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149 Grassy Pond Drive SSmithtown, NY 11787

For Sale

$749,000

Smart Buyer Rebate $6,225

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.

Listed by Maria Farina

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RE/MAX Best

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631-585-2222

Last updated October 30, 2026

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Source: OneKey #1036970

Listing Facts

  • TypeSingle-family
  • NeighborhoodSmithtown
  • Bedrooms3
  • Bathrooms3
  • Days on Prevu79
  • Taxes$12,406/year
  • Size1,891 sqft
  • Price per sqft$396

Amenities

  • Dishwasher
  • Washer/Dryer
  • Parking

Location

Mortgage Calculator

Listing History

10/30/2026
Price Decreased
$749,000
08/21/2026
Price Decreased
$765,000
08/13/2026
Status changed to Active
$799,990
08/13/2026
Listed by RE/MAX Best
$799,990
  1. 10/30/2026$749,000
    Price Decreased
  2. 08/21/2026$765,000
    Price Decreased
  3. 08/13/2026$799,990
    Status changed to Active
  4. 08/13/2026$799,990
    Listed by RE/MAX Best

Property Details for 149 Grassy Pond Drive S

Exterior

Construction

  • Property Condition: Updated/Remodeled
  • Year Built: 1955
  • Architectural Style: Colonial
  • Construction Materials: Vinyl Siding

Measurements

  • Building Area Total: 1,891
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.34
  • Lot Size Square Feet: 6,970

Financial

Taxes

  • Parcel Number: 0800-152-00-03-00-011-000
  • Tax Annual Amount: $12,406.00
  • Tax Assessed Value: $5,685.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Dishwasher, Dryer, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
  • Fireplace: Yes
  • Flooring: Wood
  • Interior Features: Formal Dining, Granite Counters, High Ceilings, Primary Bathroom, Walk-In Closet(s), Washer/Dryer Hookup

Measurements

  • Living Area: 1,891
  • Living Area Source: Public Records

Rooms

  • Basement: Full
  • Has Basement: Yes
  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 3
  • Rooms Total: 8

Other

Location

  • Subdivision Name: Smithtown Pines
  • Tax Block: 3
  • Tax Lot: 301

Parking

Parking

  • Parking Features: Private

Schools

Elementary School

  • Elementary School: Pines Elementary School
  • Elementary School District: Hauppauge

High School

  • High School: Hauppauge High School
  • High School District: Hauppauge

Middle or Junior School

  • Middle Or Junior School: Hauppauge Middle School
  • Middle Or Junior School District: Hauppauge

Utilities

Equipment

  • Cooling: Ductwork
  • Heating: Oil
  • Laundry Features: Other
  • Sewer: Cesspool
  • Utilities: Cable Available
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 3 bedrooms and 3 bathrooms in this single-family home at 149 Grassy Pond Drive S.

What schools are nearby to 149 Grassy Pond Drive S?

Nearby schools include the Pines Elementary School, Hauppauge Middle School, and Hauppauge High School.

What are the annual taxes for 149 Grassy Pond Drive S?

Annual taxes for this single-family home are estimated at $12,406.

How does 149 Grassy Pond Drive S compare to other single-family homes in Smithtown?

This single-family home is listed 40% below the average price for single-family homes in Smithtown and has been on the market for 11 more days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 1,891 sqft.

149 Grassy Pond Drive S is a 3-bedroom, 3-bath single-family home for sale in Smithtown NY 11787. On Prevu for 79 days at $749,000. This includes a recent price decrease of $16,000. This home features 1,891 square feet of living space, located in Smithtown. The median listing price for single-family homes in this area is $849,000. Nearby schools include Pines Elementary School, Hauppauge Middle School, and Hauppauge High School. Additional amenities include dishwasher, parking, and washer/dryer. View other single-family home listings in Suffolk County.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2026, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.