271 Terry Road, Smithtown, NY 11787
Property image
Property image
FOR SALE
0.53 ACRES

$749,990

  • 3 Beds
  • 2 Baths
  • 1,194 sqft (on 0.53 acres)

271 Terry Road, Smithtown, NY 11787

Est. Mortgage $5,095/mo*
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Home Highlights

Single-Family Home
Built in 1955
0.53 acre lot
$628/sqft
Garage

Local Information

  • Map ViewExplore the area around 271 Terry Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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
Last check for updates: about 12 hours ago
Listing by: Island Advantage Realty LLC, (631) 351-6000
Luis Dominguez, (718) 708-2629
Source: OneKey® MLS as distributed by MLS GRID, MLS#1036406
Also Listed on OneKey® MLS as distributed by MLS GRID.

Home Details for 271 Terry Road

Interior Features

Interior Details
Basement: FinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Basement
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1194 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Natural Gas Connected, Trash Collection Public, Water ConnectedAppliances: Gas Cooktop, RefrigeratorLaundry: In BasementRefrigerator
Heating & Cooling
Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Fireplace: Wood BurningHas a Fireplace
Gas & Electric
Has Electric on Property

Exterior Features

Exterior Home Features
Has a Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas Open ParkingParking Spaces: 1Parking: Detached,Driveway
Pool
Pool
Water & Sewer
Sewer: Cesspool

Days on Market

Cumulative Days on Market: 19Days on Market: 26

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Ranch
Building
Construction Materials: FrameNot Attached Property
Property Information
Parcel Number: 0800135000500042000

Price & Status

Price
List Price: $749,990Price Per Sqft: $628

Active Status

MLS Status: Active

Location

Direction & Address
City: Smithtown
School Information
Elementary School: Mt Pleasant Elementary SchoolJr High / Middle School: Great Hollow Middle SchoolHigh School: Smithtown High School-WestHigh School District: Smithtown

Agent Information

Listing Agent
Listing ID: 1036406

Building

Building Area
Building Area: 1724 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.53 acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 1036406Attic: UnfinishedAttribution Contact: 631-351-6000Showing Requirements: Appointment Only, Showing Service

Around this home

What Locals Say about Smithtown

At least 232 Trulia users voted on each feature.

