79 Oakside Road, Smithtown, NY 11787
Property image
Property image
PENDING
0.75 ACRES

$1,199,999

  • 4 Beds
  • 3 Baths
  • 2,800 sqft (on 0.75 acres)

79 Oakside Road, Smithtown, NY 11787

Est. Mortgage $8,158/mo*
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Home Highlights

Single-Family Home
Built in 2022
0.75 acre lot
$429/sqft
Garage

Local Information

  • Map ViewExplore the area around 79 Oakside Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Once-in-a-lifetime opportunity to own this spectacular custom-built Colonial, completed in 2022 and perfectly positioned on an incredibly private three-quarter-acre property within the highly desirable Smithtown School District. Tucked away at the end of a long private driveway, this exceptional estate offers the perfect combination of luxury, privacy, and resort-style living. A sprawling blacktop driveway with elegant Belgian block edging provides parking for multiple vehicles, boats, RVs, and recreational toys, while custom stone retaining walls, professionally manicured landscaping, a one-car detached garage with electric, cedar impression siding, and a cultured stone facade create breathtaking curb appeal. The backyard is truly a private resort, featuring a stunning custom in-ground swimming pool with a dramatic waterfall, natural stone diving rock, expansive Cambridge-style paver patios, multiple entertaining areas, and beautifully landscaped grounds designed for unforgettable gatherings. A welcoming covered front porch leads to a grand entry highlighted by gleaming hardwood floors, custom crown molding, decorative wall moldings, modern lighting, solid one-piece interior doors, and exceptional craftsmanship throughout. The elegant formal living room is flooded with natural light and showcases a spectacular cultured stone gas fireplace accented by custom sconces and recessed lighting. The heart of the home is the magnificent eat-in chef’s kitchen, thoughtfully designed for both everyday living and entertaining guests, featuring quartz countertops, an oversized breakfast bar illuminated by designer globe pendant lighting, custom cabinetry with under-cabinet lighting, a decorative tile backsplash, premium stainless steel Bertazzoni refrigerator, Bertazzoni gas range, built-in microwave, dishwasher, recessed lighting, surround sound, and sliding glass doors leading directly to the backyard oasis. Whether preparing a quiet dinner or hosting large gatherings, this kitchen is sure to impress. Custom blinds throughout the home add style and privacy. The flexible first-floor layout includes a spacious fourth bedroom or home office with direct access to a beautifully appointed Jack-and-Jill full bathroom featuring a white vanity and glass-enclosed shower, making it ideal for guests or remote work.. Soaring 9-foot ceilings throughout the first and second floors create an open, airy feel. Upstairs, the luxurious primary suite serves as a true retreat with recessed lighting, ceiling fan, custom crown molding, abundant natural light, a spa-inspired bathroom featuring a double vanity, oversized glass-enclosed shower with designer tile, recessed lighting, and an incredible custom walk-in closet complete with built-in cabinetry, drawers, shelving, bench seating, and abundant hanging space. Two additional generously sized bedrooms offer spacious closets and share a beautifully finished hallway bathroom with a glass tub and shower enclosure. A convenient second-floor laundry room includes front-loading Electrolux washer and dryer. The impressive wood staircase with custom metal balusters adds another level of sophistication. The ground-level bonus space offers endless possibilities with high ceilings, a private entrance, abundant natural light, and flexible living space ideal for a den, media room, home gym, office, guest quarters, or extended family. Additional amenities include a walk-up attic for storage, in-ground sprinklers, an alarm system, exterior security cameras, two-zone central air conditioning, surround sound, and countless custom upgrades throughout. Every inch of this extraordinary home has been thoughtfully designed with quality finishes, timeless style, and exceptional attention to detail, creating a rare opportunity to own one of the finest newer construction homes in the highly sought-after Smithtown School District.
Last check for updates: about 4 hours ago
Listing by: Coldwell Banker American Homes, (631) 863-9800
Bryan J. Karp CBR, (631) 759-5277
Source: OneKey® MLS as distributed by MLS GRID, MLS#1031008
Also Listed on OneKey® MLS as distributed by MLS GRID.

Home Details for 79 Oakside Road

Interior Features

Interior Details
Basement: FinishedNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2800 Square Feet
Appliances & Utilities
Utilities: Cable Available, Cable Connected, Electricity Available, Electricity Connected, Phone Available, Propane, Trash Collection Public, Water Available, Water ConnectedAppliances: Dishwasher, Dryer, ENERGY STAR Qualified Appliances, Exhaust Fan, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), WasherDishwasherDryerLaundry: Washer/Dryer Hookup,Electric Dryer Hookup,Laundry Room,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Floors: Hardwood

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: Driveway,Garage,Garage Door Opener,Private
Pool
Pool: In GroundPool
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 16Days on Market: 40

Property Information

Year Built
Year Built: 2022
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Construction Materials: FrameNot Attached Property
Property Information
Parcel Number: 0800051000100008000

Price & Status

Price
List Price: $1,199,999Price Per Sqft: $429
Status Change & Dates
Off Market Date: Wed Aug 19 2026

Active Status

MLS Status: Pending

Location

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

Agent Information

Listing Agent
Listing ID: 1031008

Building

Building Area
Building Area: 2800 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.75 acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 1031008Attic: FullAttribution Contact: 631-863-9800Showing Requirements: 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 August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$828K
$14.33KMoM
Sale-to-List Price
103.0%
Price per sq ft
$411
$13MoM
Available listings
95
8MoM

