21 Waterview Dr Port Jefferson, NY 11777
Estimated payment $16,674/month
Total Views
2,355
5
Beds
5
Baths
4,200
Sq Ft
$643
Price per Sq Ft
Highlights
- Water Views
- Beach Access
- Colonial Architecture
- Edna Louise Spear Elementary Rated A-
- 2.09 Acre Lot
- Deck
About This Home
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
Listing Agent
Jolie Powell Realty Inc Brokerage Phone: 631-473-0420 License #31PO0946864 Listed on: 08/22/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $23,887
Year Built
- Built in 1974
Lot Details
- 2.09 Acre Lot
- Landscaped
- Private Lot
- Sloped Lot
- Front and Back Yard Sprinklers
- Partially Wooded Lot
- Back Yard
- Additional Parcels
Parking
- 2 Car Garage
- Oversized Parking
- Driveway
Home Design
- Colonial Architecture
- Wood Siding
Interior Spaces
- 4,200 Sq Ft Home
- 6 Fireplaces
- Entrance Foyer
- Formal Dining Room
- Wood Flooring
- Water Views
- Partially Finished Basement
- Walk-Out Basement
Kitchen
- Eat-In Kitchen
- Dishwasher
Bedrooms and Bathrooms
- 5 Bedrooms
- Main Floor Bedroom
- En-Suite Primary Bedroom
- Walk-In Closet
Laundry
- Laundry in Hall
- Dryer
- Washer
Outdoor Features
- Beach Access
- Deck
- Patio
Location
- Property is near a golf course
Schools
- Port Jefferson Elementary School
- Port Jefferson Middle School
- Earl L Vandermeulen High School
Utilities
- No Cooling
- Heating System Uses Oil
- Electric Water Heater
- Cesspool
Listing and Financial Details
- Exclusions: DR chandelier
- Legal Lot and Block 011.00 / 01.00
- Assessor Parcel Number 0206-004-00-01-00-012-000
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2024 | $23,314 | $7,290 | $1,050 | $6,240 |
| 2023 | $23,314 | $7,290 | $1,050 | $6,240 |
| 2022 | $0 | $9,025 | $1,050 | $7,975 |
| 2021 | $16,385 | $9,025 | $1,050 | $7,975 |
| 2020 | $20,910 | $9,025 | $1,050 | $7,975 |
| 2019 | $20,812 | $0 | $0 | $0 |
| 2018 | -- | $9,025 | $1,050 | $7,975 |
| 2017 | $16,376 | $9,025 | $1,050 | $7,975 |
| 2016 | $16,516 | $9,130 | $1,050 | $8,080 |
| 2015 | -- | $9,130 | $1,050 | $8,080 |
| 2014 | -- | $9,130 | $1,050 | $8,080 |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 08/22/2025 08/22/25 | For Sale | $2,700,000 | -- | $643 / Sq Ft |
Source: OneKey® MLS
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Bargain Sale Deed | -- | -- | |
| Bargain Sale Deed | -- | -- | |
| Bargain Sale Deed | $720,000 | Chicago Title Insurance Co | |
| Bargain Sale Deed | $720,000 | Chicago Title Insurance Co | |
| Deed | $345,000 | Chicago Title Insurance Co | |
| Deed | $345,000 | Chicago Title Insurance Co |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $252,689 | Unknown | |
| Previous Owner | $250,000 | Unknown | |
| Previous Owner | $575,000 | Unknown | |
| Previous Owner | $100,000 | Stand Alone Second |
Source: Public Records
Similar Homes in Port Jefferson, NY
Source: OneKey® MLS
MLS Number: 902772
APN: 0207-004-00-01-00-011-000
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The data relating to real estate for sale or lease on this web site comes in part from OneKey® MLS. Real estate listings held by brokerage firms other than Ten-X are marked with the OneKey® MLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker.
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Copyright 2025 OneKey® MLS. All rights reserved.
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