Zillow at 20: Real estate giant leans on AI to make homebuying hurt less
Zillow’s AI-Powered Vision: Transforming the Homebuying Experience into a “Remote Control” for Real Estate Transactions
In the rapidly evolving landscape of real estate technology, Zillow Group is positioning itself at the forefront of a revolutionary transformation that could fundamentally change how Americans buy and sell homes. As the company celebrates its 20th anniversary, CEO Jeremy Wacksman envisions a future where Zillow becomes more than just a property search platform—it becomes an intelligent, AI-powered “remote control” that manages the entire homebuying journey from start to finish.
The Next Platform Shift: AI as Zillow’s Mobile Moment
When Jeremy Wacksman joined Zillow in 2009, his first major project was bringing the platform to the iPhone, recognizing mobile as the next frontier for real estate search. Today, Wacksman identifies generative AI as an even more significant platform shift, one that promises to be “bigger for Zillow than mobile” and represents the company’s most ambitious transformation yet.
“It’s going to enable all of our services to just be a lot smarter and a lot more intelligent and a lot more personalized,” Wacksman told GeekWire in a recent interview. “And I think it will help us solve the problem we’ve been after forever: how do we digitize the transaction, and how do we actually integrate and remove all the busy work and the redundant paperwork and the errors and the pain of the transaction?”
This vision represents a fundamental shift in Zillow’s business model. While the company built its brand on property search and advertising revenue from real estate agents—with more than 200 million monthly visitors to its apps and websites—the future lies in facilitating the entire homebuying process, not just the initial search.
The “Housing Super App” Strategy: Beyond Search
Zillow’s current strategy emerges from the lessons learned during its failed “iBuying” experiment with Zillow Offers, where the company attempted to flip homes at scale. While that venture ultimately proved unsustainable, it revealed Zillow’s true ambition: to streamline the homebuying process beyond search and address what can be an incredibly stressful experience for buyers.
“More than half of buyers report that they cry during the transaction process,” Wacksman noted, highlighting the emotional and logistical challenges that currently plague real estate transactions. This statistic underscores the massive opportunity for technology to reduce friction and improve the experience.
The company is deliberately moving away from a model where it merely facilitates connections between buyers and sellers toward one where it participates in and simplifies the entire transaction. This shift is already showing results: Zillow’s mortgage business grew 36% year-over-year in the third quarter of 2025, while its rental segment expanded by 41%. The company is also piloting closing services, further expanding its role in the transaction lifecycle.
AI as the Engine of Transformation
At the heart of Zillow’s ambitious vision is artificial intelligence, which the company sees as central to its “housing super app” strategy. Zillow CTO David Beitel, who has led the company’s technology efforts since 2005, describes the capabilities of large language models as “pretty monumental.”
“We’re using AI to boost CRM tools for real estate agents—summarizing calls, drafting follow-up messages, prepping next-step checklists, and reducing repetitive data entry,” Beitel explained. The results are impressive: agents have sent millions of AI-assisted messages, with the company reporting improved conversion rates.
But the transformation extends far beyond customer-facing applications. Inside Zillow’s own walls, AI is dramatically changing how the company operates. Software teams are shipping more code with the same headcount, with some teams reporting up to 15% improvement in productivity thanks to AI-assisted development. The company has implemented internal copilots that can query documents, Slack conversations, and emails, allowing employees to ask natural-language questions against Zillow’s proprietary data. Recruiters are using AI to help schedule interviews and coordinate with candidates.
“Just in the past two years, we’ve much higher expectations of our team about embracing these tools and using them in their daily jobs,” Beitel said. While Zillow encourages experimentation with AI tools, it stops short of mandating specific technologies, allowing managers to adapt large language models to their specific workflows.
The Human Element: AI as Enabler, Not Replacement
Despite the extensive automation, both Wacksman and Beitel emphasize that they don’t see AI replacing real estate professionals. Instead, they frame the technology as the next step in a long evolution that began when agents were gatekeepers of physical listing books and have since become guides in a digital world where buyers already know what’s on the market.