  • 92 % Say car is needed

  • 89 % Say it's dog friendly

  • 88 % Say parking is easy

  • 88 % Say yards are well-kept

  • 85 % Say there's holiday spirit

  • 76 % Say it's quiet

  • 74 % Say people would walk alone at night

  • 67 % Say there's wildlife

  • 60 % Say they plan to stay for at least 5 years

  • 60 % Say kids play outside

  • 57 % Say neighbors are friendly

  • 55 % Say streets are well-lit

  • 41 % Say there are sidewalks

  • 39 % Say it's walkable to restaurants

  • 39 % Say there are community events

  • 37 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • nancy hark
    "I have to commute very far - it takes 1-1/2 to 2 hours. There is always traffic on the route. Working from home would be better for me."
    1
    Flag
  • Madeline Barbera
    "There’s a nice dog area in blydenburgh park but this is a horse neighborhood there are over 10,000 horses living here "
    0
    Flag
  • Jackedon24s
    "I’ve lived here my whole life, and everybody is for the most part, friendly and watch out for each other"
    0
    Flag
  • Elle Tee
    "There are lots of families in this area. It’s very neighborly. Only issue would be the occasional larceny out of cars left unlocked at night. "
    2
    Flag
  • Cgallaer
    "Short drive to from the Deer Park and Smithtown LIRR stations. Not too far from the Huntington or Babylon stations. "
    1
    Flag
  • Kimani J.
    "Most residents do not use public transportation. You will need your own vehicle in order to get around. "
    0
    Flag
  • Cgallaer
    "Great place to raise a family with lots of parks and other outdoor activities. It’s also close to other towns in Suffolk County, beaches, and has several LIRR train lines nearby. "
    4
    Flag
  • Cgallaer
    "I work in Manhattan so I take the LIRR to work. There are several train stations in the area and most have lots of parking and good service. "
    3
    Flag
  • Ejclassicdesign
    "Very nice area, safe and close to the beach. Nice school district. It is pricey to attain entrance into the housing market but the values tend to increase relatively fast over time. "
    6
    Flag
  • Robert B.
    "Very safe neighborhood, friendly residents, good schools, very good shopping areas. Has good parks and hiking areas. "
    4
    Flag
  • A &. J. G.
    "Love this neighborhood and having everything so close. I wish there was more Hispanic restaurants around since we love that type of food and have to go far to get it."
    5
    Flag
  • A &. J. G.
    "Quite neighborhood to take a stroll either alone, with the kids or family, or simply to walk the dog. The streets are clean and you feel safe."
    1
    Flag
  • rg9623
    "Smithtown is a great place to raise a family. Has great public schools and has great parks and recreation. Beach’s are close and well maintained "
    5
    Flag
  • Adrian M.
    "Nice houses, safe, close to shopping and entertainment, limited public transportation and expensive."
    0
    Flag
  • hanalu
    "I live here for two years for now, it’s a quiet and safe place, nice people around, and great schools. The tax is crazy high, but if you can handle the housing price and the tax, you are all good to go. Many restaurants nearby, although not very diversity, but still satisfy your basic needs. "
    1
    Flag
  • Laura N.
    "Dog loving community. Great family town. Great school district. Enjoyed 23 years here. Highly recommended."
    0
    Flag
  • Adrian M.
    "The commute itime depends on the time of the day. At noon, traffic can be heavy downtown. Smithtown bypass traffic is usually good."
    0
    Flag
  • Alidalang4
    "Great community and accessibility to shopping and stores . The neighborhoods and neighbor are nice and maintained. Quiet clean neighborhood. "
    1
    Flag
  • Danielle M.
    "Amazing place to raise kids. Great school Districts and opportunities for students to do extra curricular activities as well as sports. The neighborhood is really community oriented and children are often seen in the area playing. One of the biggest benefits is there are many great families and places for the kids to play. I think you will be impressed with the schools and the participation of the staff and teachers. "
    0
    Flag
  • Unspecified
    "Neighbors look out for one another. The homes are well kept. Good schools. Town services are good. Great bars and restaurants nearby."
    1
    Flag
  • Mpyles1982
    "Great schools, early morning drop off available for working parents. A lot of activities to keep your children busy. The only downside is the area lacks diversity."
    0
    Flag
  • Heavensentforeva
    "Great family location. There are also tons of dog people where I currently reside. We usually all walk our dogs together. It is a tight knit community. Everyone pretty much knows everyone on our block. "
    0
    Flag
  • Robertaglasser
    "The homes are very unique many different styles of homes from capes to ranches to split levels nice neighborhoods for raising family "
    1
    Flag
  • Mayivalenzuela
    "We have a very safe, clean and peaceful environment. Near public and private beaches and parks. Great School district. "
    1
    Flag
  • Marissa
    "I’ve lived here for 9 years and everything is centrally located. Wonderful for families especially young ones. "
    1
    Flag

Market trends in Smithtown

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$808K
$4.33KMoM
Sale-to-List Price
—
Price per sq ft
—
Available listings
102
20MoM

Home Value

Trulia Estimate
$781K
Since last month
Increased$151K (+23.8%)
Since last year
Increased$172K (+28.2%)
Since last sale
Increased$498K (+173.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +136% in the last 10 years
MonthEstimated value
2026
August 2026$785K
August 2026$781K
July 2026$634K
June 2026$638K
May 2026$635K
April 2026$628K
March 2026$614K
February 2026$605K
January 2026$601K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6 Sycamore Place, Smithtown, NY
0.03
Single-Family Home
$680,000
11/03/25
3
2
1,850
291 Terry Road, Smithtown, NY
0.19
Single-Family Home
$655,000
03/27/26
3
1.5
1,426
43 Sheppard Lane, Smithtown, NY
0.41
Single-Family Home
$770,000
09/19/25
3
2
1,500
11 Kim Avenue, Smithtown, NY
0.30
Single-Family Home
$790,000
11/06/25
3
2
1,833
4 Washington Avenue, Smithtown, NY
0.41
Single-Family Home
$600,000
02/24/26
3
1
1,113
75 Summit Drive, Smithtown, NY
0.38
Single-Family Home
$760,000
08/27/26
3
2.5
1,485
33 Summit Drive, Smithtown, NY
0.60
Single-Family Home
$601,000
08/24/26
3
1
1,178
18 Annetta Avenue, Smithtown, NY
0.35
Single-Family Home
$625,000
05/29/26
3
1
1,400
247 Bow Drive, Smithtown, NY
0.50
Single-Family Home
$752,000
08/11/26
4
2
1,939
224 Southern Boulevard, Saint James, NY
0.64
Single-Family Home
$685,000
03/05/26
4
2
1,701

