90 Caiola Court • Greenport, NY 11944

$1,785,000 Beds: 4 • Baths: 3 full • Sq. Feet: 3392 • MLS ID: 1027434 • Subdivision:School Dist: Greenport
Welcome to 90 Caiola Court, nestled within the highly sought-after waterfront community of Rock Cove Estates in the charming hamlet of Greenport. Built in 2007 and impeccably maintained, this Post Modern residence makes an immediate impression with its mature specimen landscaping, manicured grounds, and timeless curb appeal. Step inside to a grand, light-filled foyer featuring soaring ceilings, an elegant open staircase, and an inviting sense of scale that sets the tone for the home's thoughtfully designed interior. The main level offers an exceptional layout for both everyday living and entertaining, featuring a formal dining room, gracious living room, and an inviting media room anchored by a classic wood-burning fireplace. At the heart of the home, the spacious eat-in kitchen is appointed with abundant cabinetry, generous counter space, and a highly functional layout designed to accommodate everything from casual everyday meals to large-scale gatherings. Just beyond, a private home office overlooks the rear grounds, providing a peaceful and inspiring workspace. Occupying nearly 900 square feet, the second-floor primary suite serves as a true private retreat, complete with dual custom walk-in closets and a luxurious spa-inspired bath featuring double vanities, a walk-in shower, and a Jacuzzi soaking tub. Three additional guest bedrooms and a well-appointed full hallway bathroom complete the upper level, providing comfortable accommodations for family and guests alike. Another huge bonus is the expansive unfinished basement with 8' ceilings and walk-out egress already in place, making this ripe for another fully finished space which would add approximately 1400 additional sqft. Perfectly positioned within one of Greenport's most desirable beach communities, residents enjoy private access to the Rock Cove Estates association beach while remaining just minutes from the vibrant shops, acclaimed restaurants, marinas, and waterfront attractions of Greenport Village, as well as the renowned wineries, farm stands, and scenic beauty that define the North Fork lifestyle. View this listing at: http://allisonmulhall.laffey.com/mls=1027434

Property Features

  • Garage: 2
  • Taxes: $14,521
  • Basement: Yes
  • Fenced: Yes
  • Formal Dining: Yes
  • Exterior: Cedar,Fiberglass Insulation,Frame
  • Lot Size: 0.62 Acres
  • Heating: Forced Air,Natural Gas
  • Cooling: Central Air
  • Year Built: 2007
  • Fireplaces: 1
  • Water: Public
  • Sewer: Septic Tank
  • On Market Date: 2026-07-17
  • Appliances: Dishwasher,Dryer,Electric Oven,Electric Range,Exhaust Fan,Freezer,Refrigerator,Washer
  • Association Fee: $350/Annually
  • Association Fee Includes: Other
  • Basement: Full,Walk-Out Access
  • Exterior Features: None
  • Fencing: Fenced
  • Fireplace Features: Wood Burning
  • Fireplace Y/N: Yes
  • Flooring: Tile,Wood
  • GarageY/N: Yes
  • Interior Features: First Floor Full Bath,Cathedral Ceiling(s),Central Vacuum,Crown Molding,Double Vanity,Eat-in Kitchen,Entrance Foyer,Formal Dining,High Ceilings,High Speed Internet,His and Hers Closets,Kitchen Island,Primary Bathroom,Recessed Lighting,Soaking Tub,Stone Counters,Walk-In Closet(s)
  • Laundry: Laundry Room
  • Lot Features: Front Yard,Landscaped,Level,Near Golf Course,Near Public Transit,Near School,Near Shops,Private
  • Attic: Partial,Pull Stairs
  • Heating Zones: 2
  • Parcel Number: 1000-033-00-03-00-019-014
  • Parking Features: Driveway,Garage
  • Patio And Porch: Deck
  • Rental Term: Monthly
  • Rooms Total: 10
  • Utilities: Cable Connected,Electricity Connected,Natural Gas Available,Phone Connected,Underground Utilities,Water Connected
  • Waterfront Features: Beach Access,Sound,Water Access
  • Beach Rights: Y

School Information

  • High School: Greenport High School
  • Middle School: Greenport High School
  • Elementary School: Greenport Elementary School
  • School District: Greenport
Printed July 19, 2026


Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/19/2026. The listing information on this page last changed on 07/19/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 07/19/2026 12:33:10 PM EST) or OneKey MLS (last updated Sun 07/19/2026 12:27:31 PM EST). Real estate listings held by brokerage firms other than Laffey Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data and photos distributed by MLSGRID
Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.
Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.



Privacy Policy / DMCA Notice / ADA Accessibility