# 149 Grassy Pond Drive S, Smithtown, NY 11787 > **TL;DR:** 3bd/3ba single family, $765,000 ($405/sqft), built 1955, 1,891 sqft. > Fireplace. Est. $4,091/mo. Listed 79 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $765,000 | | Price/sqft | $405 | | Bedrooms | 3 | | Bathrooms | 2 full, 1 half | | Square Feet | 1,891 | | Year Built | 1955 | | Lot Size | 14,985 sqft (0.34 acres) | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 79 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,868 | | Estimated Insurance | $223 | | **Total** | **$4,091** | ## Nearby Schools - **Elementary:** Pines Elementary School - **Middle:** Hauppauge Middle School - **High:** Hauppauge High School ## Key Amenities - Fireplace ## Property Highlights - Built in 1955 - 0.34 acre lot - Fireplace ## Description ### Agent Description 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. ## Location - **Address:** 149 Grassy Pond Drive S, Smithtown, NY 11787 - **County:** Suffolk County - **Neighborhood:** Smithtown Pines - **Coordinates:** 40.829254, -73.24102 - **Google Maps:** https://www.google.com/maps?q=40.829254,-73.24102 ## Listing Agent - **Name:** Maria Farina - **Brokerage:** I.M. Best, Inc., d/b/a Re/Max Best - **Broker Phone:** (631) 321-9203 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/149-Grassy-Pond-Dr_Smithtown_NY_11787_M30465-99278?f=listhub&s=MLSLINY&m=1036970&c=propsimple) ## Photos ![149 Grassy Pond Drive S - Photo 1](http://lh.rdcpix.com/032b0dba84a379a633977a06f2eed6c1l-f118361214r.jpg) ![149 Grassy Pond Drive S - Photo 2](http://lh.rdcpix.com/032b0dba84a379a633977a06f2eed6c1l-f1437739114r.jpg) ![149 Grassy Pond Drive S - Photo 3](http://lh.rdcpix.com/032b0dba84a379a633977a06f2eed6c1l-f4193997789r.jpg) ![149 Grassy Pond Drive S - Photo 4](http://lh.rdcpix.com/032b0dba84a379a633977a06f2eed6c1l-f390890345r.jpg) ![149 Grassy Pond Drive S - Photo 5](http://lh.rdcpix.com/032b0dba84a379a633977a06f2eed6c1l-f280581855r.jpg) ![149 Grassy Pond Drive S - Photo 6](http://lh.rdcpix.com/032b0dba84a379a633977a06f2eed6c1l-f1081450263r.jpg) ![149 Grassy Pond Drive S - Photo 7](http://lh.rdcpix.com/032b0dba84a379a633977a06f2eed6c1l-f1533912141r.jpg) ![149 Grassy Pond Drive S - Photo 8](http://lh.rdcpix.com/032b0dba84a379a633977a06f2eed6c1l-f1212842811r.jpg) ![149 Grassy Pond Drive S - Photo 9](http://lh.rdcpix.com/032b0dba84a379a633977a06f2eed6c1l-f1502076340r.jpg) ![149 Grassy Pond Drive S - Photo 10](http://lh.rdcpix.com/032b0dba84a379a633977a06f2eed6c1l-f1212842811r.jpg) ![149 Grassy Pond Drive S - Photo 11](http://lh.rdcpix.com/032b0dba84a379a633977a06f2eed6c1l-f151686125r.jpg) ![149 Grassy Pond Drive S - Photo 12](http://lh.rdcpix.com/032b0dba84a379a633977a06f2eed6c1l-f3139521421r.jpg) ![149 Grassy Pond Drive S - Photo 13](http://lh.rdcpix.com/032b0dba84a379a633977a06f2eed6c1l-f151686125r.jpg) ![149 Grassy Pond Drive S - Photo 14](http://lh.rdcpix.com/032b0dba84a379a633977a06f2eed6c1l-f2348078700r.jpg) ![149 Grassy Pond Drive S - Photo 15](http://lh.rdcpix.com/032b0dba84a379a633977a06f2eed6c1l-f3093844958r.jpg) ![149 Grassy Pond Drive S - Photo 16](http://lh.rdcpix.com/032b0dba84a379a633977a06f2eed6c1l-f883327879r.jpg) ![149 Grassy Pond Drive S - Photo 17](http://lh.rdcpix.com/032b0dba84a379a633977a06f2eed6c1l-f836050050r.jpg) ![149 Grassy Pond Drive S - Photo 18](http://lh.rdcpix.com/032b0dba84a379a633977a06f2eed6c1l-f883327879r.jpg) --- **MLS#:** 1036970 | **Updated:** 2026-10-27 **Source:** listhub *Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://staging.propertysimple.ai/listing/149-grassy-pond-drive-s-smithtown-ny-11787-9e774be12cc240118b44ef9c851bc45c) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/149-grassy-pond-drive-s-smithtown-ny-11787-9e774be12cc240118b44ef9c851bc45c#listing", "url": "https://staging.propertysimple.ai/listing/149-grassy-pond-drive-s-smithtown-ny-11787-9e774be12cc240118b44ef9c851bc45c", "name": "149 Grassy Pond Drive S, Smithtown, NY 11787", "description": "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. 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