154 Oakside Dr, Smithtown, NY 11787
OFF MARKET

154 Oakside Dr
Smithtown, NY 11787

    Home Value

    Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

    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
    36 Rose Street, Smithtown, NY
    0.87
    Single-Family Home
    $595,000
    12/09/25
    3
    2.5
    1,528
    428 River Road, Saint James, NY
    0.34
    Single-Family Home
    $1,225,000
    08/26/25
    4
    2.5
    3,300
    56 Rose Street, Smithtown, NY
    0.69
    Single-Family Home
    $680,000
    01/22/26
    4
    2
    2,300
    109 Oakside Drive, Smithtown, NY
    0.40
    Single-Family Home
    $1,300,000
    03/31/26
    4
    3.5
    2,400
    125 Walnut Road, Kings Park, NY
    0.96
    Single-Family Home
    $760,000
    05/04/26
    2
    2
    1,140
    126 Walnut Road, Kings Park, NY
    0.99
    Single-Family Home
    $760,000
    06/15/26
    4
    2
    2,021
    60 Oak Street, Smithtown, NY
    0.74
    Single-Family Home
    $869,000
    01/22/26
    4
    2.5
    2,660
    158 Landing Meadow Road, Smithtown, NY
    0.59
    Single-Family Home
    $1,495,000
    03/12/26
    4
    3.5
    3,634
    6 Nowick Lane, Smithtown, NY
    0.93
    Single-Family Home
    $780,000
    02/20/26
    4
    3
    2,488
    21 Dehan Street, Smithtown, NY
    0.95
    Single-Family Home
    $775,000
    12/19/25
    3
    2
    1,017

    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
    148 Oakside Drive, Smithtown, NY 11787
    0.13
    $1,616,200
    4
    4
    -
    Off Market
    146 Oakside Drive, Smithtown, NY 11787
    0.18
    $3,062,100
    6
    5.5
    7,200
    Off Market
    Address Not Disclosed, Smithtown, NY 11787
    0.28
    $1,750,000
    4
    3.5
    3,000
    For Sale
    100 Riverview Terrace, Smithtown, NY 11787
    0.36
    $2,352,800
    4
    4
    3,700
    Off Market
    2 Riverview Terrace, Smithtown, NY 11787
    0.37
    $2,599,000
    6
    6.5
    3,946
    For Sale
    109 Oakside Drive, Smithtown, NY 11787
    0.40
    $1,300,000
    4
    3.5
    2,400
    Recently Sold
    428 River Road, Saint James, NY 11780
    0.34
    $1,334,600
    4
    2.5
    3,300
    Off Market
    173 Oakside Drive, Smithtown, NY 11787
    0.42
    $1,018,100
    3
    2
    -
    Off Market
    432 River Road, Saint James, NY 11780
    0.36
    $1,246,500
    2
    3
    -
    Off Market
    17 Wandering Way, Smithtown, NY 11787
    0.43
    $1,598,100
    4
    2.5
    -
    Off Market
    8 Riverview Terrace, Smithtown, NY 11787
    0.42
    $2,153,200
    5
    4
    5,600
    Off Market
    10 Riverview Terrace, Smithtown, NY 11787
    0.44
    $2,806,300
    5
    4
    6,798
    Off Market

    Local Information

    • Map ViewExplore the area around 154 Oakside Dr.
    • Schools1 Elementary School1 Middle School1 High School
    • Shop & Eat
    -- mins to
    Commute Destination

    About this House

    154 Oakside Dr is in Smithtown, NY and in ZIP code 11787. This property has a lot size of 6969 sqft.
    154 Oakside Dr, Smithtown, NY 11787 is a unknown. It last sold for $15,000 on Aug 11, 2015. It is currently off market. The Trulia Estimate rent is $3,925/month.

    Home Details for 154 Oakside Dr

    Property Information

    Property Type / Style
    Property Type: Unknown

    Lot Information

    Lot Area: 6969 sqft

    Price and Tax history

    DateEventPrice
    Aug 11, 2015
    Source: N/A
    		Sold
    $15,000

    Market trends in Smithtown

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

    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

    LGBTQ Local Legal Protections

    Frequently asked questions about 154 Oakside Dr

    • What is the price history for 154 Oakside Dr?
      154 Oakside Dr in Smithtown, NY last sold for $15,000 in August 2015.
    • Is Smithtown a buyer's or seller's market?
      Smithtown is currently a seller's market, based on recent for-sale activity.
    • What's the median sale price in Smithtown?
      The median sale price in Smithtown is $808K. That is up $4.33K from the prior month.
    • 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 recently sold homes in Smithtown, NY.

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