108 High Street, Port Jefferson, NY 11777
Local realty services provided by:Better Homes and Gardens Real Estate Dream Properties
108 High Street,Port Jefferson, NY 11777
$699,998
- 4 Beds
- 3 Baths
- 2,768 sq. ft.
- Single family
- Pending
Listed by: lisa a. jaeger
Office: douglas elliman real estate
MLS#:991204
Source:OneKey MLS
Price summary
- Price:$699,998
- Price per sq. ft.:$252.89
About this home
BACK ON THE MARKET!!! Circa 1855, the Captain Lewis Tooker Home sits prominently in Port Jefferson Village, offering historic charm with thoughtful modern updates. Designed by architect Geysea Sarkkany, this residence features a chef’s kitchen equipped with a 6-burner Viking stove, cabinetry, and a center island, oversized walk-in pantry. Just off the kitchen is a large formal dining room, two formal living rooms with gas fireplace, and a flexible layout offering 3–4 bedrooms, including an office or optional fourth bedroom. Third floor Scenic views of Port Jefferson Harbor. Recent improvements include heating system upgrades with a new radiator and rebalanced lines for improved efficiency, concrete repairs to the rear chimney, and the addition of a gas line for a fireplace insert. Exterior updates include a widened driveway with new blacktop/Belgian block border, white PVC fencing with gate, and additional wood picket fencing along the side and rear. The home has been newly sided, and the roof is approximately 15 years old. Additional features include central air conditioning, separate hot water heater, a detached two-car garage and back yard patio. 2 blocks from shopping and events in Port Jefferson Village, residents enjoy access to village beaches, country club amenities, live music, seasonal festivals. TAX GRIEVANCE FILED...
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Home facts
- Year built:1830
- Listing ID #:991204
- Added:106 day(s) ago
- Updated:August 13, 2026 at 10:23 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:3
- Full bathrooms:2
- Half bathrooms:1
- Rooms Total:9
- Flooring:Hardwood
- Dining Description:Eat-In Kitchen, Formal Dining
- Kitchen Description:Chefs Kitchen, Dishwasher, Eat-in Kitchen, Kitchen Island, Microwave, Pantry, Range, Refrigerator
- Basement:Yes
- Basement Description:Crawl Space
- Living area:2,768 sq. ft.
Heating and cooling
- Cooling:Central Air, Ductless
- Heating:Oil
- Central air:Yes
Structure and exterior
- Year built:1830
- Building area:2,768 sq. ft.
- Lot area:0.25 Acres
- Lot Features:Near Public Transit, Views
- Architectural Style:Colonial
- Construction Materials:Frame, Vinyl Siding
- Levels:3 Story
Schools
- High school:Earl L Vandermeulen High School
- Middle school:Port Jefferson Middle School
- Elementary school:Port Jefferson Elementary School
Utilities
- Water:Public
- Sewer:Cesspool
Finances and disclosures
- Price:$699,998
- Price per sq. ft.:$252.89
- Tax amount:$12,196 (2026)
Features and amenities
- Appliances:Dishwasher, Dryer, Microwave, Refrigerator, Washer
- Laundry features:Dryer, Washer, Washer/Dryer Hookup
- Amenities:Entrance Foyer, Storage, Walk-In Closet(s)
Parking
- Total parking spaces:2
- Parking description:Detached, Driveway, Garage
- Garage:Yes
- Garage spaces:2
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