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
6 Sycamore Place, Smithtown, NY 11787
0.03
$712,700
3
2
1,850
Off Market
274 Terry Road, Smithtown, NY 11787
0.07
$973,100
8
3
3,800
Off Market
Lot 17 Sycamore Estates, Nesconset, NY 11767
0.07
$1,348,400
4
2.5
2,841
Off Market
110 Sheppard Lane, Smithtown, NY 11787
0.08
$928,400
5
4
2,418
Off Market
280 Terry Road, Smithtown, NY 11787
0.14
$813,500
4
1.5
1,789
Off Market
282 Terry Road, Smithtown, NY 11787
0.16
$896,800
5
2.5
2,800
Off Market
33 Beverly Road, Smithtown, NY 11787
0.18
$848,900
3
2
-
Off Market
11 Coolidge Place, Smithtown, NY 11787
0.18
$855,500
4
2
2,161
Off Market
291 Terry Road, Smithtown, NY 11787
0.19
$655,000
3
1.5
1,426
Recently Sold
106 Summit Drive, Smithtown, NY 11787
0.21
$749,000
5
2
2,100
For Sale
77 Sheppard Lane, Smithtown, NY 11787
0.21
$766,000
4
2
-
Off Market

Price and Tax history

DateEventPrice
Aug 9, 2026
Source: OneKey® MLS as distributed by MLS GRID #1036406
Listed For Sale
$749,990
Sep 18, 2012
Source: OneKey® MLS as distributed by MLS GRID #L2472829
Sold
$286,500
May 22, 2012
Source: Agent Provided
PriceChange
$295,000
Price decreased by 5%
Mar 19, 2012
Source: Agent Provided
PriceChange
$309,000
Price decreased by 3%
Mar 2, 2012
Source: Agent Provided
Listed For Sale
$319,900

LGBTQ Local Legal Protections

Luis Dominguez, Island Advantage Realty LLC, (631) 351-6000
Agent Phone: (718) 708-2629
Based on information submitted to the MLS GRID as of 2026-09-03 13:02:49 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information

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Frequently asked questions about 271 Terry Road

  • What is the estimated monthly payment for 271 Terry Road?
    Based on a $749,990 list price with 20% down at today's rates, the estimated monthly payment for 271 Terry Road in Smithtown, NY is approximately $5,119 (about $3,888 principal & interest, $1,156 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 271 Terry Road compare to homes in Smithtown?
    271 Terry Road in Smithtown, NY is listed at $749,990, about 7% below the $808K median sale price in Smithtown.
  • What do residents say about Smithtown?
    Residents describe Smithtown, NY as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See homes for sale in Smithtown, NY.
  • What are the closest schools to 271 Terry Road?
    The closest schools to 271 Terry Road in Smithtown, NY are Great Hollow Middle School (rated 6/10), Mount Pleasant Elementary School (rated 8/10), Smithtown High School West (rated 10/10).
  • Does 271 Terry Road have air conditioning?
    Yes, 271 Terry Road in Smithtown, NY has air conditioning.
  • Does 271 Terry Road have a pool?
    Yes, 271 Terry Road in Smithtown, NY has a pool.
271 Terry Road, Smithtown, NY 11787 is a 3 bedroom, 2 bathroom, 1,194 sqft single-family home built in 1955. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on Aug 8, 2026. The MLS # for this home is MLS# 1036406.