve. This 3 + bedroom home offers high ceilings and sun-filled rooms with high-end hardwood floors throughout. The well maintained property features an inground backyard pool and patio entertainment area, all just a stones throw from the Long Island Sound and the Peconic Bay.
    Presented By: Century 21 Albertson Realty  631-765-3800
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Greenport, NY 11944
    $35,000
    $30,000
    3 Bedrooms 4 Full Baths
    Single Family For Rent PRICE REDUCED ML# 3533921
    Spend your summer enjoying all the North Fork has to offer at this Greenport waterfront home with dock and community bay beach. Completely updated with high end touches throughout including chef’s custom kitchen with island, 3 bedrooms (2 are en-suite), 4 full bathrooms, expansive waterfront deck, and a lower level entertainment lounge. The perfect place to relax and unwind. Permit# 0955.
    Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, NY 11971
    $30,000
    4 Bedrooms 4 Full Baths Sq. Ft. 3500.00:# Square Feet
    Single Family For Rent ML# 3528088
    Ideal North Fork Dream Home for Spring and Summer Living! Embrace the vibrant spirit of Southold with this spacious and inviting home. Boasting four generously sized bedrooms, three equipped with ensuite bathrooms and the first-floor bedroom conveniently offering access to a full bath across the hall, this residence ensures comfort and convenience. The heart of the home, the great room, showcases the second fireplace and opens up to the rear masonry deck, which overlooks the large, heated pool and the backyard. Just a few blocks away is an array of charming shops, cafes, and restaurants, adding to the allure of this perfect home base for your North Fork experience. Available Year Round at 10k per month. June: 30K July: 38k August: 45k. Memorial Day- Labor Day: 100k. Also available off season.
    Presented By: Compass Greater NY LLC  516-330-6086
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Orient, NY 11957
    $30,000
    3 Bedrooms 3 Full Baths Sq. Ft. 1846.00:# Square Feet
    Single Family For Rent ML# 3524851
    Contemporary private, secluded home in bucolic Browns Hill, Orient. 12 x 25 heated/saltwater/gunite pool with deck & patio overlooking farm fields with distant bay view. A welcoming space from the foyer to the living room with wood burning fireplace, updated gourmet kitchen and dining room with panoramic farm and bay views. Three levels of living space with one bedroom & full bath on each floor: lower-level bedroom with deck, ground floor master ensuite bedroom with full bath and deck, second floor loft/bedroom. Wrap around deck and outdoor shower. Association Sound beach, just a short walk. Offered July $30, 000; Aug $30, 000. All inclusive. Permit # 0174.
    Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, NY 11971
    $30,000
    4 Bedrooms 4 Full Baths 1 Half Bath
    Single Family For Rent ML# 3524504
    Spacious Open Floor Plan Newer Home. Inground Pool with Built in Hot Tub and Blue Stone Pool Surround. Screened Porch Overlooking Pool Area. Nice Yard. Wood Burning Fireplace. Good Wifi. Long Island Sound Beach and Historic Lighthouse Museum and Park Several Doors Away. Summer 2024 - Memorial Day through June $30, 000. Off Season Until End of April 2024 at $10, 000 Per Month (Single or Multiple Months Rental Considered). Permit #0537.
    Presented By: Douglas Elliman Real Estate  631-477-2220
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Cutchogue, NY 11935
    $30,000
    4 Bedrooms 2 Full Baths Sq. Ft. 2400.00:# Square Feet
    Single Family For Rent ML# 3477027
    New to Market FLEET’s NECK Rental! Walk to Beach from your Private FABULOUS SUMMER OASIS. 4 Bedroom and 2 Full Bath Contemporary Home on tucked away Lot Set Well-Back from Road on 1 + acres. Offers Sleek Main Floor Living Area with Fireplace, Chandeliered Dining Area, Foyer, Light Bright Kitchen with All Stainless-Steel Appliances, that leads to a Furnished 2-Level Deck with Both Living and Dining/BBQ Spaces, 2 Spacious Bedrooms and a Full Bath with Walk-In Shower. Lower level has 2 Additional Bedrooms and a Large Full Bath with Separate Living/Entertaining/Gaming Area for more Informal Fun! Air Hockey, FOOSBALL, & Large Flat Screen TV! Two-Car Garage and Plenty of Guest Parking. Bedrooms provide own TVs and plenty of closet space. PLUS: Fenced-in Sprawling Summertime Fun & Relaxation Spot. 20x40 Heated, Lighted, Saltwater Pool, with 4 In-Pool Chaise Loungers, and steps to separate Jacuzzi Spa to warm up before you Cool Down. Also enclosed is an Outdoor BBQ Pavillion with Bar Area and Kitchenette, as well as Outdoor Living Room complete with Wide Screen TV, and outdoor lighting. Live Your Best Life Here or walk a short distance to Bay Beach at End of Street, or a Short Drive to Long Island Sound and Ocean Beaches, and Local Marinas. Nearby to Gourmet Restaurants, Wineries, Breweries, Golf, Shopping, and NF Farm Stands & Easy Access to the LIRR or NYC Jitney. 3rd Story Master Suite and Attic Off-Limits to Tenants. Utilities Not included in Rental Amounts. Landlord takes care of Pool and Lawn; Tenants to Reimburse for Utilities for the Term; One Month Security Deposit and Utility Deposit (50% of Estimated Term) Lease and Proof of Renters Insurance Required and Satisfactory Credit Approval.
    Presented By: Fedun Real Estate Inc  631-722-5000
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, NY 11971
    $30,000
    3 Bedrooms 2 Full Baths Sq. Ft. 2000.00:# Square Feet
    Single Family For Rent ML# 3236473
    Rental permit 405. Dine Al Fresco! Enjoy The Spectacular Sunsets At This Waterfront Paradise. 3 Bedroom 2 bath Contemporary Home With 1st Floor Waterside Master Suite. New Soft padded Heated/Lighted Salt Water IG Pool W/Automatic Cover, Unobstructed Waterviews, Enclosed Outdoor Shower, Hi End Newly Built Kitchen. Enjoy Kayaking, Paddle Boarding and Fishing From Your Own Dock. Easy Direct Bay Access. Beautiful Goose Creek Beach Practically at Your Doorstep. Available October 24 - April 2025 Or July 2025. Exit Clean, Utility & Security Deposit Required. Leased For July 24
    Presented By: Thomas J McCarthy Real Estate  631-765-5815
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Jamesport, NY 11947
    $28,000
    3 Bedrooms 2 Full Baths 1 Half Bath
    Single Family For Rent ML# 3456053
    Remodeled to perfection! This beautiful home features an open floor plan with wood flooring throughout, a cozy living room with bay windows and a fireplace, 3 bedrooms including 1st floor primary bedroom ensuite, screened in porch, large backyard with 16x32 heated, salt water IG pool and a fire pit, perfect for family gatherings! Don’t miss out on this beauty! Surrounded by North Fork award winning vineyards, marinas, renowned restaurants, farm stands, beaches and great shopping. Rental Permit #23-0167
    Presented By: Corcoran  631-848-7730
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Cutchogue, NY 11935
    $27,500
    4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 3000.00:# Square Feet
    Single Family For Rent ML# 3539913
    North Fork summer living at its best on coveted Nassau Point. Sprawling lawns and manicured gardens define this 3-acre property featuring a stylish, spacious home with a large ensuite master, two ensuite guest bedrooms, and a charming guest cottage with an additional bedroom and full bathroom. A large eat-in kitchen flows to a dining room accommodating ten people or more. The bright living room features a wood-burning fireplace and looks out over a large park-like front lawn. The 50-foot gunite pool is the highlight of the outdoor living, with a nearby screen porch, deck, and patios offering lounging, reading, yoga, and dining options. A library/office allows for a work-for-home space or overflow for guests. Choose from two nearby beaches less than 5 minutes away. Even closer is a path to access Peconic Bay. Washer & dryer on site. June: $25, 000; July: $27, 500; August: $32, 500; September: $25, 000
    Presented By: Compass Greater NY LLC  516-330-6086
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, NY 11971
    $32,500
    $27,000
    4 Bedrooms 3 Full Baths 1 Half Bath
    Single Family For Rent PRICE REDUCED ML# 3513782
    2024 Rates July $6, 750.00/week (two week minimum) or $27, 000.00 for the month: Brand New Modern Farmhouse Completed in 2021 and located in the heart Hog’s Neck in Southold Hamlet. This home features an impressive 20x50 heated pool w/ electric cover, out door shower and sprawling paver patio. The interior is open and airy w/ Chef’s Kitchen outfitted with Thermador appliances, large living room with built in shelving, gas fireplace and formal dining room. All four bedrooms are located on the second level: 1 Primary En-suite, 1 Junior Suite, 2 Guest Bedrooms and Full Hallway Bathroom. You will enjoy being within close proximity to Goose Creek, South Harbor Park Beach and Southold’s vibrant business district!
    Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Cutchogue, NY 11935
    $25,000
    4 Bedrooms 3 Full Baths 1 Half Bath
    Single Family For Rent ML# 3546388
    This is your Zen oasis! Unwind and connect with nature in this lush Zen water view cottage. The perfect getaway from hectic daily life. Lounge poolside or stargaze on the deck overlooking Little Creek. 4 bedrooms, 3.5 baths, including a jacuzzi in the primary bedroom, fabulous outdoor shower, incredible pool house, chef’s kitchen, outdoor BBQ and dining area and a close drive or stroll to the Causeway Beach! Close to North Fork boating, marinas, farmstands, award winning vineyards, renowned restaurants, and great shopping. Available June $25K, July $40K, Aug $45K. Permit # 1089
    Presented By: Corcoran  631-848-7730
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Aquebogue, NY 11931
    $25,000
    2 Bedrooms 1 Full Bath
    Single Family For Rent ML# 3543661
    Perfect Summer escape in this newly renovated Aquebogue home w/private beach access around the corner. Pristine & freshly decorated with an open floor plan & vaulted ceilings, this home is ideal for Summer relaxing and entertaining. Wide plank hard-wood flooring throughout, shiplap and modern lighting, give it a clean designer flair. Kitchen boasts a butcher-block center counter, with stools for enjoying summer fare & all new stainless steel appliances, including a dishwasher. Oversized rear deck , with spacious yard & outdoor shower for rinsing off after beach. Near Hampton Jitney, Farm stands, Vineyards, Shopping and LIE. Book your Sweet Summer Staycation!
    Presented By: Corcoran  631-740-4061
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Shelter Island, NY 11964
    $25,000
    4 Bedrooms 3 Full Baths
    Single Family For Rent ML# 3527102
    Lovely Hay Beach Home with Pool. Nicely appointed seasonal 4 bedrooms, 3 bath home with in-ground 9’ diving pool awaiting your arrival. Spacious home on a shy acre with deck and patio for outdoor entertaining. Close to beaches, shopping, restaurants and ferries to both forks! Come to Shelter Island this summer and enjoy the natural beauty of it all- Fire pit, gazebo, chairs, and lounges are included. Well-behaved dog-friendly home. Permit # 2023-V-0005
    Presented By: Daniel Gale Sothebys Intl Rlty  631-749-1155
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Orient, NY 11957
    $60,000
    $25,000 - $55,000
    3 Bedrooms 3 Full Baths Sq. Ft. 2246.00:# Square Feet
    Single Family For Rent PRICE REDUCED ML# 3520370
    Vineyard Views. Modern Farmhouse on private 1 acre located on the only private, working vineyard in Orient Village. 16 x 32 heated pool, newly renovated chef’s kitchen and baths. The home features 3 bedrooms, 3 full baths. Ground floor designed with open common space and designer furnishings for luxurious entertaining, featuring living room with cathedral ceiling with sliders to pool and deck, eat-in kitchen and dining room with sliders to vineyard deck. Den with pull out queen bed, bedroom with queen bed, 2 full baths, laundry and screened porch complete the ground floor plan. Second floor has 2 additional bedrooms; master with king bed, and 3rd bedroom with 2 full beds, and full bath. Amenities include central air, fully stocked kitchen with Aga stove, high speed internet, TVs with streaming video, gas grill. Walk to Village, Yacht Club & steps to association Willow Terrace bay beach. Embrace the North Fork lifestyle. Offered June $25, 000; July $45, 000; Aug-LD $55, 000. Two-week options available. Permit #0516
    Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Orient, NY 11957
    $25,000
    4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 3200.00:# Square Feet
    Single Family For Rent ML# 3519950
    HILLCREST ESTATES RESORT-STYLE ENTERTAINING! This stunning home boasts 4 oversized Bedrooms (Sleeps 13+), 2.5 Baths, 1st floor Office, LR, DR, Den with Fireplace, Designer EIK, Rec Room with ping-pong and air-hockey tables. Magnificent, resort-style, landscaped private yard with expansive patios, multiple outdoor seating areas, heated inground pool, outdoor shower, fire pit, sports court, tree swing, front porch and more. Freshly painted, beautifully decorated open spaces to accommodate large gatherings. Private resident beach, a stones throw to Orient ferry, village, boating, Greenport, fine restaurants, golf courses and vineyards.
    Presented By: Compass Greater NY LLC  917-589-7888
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, NY 11971
    $24,000
    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 June $24K, August $45K, Sept $25K 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
  • Southold, NY 11971
    $23,000
    4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3800.00:# Square Feet
    Single Family For Rent ML# 3529983
    Magnificent Waterfront with Pool! Enjoy the luxury of coastal living in this beautifully constructed home with its own private beach. Open and airy spaces with all the amenities for comfort and relaxation. Spacious kitchen, Dining Rm, Living Rm w/fp, Four generous sized bedrooms & 3.5 baths. The upstairs loft boasts an amazing recreational area with soaring ceilings & walls of glass overlooking spectacular views of the sound & sunsets. Close to shopping, vineyards, boating, world-class dining and more! Last two weeks of June (6/15-6/30): $23, 000. Full Month of July: $50, 000. First two weeks of August (8/1-8/15): $25, 000.
