Off market jul 2019 for $780K

$1,189,515

Est. refi paymentEst. refi $5,327/mo

•

3,289

sq ft

44 Oakside Rd, Smithtown, NY 11787

About this home

Exquisite Updated Colonial Situated on Top Of .58 Acres. Boosting 5 beds, 3.5 Baths & Hardwood Floors This Home Has It All. Gourmet Eik w/all The Extras, Gas Fireplace w/Built-Ins, Master Suite w/Wic & Radiant Heat Custom Bath. Full Basement w/OSE, In-Law Suite or Office w/Proper Permits. New Updates Include Heating, Electric, & Plumbing. The Yard Is Professionally Landscaped, Fenced, & Pool w/New Liner,Heater,Pump & Electric. No Expenses Were Spared!, Additional information: Appearance:Diamond++,Separate Hotwater Heater:40GL

Single-familyProperty Type

1966Year Built

0.58 acresLot Size

$362Est. Price/Sq.Ft.

Listing by Scott Paisley • Signature Premier Properties

Bought with Carolyn Horner • Signature Premier Properties

Redfin checked: 3 minutes ago

•Source:OneKey® MLS as Distributed by MLS Grid #L3115726

Redfin Estimate

$1,189,515

$410K since sold in July 2019$28K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 12.6% higher than the average sale price ($1.06M) of 6 comparable homes.

SOLD SEP 14, 2026
$1,465,000
A
5 beds3.5 baths4,800 sq ft
48 River Heights Dr, Smithtown, NY 11787
Listing by Signature Premier Properties
SOLD SEP 24, 2026
$902,000
B
4 beds3 baths1,609 sq ft
15 Veronica Ct, Smithtown, NY 11787
Listing by Douglas Elliman Real Estate
SOLD AUG 11, 2026
$965,000
C
4 beds2.5 baths2,800 sq ft
5 Old Landers Ct, Smithtown, NY 11787
Listing by RE/MAX Integrity Leaders
SOLD APR 9, 2026
$1,175,000
D
5 beds2.5 baths3,495 sq ft
17 Thide Ct, Smithtown, NY 11787
Listing by Coldwell Banker American Homes
SOLD APR 29, 2026
$937,500
E
5 beds3.5 baths2,521 sq ft
25 Sheryl Cres, Smithtown, NY 11787
Listing by Signature Premier Properties
SOLD AUG 31, 2026
$895,000
F
5 beds3.5 baths2,850 sq ft
40 Boxwood Dr, Kings Park, NY 11754
Listing by BH&G R E Realty Connect

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Earn from this home

Sell

$586,152

Est. take-home

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Refinance

Est. cash available

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Rent

$4,821/mo

Redfin rental estimate

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Market trends in 11787, NY

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

104.7%

+0.5% MoM

Median sale price

$887K

$72K MoM

Avg. days on market

22d

1 days MoM

Recently sold homes

27 MoM

New listings for sale

COMING SOON
$899,999
4 beds2 baths2,026 sq ft
31 Sterling Ln, Smithtown, NY 11787
Listing by Signature Premier Properties
NEW 20 HRS AGO
$689,999
2 beds2.5 baths1,900 sq ft
5 Monitor Rd, Smithtown, NY 11787
Listing by Ciampa Realty Group LLC
COMING SOON
$899,999
4 beds2.5 baths2,332 sq ft
24 Frank St, Smithtown, NY 11787
Listing by Signature Premier Properties
OPEN FRI, 4PM TO 6PM
$1,189,000
4 beds3.5 baths2,400 sq ft
28 S Lot Rd, Smithtown, NY 11787
Listing by Coldwell Banker American Homes
$269,000
1 bed1 bath750 sq ft
365 Rt 111 Unit A16, Smithtown, NY 11787
Listing by Howard Hanna Coach
$900,000
5 beds2.5 baths— sq ft
3 Ernest, Kings Park, NY 11754
Listing by Howard Hanna Coach
$1,199,999
5 beds4.5 baths4,198 sq ft
100 Edgewood Ave, Smithtown, NY 11787
Listing by Coldwell Banker American Homes
$1,195,000
5 beds2.5 baths4,000 sq ft
592 Landing Ave, Smithtown, NY 11787
Listing by Daniel Gale Sothebys Intl Rlty
$849,000
3 beds3.5 baths2,735 sq ft
23 Willow Ridge Dr, Smithtown, NY 11787
Listing by Signature Premier Properties
$1,399,000
4 beds3 baths2,482 sq ft
47 Mcarthur Ln, Smithtown, NY 11787
Listing by Compass Greater NY LLC
See all

Provided by Redfin

Sale history for 44 Oakside Rd

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #L3115726

Jul 18, 2019

Sold

$780,000

$237/sq ft

May 17, 2019

Pending

—

Apr 11, 2019

Price Changed

$775,000

$236/sq ft

Apr 4, 2019

Listed

$799,000

$243/sq ft

OneKey® MLS as Distributed by MLS Grid #L3113036

Apr 1, 2019

Listing Removed

—

Mar 27, 2019

Listed

$799,000

$243/sq ft

Public Records

Feb 9, 2011

Sold

$547,960

$167/sq ft

Public Records

Dec 20, 2001

Sold

$413,000

$126/sq ft

Public Records

Oct 21, 1977

Sold

$60,000

$18/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$20,566

$500 + $7,000

$7,500

2025

$20,566 (+4.1%)

$500 + $7,000

$7,500

2024

$19,751 (+2.6%)

$500 + $7,000

$7,500

2023

$19,256 (+2.8%)

