Single Family

18 Smith Lane

Active · Riverhead · Suffolk County, NY 11947

Asking price$5,499,000Estimate monthly payment Request a Showing

Bedrooms: 13 Beds
Bathrooms: 7 Baths
Year built: 1959
Est. monthly taxes: $2,712.53

0 of 23 photos ready

About this home

LISTING IS FOR 6 HOMES AND .77 VACANT LAND! seller financing available! 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 houses, including two 2-bedroom houses and two 1-bedroom houses. 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.

Listing snapshot

Days on site: 59 days
Listed on MLS: Jul 27, 2026
Full baths: 6
Half baths: 1
Annual property tax (MLS): $32,550.34
Tax year: 2025
Area source (MLS): Other
Listing brokerage: Douglas Elliman Real Estate
MLS ID: KEY1029909
Last updated: Oct 14, 2026

General features

Property type: Single Family
Property subtype: Single Family Residence
Year built: 1959
Garage: Yes
Garage spaces: 1
Parking: Driveway
Water source: Public
Sewer: Septic Tank
Utilities: Electricity Connected, Water Connected

Interior features

Basement: Crawl Space
Heating: Electric, Other
Cooling: Ductless, Multi Units
Interior: Other
Appliances: Other
Flooring: Laminate
Fireplace: No

Exterior features

Architectural style: Cottage
Construction materials: Frame
Private pool: No

Schools (MLS)

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

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

Oct 14, 2026Listing updated from MLS
Aug 30, 2026First seen on this site
Jul 27, 2026MLS status changed

Location

Riverhead · Suffolk County, NY 11947Show interactive map

18 Smith Lane

Riverhead · Suffolk County, NY 11947

Google Maps directions

Estimate monthly payment

Payment method

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.

Down payment %Interest rate %Term

Property expenses (USD)

Annual property taxMonthly association / maintenance fees

Does the management / maintenance fee include property tax?MLS amounts are prefilled when available and can be edited. Confirm what fees include. Unknown fee frequencies cannot be converted automatically.Property expenses: MLS values where available; missing values stay blank.

Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.

Request a Showing