There is no way you would consider buying a house in America without getting on the Zillow app at some point in your hunt. Back in the day, when data was scarce, and your only point of information was a real estate agent, you were in the dark about how much your dream home really cost. You asked other agents, who were acting in a nexus to keep prices high and their share of the pie large, and you prayed to God that they didn’t rip you off.
As a result, if you weren’t savvy and didn’t put in a considerable amount of footwork, you consistently overpaid on your down payments. Studies reveal that before Zillow’s data democratisation, an investor paid 2%-5% as an ignorance tax. If you were from out of town, you paid an additional 2%. The informed buyer who uses an app like Zillow saves 4.75% on their payments.
The author of Freakonomics, Steven Levitt, examined the selling habits of real estate agents when it came to their own homes and found that they kept their properties on the market around 10 days longer and sold them for roughly 3% higher than those of their clients. This is not a trivial sum. To put things into context, the 5% overpayment is approximately $20,500 to $25,650 for the average American homebuyer. That can get you a brand new Honda Civic or Toyota Corolla, a full kitchen renovation, or the entire down payment for a first-time buyer. Zillow is a revolution in the real estate industry. It is a boon to the buyer, saving American homeowners $750 billion in aggregate since 2010.
When Jeremy Wacksman took the helm as Zillow’s CEO in late 2024, the company had just shuttered its ambitious home-flipping venture, Zillow Offers, after some spectacular miscalculations, leaving it holding properties it had overpaid for. Wall Street was sceptical. Agents were wary. Competitors were circling. Jeremy Wacksman proved the doubters wrong as Zillow made a miraculous comeback with mid-teens revenue growth, which got investors cheering.
In a letter to shareholders, Zillow CEO Jeremy Wacksman and CFO Jeremy Hofmann wrote, “Our consistently strong performance reinforces that Zillow can grow regardless of what the residential real estate market is doing,” proving that Zillow has decoupled itself from the fate of interest rates and will continue to grow irrespective of the number of homebuyers.
Jeremy Wacksman’s vision is transforming Zillow into what he calls a “housing super app,” a one-stop digital ecosystem that touches every step of buying or selling a home.
What exactly is PropTech, anyway?
Before we deep dive into Zillow and its software-realty revolution, let’s look at the industry it operates in. Zillow can be classified as what economists and technologists call PropTech, just short for property technology. The company uses information technology and digital platforms to give you, the consumer, insights into the real estate market, which is traditionally known for its opacity. Think of it as everything that happens when Silicon Valley meets the housing market.
Even though the global real estate market is valued at hundreds of trillions, the technology that services it is in its adolescence, with annual revenues at around $35 to $45 billion and growing at roughly 12%-16% (in places like Bangkok and Manila, that rate is much higher at 19%). Among global giants like China and Europe, the US dominates PropTech, holding 35%-45% (approximately $12 billion to $16 billion) of the global market. The reason for that is companies like Zillow, CoStar, and Procore. America has a unique combination of standardised data (MLS), high transaction volume, and a tech-centric culture that encourages digital adoption.
Zillow doesn’t control the housing market, but it is definitely in charge of the digital front door of the real estate business. It generated a revenue of $2.5 billion in 2025 and has a massive 15%-20% of the American PropTech market share. Over 60% of Americans who use their mobiles to browse real estate do so through Zillow, and in the residential sector, Zillow is the de facto search engine. It’s Google for home buyers. While they only capture a small slice of the commission dollars (via agent fees), they control the flow of customers.
And why is this happening? It’s because of three major technological shifts. For starters, generative AI is no longer about experimental chatbots and is adept at statistical analysis and can accurately predict which homeowners will sell their property. Artificial intelligence (AI) also performs exceptionally well in automated mortgage underwriting (which improves liquidity by reducing underwriting time from weeks to days), and writes listing descriptions tailored to each customer and with better precision than most human agents.
Then there are immersive technologies like virtual tours and 3D walkthroughs, which help you visualise and feel which home is right for you. Finally, sustainability tech has emerged as a serious value driver, especially in Europe, where buildings are increasingly valued based on their energy efficiency and carbon footprint.
What makes PropTech fascinating is that it varies significantly by location. In Southeast Asia, it’s about managing rapid urbanisation through state-level infrastructure; think government platforms that coordinate transit systems with residential development. In Europe, it’s driven by sustainability regulations, with digital twins of buildings used primarily for energy optimisation and compliance.
American PropTech solves a uniquely American problem. Companies like Zillow have figured out how to bring efficiency and transparency to a fragmented market dominated by 1.5 million independent agents and a patchwork of local Multiple Listing Services.
The story of Zillow
Zillow, an idea thought up by Rich Barton and Lloyd Frink, was launched in 2004. What’s interesting is that both these men were former Microsoft employees who launched Expedia in the 1990s. It’s interesting because Expedia was a web portal that freed information from travel agents and ensured that ticketing and hotel prices were transparent. It was a data democratisation company that disrupted travel. All Barton and Frink did was to apply the successful techniques they used in the travel industry to disrupt the real estate industry. The duo were about to revolutionise real estate by making all home values public.
