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56 Old Homestead RoadPort Jefferson, NY 11777

For Sale

$1,295,000

Smart Buyer Rebate $12,950

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 .

Listed by Frank Prinzevalli

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Realty Connect USA L I Inc

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631-404-7976

Last updated July 31, 2026

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Source: OneKey #1032540

Listing Facts

  • TypeSingle-family
  • NeighborhoodBrookhaven
  • Bedrooms4
  • Bathrooms3
  • Days on PrevuNew Today
  • Taxes$25,285.16/year
  • Size3,000 sqft
  • Price per sqft$432

Amenities

  • Dishwasher
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

07/31/2026
Listed by Realty Connect USA L I Inc
$1,295,000

Property Details for 56 Old Homestead Road

Exterior

Construction

  • Window Features: Blinds
  • Year Built: 1983
  • Architectural Style: Raised Ranch
  • Construction Materials: Frame

Features

  • Pool Private: Yes

Measurements

  • Building Area Units: Square Feet
  • Lot Size Acres: 0.93
  • Lot Size Square Feet: 40,511

Financial

Taxes

  • Parcel Number: 0206-006-00-01-00-001-002
  • Tax Annual Amount: $25,285.16
  • Tax Assessed Value: $6,730.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Convection Oven, Dishwasher, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Wine Refrigerator
  • Fireplace Features: Living Room
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Tile, Wood
  • Interior Features: 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

Measurements

  • Living Area: 3,000
  • Living Area Source: Measured

Rooms

  • Bathrooms Full: 3
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 4
  • Rooms Total: 8

Parking

Parking

  • Garage Spaces: 1
  • Garage: Yes
  • Parking Features: Driveway, Garage, Garage Door Opener, Off Street, Oversized

Schools

Elementary School

  • Elementary School: Port Jefferson Elementary School
  • Elementary School District: Port Jefferson

High School

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

Middle or Junior School

  • Middle Or Junior School: Port Jefferson Middle School
  • Middle Or Junior School District: Port Jefferson

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Oil
  • Laundry Features: Other
  • Sewer: Cesspool
  • Utilities: Electricity Connected, Trash Collection Public, Water Connected
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 3 bathrooms in this single-family home at 56 Old Homestead Road.

What schools are nearby to 56 Old Homestead Road?

Nearby schools include the Port Jefferson Elementary School, Port Jefferson Middle School, and Earl L Vandermeulen High School.

Does this single-family home have parking?

Yes, there is 1 parking space available for 56 Old Homestead Road.

What are the annual taxes for 56 Old Homestead Road?

Annual taxes for this single-family home are estimated at $25,285.

How does 56 Old Homestead Road compare to other single-family homes in Brookhaven?

This single-family home is listed 55% above the average price for single-family homes in Brookhaven and has been on the market for 68 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,000 sqft.

56 Old Homestead Road is a 4-bedroom, 3-bath single-family home for sale in Port Jefferson NY 11777. Available on Prevu for 0 days at $1,295,000. This home features 3,000 square feet of living space, located in Brookhaven. The median listing price for single-family homes in this area is $649,999. Nearby schools include Port Jefferson Elementary School, Port Jefferson Middle School, and Earl L Vandermeulen High School. Property amenities include dishwasher, air conditioning, and parking. Browse more single-family home listings in Suffolk County.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2026, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.