149 Grassy Pond Drive S

Smithtown, NY
$ 765,000 Beds 3 Baths 2.5 Sq 1,891
Monthly Estimate* How much can I afford?

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.

Single Family

  • Price
  • $ 765,000
  • City
  • Smithtown
  • Bedrooms
  • 3
  • Full Bathrooms
  • 2
  • County
  • SUFFOLK
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 0.344 Acres
  • Zip
  • 11787
  • Sqr Footage
  • 1,891
  • Year Built
  • 1955
  • Taxes
  • $ 12406
  • Style
  • Colonial
  • MLS#
  • 1036970
Listed By: RE/MAX Best
Data Source: Listings courtesy of OneKey® MLS as distributed by MLS GRID

Features

General

Sewer Cesspool
Heating Oil
Cooling Ductwork
Utilities Cable Available
Appliances Dishwasher,Dryer,Oven,Refrigerator,Stainless Steel Appliance(s),Washer
Architectural Style Colonial
Construction Materials Vinyl Siding
Year Built 1955
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 0800-152-00-03-00-011-000
County Suffolk County
Property Type Residential
HOA No
Subdivision Name Smithtown Pines
Garage Y/N No
Total Rooms 8
Full Baths 2
Directions Holly Dr to Grassy Pond Dr S
High School Hauppauge High School
City Smithtown
Senior Community Y/N No
High School District Hauppauge
Carport Y/N No
Elementary School Pines Elementary School
Property Attached Y/N No
Tax Annual Amount 12406
Body Type Single Wide
Middle/Junior High School Hauppauge Middle School
Property Condition Updated/Remodeled
Additional Parcels Y/N No
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Hauppauge
Elementary School District Hauppauge
Tax Assessed Value 5685
Tax Lot 301
PostalCity Smithtown
AttributionContact 631-585-2222
Year Built Effective 2000
Listing Appliances Dishwasher, Dryer, Oven, Refrigerator, Stainless Steel Appliance(s), Washer

Interior Features

Interior Amenities Formal Dining,Granite Counters,High Ceilings,Primary Bathroom,Walk-In Closet(s),Washer/Dryer Hookup
Basement Full
Flooring Wood
Formal Dining Yes
Basement Features Full
Basement (Y/N) Yes
Fireplace Y/N Yes
Half Baths 1
Total Bedrooms 3
Total Baths 3
General Features Formal Dining,Granite Counters,High Ceilings,Primary Bathroom,Walk-In Closet(s),Washer/Dryer Hookup
Walk-In Closet Yes

Exterior Features

Parking Features Private
Water Source Public
Parking Features Private
Spa No
Building Area Total 1891
Waterfront Y/N No

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Flushing, NY office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Pines Elementary School
Middle School Hauppauge Middle School
High School Hauppauge High School

Price History

8/10/2026 Listed $799,990
8/21/2026 5% - $765,000

Property vs Zip Code Average in 11787

Price
AVG $1.09M
$770K
Taxes
AVG $27,124
$12,406
Year Built
AVG 1970
1955
Visits
AVG 96
50
Data Provided by Inside Real Estate®

Areas That We Cover

149 Grassy Pond Drive S Smithtown, NY is a Single Family Home for sale at $765000 with 1891 sqft and a lot size of 0.344 Acres Acre(s). 149 Grassy Pond Drive S Smithtown has 3 bedrooms, 2 baths and was built in 1955. The property's zip code is 11787 which is in Smithtown, NY

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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Subodh Rijal

Subodh Rijal

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