At the time, this was a radical move. Real estate data was locked away behind agent gates, and if you wanted to know what your neighbour’s house sold for or what your own home might be worth, you had to call a real estate agent and hope they’d share that information. Zillow’s “Zestimate” (an algorithmic home valuation tool) changed everything. Suddenly, anyone with an internet connection could get an instant estimate of any property’s value. The industry opposed it, with agents concerned about job security and critics lamenting inaccuracies in price. However, consumers loved it. Within a few years, Zillow had become the most visited real estate website in America, attracting millions of people who were curious about home values, not necessarily looking to buy or sell.
For years, Zillow operated as what insiders call a “media portal.” It made money by selling advertising and leads to real estate agents through its Premier Agent programme. Think of it as the Google of real estate, a place where buyers started their search, but where the actual transaction happened elsewhere, facilitated by traditional agents and lenders.
Then came the iBuying era. Flush with investor confidence and inspired by the success of companies that were “disrupting” traditional industries, Zillow launched Zillow Offers in 2018. The concept was a simple one. We will use data and algorithms to buy homes directly from sellers, make light renovations, and resell them at a profit. You cut the middleman off and inefficiencies of the traditional market, and capture more of the transactional value. It made absolute sense and was a bold move, championed by Barton, who returned as CEO in 2019 to steer the ship through this “Moonshot.”
However, the algorithms miscalculated. The company overpaid for properties just as the market softened. By November 2021, the real estate market had become erratic, COVID-19 had hit, and home price appreciation was behaving unpredictably. Zillow’s algorithms, designed to forecast prices, struggled to keep up with the wild swings of a market influenced by a pandemic, inflation, and supply chain shocks. A simultaneous labour shortage and supply chain crisis meant that Zillow could not renovate and flip homes fast enough. The company discovered a backlog of inventory it could not clear, comprising thousands of homes that were depreciating each passing day. In the third quarter of 2021 alone, the Zillow Offers segment posted a staggering loss of $339.2 million, necessitating a write-down of over $540 million. Zillow Offers shut down, and a quarter of Zillow’s employees paid the price with unemployment. A truly humbling moment for a company that had spent years positioning itself as the smart data-driven disruptor.
Innovation of the Housing Super App
Instead of doubling down on Zillow Offers, caught in a vicious sunk cost fallacy, Zillow shut down the venture. The brilliance of this move became apparent in the years that followed. By exiting the capital-intensive, low-margin business of house flipping, Zillow was able to pivot back to its core strengths of audience, data, and software. This strategic retreat gave birth to the “Housing Super App” strategy, the engine driving Zillow’s success in 2025. So, the whole Super App vision is really about playing the role of the conductor in a real estate orchestra. It’s managing the transaction from start to finish without actually owning any of the assets involved. It integrates buying, selling, renting, and financing into a seamless, all-in-one digital experience. Zillow profits at each stage, avoiding the headaches and risks associated with holding inventory.
Jeremy Wacksman was the one who made this vision a reality. He was the COO right in the thick of that big pivot, and then he stepped up to CEO in August 2024. Under his guidance, this Super App approach has completely revamped Zillow’s financial picture.
The company shifted its focus to “Enhanced Markets,” cities like Phoenix and Atlanta, where it deployed a full suite of integrated services. The results have been spectacular. In these markets, customer transaction share has increased by over 80% since 2022. By early 2025, Zillow had expanded its Enhanced Market footprint to cover 21% of its connections, with a clear path to 35% by year-end and a long-term goal of 75%.
This pivot restored Zillow’s profitability and financial health. In 2024 and 2025, the company maintained gross margins above 75%, a figure characteristic of elite software firms rather than the slim margins of the construction industry. It’s quite impressive how this company managed to make a major comeback. They achieved positive GAAP net income in Q1 2025, and projections indicate they will remain profitable throughout the entire fiscal year. This marks a significant shift from the substantial losses they experienced back in 2021. Their balance sheet? It’s like a fortress now, sitting on $1.6 billion in cash and investments as of early 2025. That level of liquidity allows them to invest in innovation and weather any economic challenges that may arise.
Zillow owes this turnaround to Jeremy Wacksman’s leadership. As a former engineer at Xbox (another Microsoft subsidiary), he was well versed in that sharp, product-focused discipline. And he brought that over to the C-suite. His intellectual curiosity and willingness to admit ignorance when he did not know something were conducive to a team-based problem-solving approach crucial to tackle the crisis at hand. He took this fuzzy idea of a “Super App” and turned it into real, tangible products like Zillow Rentals, Zillow Home Loans, and the agent-facing Zillow Pro. Just look at Rentals now. It grew revenue by 33% year-over-year in Q1 2025, and aims for a $500 million run rate.
