81 Oakside Road, Smithtown, NY 11787
PENDING

81 Oakside Road
Smithtown, NY 11787

  • 4 Beds
  • 2 Baths
  • 1,100 sqft

$649,990

Est. Mortgage $4,228/mo*
Get Pre-Qualified

$649,990

Est. Mortgage $4,228/mo*
Get Pre-Qualified
4 Beds
2 Baths
1,100 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This Renovated charming & cozy Smithtown home offers a warm, welcoming feel in a location buyers love. Featuring 4 bedrooms, 2 full baths, low taxes, and a 2-car garage, the layout provides flexibility for today’s living. Ideally situated near shopping, dining, and major roadways, this home presents a wonderful opportunity to enjoy Smithtown living while adding your personal touches over time.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$591
Listed
127 days ago
Last check for updates: about 1 hour ago
Listing by: West Gate Properties New York, (631) 647-7700
Marie Jaffary, (631) 647-7700
Source: OneKey® MLS as distributed by MLS GRID, MLS#954218
Also Listed on OneKey® MLS as distributed by MLS GRID.

Home Details for 81 Oakside Road

Interior Features

Interior Details
Number of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1100 Square Feet
Appliances & Utilities
Utilities: See RemarksAppliances: Dishwasher, Microwave, Range, RefrigeratorDishwasherMicrowaveRefrigerator
Heating & Cooling
Heating: ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Electric

Exterior Features

Exterior Home Features
No Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageParking Spaces: 2Parking: Detached,Garage
Water & Sewer
Sewer: Cesspool

Days on Market

Cumulative Days on Market: 57Days on Market: 127

Property Information

Year Built
Year Built: 1960
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Ranch
Building
Construction Materials: Vinyl SidingNot Attached Property
Property Information
Parcel Number: 0800051000100011000

Price & Status

Price
List Price: $649,990Price Per Sqft: $591
Status Change & Dates
Off Market Date: Tue Mar 24 2026

Active Status

MLS Status: Pending

Location

Direction & Address
City: Smithtown
School Information
Elementary School: Smithtown Elementary SchoolJr High / Middle School: Nesaquake Middle SchoolHigh School: Smithtown High School-WestHigh School District: Smithtown

Agent Information

Listing Agent
Listing ID: 954218

Building

Building Area
Building Area: 1100 Square Feet

Community

Not Senior Community

HOA

No HOA

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

Mls Number: 954218Attic: Pull StairsAttribution Contact: 631-647-7700Showing Requirements: Appointment Only

Price History for 81 Oakside Road

DatePriceEventSource
03/24/2026$649,990PendingOneKey® MLS as distributed by MLS GRID #954218
01/22/2026$649,990Listed For SaleOneKey® MLS as distributed by MLS GRID #954218
11/06/2025$450,000Sold
OneKey® MLS as distributed by MLS GRID #895503
09/09/2025$450,000PendingOneKey® MLS as distributed by MLS GRID #895503
09/04/2025$450,000PriceChange
OneKey® MLS as distributed by MLS GRID #895503
08/02/2025$649,990Listed For SaleOneKey® MLS as distributed by MLS GRID #895503

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Property Tax and Assessment

Year2025
Tax
Assessment$520,000
Home facts updated by county records

Comparable Sales for 81 Oakside Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
83 Oakside Road, Smithtown, NY
0.03
Single-Family Home
$830,000
06/26/25
4
3
2,103
4 Burham Court, Smithtown, NY
0.12
Single-Family Home
$950,000
12/22/25
3
2
1,918
19 Burham Drive, Smithtown, NY
0.17
Single-Family Home
$892,000
07/18/25
3
2
1,886
159 Saint Nicholas Avenue, Smithtown, NY
0.51
Single-Family Home
$720,000
02/04/26
4
2
1,366
7 Henlee Court, Smithtown, NY
0.41
Single-Family Home
$745,000
06/30/25
4
2
2,000
1 Clark Street, Smithtown, NY
0.35
Single-Family Home
$850,000
02/20/26
3
2
1,958
368 Landing Avenue, Smithtown, NY
0.33
Single-Family Home
$850,000
03/20/26
4
2.5
2,000
139 Saint Nicholas Avenue, Smithtown, NY
0.44
Single-Family Home
$730,000
06/06/25
4
3
1,612
21 Dehan Street, Smithtown, NY
0.62
Single-Family Home
$775,000
12/19/25
3
2
1,017

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 81 Oakside Road.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Smithtown

At least 231 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. "
    1
    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

LGBTQ Local Legal Protections

Marie Jaffary, West Gate Properties New York, (631) 647-7700
Agent Phone: (631) 647-7700
Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. 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
81 Oakside Road, Smithtown, NY 11787 is a 4 bedroom, 2 bathroom, 1,100 sqft single-family home built in 1960. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on Jan 22, 2026. The MLS # for this home is MLS# 954218.