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MLS ID KEY1017932Last updated Sep 9, 2026

Single Family

357 Smithtown Boulevard

Active · Smithtown · Suffolk County, NY 11767

Bedrooms
3 Beds
Bathrooms
2 Baths
Year built
1950
Est. monthly taxes
$2,021
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About this home

For the first time in more than 75 years, a legacy of land assembled over generations is being offered to the public. Beginning with the acquisition of its first parcel in 1949, what started as a single investment has evolved into a remarkable nine-parcel assemblage encompassing approximately 4.21 acres in the heart of the Ronkonkoma/Nesconset corridor. Never before offered as one acquisition, this is a once-in-a-generation opportunity to control an entire mixed-use portfolio with exceptional flexibility and long-term potential. More than just real estate, this is the opportunity to shape the future of an entire development block. Whether your vision is a thoughtfully planned residential community, a mixed-use redevelopment, an income-producing investment portfolio, or a phased development strategy, this offering provides a foundation that would be extraordinarily difficult to recreate in today's market. The assemblage includes: • Two commercially zoned parcels with prominent frontage and visibility along Smithtown Boulevard. • A six-unit multifamily property providing immediate income while future plans are developed. • Five contiguous residential development parcels totaling approximately 2.75 acres, offering exceptional potential for future residential expansion. • A single-family residence that may serve as an owner-occupied home, rental property, or future redevelopment component. What makes this offering truly exceptional is not simply the acreage—it's the opportunity. Acquiring nearly an entire development block under one ownership eliminates the time, uncertainty, and expense of assembling multiple properties from different owners. It creates a level of flexibility and control that is increasingly difficult to find in today's market. Strategically positioned with frontage on Smithtown Boulevard and additional access from Spectacle Lake Drive and Lillian Drive, the property enjoys outstanding visibility, multiple access points, proximity to Lake Ronkonkoma, the Long Island Rail Road, shopping, dining, major transportation corridors, and regional employment centers. Very few opportunities offer this combination of location, existing income, commercial frontage, residential development potential, and long-term flexibility within a single acquisition. For more than seven decades, this property has been part of one family's story. Today, it is ready to become part of someone else's vision. All information is deemed reliable but not guaranteed. Buyers are responsible for independently verifying zoning, permitted uses, development potential, approvals, utilities, lot dimensions, environmental conditions, and all other matters material to their intended use.

Listing snapshot

Days on site
59 days
Listed on MLS
Jun 25, 2026
Full baths
2
Half baths
0
Annual property tax (MLS)
$24,252
Tax year
2025
Area source (MLS)
Other
Listing brokerage
Keller Williams Upstate NYProp
MLS ID
KEY1017932
Last updated
Sep 9, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1950
Garage
No
Parking
Parking Lot
Water source
Well
Sewer
Cesspool
Utilities
Electricity Connected

Interior features

Heating
Oil, Other
Cooling
None
Interior
Other
Appliances
None

Exterior features

Architectural style
Other
Construction materials
Vinyl Siding
Private pool
No

Schools (MLS)

Elementary school
Wenonah School
Elementary school district
Sachem
Middle school
Samoset Middle School
Middle school district
Sachem
High school
Sachem High School North
High school district
Sachem

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

Recent activity

  1. Listing updated from MLS
  2. First seen on this site
  3. MLS status changed

Location

Smithtown · Suffolk County, NY 11767Show interactive map
357 Smithtown Boulevard

Smithtown · Suffolk County, NY 11767

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
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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.