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    1 home
      1 home available
      21 Waterview Drive, Port Jefferson, NY 11777
      Closed Oct 31, 2025
      21 Waterview Drive, Port Jefferson, NY 11777
      $2,650,000
      5beds
      3 full, 2 halfbath
      4,200sqft
      2.09acres
      House for Sale

      21 Waterview Drive, Port Jefferson, NY 11777

      Listing by: Jolie Powell Realty Inc
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      Copyright © 2025 OneKey® MLS LLC
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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      Membio
      OneKey® MLS
      21 Waterview Drive, Port Jefferson, NY 11777
      Closed Oct 31, 2025
      $2,650,000
      5beds
      3full,2half bath
      4,200sqft
      2.09acres

      21 Waterview Drive, Port Jefferson, NY 11777

      City/Town:Port Jefferson   Post Office: Port Jefferson     

      House for Sale by Jolie Powell CBR E-PROJolie Powell Realty Inc.

      Data checked -. Listing last updated 49 days ago.
      1. Overview
      2. Details
      3. More 

      This breathtaking beachfront property in one of Port Jefferson's most prestigious locations is available for the first time in over 50 years! The home is nestled in the woods at the water's edge, with captivating views of Long island Sound and an entertaining parade of boats. What makes this property truly unique is the inclusion of a second buildable waterfront lot -a pairing that opens the door to opportunities and imagination. Whether you build a guest retreat, a second house, or hold it as an investment, property of this caliber is exceedingly rare. The classic 4000 s/f Colonial home was sturdily built in 1974, with 6 working fireplaces and water views from every room. Sprawling porches invite you to enjoy the refreshing sea breeze, and the sound of gentle waves lulls you to sleep at night. With 5 bedrooms and a full/partially finished walk-out basement, there is plenty of space for entertaining and expansion. Another unique feature of this property is the abundance of mature trees, which provide cooling shade and privacy in the summer, but drop their leaves in winter to reveal panoramic views of Mt. Sinai Harbor. Kaleidoscopic sunrises over the salt marsh illuminate the rooms with extraordinary pink light from the East in the morning, and then in the evening you can enjoy sunsets over Long Island Sound while grilling on your deck. Step through the garden to jump in the water for a swim! You can even keep a sailboat docked at the end of your beach path. Rarely does such an extraordinary parcel of land come to market. Everyone who sets foot on this land falls in love! Total 2.09 Acres - Taxes for the one-acre buildable lot: Brookhaven: $3,085.31 PJ Village: $404.66 Taxes for the 1.09Acre/4000 s/f Colonial: Brookhaven $19,992.80 PJ Village: $3,893.80

      Internet Serviceability
      Details
        Property type
      Residential
        Year built
      1974
        Heating
      Oil
        Cooling
      None
        Total rooms
      10
        Garage
      Yes (2 space)
        City/Town
      Port Jefferson
        Post Office
      Port Jefferson
        Parking spots
      -
      902772
      MLS ID
      Closed
      Status
      Oct 31, 2025
      Closed
        Laundry features
      In Hall
        Flooring
      Hardwood
        Fireplace
      Yes
        Pets allowed
        Architectural Style
      Colonial
        Basement
      Partially Finished, Walk-Out Access
        View
      Trees/Woods, Water
      Interior features
      First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen, Entrance Foyer, Formal Dining, Primary Bathroom, Quartz/Quartzite Counters, Walk-In Closet(s)
      Exterior features
      Lot features
      Back Yard, Landscaped, Near Golf Course, Part Wooded, Private, Sloped, Sprinklers In Front, Sprinklers In Rear, Subdivided, Views, Waterfront
      Appliances included
      Dishwasher, Dryer, Electric Oven, Electric Range, Electric Water Heater, Refrigerator, Washer
      Construction materials
      Wood Siding
      Monthly taxes
      $1,991
      Yearly taxes
      $23,886.6
      Community Features
      -
      School district
      Port Jefferson
      Schools
      Port Jefferson Elementary School, Port Jefferson Middle School, Earl L Vandermeulen High School
      Senior community
      No
      Common Charges
      -
      Maintenance
      -
      Additional Fees
      -
      Open Houses
      In-Person
      No upcoming in-person open houses
      Virtual
      No upcoming virtual open houses
      Contact Agent
      Jolie Powell CBR E-PRO
      Jolie Powell CBR E-PRO
      Real Estate Broker, Jolie Powell Realty Inc
       
      Location
      Old Homestead to Winston Dr to Waterview Dr
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      21 Waterview Drive, Port Jefferson, NY 11777, is a 5 bedroom, 3 bathroom, 4200 sqft. Single Family Residence built in 1974. This property is currently available for sale and was listed on OneKey® MLS on 8-22-2025. The MLS# for this Single Family Residence is MLS# 902772.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
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