# 271 Terry Road, Smithtown, NY 11787 > **TL;DR:** 3bd/2ba single family, $749,990 ($628/sqft), built 1955, 1,194 sqft. > Pool, Fireplace, A/C, 1-car garage. Est. $4,011/mo. Listed 83 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $749,990 | | Price/sqft | $628 | | Bedrooms | 3 | | Bathrooms | 2 full | | Square Feet | 1,194 | | Year Built | 1955 | | Lot Size | 23,087 sqft (0.53 acres) | | Garage | 1-car | | Property Type | Single Family (Single Family Residence) | | Status | Pending | | Days on Market | 83 | ## Why This Home Stands Out - **Pool** - Pool listed; type not specified ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,792 | | Estimated Insurance | $219 | | **Total** | **$4,011** | ## Nearby Schools - **Elementary:** Mt Pleasant Elementary School - **Middle:** Great Hollow Middle School - **High:** Smithtown High School-West ## Key Amenities - Pool - Fireplace - A/C - 1-car garage ## Property Highlights - Built in 1955 - 0.53 acre lot - Private pool - Fireplace ## Description ### Agent Description Nestled on over half an acre of beautifully manicured property, 271 Terry Road in Smithtown offers charm, flexibility, and exceptional indoor-outdoor living. This well-maintained home features a thoughtfully designed layout with a finished basement that includes a private outside entrance, a full designer bathroom, office space, additional living area, laundry area, wet bar, walk-in closet, extra storage, and direct access to the backyard - ideal for extended living, guests, or work-from-home flexibility. The main floor offers a warm and inviting flow with a kitchen, two bedrooms, full bathroom, dining room, and living room with a wood-burning fireplace. Additional highlights include a front deck, beautiful breezeway for memorable family gatherings, a detached garage, and a stunning backyard retreat complete with a pool and plenty of room to entertain, relax, and enjoy the property. This home combines comfort, versatility, and outdoor beauty in a desirable Smithtown location ## Location - **Address:** 271 Terry Road, Smithtown, NY 11787 - **County:** Suffolk County - **Coordinates:** 40.838054, -73.167933 - **Google Maps:** https://www.google.com/maps?q=40.838054,-73.167933 ## Listing Agent - **Name:** Luis Dominguez - **Brokerage:** Island Advantage Realty, LLC - **Broker Phone:** (631) 820-3400 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/271-Terry-Rd_Smithtown_NY_11787_M43703-35417?f=listhub&s=MLSLINY&m=1036406&c=propsimple) ## Photos ![271 Terry Road - Photo 1](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f2555392373r.jpg) ![271 Terry Road - Photo 2](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f3291372551r.jpg) ![271 Terry Road - Photo 3](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f2104749334r.jpg) ![271 Terry Road - Photo 4](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f1925148766r.jpg) ![271 Terry Road - Photo 5](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f1756636577r.jpg) ![271 Terry Road - Photo 6](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f1000973597r.jpg) ![271 Terry Road - Photo 7](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f974010390r.jpg) ![271 Terry Road - Photo 8](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f9019721r.jpg) ![271 Terry Road - Photo 9](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f9019721r.jpg) ![271 Terry Road - Photo 10](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f1946310983r.jpg) ![271 Terry Road - Photo 11](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f4193746695r.jpg) ![271 Terry Road - Photo 12](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f3402830295r.jpg) ![271 Terry Road - Photo 13](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f247174540r.jpg) ![271 Terry Road - Photo 14](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f3176226395r.jpg) ![271 Terry Road - Photo 15](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f1597223912r.jpg) ![271 Terry Road - Photo 16](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f754232278r.jpg) ![271 Terry Road - Photo 17](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f2010235359r.jpg) ![271 Terry Road - Photo 18](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f2819356822r.jpg) ![271 Terry Road - Photo 19](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f887935770r.jpg) ![271 Terry Road - Photo 20](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f4063600713r.jpg) ![271 Terry Road - Photo 21](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f4147453481r.jpg) ![271 Terry Road - Photo 22](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f261346335r.jpg) ![271 Terry Road - Photo 23](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f2259502388r.jpg) ![271 Terry Road - Photo 24](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f3734582915r.jpg) ![271 Terry Road - Photo 25](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f87566935r.jpg) ![271 Terry Road - Photo 26](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f1066982474r.jpg) ![271 Terry Road - Photo 27](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f4065345358r.jpg) ![271 Terry Road - Photo 28](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f3462052302r.jpg) ![271 Terry Road - Photo 29](http://lh.rdcpix.com/9c09d5102b71f7ff303bbec0ac643354l-f2640416832r.jpg) --- **MLS#:** 1036406 | **Updated:** 2026-10-24 **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://www.propertysimple.ai/listing/271-terry-road-smithtown-ny-11787-6b04b1f36f6c447ca78de9b16f7ac185) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/271-terry-road-smithtown-ny-11787-6b04b1f36f6c447ca78de9b16f7ac185#listing", "url": "https://www.propertysimple.ai/listing/271-terry-road-smithtown-ny-11787-6b04b1f36f6c447ca78de9b16f7ac185", "name": "271 Terry Road, Smithtown, NY 11787", "description": "Nestled on over half an acre of beautifully manicured property, 271 Terry Road in Smithtown offers charm, flexibility, and exceptional indoor-outdoor living. 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