18 Smith Lane • Jamesport, NY 11947

$5,750,000 • Beds: 13 • Baths: 6 full 1 partial • Sq. Feet: 4514 • MLS ID: 1029909 • Subdivision: • School Dist: Riverhead
LISTING IS FOR 6 HOMES AND .77 VACANT LAND!An exceptional opportunity to own a one-of-a-kind waterfront estate featuring 6 income-producing residences plus an adjoining nearly one-acre buildable lot, offering tremendous potential to expand the rental portfolio or create a spectacular multigenerational compound.The property includes two Bayfront homes-one offering 4 bedrooms and 3 bathrooms, the other has 3 bedrooms and 1.5 bathrooms-along with four additional cottages, including two 2-bedroom cottages and two 1-bedroom cottages. The adjacent buildable parcel presents endless possibilities, whether for a custom waterfront residence, additional income-producing opportunities, or the ultimate private estate. A rare investment with multiple revenue streams, redevelopment potential, and breathtaking waterfront setting.Please do not go on the property without a scheduled appointment. View this listing at: http://www.laffey.com/lid=188457127

Property Features

  • Garage: 1
  • Taxes: $32,550
  • Exterior: Frame
  • Lot Size: 1.43 Acres
  • Heating: Electric,Other
  • Cooling: Ductless,Multi Units
  • Year Built: 1959
  • Water: Public
  • Sewer: Septic Tank
  • On Market Date: 2026-07-27
  • Appliances: Other
  • Basement: Crawl Space
  • Building Area Total: 4514
  • Flooring: Laminate
  • GarageY/N: Yes
  • Interior Features: Other
  • Laundry: In Garage
  • Heating Zones: 1
  • Parcel Number: 0600-070-00-02-00-002-000
  • Parking Features: Driveway
  • Rental Term: Monthly
  • Rooms Total: 13
  • Utilities: Electricity Connected,Water Connected
  • Waterfront Features: Bayfront,Beach Front,Bulkhead,Waterfront

School Information

  • High School: Riverhead Senior High School
  • Middle School: Riverhead Middle School
  • Elementary School: Aquebogue Elementary School
  • School District: Riverhead
Printed July 28, 2026

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