18 Smith Lane

Jamesport, NY
$ 5,750,000 Beds 13 Baths 6.5 Sq 4,514
Monthly Estimate* How much can I afford?

LISTING IS FOR 6 HOMES AND .77 VACANT LAND! An exceptional opportunity to own a one-of-a-kind waterfront estate featuring 6 income-producing residences plus an adjoining nearly one-acre buildable lot, offering tremendous potential to expand the rental portfolio or create a spectacular multigenerational compound. The property includes two Bayfront homes—one offering 4 bedrooms and 3 bathrooms, the other has 3 bedrooms and 1.5 bathrooms—along with four additional cottages, including two 2-bedroom cottages and two 1-bedroom cottages. The adjacent buildable parcel presents endless possibilities, whether for a custom waterfront residence, additional income-producing opportunities, or the ultimate private estate. A rare investment with multiple revenue streams, redevelopment potential, and breathtaking waterfront setting. Please do not go on the property without a scheduled appointment.

Single Family

  • Price
  • $ 5,750,000
  • City
  • Jamesport
  • Bedrooms
  • 13
  • Full Bathrooms
  • 6
  • County
  • SUFFOLK
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 1.43 Acres
  • Zip
  • 11947
  • Sqr Footage
  • 4,514
  • Year Built
  • 1959
  • Taxes
  • $ 32550
  • Style
  • Cottage
  • MLS#
  • 1029909
Listed By: Douglas Elliman Real Estate
Data Source: Listings courtesy of OneKey® MLS as distributed by MLS GRID

Features

General

Sewer Septic Tank
Heating Electric,Other
Cooling Ductless,Multi Units
Utilities Electricity Connected,Water Connected
Appliances Other
Garage Spaces 1
Architectural Style Cottage
Construction Materials Frame
Year Built 1959
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 0600-070-00-02-00-002-000
Waterfront Features Bayfront,Beach Front,Bulkhead,Waterfront
County Suffolk County
Property Type Residential
HOA No
Garage Y/N Yes
Total Rooms 13
Full Baths 6
High School Riverhead Senior High School
City Riverhead
Senior Community Y/N No
High School District Riverhead
Carport Y/N No
Elementary School Aquebogue Elementary School
Property Attached Y/N No
Tax Annual Amount 32550.34
Middle/Junior High School Riverhead Middle School
Additional Parcels Y/N Yes
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Riverhead
Elementary School District Riverhead
Tax Assessed Value 150000
PostalCity Jamesport
AttributionContact 516-921-2262
Listing Appliances Other

Interior Features

Interior Amenities Other
Basement Crawl Space
Flooring Laminate
Basement Features Crawl Space
Basement (Y/N) No
Fireplace Y/N No
Half Baths 1
Total Bedrooms 13
Total Baths 7
General Features Other

Exterior Features

Parking Features Driveway
Water Source Public
Parking Features Driveway
Building Area Total 4514
Waterfront Y/N Yes

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Bay Shore, NY office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% 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.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Aquebogue Elementary School
Middle School Riverhead Middle School
High School Riverhead Senior High School

Price History

7/27/2026 Listed $5,750,000

Property vs Zip Code Average in 11947

Price
AVG $2.23M
$5.75M
Taxes
AVG $19,530
$32,550
Year Built
AVG 1994
1959
Visits
AVG 35
26
Data Provided by Inside Real Estate®

Areas That We Cover

18 Smith Lane Jamesport, NY is a Single Family Home for sale at $5750000 with 4514 sqft and a lot size of 1.43 Acres Acre(s). 18 Smith Lane Jamesport has 13 bedrooms, 6 baths and was built in 1959. The property's zip code is 11947 which is in Jamesport, NY

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% 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.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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631-983-4944

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