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.
Single-familyProperty Type
1960Year Built
$591Price/Sq.Ft.
2 car garageParking
Listing by Marie Jaffary• West Gate Properties New York
Long Island, located between New York Harbor and the Atlantic Ocean, is a coastal and suburban New York neighborhood with barrier beaches and commuter rail hubs. The neighborhood’s energy concentrates around the Jamaica Station complex, where LIRR platforms, bus bays, and street-level storefronts create a constant current of movement. Housing shifts from compact prewar village centers to postwar capes and split-levels, with marinas and bayfront parks shaping daily routines. Jones Beach State Park and the Long Island Aquarium serve as signature day-trip anchors. The Paramount in Huntington and the Nassau County Museum of Art add a cultural throughline beyond the shoreline. Farm stands, delis, and small main streets stitch together a landscape defined by parkways, dunes, and bays.
Provided by Walk Score and Local Logic
Market insights
81 Oakside Rd · $649,990
DAYS ON MARKET
62 days
The average home goes pending in 25 days.
SALE-TO-LIST
102.5%
Most homes are selling 3% above list price.
LIST PRICE
$649,990
Median sale price in this area is $748,013. (15% higher than this home)
PRICE DROP
0 price drops
14% of homes in this area have had a price drop in the past month.
Property details
Parking
Parking Information
Carport YN: No
Parking Features: Detached, Garage
Garage Information
Garage Spaces: 2
Has Garage
Interior
Heating & Cooling
Cooling: Central Air
Heating: Electric
Interior Features
Interior Features: First Floor Bedroom,First Floor Full Bath,Granite Counters
Home facts updated by county records on Aug 21, 2026
Sale and tax history for 81 Oakside Rd
Sale History
Tax History
Date
Event
Price
Public Records
Mar 5, 2026
Sold
$450,000
$409/sq ft
ONEKEY #963249
Mar 18, 2026
Rental Removed
$4,200
$4/sq ft
Feb 22, 2026
Listed for Rent
$4,200
$4/sq ft
OneKey® MLS as Distributed by MLS Grid #954218
Mar 24, 2026
Pending
—
Jan 21, 2026
Listed
$649,990
$591/sq ft
ONEKEY #946635
Jan 22, 2026
Rental Removed
$4,500
$4/sq ft
Dec 30, 2025
Listed for Rent
$4,500
$4/sq ft
OneKey® MLS as Distributed by MLS Grid #895503
Nov 6, 2025
Sold
$450,000
$409/sq ft
Sep 9, 2025
Pending
—
Sep 4, 2025
Price Changed
$450,000
$409/sq ft
Sep 4, 2025
Relisted
—
Aug 5, 2025
Relisted
—
Jul 30, 2025
Listed
$649,990
$591/sq ft
Tucked away on a peaceful street in the heart of Smithtown, this charming 3-bedroom, 2-bath ranch offers the perfect blend of comfort, functionality, and value. Ideal for first-time buyers, down-sizers, or anyone seeking one-level living, the home boasts a warm, inviting layout with plenty of natural light throughout. Enjoy the convenience of a detached 2-car garage—perfect for storage, hobbies, or keeping your vehicles sheltered year-round. The low property taxes add to the affordability and make this home an even smarter investment. Whether you're relaxing in the cozy living room, cooking in the bright kitchen, you'll feel right at home in this well-maintained gem. Note : “House Being Sold As Is”
Year
Property tax
Land + Additions
Assessment*
2026
$10,499
$305 + $3,855
$4,160
2025
$10,499 (+4.4%)
$305 + $3,855
$4,160
2024
$10,055 (+3.7%)
$305 + $3,855
$4,160
2023
$9,693 (+4.4%)
$305 + $3,855
$4,160
2022
$9,285
$305 + $3,855
$4,160
2021
$9,285 (+1.9%)
$305 + $3,855
$4,160
2020
$9,114 (+0.7%)
$305 + $3,855
$4,160
2019
$9,047 (−53.5%)
$305 + $3,855
$4,160
2018
$19,443 (+123.5%)
$305 + $3,855
$4,160
2017
$8,698 (+1.1%)
$305 + $3,855
$4,160
2016
$8,605 (+3.4%)
$305 + $3,855
$4,160
2015
$8,325 (+2.2%)
$305 + $3,855
$4,160
2014
$8,145 (+3.7%)
$305 + $3,855
$4,160
2013
$7,854 (+2.1%)
$305 + $3,855
$4,160
2012
$7,694 (+5.5%)
$305 + $3,855
$4,160
2011
$7,294 (+2.1%)
$305 + $3,855
$4,160
2010
$7,144 (+0.2%)
$305 + $3,855
$4,160
2009
$7,130
$305 + $3,855
$4,160
Public record
Beds
—
Baths
—
Stories
—
Lot width
—
Lot depth
—
Lot size
0.35 Acres
Year renovated
—
Finished Sq. Ft.
—
Unfinished Sq. Ft.
—
Total Sq. Ft.
—
Year built
—
Style
Single Family Residential
County
Suffolk County
APN
0800051000100011000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 21, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 95° expected this year, 16 days in 30 years
8/10 Wind Factor
80% chance of strong winds in next 30 years
4/10 Air Factor
3 unhealthy days expected this year, 5 days in 30 years
Provided by First Street
Historical weather
Smithtown, NY • 11787
Average low and high temperatures (°F)
36
24
39
26
53
36
61
44
70
53
82
63
86
70
82
65
75
60
67
50
55
40
42
29
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
80/ 100
Very good sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
8.6 hrs
5.2 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 81 Oakside Rd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $625,000 and $660,000.
Nearby comparable homes
The Redfin Estimate uses 5 recent nearby sales, priced between $625K to $660K.