Build advice needed

[jgregg078]

1) What will you be doing with this PC? Gaming? Photoshop? Web browsing? etc
Gaming (a wide mix, including mainstream titles), Software Development, Coding, and some image production work.
2) What's your budget? Are tax and shipping included?
Around $1,500 USD, though less is always a plus
3) Which country do you live in? If the U.S, please tell us the state and city if possible.

United States. Lancaster, PA
4) What exact parts do you need for that budget? CPU, RAM, case, etc. The word "Everything" is not a valid answer. Please list out all the parts you'll need.
Part of this will be answered by how much I can reuse. At first glance, I know (I think) I will need CPU, Motherboard, GPU, and SSD.
5) If reusing any parts, what parts will you be reusing? Please be especially specific about the power supply. List make and model.
Current Setup below. I would like to reuse some of the parts if possible. I believe the memory and PSU should be usable. Not sure about the case.

Case: Rosewill CHALLENGER Black Gaming ATX Mid Tower
CPU: Intel Core i5-2500K Sandy Bridge Quad-Core 3.3GHz (Stock Cooler)
Board: ASRock Z68 Extreme3 Gen3
Memory: G.SKILL Ripjaws Series 16GB (4 x 4GB) 240-Pin DDR3 SDRAM DDR3 1600 (PC3 12800)
SSD: Corsair Force3 90GB
GPU: MSI N560GTX-TI Twin Frozr II/OC GeForce GTX 560 Ti (Fermi) 1GB 256-Bit GDDR5
PSU: COUGAR SX850 COUGAR-SX850 850W ATX12V / EPS12V SLI Ready CrossFire Ready
6) Will you be overclocking?
I hope so, so I assume a non-stock cooler will be required.
7) What is the max resolution of your monitor? What size is it?
Asus 24". Max Res: 1920 x 1080... I am trying to decide if I want to add 2 more of these monitors or replace with a larger single monitor. Note: This is not part of the budget above. http://www.newegg.com/Product/Product.aspx?Item=N82E16824236153
8) When do you plan on building/buying the PC?
ASAP
9) What features do you need in a motherboard? RAID? Firewire? Crossfire or SLI support? USB 3.0? SATA 6Gb/s? eSATA? Onboard video (as a backup or main GPU)? UEFI? etc.
USB 3.0. I may do RAID, not decided yet.
10) Do you already have a legit and reusable/transferable OS key/license? If so, what OS? Is it 32bit or 64bit?
I do. 64bit.


EDIT: Hit post too early.

Here are some of the parts I am looking to upgrade so far.

CPU: Intel i7-4790K Haswell Quad Core 4.0GHz http://www.newegg.com/Product/Product.aspx?Item=N82E16819117369
Motherboard: GIGABYTE GA-Z97X-UD5H http://www.newegg.com/Product/Product.aspx?Item=N82E16813128707
GPU: MSI GTX 970 Gaming 4g http://www.newegg.com/Product/Product.aspx?Item=N82E16814127832
SSD: Samsung 840 EVO 500GB http://www.newegg.com/Product/Product.aspx?Item=N82E16820147249

My questions are this:

1. Does the planned part replacement look like a good building block for the future or does anyone have any better recommendations?
2. Any reason I cannot reuse my Memory for this build? How about the power supply?
3. Will these new components fit into the existing case or should I order a new one?
4. Any good recommendations for a CPU cooler?
5. Display. Should I add 2 more of the ASUS 24" 1920x1080 or should I replace all together?
6. If my budget allows, I was considering buying a second GPU of the same listed above. Is this worth the money or overkill right now?

Any other information is greatly appreciated. Thank you

 

[Dangman]

1) Don't bother upgrading unless your software development, coding, and image production work take up the majority of the your time spent on the PC and is heavily heavily multi-threaded. For gaming, the 4790K isn't that much faster than the 2500K to justify the price.

2) Other than limiting you to 16GB of RAM max, no reason not to reuse your RAM. Your PSU is fine.

3) New case because the Challenger isn't all that good.

4) Coolermaster Hyper 212 Evo

5) Will come back later to this.

6) Not worth doing unless you're doing triple monitor gaming or 4K gaming.

Honestly, the fact that you're planning on reusing your 4x4GB of RAM tells me that your " Software Development, Coding, and some image production work" isn't all that serious. As such, I don't see a good reason for you to upgrade the CPU and motherboard. You basically just need a SSD, GPU, and monitor upgrades and you'll be fine.