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On the Record · Zillow Group

Zillow Group acquisitions, on the record

The businesses Zillow Group bought and sold, as its annual reports describe them, with the cash it reported paying for acquisitions each year and every deal filing since 2016.

Deals its annual reports describe

BusinessDealWhenValue
Follow Up Boss (Enchant, LLC, d/b/a Follow Up Boss)
Word for word“On December 8, 2023, we acquired Enchant, LLC, d/b/a Follow Up Boss (“Follow Up Boss”), a customer relationship management system for real estate professionals, for $399 million in cash, net of cash acquired, and contingent consideration of up to $100 million in cash payable over a three-year period upon achievement of certain performance metrics.” 10-K for 2023
acquisitionOn December 8, 2023$399 million in cash, net of cash acquired, and contingent consideration of up to $100 million in cash payable over a three-year period
Spruce Holdings, Inc. (Spruce)
Word for word“On September 11, 2023, we acquired substantially all of the assets and liabilities of Spruce Holdings, Inc. and certain affiliated entities (collectively referred to as “Spruce”), a tech-enabled title and escrow platform, in exchange for total consideration of $19 million, net of cash acquired.” 10-K for 2023
acquisitionOn September 11, 2023total consideration of $19 million, net of cash acquired
Aryeo, Inc. (Aryeo)
Word for word“On July 31, 2023, we acquired Aryeo, Inc. (“Aryeo”), a software company that serves real estate photographers, in exchange for total consideration of $35 million, net of cash acquired.” 10-K for 2023
acquisitionOn July 31, 2023total consideration of $35 million, net of cash acquired
VRX Media Group LLC
Word for word“For example, we acquired ShowingTime.com, Inc. in September 2021, VRX Media Group LLC in December 2022, Aryeo, Inc. in June 2023, Spruce Holdings, Inc. in September 2023, and Enchant, LLC, d/b/a Follow Up Boss, in December 2023.” 10-K for 2023
acquisitionDecember 2022—
ShowingTime.com, Inc.
Word for word“For example, we acquired ShowingTime.com, Inc. in September 2021, VRX Media Group LLC in December 2022, Aryeo, Inc. in June 2023, Spruce Holdings, Inc. in September 2023, and Enchant, LLC, d/b/a Follow Up Boss, in December 2023.” 10-K for 2023
acquisitionSeptember 2021—
Aryeo, Inc.
Word for word“Aryeo Aryeo, Inc., a wholly owned subsidiary acquired on July 31, 2023” 10-K for 2024
acquisitionacquired on July 31, 2023—
Enchant, LLC, d/b/a Follow Up Boss
Word for word“Follow Up Boss Enchant, LLC, d/b/a Follow Up Boss, a wholly owned subsidiary acquired on December 8, 2023” 10-K for 2024
acquisitionacquired on December 8, 2023—
Spruce Holdings, Inc.
Word for word“Spruce Refers to substantially all assets and liabilities of Spruce Holdings, Inc. and certain affiliated entities, which assets and liabilities were acquired on September 11, 2023” 10-K for 2024
acquisitionacquired on September 11, 2023—
Virtual Staging AI Inc.
Word for word“For example, we acquired VRX Media Group LLC in December 2022, Aryeo, Inc. in July 2023, Spruce Holdings, Inc. in September 2023, Enchant, LLC, d/b/a Follow Up Boss, in December 2023, and Virtual Staging AI Inc. in October 2024.” 10-K for 2024
acquisitionOctober 2024—
As filedReported in the company's financial data (XBRL), each linked to its filing
Fiscal year endedCash paid for acquisitions (net of cash acquired)Cash received from selling businessesGoodwill from acquisitions
2016-12-31$16.3 million$3.2 million—
2017-12-31$11.5 million$579,000$7.6 million
2018-12-31$55.1 million$0$53.8 million
2019-12-31$0$0—
2020-12-31$0——
2021-12-31$497 million——
2022-12-31$4 million——
2023-12-31$433 million——
2024-12-31$7 million——
2025-12-31$0——

Deal filings since 2016

Read from Zillow Group’s annual reports (10-K for 2025, 10-K for 2024, 10-K for 2023) and the financial data it files with the SEC, as of 2026-02-11. Every quotation is word for word from the filing linked beside it; how these pages are built and checked. The full record is in its company data sheet.