Can I buy a house in Windhelm without joining the Stormcloaks?

Yes, you can buy the house in Windhelm (Hjerim) without joining the Stormcloaks, but you must complete the entire Imperial Legion Civil War questline first.
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Do you have to join the Stormcloaks to become Thane of Windhelm?

Only Windhelm requires you to chose a side before becoming Thane. If you chose Stormcloaks, you can be Thane right away, but if you chose Imperials, you have to finish the Civil War questline up to the point of deposing Ulfric, and putting in a new Jarl, before you can become Thane.
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Why can't I buy a house in Windhelm?

In order to get a house in Windhelm, you need to first be made a Thane by Ulfric Stormcloak. You do this by assisting the people of Windhelm. You then need the funds to purchase the house in question. The house in question is available for purchase after you complete the Blood on the Ice quest.
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Can you still buy the house in Windhelm after killing Ulfric?

If you go Imperial, you will not be able to buy the house until Ulfric's replacement gives you a quest to find the Helm of Windhelm. But that is just to be allowed to buy a house. You must complete Blood on the Ice for Hjerim to even be up for sale.
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How to buy a house in Windhelm in Skyrim?

To buy the house in Windhelm, Hjerim, you must first complete the "Blood on the Ice" quest and then get in good with the Jarl by progressing the Civil War questline (either siding with the Stormcloaks or Imperials until Windhelm is secured) to become Thane, then speak to Jorleif, the steward, to purchase it for 12,000 gold and clear out the bloodstains.
 
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[SKYRIM] Buy a House in Windhelm

Can you get Hjerim without joining the Stormcloaks?

You can now buy Hjerim without having taken a side in the war at all. The only requirement is completing the quest Blood on the Ice. It does not matter who you choose as the murderer. Once someone is chosen and you are thanked, the house is buyable.
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What's the biggest house you can buy in Skyrim?

The biggest purchasable house in vanilla Skyrim is Proudspire Manor in Solitude, a large, expensive three-story home, but the customizable Hearthfire homes (like Lakeview, Windstad, or Heljarchen) can become significantly larger and more expansive with added wings like libraries, greenhouses, and alchemy labs, making them the true behemoths for most players, especially with the Anniversary Edition's massive Dwarven home. 
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Can I marry Ulfric?

No, you cannot marry Ulfric Stormcloak in the base Skyrim game; he isn't a marriage candidate, but you can make it possible by installing specific mods like "Obedient Ulfric" or others that add marriable options for major faction leaders. In the vanilla game, he's too high-profile and tied to the war for typical marriage mechanics, with few Jarls actually being married, but mods open up this possibility. 
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Can I become Thane before buying Hjerim?

Regardless of the questline followed, there are two requirements to becoming Thane of Eastmarch: Purchase Hjerim from Jorleif for 12,000. Assist five citizens of Eastmarch.
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What is the best buyable house in Skyrim?

The "best" house in Skyrim depends on your playstyle, but popular choices include Honeyside (Riften) for convenience and layout, Vlindrel Hall (Markarth) for unique Dwarven style and armory, Proudspire Manor (Solitude) for luxury (and as a required location for a quest), or Hearthfire homes (Lakeview, Windstad) for customization, farming (Windstad's fishery is great for alchemists). For early game, Breezehome (Whiterun) is a cheap, accessible starter. 
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How to buy Hjerim after Blood on the Ice?

To buy Hjerim in Skyrim after Blood on the Ice (BOTI), you need to finish the questline for whichever side controls Windhelm (Stormcloaks or Imperials) and then speak to the Steward (Jorleif or an Imperial equivalent) to purchase it, but be aware BOTI is buggy and often required to decorate, so do it just before buying if possible, or use console commands on PC to fix if it breaks. 
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How to become a thane of Windhelm?

To become Thane of Windhelm in Skyrim, you must complete the Civil War questline (either side), then help five citizens and buy the house Hjerim from the Steward, after which Jarl Ulfric Stormcloak (or the new Imperial Jarl) will grant you the title and housecarl, Calder, after you talk to them about becoming a Thane. The key is finishing the war to change the Jarl, then fulfilling the requirements. 
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What are the benefits of owning Hjerim?

However the upgrades available for Hjerim include a large armory with many display cases, weapon and shield plaques, mannequins for displaying items, and a large amount of bookshelves. Hjerim also features a secret chamber hidden behind a false-backed wardrobe, which can be turned into an Alchemy and Enchanting room.
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Will I lose Lydia if I join the Stormcloaks?

No, you don't lose anything. She and your baby will both stay safely inside your house until the fight is over and the town is cleaned/repaired.
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Can you be Thane in every city?

It's possible to be the thane of every hold simultaneously. Just help enough people in every hold(5+ for holds with larger cities requiring loading screens, 3+ for holds whose largest city or town does not require a loading screen) and do certain tasks for the jarl/steward to be eligible to purchase a house.
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Is it better to side with Stormcloaks or Imperials?

Deciding between the Stormcloaks and Imperials in Skyrim depends on your roleplaying goals, as both sides have valid points and significant flaws: Imperials offer stability, a stronger military against the Thalmor, and a unified Tamriel but compromise religious freedom (Talos worship ban); Stormcloaks fight for Nord traditions, freedom, and religious rights but are seen as xenophobic, short-sighted, and risk weakening Skyrim against the Thalmor by prolonging civil war, which the Dominion benefits from. 
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Who becomes Jarl of Windhelm after Ulfric dies?

If Ulfric Stormcloak{/Link} dies and the Imperial Legion{/Link} takes Windhelm during the Civil War, Brunwulf Free-Winter becomes the new Jarl of Windhelm, tasked with bringing peace and integrating the city's different races, though he initially struggles with the prejudiced Nord populace.
 
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How many times can you be a Thane in Skyrim?

In Skyrim you can become Thane of every hold. The only exception is Eastmarch in which you can get the thanedom after the civil war is over.
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Is Riften a good city to live in, in Skyrim?

Despite the city's economic strength, it holds a darker side. The home of the notorious Thieves Guild in Skyrim, Riften also sees much corruption in the form of Maven Black-Briar, especially when dealing with rivals.
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Can I marry Illia in Skyrim?

No, you cannot marry Illia in the vanilla Skyrim game because she isn't added to the marriage faction, but you can marry her on PC using console commands to force the interaction or use mods on any platform that enable her as a marriage candidate after completing her quest, "Repentance".
 
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Can I have two wives in Skyrim?

The Dragonborn may now marry multiple spouses (to a Maximum of 11) with the help of the Aspect of Love. One can also easily locate each of their spouses with the aid of a new book, titled “Mara's Tear”, which details each spouse's location.
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Can you get Proudspire Manor for free?

To get Proudspire Manor for "free" in Skyrim, you use a gold-stashing glitch: have 25,000 gold, agree to buy the house from Falk Firebeard in the Blue Palace, then immediately back out and deposit all your gold into a nearby container (like a cupboard or barrel) before the transaction finalizes, effectively getting the house and your gold back. 
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What is the richest place in Skyrim?

Skyrim is a wealthy and powerful province; the hold of Haafingar had always been one of the richest and most influential regions. Solitude was the capital of both Haafingar and Skyrim, and so dominates politically, but also economically.
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What are the three houses you can build in Skyrim?

The three buildable houses in Skyrim, introduced in the Hearthfire DLC, are Lakeview Manor (Falkreath), Heljarchen Hall (The Pale), and Windstad Manor (Hjaalmarch). Players purchase plots of land in these holds and then construct the homes and various wings (like an armory, library, or greenhouse) from the ground up using resources. 
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