    Presented By: Compass Greater NY LLC  516-517-4751
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Cutchogue, NY 11935
    $22,500
    4 Bedrooms 4 Full Baths
    Single Family For Rent ML# 3371622
    Vacation at this spectacular, completely renovated 4 en suite bedroom home this summer located in the desirable Fleet’s Neck neighborhood with 2 gorgeous beaches moments away! Entertain in the open concept living area featuring a large island overlooking the family and dining area, perfect for large gatherings. The first floor features 2 bedrooms with 2 full baths with glass sliders leading out to the deck. Downstairs has 2 more ensuite bedrooms with glass sliders leading out to a patio. Soak up the sun and relax by the saltwater pool, rinse of the sand with the spacious outside shower or enjoy the patio where there is plenty of room to entertain throughout any time of the day. Available April: $12, 000, May: $17, 500, June: $22, 500, July: $35, 000. August: $40, 000. Two week minimum. Permit# 0501.
    Presented By: Daniel Gale Sothebys Int’l  631-477-0013
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Laurel, NY 11948
    $22,000
    3 Bedrooms 2 Full Baths Sq. Ft. 2200.00:# Square Feet
    Single Family For Rent ML# 3528066
    Discover the epitome of coastal living in this recently renovated 3-bedroom, 2-bathroom ranch, complete with a heated in-ground pool. With private beach access that offers breathtaking views of the bay, this property provides an idyllic escape. The outdoor space is an entertainer’s dream, providing the perfect setting for hosting gatherings or simply unwinding in tranquility. Situated in proximity to the vibrant North Fork, you’ll have easy access to an array of attractions, including renowned restaurants, beautiful beaches, and exquisite vineyards. Three bicycles are also available for use with signed waiver.
    Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Greenport, NY 11944
    $22,000
    5 Bedrooms 2 Full Baths Sq. Ft. 2600.00:# Square Feet
    Single Family For Rent ML# 3526989
    Greenport village 5 bedrooms, 2 baths with sweeping Water Views, adjacent to 6th St bay beach & park. Architect-designed & decorated interiors, chef’s kitchen, 2nd floor sundeck and large yard with garden & outdoor dining area. Huge water-facing sun porch with wall of windows looking out on the bay. Short distance to farmers markets, wineries, shopping, LIRR & Jitney. RP# 22-298
    Presented By: Town And Country Real Estate  631-477-5990
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Orient, NY 11957
    $22,000
    3 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2200.00:# Square Feet
    Single Family For Rent ML# 3524519
    Village Lane summer house - full season rental - historic charm seamlessly blended with modern amenities. Water views. Hardwood floors, lots of light, unique architectural interest with sophisticated decor for the discerning traveler. Rent reflects MD-LD.
    Presented By: Compass Greater NY LLC  631-251-8644
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Cutchogue, NY 11935
    $22,000
    4 Bedrooms 2 Full Baths Sq. Ft. 2600.00:# Square Feet
    Single Family For Rent ML# 3505394
    Spectacular updated Cape with a heated pool at 25 Moose Trail, Cutchogue. Enjoy the chefs’ kitchen & many spacious living and entertaining areas, including dining room, game room with pool table & arcade games, bedroom, & a full bath on the first floor, all tastefully furnished. Outside you have an expansive deck off the kitchen that takes you to the heated pool surrounded by a paver patio & professionally landscaped yard. This home also has beach rights to a beautiful sandy bay beach and park. Many wonderful vineyards, restaurants, and farm stands are close by. This is the perfect home for entertaining & family gatherings! RP# 0422
    Presented By: Town And Country Real Estate  631-477-5990
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, NY 11971
    $22,000
    4 Bedrooms 2 Full Baths
    Single Family For Rent ML# 3467464
    Enjoy an experience on the North Fork of LI this summer. Whether a couple of weeks, a month, or the whole season, spend it nestled in a quiet spot that is near downtown Southold. Feel embraced by all the NOFO has to offer in this meticulously renovated, waterfront Cape, while enjoying the utmost in privacy and waterfront access. Step down into your own private swimming spot in clear Jockey Creek or enjoy your own private deep-water dock (bring your boat!). Kayak, canoe or paddle directly to Southold Bay, Shelter Island Sound and the extended fishing grounds of Greenport, Bug Light, Orient and beyond. Enjoy a quick ride into the charming downtown of Southold for elegant dining, shopping and easy access to LIRR/Jitney into NYC. Make lasting summer memories on this expansive idyllic, half acre, creekfront property which is perfect for quiet time, entertaining on the deck or play.
    Presented By: Signature Premier Properties  631-765-6000
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, NY 11971
    $21,500
    4 Bedrooms 2 Full Baths Sq. Ft. 2400.00:# Square Feet
    Single Family For Rent ML# 3534791
    Tranquil farm setting in the heart of North Fork, close to all. Centrally located to all the North Fork has to offer, but tucked away on quiet block surrounded by farms. Enjoy our newly furnished home with 5 beds, 2 baths, and an in-ground saltwater pool. Wake up and sip coffee on your front porch & enjoy the serene views with farm animals roaming in the background. 2 mins drive to Southold town. 4 mins drive to Horton Point lighthouse or Mcbain beach. 10 mins to Greenport Village.
    Presented By: Century 21 Albertson Realty  631-765-3800
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Cutchogue, NY 11935
    $20,000
    4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2500.00:# Square Feet
    Single Family For Rent NEW 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
  • Aquebogue, NY 11931
    $20,000
    4 Bedrooms 4 Full Baths 1 Half Bath Sq. Ft. 3800.00:# Square Feet
    Single Family For Rent ML# 3546458
    Summer on the North Fork! Offering an unparalleled waterfront opportunity for Summer 2024. Direct water access to Meeting House Creek for paddle boarding, kayaking, fishing or just relaxing. Expansive windows and multi-level decks allow for panoramic vistas of the lush landscaping and creek beyond. Attention to detail is evident in this premier offering of 3800sf. The gourmet kitchen with gas range, wet bar and island serves as a hub for memorable meals and gatherings. Sliding doors flank the rear eastern exposure allowing for seamless flow to the outside & into the waterfront all-seasons room. In-ground, heated saltwater pool. Full finished lower Yacht Club level with kitchenette, full bathroom, pool table, home office and gym area. Beautifully landscaped grounds and expansive lawn for all your outdoor summer activities. Make lasting summer memories at 40 Overlook Drive. Close to local farm stands, wineries, beaches, walking trails and restaurants. Just 80 miles from Manhattan. Hampton Jitney stop just up the road for convenient travel. Take in the beauty of the North Fork this Summer!
    Presented By: Kerrigan Country Realty  631-288-9600
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Cutchogue, NY 11935
    $20,000
    5 Bedrooms 3 Full Baths
    Single Family For Rent ML# 3542957
    Available 2024 : MD-LD 95K, June 20K, July 35K, Aug-LD 45K. June/July 45K. Spend your summer at this beautiful five bedroom oasis on Nassau Point. With 150’ of waterfront access and a 3 minute walk to the pristine beaches of Fishermans Beach, this property is perfect for boat lovers and beachgoers alike. The house has been updated with beautiful furnishings, modern fixtures and luxe finishes. The outdoor spaces including the deck and patio are perfect for entertaining. Explore the wineries, restaurants, fishing and stunning scenery of the North Fork while staying at this unbeatable location.
    Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Riverhead, NY 11901
    $20,000
    3 Bedrooms 2 Full Baths
    Single Family For Rent ML# 3540575
    Ranch beautifully updated with in ground pool! This home has tons of natural light. Huge yard with deck. Living Room, Modern kitchen, Dining Room, Family Room, Primary Bedroom with primary bath with jacuzzi tub, additional 2 bedrooms and full bath. Bathrooms are recently updated. Very close to beaches, restaurants, wineries, golfing and all that the North Fork offers. Cider House, Cooperage Inn Restaurant, Baiting Hollow Winery.