Sure, detractors love to bring up the flop of Zillow Offers as some kind of permanent stain, but by 2025, industry folks see it as a “clarifying moment” that actually highlighted the company’s resilience. It eliminated a distracting business model and encouraged everyone to focus on digital integration. The Zillow that emerged from that 2021 situation is leaner, more focused, and much more scalable. They realised their real strength isn’t in owning actual homes, but in owning the digital backbone that makes homeownership happen. That lesson, earned the hard way, is what’s driving all this optimism now. It’s shifting their strategy away from betting on market prices and toward capitalising on the efficiencies they build.
The future of home sales
In 2025, Zillow really dug in this massive technological moat that’s so deep and wide, it’s struggling to seize its market share. They’ve ditched the old-school world of flat 2D photos and scattered data bits, and stepped right into the era of the “Digital Twin.” We are talking about the super immersive, data-packed virtual copy of a home. It’s not just for show, and this tech jump is what makes remote deals possible and sets Zillow miles apart from everyone else.
The star of their tech lineup is “SkyTour,” which they launched in July 2025 just for “Showcase” listings. SkyTour, a breakthrough in computer vision, is powered by this rendering method called “Gaussian Splatting.” Instead of those clunky traditional 3D models with meshes of triangles, it uses millions of “splats,” which are these ellipsoidal bits that nail complex surfaces and lighting with spot-on photorealism. This stuff was once only for fancy movie effects and games, but now it lets you “fly” around a property on your phone, checking out the roof, backyard, and whole neighbourhood like you’re piloting a drone.
The engineering feat behind SkyTour is huge. Scientists like Will Hutchcroft and executives like Steve Anderson, who headed the Zillow crew, figured out how to tweak this heavy-duty process so it runs butter-smooth on regular web browsers and smartphones. It’s basically made high-fidelity spatial data accessible to everyone, and that shifts how people think about house hunting. It gives buyers that “being there” vibe that plain pics can’t touch, cutting down on in-person visits and speeding up decisions. The numbers back it up. Showcase listings with SkyTour pull in 79% more page views, 76% more saves, and 91% more shares than comparable non-Showcase ones. This initiates a positive cycle where sellers are eager to utilise Zillow’s premium marketing tools, generating additional revenue and enhancing the platform.
But killer visuals are just one piece of Zillow’s 2025 tech puzzle. They’ve gone all-in on weaving AI into the money and search sides of things, too. Take the “BuyAbility” tool. They have nailed it in 2025, and it hits right at the biggest worry for today’s homebuyers: Can I afford this? Old mortgage calculators are rigid and often off-base, ignoring how credit scores, debt-to-income ratios, and changing interest rates all mix together. BuyAbility? It’s live and adaptive. It retrieves real-time mortgage rates customised for your location and credit profile, producing a personalised “purchasing power” score that updates daily.
As rates bounce around in the wild 2025 economy, your BuyAbility score updates on the spot. When you’re scrolling the Zillow map, homes get marked as “Within BuyAbility,” so you can ditch the ones that are a financial stretch and zero in on real options. But it doesn’t stop at crunching numbers. It breaks down how boosting your credit or increasing your down payment tweaks your power, turning you into your personal digital money coach. And by baking Zillow Home Loans right in, they snag you when you’re most ready, making the jump from looking to locking in financing seamless.
On top of that, Zillow flipped the search game with Generative AI. They hooked up a ChatGPT plugin and natural language smarts, so you can do full-on conversational searches. No more fiddling with a ton of filters. Just type something like, “Find me a three-bedroom house in Austin with a big backyard under $500k that’s near good schools.” The AI gets the subtleties and serves up tailored results. This technology also enhances the agent tools. Through the “Zillow Pro” suite, AI analyses user habits to provide agents with “smart lists” and recommended actions. If a buyer keeps eyeing a listing or shares it with someone, the AI pings the agent to follow up, cranking up how well leads turn into deals.
What’s next for Zillow?
As Zillow looks toward 2030, its vision extends beyond profits to stewardship of the housing ecosystem. Through its Super App, the company wields technology for social good, exemplified by the Housing Connector partnership. Since 2019, this initiative has housed over 10,000 homeless individuals by linking case managers with flexible landlords, turning Zillow’s database into a lifeline. Plans aim for 30,000 more placements, proving data can solve systemic crises.
By 2030, the Super App may become the “One-Click Home,” integrating title, escrow, and insurance for seamless transactions, targeting 45% EBITDA margins.
The efficiencies of PropTech are saving tens of thousands of dollars for families at a time when housing prices are near inaccessible for most Americans. Zillow is bringing the American Dream, of which owning one’s own home is a major symbol, closer to every family. It will be a steady and slow process, with Wacksman proclaiming, “Affordability conditions are projected to improve… but it should be a gradual recovery and a year of ‘small wins’.”
In triumph, Zillow has overcome its iBuying woes, forging resilient software and partnerships. Spanning from the 2006 server crashes to the AI immersion of 2025, it empowers consumers, emerging as the optimistic, accessible, and enduring cornerstone of the digital infrastructure for the American Dream.