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744 Main Street 1
Greenport NY 11944 US

$4,100

Active Listing ID 1007625
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3 bed
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2.00 Bath (2 Full)
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Lot: 0.31 Acres
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Duplex

$4,100

Active Listing ID 1007625
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744 Main Street 1 Escape To The Heart Of The North Fork In This Beautiful Rental Home Located In Sought-After Greenport. This Charming 3-Bedroom, 2-Bath 2600 Sq Ft Home Offers The Perfect Blend Of Comfort, Style, And Relaxation For Your Summer Getaway Or Extended Stay. Thoughtfully Designed With Inviting Indoor Living Spaces And A Spacious Outdoor Entertaining Area, This Property Is Ideal For Enjoying Everything Greenport Has To Offer. Step Outside Into Your Own Private Backyard Oasis Featuring A Cozy Fire Pit, Relaxing Hammock, Outdoor Dining, Lounge Areas, And Plenty Of Space To Unwind Or Entertain Under The Stars. Whether You're Spending Your Days Exploring Nearby Beaches, Wineries, Marinas, And Restaurants, Or Simply Relaxing At Home With Family And Friends, This Property Delivers The Ultimate North Fork Lifestyle Experience. Conveniently Located Near Greenport Village Shops, Waterfront Dining, Vineyards, Farm Stands, And Local Beaches, This Seasonal Rental Is The Perfect Retreat For Those Looking To Enjoy The Charm And Beauty Of The North Fork In Comfort And Style. Closely Located To Hampton Jitney And LIRR For Easy Access To NYC. Rental Permit # R25-071. Rent Spree Tenant Screening $20 application fee, paid by the tenant applying. 2026 Availability: August $10, 000, September $10, 000 with a $250 One-Time Cleaning Fee, utilities included. Off Season: $4100 Per Month Starting September or October 2026 (Year-Round), tenant pays some utilities. Year-Round Rental will be unfurnished but can be furnished upon request.

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Property Features

  • Facts
  • Lot Size: 0.31 Acres
  • Property Type: Residential Multi Family
  • Property Sub-type: Duplex
  • Features
  • Full Bathrooms: 2
  • Cooling System: Central Air
  • Exterior Finish: Fire Pit, Gas Grill, Private Entrance
  • Floor Covering: Wood
  • Heating Fuels: Oil
  • Additional Features
  • Basement
  • Patio

School Information

  • School
  • Greenport Elementary School(Elementary)
  • Greenport High School(MiddleSchool)
  • Greenport High School(HighSchool)

Property

  • propertytype: Residential Multi Family
  • propertysubtype: Duplex
  • listprice: 4100
  • unparsedaddress: 744 Main Street
  • unitnumber: 1
  • postalcity: Greenport
  • stateorprovince: NY
  • country: US
  • postalcode: 11944
  • bathroomsfull: 2
  • bathroomshalf: 0
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 0.31
  • lotsizeunits: Acres
  • lotsizearea: 0.31
  • livingarea: 2600
  • livingareaunits: Square Feet
  • latitude: 41.109424
  • longitude: -72.362869
  • listagentfullname: Crystal R. Bolling
  • listagentemail: cbolling@realtyconnectusa.com
  • listagentkey: 3yd-MLSLINY-174602
  • listagentmlsid: 174602
  • listagentpreferredphone: 6312766185
  • listagentofficephone: 6312766185
  • listofficekey: 3yd-MLSLINY-RLLE16
  • listofficemlsid: RLLE16
  • disclaimer: Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: MLSLINY
  • yearbuilt: 1820
  • listingcontractdate: 2026-06-01
  • listagenturl: http://www.realtyconnectusa.com
  • countyorparish: Suffolk County
  • parcelnumber: 1001-002-00-03-00-008-001
  • elementaryschool: Greenport Elementary School
  • highschool: Greenport High School
  • elementaryschooldistrict: Greenport
  • middleorjuniorschooldistrict: Greenport
  • highschooldistrict: Greenport
  • appliances: Cooktop, Dishwasher, Dryer, Microwave, Oven, Stainless Steel Appliance(s), Washer
  • cooling: Central Air
  • flooring: Wood
  • heating: Oil
  • fireplaceyn: False
  • transactiontype: ForRent
  • storiestotal: 2
  • parkingtotal: 2
  • parkingfeatures: Driveway
  • view: Water
  • waterfrontyn: False
  • franchiseaffiliation: None
  • interiorfeatures: First Floor Bedroom, Breakfast Bar, Formal Dining, High Ceilings, Open Floorplan
  • exteriorfeatures: Fire Pit, Gas Grill, Private Entrance
  • architecturalstyle: Other
  • rooms: Basement, Bathroom 1, Bathroom 2, Bedroom 3, Dining Room, Bedroom 1, Bedroom 2, Family Room
  • patioandporchfeatures: Patio
  • basement: Storage Space
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: False
  • internetconsumercommentyn: False
  • location: -72.36287, 41.109425
  • openhouse: { "AppointmentRequiredYN": false, "ListingKey": "3yd-MLSLINY-1007625", "OpenHouseEndTime": "2026-07-05 13:30:00", "OpenHouseId": "5247344", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-07-05 12:00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }, { "AppointmentRequiredYN": false, "ListingKey": "3yd-MLSLINY-1007625", "OpenHouseEndTime": "2026-07-05 13:30:00", "OpenHouseId": "5247352", "OpenHouseRemarks": null, "OpenHouseStartTime": "2026-07-05 12:00:00", "OpenHouseType": null, "VirtualOpenHouseURL": null }
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"Realty Connect USA", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"cbolling@realtyconnectusa.com", "ListBrokerageCity":"Hauppauge", "ListBrokerageCountry":"US", "ListBrokerageEmail":"john@realtyconnectusa.com", "ListBrokerageLogoUrl":"http://brokerlogos.listhub.net/MLSLINY/106248c1dafa11dfb8ef00219b994c72/20101019094353474.png", "ListBrokerageName":"Realty Connect USA", "ListBrokeragePhone":"(631) 881-5160", "ListBrokeragePostalCode":"11788", "ListBrokerageStateOrProvince":null, "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"35 Arkay Dr", "ListBrokerageWebsiteUrl":"http://www.realtyconnectusa.com", "ListOfficeAddress1":"451 Route 25a Unit 4 ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"RLLE16", "ListOfficeCity":"Miller Place", "ListOfficeCountry":"US", "ListOfficeEmail":"john@realtyconnectusa.com", "ListOfficePostalCode":"11764", "ListOfficeStateOrProvince":"NY", "ListPriceCurrencyType":"USD", "ListingTitle":"MULTI_FAMILY - Other - Greenport, NY", "ListingURL":"https://www.realtor.com/realestateandhomes-detail/744-Main-St_Greenport_NY_11944_M30221-85530?f=listhub&s=MLSLINY&m=1007625&c=rexren", "MLSModificationTimestamp":"2026-07-16 20:59:36", "Neighborhoods":[], "PostalCode":null, "RoomCount":8, "StateOrProvince":null, "Taxes":[], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 7/18/2026 1:21:19 AM GMT
Source Updated Date: 7/24/2026 12:47:26 AM GMT

Courtesy of: Crystal R. Bolling, Realty Connect USA LI Inc, cbolling@realtyconnectusa.com

Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.