    Presented By: Colony Realty  516-319-0106
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • 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
    2024 Rates: June $5, 000/week or $20K/month; July $6, 750/week or $27, 000/month; A1-LD $7, 125/week or $28, 500/month. 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
  • Wading River, NY 11792
    $20,000 - $35,000
    4 Bedrooms 2 Full Baths 1 Half Bath
    Single Family For Rent ML# 3536768
    Historic charm, modern comfort. This historic country home has been updated for today’s modern lifestyle, while keeping all the charm of years gone past. Great location next to a Nature Preserve, and the Beach right down the road. The first floor is the gathering area with a well appointed kitchen and gas stove for cooking. There is a lovely Sunroom off the kitchen for reading or relaxing. The powder room is right off the kitchen with direct access to the outdoors and pool area. The formal dining room can accommodate 8+ comfortably. The living room has a cozy fireplace, large TV with Nintendo Wii, a pool table and piano. Upstairs there are four bedrooms. The Main bedroom has a King size bed and its own ensuite bathroom with heated floor. The 2nd bedroom also has a king size bed an TV. The 3rd bedroom has a Queen size bed and TV, while the 4th bedroom is oversized with 2 Queen beds and TV.There is a shared Spa like bathroom with seperate Jacuzzi tub and shower, also with a radiant heated floor. Laundry is on the 2nd floor for convenience. Up on the 3rd floor you will find an exercise are complete with a rowing machine, exercise bike and free weights. An oversized bonus playroom is complete with another large TV, board games, and a twin bed with trundle. For additional fun the Barn has an INDOOR 1/2 SKATING RAMP, complete with sakte boards and safety equipment. Need more? How about darts, foosball and ping pong tables. Bikes and helmets for both adults and kids, paddle board, beach chairs, pool toys and tennis racquets. All included! Tired of the beach? Then come play in the heated inground pool with soothing waterfall. Dine outdoors under the pergola with Webber grill and afterwards, relax at the firepit. Close to Beaches, Wineries, Farmstands, Aquarium, Dining and all the North Fork has to offer. Your country summer awaits!
    Presented By: Signature Premier Properties  631-929-3600
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Greenport, NY 11944
    $20,000
    2 Bedrooms 2 Full Baths 1 Half Bath
    Townhouse For Rent ML# 3531149
    Fabulous Water Front .condo.Deep water Dock. Pool Tennis.Vibrant Greenport Town
    Presented By: Carol A Bohn  631-831-2738
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Orient, NY 11957
    $20,000
    3 Bedrooms 2 Full Baths 1 Half Bath
    Single Family For Rent ML# 3527836
    Step into summer in Orient this year. Relax and rejuvenate in the quiet soundfront beach community of Orient by the Sea. Sunny open concept floor plan incudes glass doors that lead out to the covered backyard deck and invites indoor and outdoor entertaining. Just a short drive away to Greenport’s many restaurants, the area’s popular wineries for a tasting. Or enjoy a bike ride to Orient Beach State Park for a peaceful day on the bay. MD-LD $20, 000 June $5, 000, July $8, 000 Aug $10, 000 Permit #0863
    Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, NY 11971
    $19,000
    1 Bedroom 1 Full Bath Sq. Ft. 750.00:# Square Feet
    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
    Presented By: Town And Country Real Estate  631-298-0600
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Cutchogue, NY 11935
    $25,000
    $18,500
    3 Bedrooms 2 Full Baths 1 Half Bath
    Single Family For Rent PRICE REDUCED ML# 3521616
    Welcome to your dream summer rental in Fleet’s Neck! Nestled in a serene location, this newly renovated waterfront home offers an unparalleled getaway experience. With its prime location on the North Fork, you’ll have exclusive access to some of the most breathtaking beaches and thrilling kayaking adventures. Step inside this beautifully designed home and be greeted by a spacious and inviting interior. The open-concept layout creates a seamless flow from the living area to the dining space and gourmet kitchen. Step out onto the expansive patio, complete with a barbecue grill and ample seating, perfect for hosting unforgettable summer gatherings. Whether you seek relaxation, adventure, or a mix of both, this waterfront retreat offers it all. Get ready to create lasting memories and unwind in this idyllic summer sanctuary. Don’t miss the opportunity to experience the best of the North Fork in this exceptional rental. Permit 0628
    Presented By: Engel & Volkers North Fork  631-298-7953
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Greenport, NY 11944
    $18,500
    4 Bedrooms 2 Full Baths Sq. Ft. 1500.00:# Square Feet
    Single Family For Rent 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
  • Southold, NY 11971
    $18,000
    3 Bedrooms 3 Full Baths Sq. Ft. 2328.00:# Square Feet
    Single Family For Rent ML# 3536769
    Escape to this idyllic waterfront haven. This summer retreat includes 3-bedrooms and 3-bathrooms, blending luxury and comfort seamlessly. Enjoy modern amenities including a fully equipped Chefs kitchen, and an open concept living space with floor to ceiling windows. Kayak, or Paddle Board from your private dock to the local sandy beach. The property also features a generous outdoor space, perfect for relaxation and entertaining and a Tesla charging station adding additional convenience. Don’t miss the opportunity to make this waterfront sanctuary your summer getaway!
    Presented By: Compass Greater NY LLC  917-848-5102
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Cutchogue, NY 11935
    $18,000 - $30,000
    4 Bedrooms 3 Full Baths
    Single Family For Rent ML# 3530288
    Picture yourself living in the midst of the sprawling farms of the North Fork on nearly an acre in the desirable hamlet of Cutchogue. This home is truly made for both entertaining and everyday living, with an open floor plan, high ceilings, modern amenities, four bedrooms including a downstairs guest suite with a full bath, chef’s kitchen with stainless steel appliances, plenty of cabinets and a roomy laundry/pantry. The heart of this home - the open kitchen, dining room, living room and mud room- make it ideal for family and gatherings. Walk outside to your backyard oasis, a fenced-in in-ground pool, bluestone patio, outdoor teak dining set and chaise lounges surrounded by beautiful landscaping. This property is fully furnished, immaculate, well-cared for, and ready for the perfect renters. Welcome home!
    Presented By: Compass Greater NY LLC  917-499-2824
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Greenport, NY 11944
    $18,000
    2 Bedrooms 2 Full Baths Sq. Ft. 1200.00:# Square Feet
    Townhouse For Rent ML# 3528157
    Permit #22-161. Enjoy summer from this newly renovated waterfront condo with the option to bring a boat and enjoy your own deeded slip with access to Peconic Bay! If you aren’t into boating, you can still enjoy the serene water views of the bay and Shelter Island from this gorgeous, ground-floor unit with 2 bedrooms and 2 baths, a living room with a wood-burning fireplace, and a stunning eat-in kitchen! Other amenities include a heated swimming pool, private beach, private tennis courts, back patio with grill, deeded parking spot & guest partking and only 2 blocks away from all the amazing restaurants and shops in Greenport Village! Utilities included. This is a can’t miss opportunity to enjoy all Greenport and the North Fork has to offer!
