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$699,999 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,768 Sq. Ft.
  • 2 Car Garage
  • Updated 5 days ago
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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.

Full Property Details for 108 High St

General

  • Price: $699,999
  • Taxes: $12,196
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 991204
  • Updated: 4/28/2026
  • Added to Site: 6 day(s) ago

Interior

  • Number of Rooms: 9
  • Interior Features: Chefs Kitchen, Crown Molding, Eat-in Kitchen, Entrance Foyer, Formal Dining, Kitchen Island, Pantry, Primary Bathroom, Storage, Walk-In Closet(s), Washer/Dryer Hookup
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Bedroom, Family Room, Gas, Living Room
  • Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Laundry Facilities: Yes
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Exterior

  • Exterior Features: Fire Pit
  • Porch/Patio/Deck: Covered, Patio, Porch

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Features: Detached, Driveway, Garage

Location

  • County: Suffolk County
  • Cross Streets: East Broadway
  • Direction Faces: East

School Information

  • High School District: Port Jefferson
  • Elementary School: Port Jefferson Elementary School
  • Middle School: Port Jefferson Middle School
  • High School: Earl L Vandermeulen High School

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air, Ductless
  • Heating Type: Oil
  • Heating Zones: 2

Utilities

  • Sewer: Cesspool
  • Water: Public
  • Utility Description: Electricity Connected, Natural Gas Connected, Trash Collection Private, Water Connected

Structural Information

  • Architectural Style: Colonial
  • Detached/Attached: Detached
  • Construction: Frame, Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Crawl Space
  • Building Size: 2768
  • Square Feet: 2,768
  • Sq. Ft. Source: Public Records
  • Year Built: 1830

Additional Structures

  • Other Structures: Garage(s)

Lot Features

  • Property View: Water
  • Lot Size (Acres): 0.25
  • Lot Size (Sq. Ft.): 10,890
  • Road Maintenance: Public Maintained Road
  • Fence: Yes
  • Lot Features: Back Yard, Landscaped, Near Public Transit, Near School, Near Shops, Views
  • Fencing (Description): Back Yard

Water Features

  • Water View: Yes

Financial Considerations

  • Taxes Include: Trash
  • Tax Amount: $12,196

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 0206-008-00-03-00-018-000

Listed by Douglas Elliman Real Estate

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Listing agent

— 108 High St —

  • Douglas Elliman Real Estate

631-751-6000

Get Pre-Approved Today

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 108 High St

School District:Port Jefferson Union Free School District
NameGradesDistance
Port Jefferson Elementary School
500 Scraggy Hill Road, Port Jefferson, NY 11777
PK-50.5 mi
Port Jefferson Middle School
350 Old Post Road, Port Jefferson, NY 11777
6-80.6 mi
Earl L Vandermeulen High School
350 Old Post Road, Port Jefferson, NY 11777
9-120.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 108 High St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/28/2026
Listed
$699,999
16.67%
MLS
12/04/2021
Sold
$600,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 108 High St

Year
Property Taxes
Change
Tax Assessment
Change
2023
$9,616
100%
$3,280
—
2020
100%
$3,280
—
2022
-100%
$3,280
—
2016
$6,779
-21%
$3,280
—
2020
$8,588
22%
$3,280
—
2018
$7,040
3%
$3,280
—
2017
$6,854
—
$3,280
—
2016
$6,853
1%
$3,280
—
2015
$6,781
-7%
$3,280
—
2015
$7,289
12%
$3,280
—
2014
$6,517
2%
$3,280
—
2013
$6,379
—
$3,280
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 108 High St

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Douglas Elliman Real Estate

108 High Street, Port Jefferson, NY 11777 (MLS# 991204) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 108 High Street is currently listed for $699,999 and was received on April 28, 2026. Want to learn more about 108 High Street? Do you have questions about finding other Single Family real estate for sale in Port Jefferson? You can browse all Port Jefferson real estate or contact a Coldwell Banker agent to request more information.

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