$500 + $7,000

$7,500

2022

$18,725

$500 + $7,000

$7,500

2021

$18,725 (+12.3%)

$500 + $7,000

$7,500

2020

$16,670 (+6.8%)

$500 + $6,265

$6,765

2019

$15,605 (+3.5%)

$500 + $6,265

$6,765

2018

$15,083 (+4.0%)

$500 + $6,265

$6,765

2017

$14,498 (+1.2%)

$500 + $6,265

$6,765

2016

$14,330 (+0.9%)

$500 + $6,265

$6,765

2015

$14,197 (+4.2%)

$500 + $6,265

$6,765

2014

$13,622 (+3.7%)

$500 + $6,265

$6,765

2013

$13,130 (−2.8%)

$500 + $6,580

$7,080

2012

$13,512 (+5.3%)

$500 + $6,580

$7,080

2011

$12,827 (−6.0%)

$500 + $7,205

$7,705

2010

$13,645 (+0.5%)

$500 + $7,205

$7,705

2009

$13,572

$500 + $7,205

$7,705

Tax history for 44 Oakside Rd

Year

Property tax

Land + Additions

Assessment*

2026

$20,566

$500 + $7,000

$7,500

2025

$20,566 (+4.1%)

$500 + $7,000

$7,500

2024

$19,751 (+2.6%)

$500 + $7,000

$7,500

2023

$19,256 (+2.8%)

$500 + $7,000

$7,500

2022

$18,725

$500 + $7,000

$7,500

2021

$18,725 (+12.3%)

$500 + $7,000

$7,500

2020

$16,670 (+6.8%)

$500 + $6,265

$6,765

2019

$15,605 (+3.5%)

$500 + $6,265

$6,765

2018

$15,083 (+4.0%)

$500 + $6,265

$6,765

2017

$14,498 (+1.2%)

$500 + $6,265

$6,765

2016

$14,330 (+0.9%)

$500 + $6,265

$6,765

2015

$14,197 (+4.2%)

$500 + $6,265

$6,765

2014

$13,622 (+3.7%)

$500 + $6,265

$6,765

2013

$13,130 (−2.8%)

$500 + $6,580

$7,080

2012

$13,512 (+5.3%)

$500 + $6,580

$7,080

2011

$12,827 (−6.0%)

$500 + $7,205

$7,705

2010

$13,645 (+0.5%)

$500 + $7,205

$7,705

2009

$13,572

$500 + $7,205

$7,705

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

0.58 Acres

Year renovated

—

Sq. Ft.

3,289

Year built

1966

Style

Single Family Residential

County

Suffolk County

APN

0800051000300004000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 31, 2026.

Property details

Parking

Parking Information
Parking Features: Attached, Private

Interior

Virtual Tour Information

Fireplace Information
Fireplaces Total: 1

Heating & Cooling
Cooling: Central Air
Heating: ENERGY STAR Qualified Equipment, Hot Water, Natural Gas

Interior Features
Interior Features: Eat-in Kitchen,Formal Dining,Smart Thermostat
Window Features: Double Pane Windows
Appliances: Dishwasher, Dryer, ENERGY STAR Qualified Appliances, Refrigerator, Washer
Flooring: Hardwood
Patio And Porch Features: Patio

Room Information
Basement YN: No
Attic: See Remarks
Rooms Total: 10
Basement: Finished, Full
Additional Rooms: Home Office,Library/Den

Bathroom Information
Bathrooms Full: 3
Bathrooms Half: 1

Exterior

Exterior Features
Construction Materials: Frame

Pool Information
Has Private Pool
Pool Features: In Ground

Property Information
Property Sub Type: Single Family Residence

Financial

Tax Information
Tax Annual Amount: $16,164.40

Financial Information
Buyer Financing: Conventional

Location

HOA Information
Association Amenities: Gated

School Information
School District Number: 1
High School District: Smithtown

Location Information
Directions: Jericho Tpke to 25A to Oakside
County Or Parish: Suffolk County

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,289
Stories: 2.0
Lot Size: 0.58 acres
Style: Single Family Residential
Year Built: 1966
Year Renovated: —
County: Suffolk County
APN: 0800051000300004000

Home facts updated by county records on Aug 31, 2026

Around this home

Schools

Accompsett Elementary School

Public K-5 • Assigned • 1.6mi

7/10

Accompsett Middle School

Public 6-8 • Assigned • 1.7mi

7/10

Smithtown High School West

Public 9-12 • Assigned • 1.8mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4.5 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.13M – $1.37M

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Home values near 44 Oakside Rd

Data from public records.

Address	Redfin Estimate
48 Oakside Road, Smithtown, NY 4 Beds \| 3 Baths \| 3500 Sq. Ft.	$1,005,525
46 Oakside Road, Smithtown, NY 4 Beds \| 1.5 Baths \| 2355 Sq. Ft.	$1,008,926

Address	Redfin Estimate
43 Oakside Road, Smithtown, NY 5 Beds \| 2.5 Baths \| 2506 Sq. Ft.	$988,148
400 Landing Avenue, Smithtown, NY 3 Beds \| 1.5 Baths \| 1740 Sq. Ft.	$760,351

Address	Redfin Estimate
42 Oakside Road, Smithtown, NY 3 Beds \| 1.5 Baths \| 1608 Sq. Ft.	$889,761
17 Thide Court, Smithtown, NY 5 Beds \| 2.5 Baths \| 3495 Sq. Ft.	$1,269,741

Property information provided by OneKey® MLS as Distributed by MLS Grid when last listed in 2019. This data may not match . Learn more.

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