    Presented By: Douglas Elliman Real Estate  631-354-8100
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Greenport, NY 11944
    $18,000
    3 Bedrooms 2 Full Baths
    Single Family For Rent ML# 3524033
    Pleasantly Updated Open Floor Plan Ranch with Vaulted Ceiling and Separate Den with Fireplace and TV. 3 Bedrooms, 2 Baths. Central Airconditioning. A Nice Deck, Heated Inground Pool, Outdoor Kitchen (with fridge and grill) and a Memorable Community Long Island Sound Beach Nearby to Enjoy. Summer 2024 - $4, 900 Weekly with Two Week Minimum; June $18, 000; Off Season (January to Mid-May) $3, 500 Per Month. Permit # 0796.
    Presented By: Douglas Elliman Real Estate  631-477-2220
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • 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
  • Southold, NY 11971
    $17,500 - $25,000
    4 Bedrooms 4 Full Baths
    Single Family For Rent ML# 3528933
    Public Remarks:If you are looking for a true summer experience on the beautiful North Fork of Long Island, look no further. This Spacious home has the full spectrum of mother nature right on your own huge back yard on the great lake with 2 fire pits. Featuring 4 Bedrooms, 4 Bath, An Oversize Patio, Large Heated In ground pool. Your own fully equipped gym to help keep you in the best of shape! You may enjoy fishing in a lake only a few steps away, as well as close distance to Kenny’s Beach on the Sound. Ample of Marinas around the corners, as well as endless Vegetable & Fruit Farms & Stands, Wineries, Restaurants & Shopping. Enjoy this rare find for a memorable summer experience! Permit no: 0080 Expire: 06/07/2025 - JULY & AUGUST ARE NO LONGER AVAILABLE .
    Presented By: Douglas Elliman Real Estate  631-298-8000
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Greenport, NY 11944
    $17,500 - $25,000
    4 Bedrooms 3 Full Baths 1 Half Bath Sq. Ft. 3500.00:# Square Feet
    Single Family For Rent ML# 3528701
    2024 Rates: June $17, 500, July $23, 500, A1-LD $25, 000 Welcome to 155 Caiola Ct, located in the desirable seaside community of Rock Cove Estates. This beautifully appointed home offers ideal amenities, beach access and location that one would desire from a Summer retreat. The interior features an inviting foyer leading into an formal dining room, open living room and eat-in-chef’s kitchen. Additionally the main level offers a laundry off of the mud-room, sprawling first floor primary en-suite bedroom and home office. The second level features two guest bedrooms that share a full bathroom and a junior en-suite with private bathroom. The grounds are lush, full of mature plantings and showcases a large wood deck overlooking an impressive free-form in-ground swimming pool that basks all day in the summer sun. Additionally, you will enjoy private beach access just a short walk from the house, easy access into Greenport Village and a centralized launching point to enjoy world class vineyard, farm stands, fishing, hiking and so much more that the North Fork has to offer. Book your summer retreat now before this gem slips away!
    Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • East Marion, NY 11939
    $17,000
    3 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 2000.00:# Square Feet
    Single Family For Rent ML# 3539996
    Wonderful North Fork summer rental with in ground pool located on a quiet block with a private community sandy beach at the end of Gillette Drive. This spacious home features 3 bedrooms and 2 bathrooms with a fenced in back yard with beautiful views of a lavender farm. Vineyard, Farm stand and golf course less than a mile away and approximately only 2 miles from the town of Greenport where you can enjoy great activities and fine dining.
    Presented By: Compass Greater NY LLC  917-992-5189
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Laurel, NY 11948
    $17,000
    3 Bedrooms 1 Full Bath 1 Half Bath
    Single Family For Rent ML# 3535687
    Waterfront Paradise at Peconic Bay Beach Cottage Stylish beach cottage, with stunning water views overlooking Peconic Bay . Newly renovated with a sophisticated beach vibe, 3 bed and 1 bath with eating and lounge areas overlooking the water. - Sandy dock to launch your kayak, go for a daily swim or meditate at water’s edge - Wood burning fireplace for cool evenings in the late Summer & Fall - Outside shower - Central air /heat on ground floor - Please note there is a lightly used association ’right of way’ to the water to the left of the property.
    Presented By: Brown Harris Stevens Hamptons  631-725-2250
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Greenport, NY 11944
    $17,000
    3 Bedrooms 2 Full Baths
    Single Family For Rent ML# 3528314
    This unique home has a style all its own. Stylish & chic, an impeccably restored historic Saltbox. It boasts an updated kitchen and bathrooms that a queen would admire. Enjoy its warm & open floor plan, calming fireplaces in common room/bedroom and kitchen. Walk on original wide floorboards from the 19th century & enjoy the lush decor and comfortable furniture from 20th century. Short distance to Greenport amenities, walking distance to beach. House Incl. Prius/smart car charger. Rental Permit #0722
    Presented By: Douglas Elliman Real Estate  631-354-8100
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • East Marion, NY 11939
    $16,000
    3 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 1200.00:# Square Feet
    Single Family For Rent ML# 3536203
    Charming and chic 3 bedroom, 1.5 bath Cottage on Lake Marion with many charming original features. Open, sunny floor plan with common area that opens onto spacious lakefront deck perfect for relaxing, grilling & dining. Wood burning fireplace, fully equipped cook’s kitchen, private dock, outdoor shower, & easy stroll to association bay beach. Offered June $8, 000; Aug $16, 000. Permit# 0692.
    Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Mattituck, NY 11952
    $16,000
    4 Bedrooms 3 Full Baths
    Single Family For Rent ML# 3531240
    Vineyard Views from this 4 Bedroom/3 Bath Renovated Home on almost 3/4 of Acre of Land. Eat In Kitchen, Living Room, Separate Large Family Room with Fireplace, All Make for a Pleasant Stay. Summer 2024 - June $13, 000; July $16, 000. Permit #0629.
    Presented By: Douglas Elliman Real Estate  631-477-2220
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Greenport, NY 11944
    $16,000
    3 Bedrooms 3 Full Baths Sq. Ft. 1800.00:# Square Feet
    Single Family For Rent ML# 3510729
    A new addition this fall, a 20 x 40 heated in-ground pool in private yard, this fully renovated Greenport home has been stylishly decorated and features a large, eat-in kitchen, expansive living room, 3 bedrooms with two ensuite full bathrooms and a third full standalone bathroom. The residence has a large side yard and patio on a 1/3 of an acre and is third of a mile to the heart of Greenport Village as well as nearby beaches, marinas, parks, wineries and restaurants. Rental Permit # 0200
    Presented By: Douglas Elliman Real Estate  631-477-2220
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Mattituck, NY 11952
    $22,000
    $16,000
    4 Bedrooms 2 Full Baths 1 Half Bath
    Single Family For Rent PRICE REDUCED ML# 3433826
    Find peace at this classic country charmer! Perfectly nestled amongst protected land, you’re set for a peaceful vacation! 4 Bedrooms, 2.5 bathrooms, heated in-ground pool, a wonderful wraparound porch with plenty of reading nooks. Close to fantastic beaches and all Mattituck has to offer. Strong’s water club, Windamere restaurant, Browder’s Birds, surrounded by Love Lane, public transportation, local restaurants, gourmet food stores, wineries, tasting rooms and shopping. Make this your summer retreat! Rental Permit # 0616
    Presented By: Corcoran  631-848-7730
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Cutchogue, NY 11935
    $15,000
    4 Bedrooms 3 Full Baths 1 Half Bath
    Single Family For Rent NEW ML# 3549425
    This spectacular home on Peconic Bay (Broadwater Cove) features phenomenal views of Nassau Point and Robins Island. The spectacular design includes wall-to-wall windows, an open floor plan, and two large entertaining waterfront decks. There are 4 bedrooms, including the master suite with unobstructed water views. The great room, kitchen, and dining area all open out to the dining deck, beach, and waterfront. The guest cottage has heat and central air, floor to ceiling windows, a large additional master suite with full bath, large living area, and an additional half bath. The oversized, 2-car garage has ample room for storage. The 2 private docks and completely private beach make this property a summer haven. Close to Cutchogue and all the north fork has to offer.
