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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Zillow last checked:
Listing updated:
Listed by:
Realty Connect USA L I Inc631-881-5160,
Frank Prinzevalli631-404-7976
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1032540
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 Floorplan, Open Kitchen, Primary Bathroom, Recessed Lighting, Sound System, Speakers, Tray Ceiling(s), Walk Through Kitchen, Walk-In Closet(s), Whole House Entertainment System
Flooring: Tile, Wood
Windows: Blinds
Attic: Crawl
Number of fireplaces: 1
Fireplace features: Living Room
Interior area
Total structure area: 3,000
Total interior livable area: 3,000 sqft
Property
Parking
Total spaces: 1
Parking features: Driveway, Garage, Garage Door Opener, Off Street, Oversized
Garage spaces: 1
Has uncovered spaces: Yes
Features
Has private pool: Yes
Lot
Size: 0.93 Acres
Details
Parcel number: 0206006000100001002
Special conditions: None
Construction
Type & style
Home type: SingleFamily
Architectural style: Raised Ranch
Property subtype: Single Family Residence, Residential
Materials
Frame
Condition
Year built: 1983
Utilities & green energy
Sewer: Cesspool
Water: Public
Utilities for property: Electricity Connected, Trash Collection Public, Water Connected
Community & HOA
HOA
Has HOA: No
Location
Region: Port Jefferson
Financial & listing details
Price per square foot: $432/sqft
Tax assessed value: $6,730
Annual tax amount: $25,285
Date on market: 7/31/2026
Cumulative days on market: 13 days
Listing agreement: Exclusive Agency
Electric utility on property: Yes
Estimated market value
Zestimate®
Not available
Estimated sales range
Not available
Rent Zestimate®
Not available
Price history
Date
Event
Price
7/31/2026
Listed for sale
$1,295,000+70.6%$432/sqft
Source: OneKey® MLS as distributed by MLS GRID #1032540Report a problem
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.