Open House 10/10 12pm - 2pm
56 Old Homestead Road
Port Jefferson, NY, 11777 $ 1,199,000
Bedrooms4 Baths3.0 Sq 3,000 Monthly Estimate*
$ 8,281
for $1,199,000 with 4 bedrooms and 3 full baths. This 3,000 square foot home was built in 1983 on a lot size of 0.93.
****Private showings available - seller is motivated**** Perfectly positioned within the prestigious Incorporated village of Port Jefferson,56 Old Homestead Road presents an exceptional opportunity to own a private luxury home in one of Long Island's most coveted waterfront communities.Nestled on .93 acres of exquisitely manicured grounds, this 3000-square-foot multi-level contemporary ranch features 4 bedrooms, 3 full baths and an extraordinary blend of sophisticated living and resort-inspired amenities. Double entry doors into an impressive open-concept living space with string vaulted ceilings that create remarkable natural light throughout the living room, dining room and kitchen.The elegant living and dining rooms are anchored by a shared fireplace and seamlessly connect to a rooftop entertaining deck. The master suite opens directly to the rear balcony overlooking the resort style grounds. Luxurious primary suite features two oversized walk in closets, elegant trey ceiling and custom built-in cabinetry. The spa inspired bath features whirlpool jacuzzi, steam shower and rainfall shower head with custom finishes throughout. The lower level continues the home's exceptional design philosophy with an expansive recreation and entertainment area ideal for hosting family and guests. Media and Billiard room , Bar laundry.Three bedrooms with two full baths with direct access to deck and pool area. 1-1/2 garage featuring custom cabinetry featuring stainless steel countertops ,a mechanical room full size refrigerator and freezer plus dual wine refrigerators perfect for entertaining. The rear deck overlooks a koi pond transitioning to a spectacular pool area curated with tropical landscaping featuring a Heated unground swimming pool, Integrated spa , Cascading Waterfall ,Outdoor Kitchen,Custom bar, Outdoor Fireplace wifi throughout the property and integrated surround sound and media system . Beautiful custom shed finished off this rare village home ! A rare village home offering an exceptional combination of privacy , architectural character , resort-quality amenities, and one Port Jefferson Village's most desirable locations , 56 Old Homestead represents far more than a residence - its a private lifestyle destination. Every detail has been thoughtfully curated to deliver year-round luxury living and unforgettable entertaining in one of Long Island's most distinguished waterfront communities .
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Open House
10/10/2026 12:00 PM - 2:00 PM
56 Old Homestead Road Port Jefferson, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesInteriorInterior Amenities First Floor Bedroom First Floor Full Bath Breakfast Bar Cathedral Ceiling(s) Crown Molding Eat-in Kitchen Formal Dining High Ceilings His and Hers Closets Marble Counters Natural Woodwork Open Floorp
Flooring Tile Wood
Total Fireplaces 1
Fireplace Features Living Room
Basement (Y/N) N
Window Features Blinds
Fireplace Y/N Y
Half Baths 0
Total Bedrooms 4
Total Baths 3
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GeneralSewer Cesspool
Heating Oil
Cooling Central Air
Utilities Electricity Connected Trash Collection Public Water Connected
Appliances Convection Oven Dishwasher Microwave Oven Refrigerator Stainless Steel Appliance(s) Wine Refrigerator
Garage Spaces 1
Architectural Style Raised Ranch
Construction Materials Frame
Year Built 1983
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 0206-006-00-01-00-001-002
County Suffolk County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 8
Full Baths 3
Directions Cliff road to Old Homestead
High School Earl L Vandermeulen High School
City Brookhaven
Disclosures None
Senior Community Y/N N
High School District Port Jefferson
Carport Y/N N
Elementary School Port Jefferson Elementary School
Property Attached Y/N N
Tax Annual Amount 25285.16
Middle/Junior High School Port Jefferson Middle School
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Port Jefferson
Elementary School District Port Jefferson
Tax Assessed Value 6730
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ExteriorParking Features Driveway Garage Garage Door Opener Off Street Oversized Driveway Garage Garage Door Opener Off Street Oversized
Water Source Public
Waterfront Y/N N
Horse Y/N N
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* Excluded FeaturesList ByFrank PrinzevalliListing Agent
Bh&G R E Realty ConnectBroker
Affordability Calculator
- Monthly Principal & Interest
- $8,281
- Monthly Property Taxes
- $2,107
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Port Jefferson, NY
Average List Price $1,236,812
Percent of Sale Price 3%
About Port Jefferson, NY 9,285 Population
3% Since 2002
$ 107,963 Median Income
46.37 Median Age
26% Households with Children
Trends Information provided by ATTOM Data Solutions.
4892644 Elementary School
4098811 Middle School
Earl L Vandermeulen High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 9/17/2026 | $1,199,000 | -7.41% | Price Down |
| 7/31/2026 | $1,295,000 | | Listed Price |