    Presented By: Douglas Elliman Real Estate  631-725-0200
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Orient, NY 11957
    $15,000
    3 Bedrooms 1 Full Bath 1 Half Bath Sq. Ft. 2000.00:# Square Feet
    Single Family For Rent NEW ML# 3547141
    Magical 1840’s Cottage in Browns Hills with endless views across Orient Bay. Beautiful south facing garden abutting farm fields. Three bedrooms 1.5 baths, outdoor shower, deeded sound beach. A private, tranquil natural sanctuary in bucolic Orient. Offered July $15, 000; Aug $15, 000; Sept $8, 000; year-round, furnished starting Sept $3, 200/mo. Permit #0308.
    Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • East Marion, NY 11939
    $15,000
    4 Bedrooms 3 Full Baths
    Single Family For Rent ML# 3545323
    Enjoy these breath taking views of Spring Pond out to Gardiner’s Bay and Bug Light House. Pass by the renown Lavender Farm on your way to this open concept sun filled home in Gardiners Bay. Offering all the luxuries and amenities within a short distance to a private sandy bay beach. Enjoy August on the North Fork and simply relax. bug
    Presented By: Signature Premier Properties  631-765-6000
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Orient, NY 11957
    $15,000
    3 Bedrooms 2 Full Baths
    Single Family For Rent ML# 3542413
    Lovely, sunlight filled ranch in Orient by the Sea private community. Stellar vacation location just 4 houses from the community’s gorgeous private LI Sound beach. Eat in Kitchen, Dining & Living rooms, Ensuite primary, 2 add’l bedrooms & 2nd full bath. Front & back porches and spacious yard. Nearby Orient State Park offers miles of hiking, cycling trails, birding, wildlife viewing and a miles-long, sandy Bay beach. Rental permit # 1100 exp. 3/25/2026.
    Presented By: Douglas Elliman Real Estate  631-477-2220
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • East Marion, NY 11939
    $15,000
    3 Bedrooms 1 Full Bath 2 Half Baths
    Single Family For Rent ML# 3539068
    Imagine waking up to breathtaking sunrises over the bay and the sound of gentle waves lapping at your doorstep. This Bay front cottage offers the perfect atmosphere to unplug, relax and connect on your own terms. 3 bedrooms, 1 full & 2 half baths, sunroom, outdoor shower and waterside firepit. Book now to create your unforgettable memories! June:$15K, July: $20K, Aug:$25K, Sep:$15K, Oct:$15K, Mem-Oct:$80K Permit # 0449
    Presented By: Corcoran  631-848-7730
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Greenport, NY 11944
    $15,000
    3 Bedrooms 2 Full Baths Sq. Ft. 1600.00:# Square Feet
    Single Family For Rent ML# 3533878
    Welcome To Your Greenport Summer Retreat! This Colonial Stunner Has Just Been Completely Renovated To A Very High Standard. This Gem Boasts White Oak Hardwood Floors Throughout, Three Bedrooms, Two Full Bathrooms, Primary Is En-Suite With A Very Large Walk In Closet, A Quaint Gourmet Eat In Kitchen With Stainless Steel Appliances, A Beautiful Den That Could Also Be Utilized As A Workout Area Or Home Office, Large Dining Room Drenched In Natural Light, The Laundry Is Neatly Stacked & Tucked Away. This Beauty Sits On A Wonderful Mature Half Acre, Perfect For Entertaining Guests Or Getting Away From It All And Immersing Yourself In North Fork Peace And Nature. The Perimeter Of The Gorgeous Backyard Is Completely Fenced-In. Kick Back And Savor The Beauty From Your Very Own Screened Porch. Beloved Greenport Village Is Merely A Stones Throw Away. Be Part Of Everything The North Fork Has To Offer: Pristine Beaches, Delectable Restaurants, Local Organic Produce & A Burgeoning Wine Country. Southold Town Rental Permit #1072. July: $15, 000. August: $20, 000. July/August: $35, 000. August to LD: $23, 000
    Presented By: Douglas Elliman Real Estate  631-354-8100
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Mattituck, NY 11952
    $15,000
    5 Bedrooms 5 Full Baths 2 Half Baths
    Single Family For Rent ML# 3531587
    Luxury Waterfront Home set on 1.1 acres on the Mattituck Inlet with Dock. The Open Floor Plan has a Waterfront Facing Living Room with Fireplace, Formal Dining, Eat in Kitchen, with Granite Counter Tops, Waterfront Four Season Sunroom. Laundry, Pantry & Powder Room all on First Floor. 5 Bedrooms all En-Suite; Primary Bedroom en Suite, Guest Bedroom en Suite both on the Main Floor. Two Upper level Bedrooms en suite with Kitchenettes. The Ground Level has a Walk Out Living Room with Kitchenette, Wet Bar, Guest Bedroom and Bathroom.
    Presented By: Daniel Gale Sothebys Intl Rlty  631-298-4130
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Greenport, NY 11944
    $15,000
    4 Bedrooms 4 Full Baths Sq. Ft. 3200.00:# Square Feet
    Single Family For Rent ML# 3530830
    Greenport-Immaculate and spacious home. A welcoming front porch leads to the sunny Living room and dining room. A fully equipped gourmet kitchen with Thermador appliances with sliding doors to back deck, family room with vaulted ceilings also has access to large back deck, there is another den/office, a full bathroom with shower and laundry all on the first floor. The second floor there are two en-suite bedrooms and two additional bedrooms and full bath. Large manicured yard with deck and patio landscaped for privacy. Close to beaches, farm stands, Southold Fish Market, wineries and Greenport Village. Spend this summer in Greenport in this wonderful home. July Rented from July 20-August 3. Available June $15, 000/month, June 20-July 20 for $20, 000, August 3-LD $20, 000, 2 or 3 weeks in July or August $7500/week and Off season $5000/week (2 week Minimum) #0744
    Presented By: The Agency Northshore NY  631-870-0753
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Orient, NY 11957
    $15,000
    3 Bedrooms 2 Full Baths Sq. Ft. 1800.00:# Square Feet
    Single Family For Rent ML# 3526550
    Private, recently renovated, arts and crafts style ranch located in the heart of Orient Village. Three bedrooms, 2 full baths, open kitchen/ living room/ dining room, library, front porch, rear deck with screened outdoor dining area & grilling station. Close to beaches, marinas & village amenities. Offered Aug $15, 000. Permit #0505.
    Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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, 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
  • 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
  • Orient, NY 11957
    $14,000
    4 Bedrooms 3 Full Baths Sq. Ft. 2700.00:# Square Feet
    Single Family For Rent ML# 3540781
    Come to the beautiful North Fork and spend your summer in this outstanding, stylish home in private sound front community at 560 Grandview Drive, Orient. Large bright home with 4 bedrooms and 3 baths, great room with fireplace, primary bedroom en-suite with fireplace, super floor plan and chic furnishings, set on 1 acre, heated pool with Jaccuzzi; ready for your off season or summer vacation and beyond. Close to beautiful beaches, Orient village, and the Jitney. Available June $14K, July $30K, August-LD $35K. Year Round $8, 500/monthly. Rental Permit# 0473
    Presented By: Town And Country Real Estate  631-477-5990
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, NY 11971
    $14,000
    3 Bedrooms 2 Full Baths
    Single Family For Rent ML# 3526587
    Bring your swim suit, flip flops, and summer vibe! This amazing property located in a private beachfront community across the street from a beautiful sandy bay beach. The community is set far off the main rd providing a great ambience of being away from it all! Great place to relax, boat, entertain, dine al fresco, and all things fun in the sun. Lovely updated, immaculate home with 3beds and 2 full baths, office space, living room, dining room, outdoor deck with bay views! Pack some extra clothes, you will not want to go home!
    Presented By: Compass Greater NY LLC  631-251-8644
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, NY 11971
    $14,000
    3 Bedrooms 3 Full Baths Sq. Ft. 1800.00:# Square Feet
    Single Family For Rent ML# 3519239
    Southold Goose Creek Waterfront. Immaculate sun-filled home with all you will need to relax and enjoy summer. Large living room, and dining room. Well equipped Kitchen with sliders to deck, Den with amazing water views. Ensuite bedroom with water views, 2 additional bedrooms and bathrooms. Furnished deck and large yard. There is a dock to fish, boat, paddle board or kayak (2 included) from your own dock. A perfect retreat close to all the best of the North Fork. Rental Permit 0691
    Presented By: The Agency Northshore NY  631-870-0753
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Orient, NY 11957
    $14,000
    3 Bedrooms 2 Full Baths Sq. Ft. 1600.00:# Square Feet
    Single Family For Rent ML# 3501346
    Orient Village- Located in Orient at 944 Youngs Avenue, on a private country lane sits this perfect country cottage, oh so close to Orient’s favorite Youngs Road Beachfront. 3 bedrooms and 2 full baths, lovely outdoor deck, yard and overlooking a flower farm and just down the street from Village lane, the Orient Country Store and the Jitney. August $14K RP# 907
    Presented By: Town And Country Real Estate  631-477-5990
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, NY 11971
    $14,000
    4 Bedrooms 3 Full Baths Sq. Ft. 2300.00:# Square Feet
    Single Family For Rent ML# 3386926
    Permit 681 .Enjoy This Beautifully Renovated 4 Bedroom, 3 Bath Ranch Style Home With Heated Pool. Open Floor Plan Includes LR With Cathedral Ceilings, High End EIK, Dining Area & Outdoor Shower. Plenty of Room For The Whole Family & Guests. Beautiful Goose Creek Beach Just 0.2 Miles Down The Road. Minutes To Local Wineries, Shopping & Dining. Make Memories In This Wonderful Summer Rental!
    Presented By: Thomas J McCarthy Real Estate  631-765-5815
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, NY 11971
    $13,500
    3 Bedrooms 2 Full Baths Sq. Ft. 1366.00:# Square Feet
    Single Family For Rent ML# 3528985
    This home at 4845 South Harbor Road, Southold, is a truly unique and meticulously renovated craftsman cottage that is comfortable and charming. You are steps away from one of the finest beaches on the North Fork, South Harbor beach. Popular wineries Croteaux and Mattabella are down the street, and Greenport Village is ten-minute drive. The house has a lovely wraparound porch plus a screened in porch. The backyard has a spacious back patio, gas grill, and dining table with chairs. This is really a fantastic location to enjoy the North Fork! RP# 0424
    Presented By: Town And Country Real Estate  631-477-5990
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Wading River, NY 11792
    $13,000
    3 Bedrooms 3 Full Baths
    Single Family For Rent ML# 3538666
    This luxurious waterfront home offers magnificent views of sunsets & sunrises on the L.I.Sound! Beautifully appointed and close to private beach, farms & wineries! Chef’s kitchen and wonderful views offer total relaxation. 3 bedrooms & 3 bathrooms. Multi-level decks & patios to enjoy the outdoors. Spend your vacation here!
    Presented By: Coldwell Banker American Homes  631-929-8400
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, NY 11971
    $13,000
    5 Bedrooms 4 Full Baths Sq. Ft. 3600.00:# Square Feet
    Single Family For Rent ML# 3537644
    Summer Beckons At This Spacious Retreat In A Private, Park-Like Setting In A Very Desirable Cul-de-Sac Community Of Southold. Featuring Large Gunite Swimming Pool, Deeded Beach, Multiple Bedrooms, Large Sun-Drenched Living Areas That Open To Backyard. Rental Available First 2 Weeks Of August. Come And Get It. Permit#0848
    Presented By: Douglas Elliman Real Estate  631-354-8100
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Greenport, NY 11944
    $13,000
    3 Bedrooms 2 Full Baths 1 Half Bath
    Townhouse For Rent ML# 3524917
    Enjoy the stunning views of Shelter Island from your private deck and upstairs balcony. This Luxurious Bayfront Condo even includes a Deepwater Dock! Fully furnished and equipped for all your vacation needs. A beautiful Village beach and park is across the street and the unit is just a short distance to shops, galleries, bars and restaurants in Historic Greenport Village. Nearby ferry, bus and train offer easy access to Shelter Island, the Hampton’s or NYC. Make your 2024 vacation plans amazing and make them now! (Southold Town Rental Permit #1026)
    Presented By: Douglas Elliman Real Estate  631-477-2220
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Greenport, NY 11944
    $12,500
    4 Bedrooms 4 Full Baths Sq. Ft. 2200.00:# Square Feet
    Single Family For Rent ML# 3544051
    2024 RATES: JUNE $12, 500, JULY $16, 000.00 AUGUST $17, 000 MD-LD $44, 500. Victorian classic in the heart of Greenport Village. Centrally located seasonal offering. This charming and updated victorian home provides convenient access to all Greenport Village has to offer. You will enjoy water-views from almost every room, beach access right across the street, walking distance to all restaurant and shops. The interior is incredibly well appointed with a formal living room, media room, formal dining room, updated kitchen, bedroom, full bathroom and laundry on the main level. The 3 additional bedrooms on the second floor are all ensuite. Additionally, there is a large open air porch looking directly out to Greenport Harbor, along with an enclosed porch off of the media room. Jump on this fantastic offering before it’s too late.
    Presented By: Daniel Gale Sothebys Intl Rlty  631-477-0013
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • New Suffolk, NY 11956
    $12,500
    4 Bedrooms 2 Full Baths
    Single Family For Rent ML# 3505993
    Beautiful summer rental in coveted New Suffolk! Beautiful 4 bedroom home with a large yard. Two seating areas and a dining area perfect for warm summer days and nights! Close to the best beaches New Suffolk has to offer. Permit #0756 Offered : Memorial Day-June 30 $12, 500, July $15, 000, September $12, 500.
    Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • New Suffolk, NY 11956
    $12,500
    3 Bedrooms 2 Full Baths Sq. Ft. 1400.00:# Square Feet
    Single Family For Rent ML# 3470548
    Looking for the perfect getaway? Look no further than this charming 3 bedroom, 2 bath seasonal rental, located just minutes away from everything you need to make your vacation unforgettable. With its prime location just a short walk from New Suffolk Beach, Legends restaurant, the New Suffolk Marina, and local wineries, golf, and farms, this rental is the perfect home base for all your adventures. Inside, this rental is spacious, comfortable, and filled with all the amenities you need for an stress-free stay. With three bedrooms, two baths, and plenty of space for everyone, there’s plenty of room to spread out and enjoy your vacation. And when it’s time to entertain, the back deck and yard are perfect for gathering. Available in Summer as well as the off-season. Rental Permit #: 0933
    Presented By: Signature Premier Properties  631-765-6000
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Cutchogue, NY 11935
    $12,500
    2 Bedrooms 2 Full Baths
    Single Family For Rent ML# 3455424
    This is your perfect getaway! Amazing location with water access steps away. 2 bedrooms, 2 bathrooms and an open floor plan with a wonderful yard for quiet evenings sitting outside on the patio! A short drive to the Causeway Beach and supermarkets, Braun’s Fish Market, restaurants, and great shopping (you must go to North Fork Apothecary!) all within 5 minutes. Book now! July: $12, 500.00. Permit # 0754
    Presented By: Corcoran  631-848-7730
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Flanders, NY 11901
    $12,000
    3 Bedrooms 2 Full Baths Sq. Ft. 1600.00:# Square Feet
    Single Family For Rent ML# 3542049
    Spacious and Luxurious Home completely renovated in 2023 perfectly situated between the North Fork and the Hamptons. One Block from the beach, 15 minutes from North Fork Wineries, outlets and major shopping hubs. Twenty minutes to Southampton. Welcome to 244 Longneck Boulevard, a stunning property offering 1600 square feet of luxurious living space. This beautiful house features a large chef’s kitchen with state-of-the-art Smart Appliances, a cozy living room with a fireplace, three bedrooms, and two bathrooms. Situated in the desirable location of Flanders, NY, this home is the epitome of comfort and elegance. Step inside and be greeted by a large chef’s kitchen, complete with a huge center island and a quartz countertop. This is the ideal space for creating culinary masterpieces and entertaining guests. The adjacent living room boasts a warm and inviting atmosphere, with a fireplace providing a cozy focal point for relaxation and gatherings. The sunroom invites beautiful lighting and is the perfect spot to utilize the exercise equipment. The three bedrooms offer ample space and comfort, providing a peaceful retreat at the end of the day. The two bathrooms are elegantly designed, offering both convenience and style. Outside there is a very private yard with firepit, grill, volleyball net and multiple entertaining areas. There is parking for four cars plus street parking. A short distance to a beautiful Peconic Bay Beach where you can kayak, swim, paddle board, rowboat and have a summer packed with fun and enjoyment. In summary, this property is a true gem, perfectly blending modern luxury with practicality. It’s an ideal home for those seeking comfort, a beachy vibe combined with elegance in a sought-after location.
    Presented By: Douglas Elliman Real Estate  631-723-2721
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Southold, NY 11971
    $12,000
    4 Bedrooms 2 Full Baths
    Single Family For Rent ML# 3539926
    Beautifully decorated, charming 4 bedroom, 2 bath home with custom details throughout. Complete with an outdoor shower, enjoy the tranquil setting relaxing on the patio or in the luxurious sauna. Revel in the great location conveniently located near sandy beaches, wineries, restaurants, and public transportation. Available for August. Rental Permit #0639.
    Presented By: Town And Country Real Estate  631-477-5990
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Mattituck, NY 11952
    $12,000
    3 Bedrooms 2 Full Baths
    Single Family For Rent ML# 3539904
    Charming, chic renovated cottage in the heart of Mattituck. Enjoy the North Fork in this 3 bedroom/2 bathroom clean, light and bright house. Gracious deck and private backyard for BBQs, outdoor dining and hanging. Convenient location - walkable to all the shops and dining on Love Lane and train station. Short bike ride to multiple area beaches. Available July and August.
    Presented By: Compass Greater NY LLC  347-268-5279
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • East Marion, NY 11939
    $12,000
    4 Bedrooms 2 Full Baths 1 Half Bath Sq. Ft. 2400.00:# Square Feet
    Single Family For Rent ML# 3539766
    Available 2024: MD-LD 44K, June 12K, July 18K, Aug-LD 20K. Experience the ultimate North Fork summer with the perfect combination of comfort and privacy in this spacious 4 bedroom home with heated pool on 3.5 acres. Explore the pristine beaches, beautiful vineyards and breweries or check out one of the many chef renowned restaurants the area has to offer. This property is the ideal retreat for a memorable summer getaway on the North Fork.
    Presented By: Daniel Gale Sothebys Intl Rlty  631-734-5439
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Cutchogue, NY 11935
    $12,000
    3 Bedrooms 1 Full Bath 1 Half Bath
    Single Family For Rent ML# 3538062
    Unpack your bags and vacation at this beautiful water view home with easy access to Nassau Point Beach. Bright and sunny great room, kitchen featuring granite counter tops, 3 large bedrooms, and a private backyard with beautiful gardens and a spacious deck to entertain. Ideal vacation home on the North Fork with 2 private paths in the neighborhood for kayaking, paddle boarding, fishing, or just enjoying the views. Convenient to all North Fork activities. Permit # 0553
    Presented By: Daniel Gale Sothebys Intl Rlty  631-298-4130
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Greenport, NY 11944
    $12,000
    3 Bedrooms 2 Full Baths
    Single Family For Rent ML# 3524960
    So Very Close to a Beautiful Bay Beach! 3 Bedrooms/2 Baths. Central Air Conditioning. 2 Large Decks. Nice Yard! Summer 2024 - June $7, 500 or August-LD $12, 000. Permit #0497.
    Presented By: Douglas Elliman Real Estate  631-477-2220
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Mattituck, NY 11952
    $12,000
    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
    Presented By: Douglas Elliman Real Estate  631-354-8100
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
  • Peconic, NY 11958
    $12,000
    3 Bedrooms 1 Full Bath
    Single Family For Rent ML# 3516191
    Enjoy stunning water views and all-season access to the Sound from this charming 3-bedroom, 1-bathroom waterfront home. This cozy home channels happy, mid-century vibes. Large living room with fireplace, dining nook, and sunroom, all with breathtaking views of the water. The patio with BBQ is the perfect spot to relax and enjoy the outdoors, and the path to the Sound makes it easy to access the water for swimming and fishing! Ren Permit # 0880
    Presented By: Corcoran  631-848-7730
    Call Today: (631)298-8760, (631)298-8760, or  Email: Andrew Stype Realty Inc
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OneKeyâ„¢ MLS The data relating to real estate for sale on this web site comes in part from the OneKeyâ„¢ 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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