Company: BLNE
Filing Date: 2025-05-01
Form Type: 424B5
Source: 0001641172-25-008111
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Company: Beeline Holdings, Inc.
Filing Date: 2025-05-01
Form: 424B5
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 align='center'>PROSPECTUS SUPPLEMENT SUMMARY</div>

This summary is not complete and does not contain all of the information that you should consider before investing in the securities offered by this prospectus supplement and the accompanying prospectus. You should read this summary together with the entire prospectus supplement and the accompanying prospectus, including our consolidated financial statements, the notes to those consolidated financial statements and the other documents that are incorporated by reference in this prospectus supplement and the accompanying prospectus, before making an investment decision. See “Risk Factors” beginning on page S-8 of this prospectus supplement for a discussion of the risks involved in investing in our securities.

<div align='center'>Overview</div>

The Company is a Nevada corporation incorporated in 2004 with its principal place of business in Providence, Rhode Island. On October 7, 2024, the Company closed the merger with Beeline Financial Holdings, Inc. (“Beeline Financial”) pursuant to which Beeline Financial became a wholly-owned subsidiary of the Company (the “Merger”). In connection with the Merger, the Company also completed a debt exchange transaction with certain of its existing lenders and sold the largest segment of its business.

Following the transactions mentioned above, the Company currently operates through two subsidiaries:

Beeline Financial

Beeline Financial is a fintech mortgage lender and title provider aimed at transforming the home loan process into a shorter, easier path than conventional mortgage lending for millions of Americans seeking a digital experience. Beeline Financial has built a proprietary mortgage and title platform leveraging advanced technical tools with sophisticated language learning models and combining an appropriate amount of human interaction to create a better outcome for mortgage borrowers. Beeline Financial was founded in 2019 with principal offices located in Providence, Rhode Island. An Australian subsidiary has offices in Burleigh Heads, Australia. Beeline Financial also has executive office suites in three locations in the United States.

Spirits

Bridgetown Spirits Corp. (“Spirits”) manufactures, blends, bottles, markets and sells a wide variety of alcoholic beverages, including vodka, bourbon and tequila, under recognized brands in 30 U.S. states. Spirits sells its products on a wholesale basis to distributors through open states, and brokers in control states.

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<div align='center'>Recent Developments</div>

Reverse Stock Split

On March 12, 2025, the Company effected a 1:10 reverse stock split of its common stock. Share and per-share amounts set forth in this prospectus supplement give