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$765,000 -$34,990 (-4.37%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,891 Sq. Ft.
  • Updated 6 days ago

Next open house:

Open House: 12:00 PM - 2:00 PM

Saturday 8/29 12:00 PM - 2:00 PM

149 Grassy Pond Drive S,Smithtown, NY 11787

149 Grassy Pond Drive SSmithtownNY11787

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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.

Full Property Details for 149 Grassy Pond Dr S

General

  • Price: $765,000
  • Taxes: $12,406
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 1036970
  • Updated: 8/21/2026
  • Added to Site: 15 day(s) ago

Interior

  • Number of Rooms: 8
  • Interior Features: Formal Dining, Granite Counters, High Ceilings, Primary Bathroom, Walk-In Closet(s), Washer/Dryer Hookup
  • Fireplace: Yes
  • Appliances: Dishwasher, Dryer, Oven, Refrigerator, Stainless Steel Appliance(s), Washer
  • Laundry Facilities: Yes
  • Flooring: Wood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Other

Parking

  • Parking Features: Private

Location

  • County: Suffolk County
  • Subdivision: Smithtown Pines
  • Cross Streets: Holly Dr
  • Driving Directions: Holly Dr to Grassy Pond Dr S

School Information

  • High School District: Hauppauge
  • Elementary School: Pines Elementary School
  • Middle School: Hauppauge Middle School
  • High School: Hauppauge High School

Heating & Cooling

  • Cooling Type: Ductwork
  • Heating Type: Oil
  • Heating Zones: 2

Utilities

  • Sewer: Cesspool
  • Water: Public
  • Utility Description: Cable Available

Structural Information

  • Architectural Style: Colonial
  • Detached/Attached: Detached
  • Construction: Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Full Basement
  • Building Size: 1891
  • Square Feet: 1,891
  • Sq. Ft. Source: Public Records
  • Year Built: 1955

Lot Features

  • Lot Size (Acres): 0.344
  • Lot Size (Sq. Ft.): 6,970

Financial Considerations

  • Tax Amount: $12,406

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 0800-152-00-03-00-011-000
  • Block: 3
  • Lot Number: 301

Listed by RE/MAX Best

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Listing agent

— 149 Grassy Pond Dr S —

  • RE/MAX Best

631-585-2222

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 149 Grassy Pond Dr S

School District:Hauppauge Union Free School District
NameGradesDistance
Pines Elementary School
22 Holly Drive, Smithtown, NY 11787
K-50.3 mi
Hauppauge Middle School
600 Townline Road, Hauppauge, NY 11788
6-82.3 mi
Hauppauge High School
500 Lincoln Boulevard, Hauppauge, NY 11788
9-122.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 149 Grassy Pond Dr S Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/21/2026
Price Reduced
$765,000
-4.37%
MLS
8/13/2026
Listed
$799,990
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by RE/MAX Best

149 Grassy Pond Drive S, Smithtown, NY 11787 (MLS# 1036970) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 149 Grassy Pond Drive S is currently listed for $765,000 and was received on August 13, 2026. Want to learn more about 149 Grassy Pond Drive S? Do you have questions about finding other Single Family real estate for sale in Smithtown? You can browse all Smithtown real estate or contact a Coldwell Banker agent to request more information.

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