108 High Street
Port Jefferson, NY 11777
4
Bed
3
Bath
2,768Sqft
0.25Acre(Lot)
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
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 4Bathroom Information
Total Baths: 3 Full Baths: 2 Half Baths: 1Room Information
Rooms Total: 9 Basement: Crawl Space -
Flooring Information
Hardwood -
Interior Features
Crown Molding, Eat-in Kitchen, Entrance Foyer, Kitchen Island, Pantry, Storage, Walk-In Closet(s) Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer Laundry Features: Laundry Room -
Heating & Cooling
Has Heating: Yes Heating: Oil Has Cooling: Yes Cooling: Central Air, Ductless
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Building Information
Year Built: 1830 Building Area Total: 2768 Construction Materials: Frame, Vinyl Siding Patio And Porch Features: Covered, Patio, Porch Private Pool: No View: Water -
Exterior Features
Exterior Features: Fire Pit
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Lot Information
Lot Size Acres: 0.25 Lot Size Square Feet: 10890 Lot Description: Back Yard, Landscaped, Near Public Transit, Views
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Listing Price Information
Listing Price: $699998 Original Price: $699999
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Tax Information
Parcel Number: 0206-008-00-03-00-018-000 Annual Tax: $12196
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Parking Information
Parking Total: 2 Detached, Driveway, GarageGarage Information
Has Garage: Yes Garage Space: 2
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School Information
Elementary School: Port Jefferson Elementary SchoolJunior High School: Port Jefferson Middle SchoolSenior High School: Earl L Vandermeulen High School -
Utility Information
Natural Gas Available, Electricity Connected, Natural Gas Connected, Water Connected -
Location Information
WaterSource: Public
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 23 Woodside Avenue, Port Jefferson, NY, 11777 | $549,000 | 3 | 2 | 1,600 | 1,600 SqFt |
| LOT 6 Pine Hill Court, Port Jefferson, NY, 11777 | $1,399,000 | 4 | 4 | 3,500 | 3,500 SqFt |
| 101 Red Oak Court, Port Jefferson, NY, 11777 | $750,000 | 3 | 2 | 1,415 | 1,415 SqFt |
| 107 Red Oak Court, Port Jefferson, NY, 11777 | $699,999 | 4 | 3 | 2,200 | 2,200 SqFt |
| 7 Waterview Drive, Port Jefferson, NY, 11777 | $1,250,000 | 4 | 4 | 3,400 | 3,400 SqFt |
| 31 Meroke Trail, Port Jefferson, NY, 11777 | $999,000 | 4 | 4 | 3,200 | 3,200 SqFt |
| 600 Scraggy Hill Road, Port Jefferson, NY, 11777 | $779,000 | 4 | 3 | 2,200 | 2,200 SqFt |
| 87 Soundview Drive, Port Jefferson, NY, 11777 | $999,000 | 4 | 3 | 2,900 | 2,900 SqFt |
| 11 Theresa Lane, Port Jefferson, NY, 11777 | $1,299,000 | 2 | 4 | 3,000 | 3,000 SqFt |
| 42 Cliff Road, Port Jefferson, NY, 11777 | $899,000 | 3 | 2 | 1,951 | 1,951 SqFt |
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ByOwner last updated this listing 06/19/2026 @ 21:15
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