“It’s going to pull away all the busy work, all the back office work, all the coordination, all the data collection—all the stuff that a machine can do—to let the human do a great job of actually being your guide,” Wacksman explained. This philosophy positions AI as an enhancer of human capabilities rather than a replacement, allowing real estate professionals to focus on the high-touch, advisory aspects of their work while automation handles routine tasks.
Market Challenges and Regulatory Headwinds
Zillow’s ambitious AI-powered transformation is unfolding against a challenging housing market backdrop. Wacksman describes the current environment as “bouncing along the bottom,” with existing home sales remaining well below pre-pandemic norms and affordability still strained in many markets. Even optimistic forecasts predict only modest improvement in the near term.
This challenging market puts pressure on Zillow’s strategy of growing revenue at a double-digit clip by capturing a bigger slice of every transaction, even if the total number of transactions isn’t increasing significantly. The company is betting that by making the process more efficient and less painful, it can increase its share of a relatively stagnant market.
Compounding these market challenges are significant regulatory headwinds. Zillow is currently facing multiple high-profile legal challenges that could impact its business model. The company is a defendant in an antitrust lawsuit from the Federal Trade Commission and multiple states over its multifamily rental listings syndication deal with Redfin. The case alleges that the arrangement stifles competition in the rental advertising market.
Additionally, Zillow is defending a lawsuit from brokerage Compass challenging its private-listing policies and a separate copyright infringement case from rival CoStar over the use of listing photos. These legal challenges raise questions about how much control one platform should have over the digital infrastructure of the housing market.
The Path Forward: Capturing a Growing Share of a Static Market
Despite these challenges, Wacksman remains confident in Zillow’s strategy and growth potential. He points out that the company still touches only a single-digit share of U.S. transactions, suggesting significant room for expansion even without market growth.
“We can grow our business regardless of what happens in [the] macro, and regardless of the clouds from external forces,” Wacksman asserted. This confidence reflects Zillow’s belief that by making the homebuying process more efficient, less stressful, and more integrated, it can capture a larger portion of each transaction’s value.
The company’s vision of becoming a “remote control” for the entire homebuying experience represents a bold bet on the future of real estate technology. If successful, Zillow could transform from a property search platform into an indispensable platform that manages everything from initial search through mortgage, closing, and beyond.
As Zillow marks its 20th anniversary, the company stands at a pivotal moment. The combination of generative AI capabilities, a clear strategic vision, and the massive pain points in the current homebuying process creates a unique opportunity. Whether Zillow can successfully execute this transformation while navigating regulatory challenges and market headwinds will determine not just the company’s future, but potentially the future of how Americans buy and sell homes.
The next few years will reveal whether Zillow’s AI-powered “remote control” vision becomes the new standard for real estate transactions or remains an ambitious but unrealized dream. What’s clear is that the company is betting everything on the belief that artificial intelligence can solve the age-old problem of making homebuying less painful, more efficient, and ultimately more accessible to millions of Americans.
tags
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viral_sentences
Zillow wants to be your homebuying remote control, not just your search engine
AI is Zillow’s biggest platform shift since mobile, and it’s transforming everything
More than half of homebuyers cry during the transaction process—Zillow wants to fix that
Zillow’s mortgage business grew 36% year-over-year as AI transforms the experience
Inside Zillow: Software teams shipping 15% more code thanks to AI-assisted development
Zillow’s vision: AI handles the busy work so humans can be better guides
The housing market is “bouncing along the bottom,” but Zillow sees massive growth potential
Zillow faces FTC antitrust lawsuit over rental listings deal with Redfin
Zillow still touches only single-digit share of US transactions—massive room to grow
From search engine to transaction platform: Zillow’s 20-year evolution
AI copilots at Zillow let employees query documents, Slack, and email with natural language
Zillow’s failed iBuying experiment led to its current housing super app strategy
Real estate agents aren’t being replaced—they’re being augmented by AI
Zillow built its brand on search, but the future is in facilitating entire transactions
The company that digitized home search now wants to digitize the entire homebuying process
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