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$2,650,000

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 2 Partial Baths
  • 2 Car Garage
See This Home
Save This Home
See This Home
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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

Full Property Details for 21 Waterview Dr

General

  • Sold For: $2,650,000
  • Taxes: $23,886
  • Status: Closed
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 902772
  • Added to Site: 148 day(s) ago

Interior

  • Number of Rooms: 10
  • 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)
  • Fireplace: Yes
  • Number of Fireplaces: 6
  • Appliances: Dishwasher, Dryer, Electric Oven, Electric Range, Electric Water Heater, Refrigerator, Washer
  • Laundry Facilities: Yes
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 3
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: In Hall

Exterior

  • Porch/Patio/Deck: Deck, Patio

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Driveway, Garage, Oversized, Private

Location

  • County: Suffolk County
  • Subdivision: Harbor Hills
  • Cross Streets: Winston Dr
  • Driving Directions: Old Homestead to Winston Dr to Waterview Dr

School Information

  • High School District: Port Jefferson
  • Elementary School: Port Jefferson Elementary School
  • Middle School: Port Jefferson Middle School
  • High School: Earl L Vandermeulen High School

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Oil
  • Heating Zones: 3

Utilities

  • Sewer: Cesspool
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Trash Collection Private, Water Connected

Structural Information

  • Architectural Style: Colonial
  • Detached/Attached: Detached
  • Construction: Wood Siding
  • Basement: Yes
  • Basement Desc.: Partially Finished, Walk-Out Access
  • Sq. Ft. Source: Other
  • Year Built: 1974

Lot Features

  • Property View: Trees/Woods, Water
  • Lot Size (Acres): 2.09
  • Lot Features: Back Yard, Landscaped, Near Golf Course, Part Wooded, Private, Sloped, Sprinklers In Front, Sprinklers In Rear, Subdivided, Views, Waterfront

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front View: Beach Access, Waterfront

Financial Considerations

  • Tax Amount: $23,886.6

Disclosures and Reports

  • Special Conditions: None
  • Exclusions: DR chandelier
  • Property ID: 0206-004-00-01-00-012-000
  • Block: 1
  • Lot Number: 11

Listed and Sold by Jolie Powell Realty Inc

Listing agent

— 21 Waterview Dr —

  • Jolie Powell Realty Inc

631-473-0420

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 21 Waterview Dr

School District:Port Jefferson Union Free School District
NameGradesDistance
Port Jefferson Elementary School
500 Scraggy Hill Road, Port Jefferson, NY 11777
PK-51.3 mi
Port Jefferson Middle School
350 Old Post Road, Port Jefferson, NY 11777
6-82 mi
Earl L Vandermeulen High School
350 Old Post Road, Port Jefferson, NY 11777
9-122 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 21 Waterview Dr

Date
Details
Price
Change
Source
10/31/2025
Sold
$2,650,000
-1.85%
MLS
8/22/2025
Listed
$2,700,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed and Sold by Jolie Powell Realty Inc

21 Waterview Drive, Port Jefferson, NY 11777 (MLS# 902772) is a Single Family property that was sold at $2,650,000 on October 31, 2025. Want to learn more about 21 Waterview Drive? Do you have questions about finding other Single Family real estate for sale in Port Jefferson? You can browse all Port Jefferson real estate or contact a Coldwell Banker agent to request more information.