89 Harbor Road, Head Of The Harbor, NY 11780
Local realty services provided by:ERA Insite Realty Services
Listed by: bonnie glenn
Office: daniel gale sothebys intl rlty
MLS#:1054624
Source:OneKey MLS
Price summary
- Price:$1,999,000
- Price per sq. ft.:$434.57
About this home
A Rare Waterfront Sanctuary in the Village of Head of the Harbor. For the first time since it was built more than half a century ago, this remarkable waterfront property is being offered for sale. Privately set on 2.75 acres overlooking Stony Brook Harbor, 89 Harbor Road has remained under its original ownership since its creation and is defined by privacy, natural beauty and an extraordinary connection to the surrounding landscape. With 200 feet of waterfront, sweeping views extend across the pristine harbor toward Nissequogue, and Long Island Sound beyond, while private steps lead directly to the beach and water below, where a substantial stone riprap revetment protects the shoreline.
A long and winding drive passes through a wooded landscape, leading to a broad opening with a light-filled residence framed by majestic oaks and a backdrop of water and sky. Upon arrival, there is an immediate sense of having left the hustle and bustle of the outside world behind—a peaceful sanctuary where the landscape, changing tides and natural beauty of the harbor become part of everyday life.
Designed by architect Geysa Sarkany, the approximately 4,600-square-foot residence was conceived around its remarkable setting. The home was designed to look outward, with walls of glass creating a seamless connection between the interiors and the water and landscape beyond. Beneath this openness is a home of substantial construction, engineered and built with solidity and permanence. From the principal living spaces, kitchen and covered deck, the architecture continually draws the eye outward, framing individual views of the sky, shoreline and ever-changing harbor. Thoughtfully placed windows and glass, cypress siding and natural materials further connect the architecture to its surroundings, while 5 bedrooms and 3.5 baths across three levels provide substantial living space.
Here, no two days on the harbor are quite the same. The tides rise and recede, revealing winding channels and broad tidal flats. Herons wander the shoreline while ospreys and eagles soar overhead, and sailboats, kayaks and paddleboarders quietly pass below. Summer brings long evenings on the covered deck and breathtaking sunsets over the water, as the sky and harbor take on an ever-changing palette of color and texture. In autumn, the marsh grasses turn from green to gold, while the shifting light and changing winds transform the landscape.
The connection to the waterfront extends beyond the views, with direct beach and harbor access for kayaking, paddleboarding and sailing—making the water an integral part of life here.
Lovingly maintained and thoughtfully updated over the years, great care has been taken to retain the home’s architectural character and its remarkable connection to the surrounding landscape. It presents a rare opportunity for its next owner to continue its story—whether embracing the home as it is or thoughtfully making it their own.
While the setting feels a world away from everyday life, it is within the Smithtown School District and only minutes from Stony Brook Village, Stony Brook University and Stony Brook University Hospital, along with local restaurants, shopping, Avalon Nature Preserve and Harmony Vineyards—offering an exceptional balance of privacy, natural beauty and convenience.
The combination of acreage, privacy, substantial waterfront, elevation, direct beach access and expansive views across a pristine harbor presents a remarkable setting—an opportunity to live surrounded by natural beauty, within an ecosystem and landscape that change with every tide and season. A property offering this combination of features rarely becomes available....
Contact an agent
Home facts
- Year built:1974
- Listing ID #:1054624
- Added:2 day(s) ago
- Updated:October 01, 2026 at 02:41 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Rooms Total:12
- Flooring:Hardwood
- Dining Description:Eat-In Kitchen, Formal Dining
- Kitchen Description:Dishwasher, Eat-in Kitchen, Kitchen Island, Microwave, Refrigerator
- Basement:Yes
- Basement Description:Full, Partially Finished, Walk-Out Access
- Living area:4,600 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Baseboard, Forced Air, Oil
- Central air:Yes
Structure and exterior
- Year built:1974
- Building area:4,600 sq. ft.
- Lot area:2.75 Acres
- Lot Features:Part Wooded, Private, Secluded, Stone/Brick Wall, Views, Waterfront, Wooded
- Architectural Style:Contemporary
- Construction Materials:Batts Insulation, Brick, Cedar, Frame
Schools
- High school:Smithtown High School-East
- Middle school:Nesaquake Middle School
- Elementary school:St James Elementary School
Utilities
- Water:Well
- Sewer:Cesspool
Finances and disclosures
- Price:$1,999,000
- Price per sq. ft.:$434.57
- Tax amount:$39,785 (2026)
Features and amenities
- Appliances:Dishwasher, Dryer, Microwave, Refrigerator, Tankless Water Heater, Washer
- Laundry features:Dryer, Washer, Washer/Dryer Hookup
- Amenities:Cathedral Ceiling(s), Entrance Foyer, High Ceilings, High Speed Internet, Walk-In Closet(s)
Parking
- Parking description:Driveway
New listings near 89 Harbor Road
$2,375,000Active5 beds 4 baths4,578 sq. ft.5 Meadow Gate W, Head Of The Harbor, NY 11780
MLS# 1027926Listed by: COMPASS GREATER NY LLC
$2,199,000Pending4 beds 4 baths3,200 sq. ft.31 Thompson Lane, Head Of The Harbor, NY 11780
MLS# 1048653Listed by: DANIEL GALE SOTHEBYS INTL RLTY- Open Sat, 1 to 3pm
$1,799,000Active4 beds 4 baths4,831 sq. ft.29 Farm Road, Head Of The Harbor, NY 11780
MLS# 1047851Listed by: SIGNATURE PREMIER PROPERTIES 
$2,399,000Active6 beds 5 baths4,375 sq. ft.15 The Chase, Saint James, NY 11780
MLS# 1046808Listed by: SIGNATURE PREMIER PROPERTIES
$3,699,000Active5 beds 8 baths7,000 sq. ft.550 Moriches Road, Head Of The Harbor, NY 11780
MLS# 1037676Listed by: COMPASS GREATER NY LLC
$1,500,000Active3 beds 3 baths3,140 sq. ft.1 Valleywood Court W, Head Of The Harbor, NY 11780
MLS# 1040036Listed by: HOWARD HANNA COACH
$2,099,990Pending4 beds 4 baths4,711 sq. ft.9 Fox Meadow Lane, Head Of The Harbor, NY 11780
MLS# 997110Listed by: SIGNATURE PREMIER PROPERTIES
$1,999,999Active5 beds 5 baths4,788 sq. ft.2 Deepwells Lane, Saint James, NY 11780
MLS# 992489Listed by: BH&G R E REALTY CONNECT
$445,000Pending2.64 AcresLot 1.6 Brackenwood Path, Head Of The Harbor, NY 11780
MLS# L3241642Listed by: COLDWELL BANKER AMERICAN HOMES
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2023 - 2026 ERA Franchise Systems LLC. All rights reserved. ERA Franchise Systems LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. ERA, ERA Real Estate powered, and their respective logos are registered service marks of ERA Franchise Systems LLC. Each office is independently owned and operated.