Schedule Tour
$1,100,000

56 Homestead Rd

Port Jefferson, NY
Active
4
Bedrooms
3
Bathrooms
0.93
Lot Size (acres)
1983
Year Built
89
Days On Market

****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 .

Listing Information

Listing Updated
2 days ago
Listed By
Frank Prinzevalli · BH&G R E Realty Connect, 6318815160
MLS#
1032540
Source
OneKey MLS
Status
Active

Open Houses

  • Sunday, November 1
    11:00 AM – 2:00 PM

Facts & Features

Location

Community Information

Address
56 Homestead Rd, Port Jefferson, NY 11777
City
Port Jefferson
County
Suffolk
Zip Code
11777

Architecture

Bedrooms
4
Bathrooms
3
Year Built
1983
Style
Raised Ranch
Construction Materials
Frame
Garage
Yes
Garage Spaces
1
Parking Features
Driveway, Oversized, Garage Door Opener, Garage, Off Street

Features & Amenities

Interior Features
Cathedral Ceiling(s), Eat-in Kitchen, Walk-In Closet(s), Breakfast Bar, Recessed Lighting, High Ceilings, Open Floorplan, Crown Molding, Tray Ceiling(s), His and Hers Closets, Sound System, Natural Woodwork
Appliances
Dishwasher, Microwave, Refrigerator, Convection Oven, Oven, Stainless Steel Appliance(s), Wine Refrigerator
Flooring
Tile, Wood
Cooling
Central Air
Heating
Oil

Property Features

Lot Size
0.93 Acres
Water
Public
Sewer
Cesspool
Utilities
Electricity Connected, Water Connected

Square Footage

Total
3,000 sq. ft.

Tax & Financial Information

List Price
$1,100,000
Annual Taxes
$25,285

Schools

52/100
Port Jefferson Elementary School
Elementary · Grades PK–05 · 0.9 mi
Assigned school for this home
City
Port Jefferson
Students
368
Student body
73% White · 16% Hispanic / Latino · 7% Asian
Free/reduced lunch
15%
Phone
(631) 791-4321
54/100
Port Jefferson Middle School
Middle · Grades 06–08 · 1.6 mi
Assigned school for this home
City
Port Jefferson
Students
247
Student body
78% White · 9% Hispanic / Latino · 6% Asian
Free/reduced lunch
10%
Phone
(631) 791-4431
74/100
Earl L Vandermeulen High School
High · Grades 09–12 · 1.6 mi
Assigned school for this home
City
Port Jefferson
Students
357
Parent reviews
5.0★ avg · 2 reviews
Student body
81% White · 8% Asian · 7% Hispanic / Latino
Free/reduced lunch
6%
Phone
(631) 791-4421
75/100
Mount Sinai Elementary School
Elementary · Grades KG–04 · 2.1 mi
City
Mount Sinai
Students
763
Parent reviews
5.0★ avg · 2 reviews
Student body
82% White · 11% Hispanic / Latino · 5% Asian
Free/reduced lunch
6%
Phone
(631) 870-2600
75/100
Arrowhead Elementary School
Elementary · Grades PK–06 · 3.5 mi
City
East Setauket
Students
574
Parent reviews
5.0★ avg · 2 reviews
Student body
68% White · 14% Asian · 11% Hispanic / Latino
Free/reduced lunch
17%
Phone
(631) 730-4100
63/100
Comsewogue High School
High · Grades 09–12 · 3.5 mi
City
Port Jefferson Station
Students
1,153
Parent reviews
3.5★ avg · 4 reviews
Student body
57% White · 34% Hispanic / Latino · 4% Black
Free/reduced lunch
30%
Phone
(631) 474-8182
55/100
John F Kennedy Middle School
Middle · Grades 06–08 · 2.8 mi
City
Port Jefferson Station
Students
840
Student body
52% White · 39% Hispanic / Latino · 4% Black
Free/reduced lunch
29%
Phone
(631) 474-8160
54/100
Norwood Avenue School
Elementary · Grades KG–03 · 3 mi
City
Port Jefferson Station
Students
305
Student body
58% White · 35% Hispanic / Latino · 4% Black
Free/reduced lunch
33%
Phone
(631) 474-8130

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
10/21/2026Price change$1,100,000
07/31/2026Listed for sale$1,295,000

Listed by Frank Prinzevalli · BH&G R E Realty Connect · 6318815160

Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, OneKey MLS. All rights reserved.

Last Updated: October 25, 2026 at 11:28 PM | Source: OneKey MLS | MLS#: 1032540

Let's work together

Start Your Real Estate Journey

Whether you have questions about this listing, want to schedule a showing, or just want to talk through your options, Jeromy Dunn-Portella is here to help. Reach out and expect a response within one business day.

How can I help?

Jeromy Dunn-Portella is here to help. Reach out and expect a response within one business day.

Lending calculator

Make A Plan For Your Purchase

Know what you can afford before you start shopping — then run the numbers on any home you have in mind.

How much house can I afford?

$500,000
You can afford
$0
Monthly payment
  • Principal & interest
  • Property taxes
  • Homeowner's insurance
  • HOA dues

Enter your income, debts, and down payment to see how much home you may qualify for. Estimates only — not a lending decision.

Want to know more?

Jeromy Dunn-Portella is here to help. Reach out and expect a response within one business day.