56 Old Homestead Road, Port Jefferson, NY 11777

$1,295,000

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… Read More 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 . Read Less

Listing Courtesy of Realty Connect USA L I Inc, 631-404-7976.

Listing Snapshot

Days Online

Last Updated

Aug 1, 2026

Property Type

Single Family Residence

Beds

Full Baths

Square Ft.

3,000

Year Built

1983

Property Tax

$25,285

MLS Number

1032540

30 Days Snapshot Of 11777

$665k

-25%

(avg) sold price

-83%

home sold

-1%

(avg) days on market

Snapshot

Area Map

Additional Details

Appliances & Equipment

Description: Convection Oven, Dishwasher, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Wine Refrigerator

Building

Area: 3000, Architecture: Raised Ranch, Construction Materials: Frame, Year Built: 1983

Cooling

Details: Central Air

Fireplaces

Total Fireplaces: 1

Floors

Flooring: Tile, Wood

Garage

Garage Spaces: 1

Heating

Heating: Oil

Laundry

Description: Other

Lot

Acres: 0.93

Pool

Private Pool

Utilities

Sewer: Cesspool, Water Source: Public, Utilities: Electricity Connected, Trash Collection Public, Water Connected

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56 Old Homestead Road

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Debra A Chiappetta, Real Estate Broker

Debra A Chiappetta, Real Estate Broker