Home Value

Trulia Estimate
$1.24M
Since last month
Increased$53K (+4.5%)
Since last year
Increased$4K (+0.3%)
Since last sale
Increased$279K (+29%)
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 +27% in the last 10 years
MonthEstimated value
2026
August 2026$1.24M
August 2026$1.24M
July 2026$1.19M
June 2026$1.18M
May 2026$1.18M
April 2026$1.13M
March 2026$1.13M
February 2026$1.12M
January 2026$1.12M
2025
2024
2023

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
0.14
Single-Family Home
$1,175,000
04/09/26
5
2.5
3,495
1 Valley Avenue, Smithtown, NY
0.05
Single-Family Home
$1,150,000
08/14/26
3
2.5
2,600
4 Burham Court, Smithtown, NY
0.12
Single-Family Home
$950,000
12/22/25
3
2
1,918
368 Landing Avenue, Smithtown, NY
0.31
Single-Family Home
$850,000
03/20/26
4
2.5
2,000
335 Landing Avenue, Smithtown, NY
0.44
Single-Family Home
$850,000
03/24/26
4
2.5
2,500
158 Landing Meadow Road, Smithtown, NY
0.22
Single-Family Home
$1,495,000
03/12/26
4
3.5
3,634
24 River Heights Drive, Smithtown, NY
0.67
Single-Family Home
$1,071,000
03/09/26
4
2.5
3,000
1 Clark Street, Smithtown, NY
0.33
Single-Family Home
$850,000
02/20/26
3
2
1,958
56 Rose Street, Smithtown, NY
0.49
Single-Family Home
$680,000
01/22/26
4
2
2,300
16 Ursular Court, Smithtown, NY
0.57
Single-Family Home
$1,035,000
08/14/26
4
3
2,074

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
83 Oakside Road, Smithtown, NY 11787
0.04
$884,000
4
3
2,103
Off Market
410 Landing Avenue, Smithtown, NY 11787
0.08
$824,400
4
2.5
2,433
Off Market
1 Valley Avenue, Smithtown, NY 11787
0.05
$1,150,000
3
2.5
2,600
Recently Sold
4 Burham Court, Smithtown, NY 11787
0.12
$950,000
3
2
1,918
Recently Sold
389 Landing Avenue, Smithtown, NY 11787
0.11
$1,006,200
4
2.5
2,982
Off Market
48 Oakside Road, Smithtown, NY 11787
0.13
$1,048,500
4
3
3,500
Off Market
17 Thide Court, Smithtown, NY 11787
0.14
$1,175,000
5
2.5
3,495
Recently Sold
445 Landing Avenue, Smithtown, NY 11787
0.15
$853,800
3
1.5
2,500
Off Market
3 Tree Top Terrace, Smithtown, NY 11787
0.15
$1,211,500
4
2.5
3,000
Off Market
19 Burham Drive, Smithtown, NY 11787
0.18
$947,300
3
2
1,886
Off Market
10 Burham Drive, Smithtown, NY 11787
0.19
$1,250,000
6
3.5
4,061
For Sale
43 Oakside Road, Smithtown, NY 11787
0.18
$1,035,100
5
3
2,500
Off Market

Price and Tax history

DateEventPrice
Aug 19, 2026
Source: OneKey® MLS as distributed by MLS GRID #1031008
Pending
$1,199,999
Aug 3, 2026
Source: OneKey® MLS as distributed by MLS GRID #1031008
Listed For Sale
$1,199,999
Nov 5, 2025
Source: Douglas Elliman #866782
ListingRemoved
$1,150,990
Oct 8, 2025
Source: OneKey® MLS as distributed by MLS GRID #866782
PriceChange
$1,150,990
Price decreased by 4%
Sep 3, 2025
Source: OneKey® MLS as distributed by MLS GRID #866782
PriceChange
$1,199,990
Price decreased by 4%

LGBTQ Local Legal Protections

Bryan J. Karp CBR, Coldwell Banker American Homes, (631) 863-9800
Agent Phone: (631) 759-5277
Based on information submitted to the MLS GRID as of 2026-09-13 00:43:19 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 79 Oakside Road

  • What is the estimated monthly payment for 79 Oakside Road?
    Based on a $1,199,999 list price with 20% down at today's rates, the estimated monthly payment for 79 Oakside Road in Smithtown, NY is approximately $8,280 (about $6,355 principal & interest, $1,850 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 79 Oakside Road compare to homes in Smithtown?
    79 Oakside Road in Smithtown, NY is listed at $1,199,999, about 45% above the $828K 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 79 Oakside Road?
    The closest schools to 79 Oakside Road in Smithtown, NY are Accompsett Middle School (rated 7/10), Smithtown Elementary School (rated 7/10), Smithtown High School West (rated 10/10).
  • Does 79 Oakside Road have air conditioning?
    Yes, 79 Oakside Road in Smithtown, NY has air conditioning.
  • Does 79 Oakside Road have a pool?
    Yes, 79 Oakside Road in Smithtown, NY has a pool.
79 Oakside Road, Smithtown, NY 11787 is a 4 bedroom, 3 bathroom, 2,800 sqft single-family home built in 2022. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on Aug 3, 2026. The MLS # for this home is MLS# 1031008.