Stessa vs Zillow
Side-by-side comparison of AI visibility scores, market position, and capabilities
San Francisco CA real estate investment tracking and financial management platform for rental property owners; acquired by Roofstock; free tier widely used by individual investors.
About
Stessa is a real estate investment tracking and financial management platform for rental property owners, originally headquartered in San Francisco, California. Founded in 2016 and acquired by Roofstock, a leading single-family rental marketplace, Stessa provides individual landlords and small real estate investors with tools to track the financial performance of their rental portfolios, automate income and expense categorization, and prepare for tax time without the complexity of full property management software.\n\nStessa's platform automatically imports rental income and expense transactions through bank and mortgage account connections, categorizing them against IRS-compliant real estate schedules. Its portfolio dashboard provides landlords with real-time visibility into net operating income, cash flow, equity appreciation, and return on investment across all properties. Stessa generates tax-ready financial reports including Schedule E support and can export data directly to tax software or accountants.\n\nStessa operates a freemium model with a generous free tier that has driven widespread adoption among individual landlords and small investors, making it one of the most widely used financial tracking tools in the residential investment space. Paid tiers add features like rent collection, lease management, and unlimited document storage. Its acquisition by Roofstock creates a strategic connection between property acquisition (Roofstock's marketplace) and ongoing financial management (Stessa), providing investors with an end-to-end ownership platform. Stessa competes with DoorLoop and Buildium but targets a more financially-focused segment of the market.
NASDAQ: Z largest US real estate marketplace with 204M monthly users and Zestimate AI valuations at $2.2B revenue; Premier Agent program and Zillow Home Loans competing with Realtor.com and Redfin for real estate transaction share.
About
Zillow Group is a Seattle-based real estate technology company — listed on NASDAQ (NASDAQ: Z and ZG) — operating the largest US real estate marketplace with 204 million monthly unique users browsing 160+ million US property listings, home valuations (the proprietary Zestimate AI algorithm), rental listings, and mortgage services, generating $2.2 billion in revenue in fiscal year 2024 through its Premier Agent program (paying real estate agents for lead referrals from buyers and sellers searching on Zillow), Zillow Home Loans (mortgage origination), and rental marketplace revenue. Founded in 2006 by Rich Barton and Lloyd Frink (former Microsoft and Expedia executives), Zillow created the consumer real estate search category with the Zestimate home valuation tool that gave homeowners and buyers unprecedented access to estimated market values outside of broker relationships.
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