108 High Street Port Jefferson, NY $ 699,999
108 High Street
$ 699,999
Recently Listed
Open House 5/2 11am - 1pm
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108 High Street

Port Jefferson, NY, 11777
$ 699,999
Bedrooms4 Baths2.1 Sq 2,768

Monthly Estimate*

$ 4,310

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Single Family Home for sale in Port Jefferson, NY

for $699,999 with 4 bedrooms and 2 full baths, 1 half bath. This 2,768 square foot home was built in 1830 on a lot size of 0.25.

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.

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Open House

5/2/2026 11:00 AM - 1:00 PM
5/3/2026 11:00 AM - 1:00 PM
108 High Street Port Jefferson, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 699,999

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 12,196

Style

Colonial

Lot Size

0.25

Year Built

1830

Town/City

Port Jefferson

County/Region

Suffolk

MLS | Web ID

991204

Features
Interior
Interior Amenities Chefs Kitchen Crown Molding Eat-in Kitchen Entrance Foyer Formal Dining Kitchen Island Pantry Primary Bathroom Storage Walk-In Closet(s) Washer/Dryer Hookup
Basement Crawl Space
Flooring Hardwood
Total Fireplaces 1
Fireplace Features Bedroom Family Room Gas Living Room
Basement Features Crawl Space
Basement (Y/N) N
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 4
Total Baths 3
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General
Sewer Cesspool
Heating Oil
Cooling Central Air Ductless
Utilities Electricity Connected Natural Gas Connected Trash Collection Private Water Connected
Appliances Dishwasher Dryer Microwave Range Refrigerator Washer
Garage Spaces 2
Patio/Porch Features Covered Patio Porch
Architectural Style Colonial
Construction Materials Frame Vinyl Siding
Year Built 1830
View Water
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 0206-008-00-03-00-018-000
County Suffolk County
Property Type Residential
HOA N
Facing Direction East
Garage Y/N Y
Other Structures Garage(s)
Total Rooms 9
Full Baths 2
High School Earl L Vandermeulen High School
City Brookhaven
Senior Community Y/N N
High School District Port Jefferson
Carport Y/N N
Elementary School Port Jefferson Elementary School
Property Attached Y/N N
Tax Annual Amount 12196
Middle/Junior High School Port Jefferson Middle School
Property Condition Actual
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Port Jefferson
Elementary School District Port Jefferson
Tax Assessed Value 3280
Year Built Effective 1855
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Exterior
Exterior Amenities Fire Pit
Fencing Back Yard
Parking Features Detached Driveway Garage Detached Driveway Garage
Water Source Public
Total Parking 2
Parking Spaces 2
Building Area Total 2768
Waterfront Y/N N
Road Responsibility Public Maintained Road
Horse Y/N N
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Internal Only
Street Number 1 108
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* Excluded Features
List By
Lisa A. Jaeger

Listing Agent

Douglas Elliman Real Estate

Broker

631-751-6000

Contact

Affordability Calculator

$5,326
Per Month
81%
19%
0%
Monthly Principal & Interest
$4,310
Monthly Property Taxes
$1,016
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4892644 Elementary School
4098811 Middle School
Earl L Vandermeulen High School High School
Pricing History
DatePricePrice ChangeDescription
4/28/2026$699,999 Listed Price

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108 High Street, Port Jefferson, NY, 11777 is a Single Family Home for sale at $699,999 with 2,768 sqft and a lot size of 0.25. 108 High Street has 4 bedrooms, 2.1 baths, and was built in 1830. The property's zip code is 11777 which is in Port Jefferson, NY