For sale

$5,750,000

18 Smith Lane, Jamesport, NY 11947

13beds

4,514sqft

Single Family Residence, Residential

Built in 1959

1.43 Acres Lot

$-- Zestimate^®

$1,274/sqft

$-- HOA

What's special

Waterfront estateBreathtaking waterfront settingAdjacent buildable parcelFour additional cottagesTwo bayfront homes

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.

17 days

2,685

117

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 13
Bathrooms: 7
Full bathrooms: 6
1/2 bathrooms: 1

Heating

Electric, Other

Cooling

Ductless, Multi Units

Appliances

Included: Other
Laundry: In Garage

Features

Other
Flooring: Laminate
Basement: Crawl Space
Attic: None
Has fireplace: No

Interior area

Total structure area: 4,514
Total interior livable area: 4,514 sqft

Property

Parking

Total spaces: 1
Parking features: Driveway
Garage spaces: 1
Has uncovered spaces: Yes

Features

On waterfront: Yes
Waterfront features: Bayfront, Beach Front, Bulkhead, Waterfront

Lot

Size: 1.43 Acres

Details

Parcel number: 0600070000200002000
Special conditions: None

Construction

Type & style

Home type: SingleFamily
Architectural style: Cottage
Property subtype: Single Family Residence, Residential

Materials

Frame

Condition

Year built: 1959

Utilities & green energy

Sewer: Septic Tank
Water: Public
Utilities for property: Electricity Connected, Water Connected

Community & HOA

HOA

Has HOA: No

Location

Region: Jamesport

Financial & listing details

Price per square foot: $1,274/sqft
Tax assessed value: $150,000
Annual tax amount: $32,550
Date on market: 7/27/2026
Cumulative days on market: 18 days
Listing agreement: Exclusive Right To Sell
Electric utility on property: Yes

Estimated market value

Not available

Estimated sales range

Not available

Price history

Date	Event	Price
7/27/2026	Listed for sale	$5,750,000+155.6%$1,274/sqft
Source: OneKey® MLS as distributed by MLS GRID #1029909 Report a problem
11/7/2021	Listing removed	--
Source: Out East Report a problem
6/4/2021	Sold	$2,250,000-2%$498/sqft
Source: Agent Provided Report a problem
1/19/2021	Pending sale	$2,295,000$508/sqft
Source: Hampton Estates Realty #355071 Report a problem
11/2/2020	Listed for sale	$2,295,000$508/sqft
Source: Hampton Estates Realty LLC #3265865 Report a problem

Public tax history

Tax history is unavailable.

Monthly payment

Estimated monthly payment$1,822

Principal & interest
$1,547
Mortgage insurance
$0
Property taxes
$170
Home insurance
$105
HOA fees
$0
Utilities
Not included

All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.

HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.

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Climate risks

Neighborhood: Jamesport

Getting around

2 / 100

Car-Dependent

27 / 100

Somewhat Bikeable

Nearby schools

GreatSchools rating

3/10
Aquebogue Elementary School
Grades: PK-5Distance: 3.1 mi
3/10
Riverhead Middle School
Grades: 6-8Distance: 5.8 mi
3/10
Riverhead Senior High School
Grades: 9-12Distance: 5.8 mi

Schools provided by the listing agent

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

Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.