48 Oakside Rd, Smithtown, NY 11787
OFF MARKET

$1,033,000

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 3,435 sqft (on 0.64 acres)

48 Oakside Rd, Smithtown, NY 11787

Est. Refi. Payment $7,172/mo*
Refinance Your Home
Currently Off Market - Sold Sep 12, 2023 for $710,000

Home Value

Trulia Estimate
$1.03M
Since last month
Decreased$47K (-4.3%)
Since last year
Increased$49K (+5%)
Since last sale
Increased$318K (+44.7%)
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 +86% in the last 10 years
MonthEstimated value
2026
November 2026$1.03M
October 2026$1.02M
September 2026$1.07M
August 2026$1.05M
July 2026$1.04M
June 2026$1.06M
May 2026$1.05M
April 2026$1.02M
March 2026$1.01M
February 2026$993K
January 2026$980K
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
17 Thide Court, Smithtown, NY
0.05
Single-Family Home
$1,175,000
04/09/26
5
2.5
3,495
368 Landing Avenue, Smithtown, NY
0.25
Single-Family Home
$850,000
03/20/26
4
2.5
2,000
335 Landing Avenue, Smithtown, NY
0.41
Single-Family Home
$850,000
03/24/26
4
2.5
2,500
4 Burham Court, Smithtown, NY
0.12
Single-Family Home
$950,000
12/22/25
3
2
1,918
24 River Heights Drive, Smithtown, NY
0.54
Single-Family Home
$1,071,000
03/09/26
4
2.5
3,000
56 Rose Street, Smithtown, NY
0.53
Single-Family Home
$680,000
01/22/26
4
2
2,300
1 Valley Avenue, Smithtown, NY
0.17
Single-Family Home
$1,150,000
08/14/26
3
2.5
2,600
6 Nowick Lane, Smithtown, NY
0.36
Single-Family Home
$780,000
05/18/26
4
3
2,488
16 Ursular Court, Smithtown, NY
0.48
Single-Family Home
$1,035,000
08/14/26
4
3
2,074
3 Bradley Court, Smithtown, NY
0.27
Single-Family Home
$800,000
08/20/26
4
2
1,844

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
400 Landing Ave, Smithtown, NY 11787
0.03
$836,000
3
1.5
1,740
Off Market
15 Thide Ct, Smithtown, NY 11787
0.04
$981,100
4
3
2,829
Off Market
17 Thide Court, Smithtown, NY 11787
0.05
$1,175,000
5
2.5
3,495
Recently Sold
11 Thide Ct, Smithtown, NY 11787
0.05
$897,300
4
3
2,489
Off Market
404 Landing Ave, Smithtown, NY 11787
0.06
$1,020,500
4
2.5
2,506
Off Market
9 Thide Ct, Smithtown, NY 11787
0.06
$953,000
4
3
2,506
Off Market
42 Oakside Rd, Smithtown, NY 11787
0.07
$922,400
3
2
1,700
Off Market
7 Thide Ct, Smithtown, NY 11787
0.07
$857,300
3
2
2,227
Off Market
12 Thide Ct, Smithtown, NY 11787
0.08
$1,068,800
5
2.5
3,000
Off Market
43 Oakside Rd, Smithtown, NY 11787
0.08
$1,050,900
5
4
2,506
Off Market
391 Landing Ave, Smithtown, NY 11787
0.09
$811,100
3
2
-
Off Market
409 Landing Ave, Smithtown, NY 11787
0.09
$1,037,500
3
2
-
Off Market
32 High Gate Drive, Smithtown, NY 11787
0.09
$1,083,500
5
2.5
-
Off Market
5 Thide Ct, Smithtown, NY 11787
0.09
$969,900
Studio
-
-
Off Market
406 Landing Ave, Smithtown, NY 11787
0.09
$893,100
5
2.5
2,506
Off Market
4 Burham Dr, Smithtown, NY 11787
0.09
$1,090,400
4
3
2,860
Off Market
10 Thide Ct, Smithtown, NY 11787
0.09
$1,040,100
5
3
2,805
Off Market
10 Thide Ct, Smithtown, NY 11787
0.09
$1,077,800
4
3
2,352
Off Market
389 Landing Avenue, Smithtown, NY 11787
0.10
$1,040,700
4
2.5
2,982
Off Market
6 Thide Ct, Smithtown, NY 11787
0.10
$1,133,900
5
3.5
2,686
Off Market

Local Information

  • Map ViewExplore the area around 48 Oakside Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1964
0.64 acre lot
3,435 sqft
$301/sqft
Garage

About this House

What's unique:Large inground poolEnsuite bathroomFormal dining roomNew roofCentral airSpacious eat-in kitchen
Sprawling Ranch in the Legend Woods section a ground floor entrance into the finished basement. This 3400 sq foot home sits on a generous lot that goes back 213 ft and rear frontage of 156 Ft. Brand new central air, new roof with new plywood, insulation and skylights (2016), Brand new sprinkler system covers the entire property. updated Burham Boiler and alot more. The main level features formal living room, dining area, eat in kitchen, living room with fireplace, master en-suite with full bath, 2 additional bedrooms and full bath. Lower level has ground floor entry, tile floors, Livingroom, bedroom, full bath, and lots of storage. In ground pool is structurally sound and winterized properly and ready for new owners to get it open. This opportunity to own a paradise with complete privacy is at your finger tips. Welcome home
48 Oakside Rd, Smithtown, NY 11787 is a 4 bedroom, 3 bathroom, 3,435 sqft single-family home built in 1964. It last sold for $710,000 on Sep 12, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,033,000, with a rent estimate of $6,118/month.

Home Details for 48 Oakside Rd

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Interior Features

Appliances & Utilities
Washer
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
DeckExterior: Wood
Pool
Pool
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.64 acres

Price and Tax history

DateEventPrice
Sep 12, 2023
Source: OneKey® MLS as distributed by MLS GRID #L3469226
Sold
$710,000
Jun 21, 2023
Source: OneKey® MLS as distributed by MLS GRID #3469226
Pending
$749,000
May 4, 2023
Source: OneKey® MLS as distributed by MLS GRID #3469226
PriceChange
$749,000
Price decreased by 6%
Apr 5, 2023
Source: OneKey® MLS as distributed by MLS GRID #3469226
Listed For Sale
$799,000
Dec 6, 2022
Source: Weichert Pro
ListingRemoved

Market trends in Smithtown

Last updated October 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$887K
$2.49KMoM
Sale-to-List Price
103.7%
Price per sq ft
$421
$5MoM
Available listings
91
4MoM
Sourced by Trulia Market Trends

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 "
    1
    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 48 Oakside Rd

  • What is 48 Oakside Rd estimated to be worth?
    Trulia's estimated value for 48 Oakside Rd in Smithtown, NY is $1,033,000.
  • What is the price history for 48 Oakside Rd?
    48 Oakside Rd in Smithtown, NY last sold for $710,000 in September 2023.
  • Is Smithtown a buyer's or seller's market?
    Smithtown is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Smithtown?
    The median sale price in Smithtown is $887K. That is down $2.49K from the prior month.
  • Does 48 Oakside Rd have air conditioning?
    Yes, 48 Oakside Rd in Smithtown, NY has air conditioning.
  • Does 48 Oakside Rd have a pool?
    Yes, 48 Oakside Rd in Smithtown, NY has a pool.

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