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MLS ID KEY1036970Last updated Oct 27, 2026

Single Family

149 Grassy Pond Drive

Active · Smithtown · Suffolk County, NY 11787

Bedrooms
3 Beds
Bathrooms
3 Baths
Year built
1955
Est. monthly taxes
$1,033.83

Upcoming open house

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About this home

Welcome to Smithtown Pines! I am excited to share this beautifully maintained 3-Bedroom, 2.5-Bathroom Colonial home which was totally rebuilt from the foundation up in 2003 with a full basement. The exterior features a charming covered porch and a deep backyard complete with a large deck and a pond, perfect for outdoor relaxation. Inside, the first floor boasts a Living Room with a dual-sided gas fireplace that opens into the Dining area, which features sliding glass doors. The large Kitchen comes equipped with stainless steel appliances and leads to a convenient Mudroom featuring a stackable washer/dryer, a side entrance, and a half bath. The second floor offers a Primary Bedroom with two large closets and a spacious bathroom featuring a large Tuscan shower, alongside two additional generously sized bedrooms. Additional features include oil heat, an inground sprinkler system, and completed ductwork ready for central air conditioning.

Listing snapshot

Days on site
59 days
Listed on MLS
Aug 13, 2026
Full baths
2
Half baths
1
Annual property tax (MLS)
$12,406
Tax year
2026
Area source (MLS)
Public Records
Listing brokerage
RE/MAX Best
MLS ID
KEY1036970
Last updated
Oct 27, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1955
Garage
No
Parking
Private
Water source
Public
Sewer
Cesspool
Utilities
Cable Available

Interior features

Basement
Full
Heating
Oil
Cooling
Ductwork
Interior
Formal Dining, Granite Counters, High Ceilings, Primary Bathroom, Walk-In Closet(s), Washer/Dryer Hookup
Appliances
Dishwasher, Dryer, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
Flooring
Wood
Fireplace
Yes

Exterior features

Architectural style
Colonial
Construction materials
Vinyl Siding
Private pool
No

Schools (MLS)

Elementary school
Pines Elementary School
Elementary school district
Hauppauge
Middle school
Hauppauge Middle School
Middle school district
Hauppauge
High school
Hauppauge High School
High school district
Hauppauge

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 11787Show interactive map
149 Grassy Pond Drive

Smithtown · Suffolk County, NY 11787

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Estimate monthly payment

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