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$749,990

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,724 Sq. Ft.
  • 1 Car Garage
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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

Full Property Details for 271 Terry Rd

General

  • Price: $749,990
  • Taxes: $9,123
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 1036406
  • Updated: 8/9/2026
  • Added to Site: 18 day(s) ago

Interior

  • Number of Rooms: 7
  • Interior Features: First Floor Bedroom, First Floor Full Bath
  • Fireplace: Yes
  • Fireplace(s): Wood Burning
  • Appliances: Gas Cooktop, Refrigerator
  • Laundry Facilities: Yes

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: In Basement

Additional Information

  • Pool: Yes
  • Private Pool: Yes

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Parking Features: Detached, Driveway

Location

  • County: Suffolk County
  • Direction Faces: West

School Information

  • High School District: Smithtown
  • Elementary School: Mt Pleasant Elementary School
  • Middle School: Great Hollow Middle School
  • High School: Smithtown High School-West

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Forced Air

Utilities

  • Sewer: Cesspool
  • Water: Public
  • Utility Description: Cable Available, Electricity Connected, Natural Gas Connected, Trash Collection Public, Water Connected

Structural Information

  • Architectural Style: Ranch
  • Detached/Attached: Detached
  • Construction: Frame
  • Basement: Yes
  • Basement Desc.: Finished
  • Unfinished Attic: Yes
  • Building Size: 1724
  • Square Feet: 1,724
  • Sq. Ft. Source: Public Records
  • Year Built: 1955

Lot Features

  • Lot Size (Acres): 0.53
  • Lot Size (Sq. Ft.): 23,087

Financial Considerations

  • Tax Amount: $9,123.06

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 0800-135-00-05-00-042-000

Listed by Island Advantage Realty LLC

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Listing agent

— 271 Terry Rd —

  • Island Advantage Realty LLC

631-351-6000

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 271 Terry Rd

School District:Smithtown Central School District
NameGradesDistance
Mount Pleasant Elementary School, Smithtown, NY
33 Plaisted Avenue, Smithtown, NY 11787
K-51.1 mi
Great Hollow Middle School
150 Southern Boulevard, Nesconset, NY 11767
6-80.5 mi
Smithtown High School West
100 Central Road, Smithtown, NY 11787
9-124.3 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 271 Terry Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/09/2026
Listed
$749,990
150%
MLS
9/19/2012
Sold
$300,000
—
Public Record
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.

Tax History for 271 Terry Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,432
100%
$3,540
—
2020
100%
$3,540
—
2022
-100%
$3,540
—
2016
$7,407
-6%
$3,540
—
2020
$7,889
4%
$3,540
—
2018
$7,556
4%
$3,540
—
2017
$7,240
1%
$3,540
—
2016
$7,165
2%
$3,540
—
2015
$7,047
2%
$3,540
—
2015
$6,915
2%
$3,540
—
2014
$6,753
4%
$3,540
—
2013
$6,506
—
$3,540
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 271 Terry Rd

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Down Payment
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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Island Advantage Realty LLC

271 Terry Road, Smithtown, NY 11787 (MLS# 1036406) is a Single Family property with 3 bedrooms and 2 full bathrooms. 271 Terry Road is currently listed for $749,990 and was received on August 09, 2026. Want to learn more about 271 Terry Road? 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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