Company: BLNE
Filing Date: 2025-11-12
Form Type: 424B5
Source: 0001493152-25-021786
Chunk: 10

Company: Beeline Holdings, Inc.
Filing Date: 2025-11-12
Form: 424B5
Chunk 10
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 shares of Common Stock issuable upon the exercise of outstanding warrants, with a weighted-average exercise price of $1.73 per 
 share;                                                                                                                         |

| ● | 468,029                                                                                                                        
 shares of Common Stock issuable upon the exercise of outstanding stock options, which options have a weighted average exercise 
 price of $5.09 per share; and                                                                                                  |

| ● | Up                                                                                                                              
 to 1,489,140 shares of Common Stock available for issuance pursuant to the Company’s Amended and Restated 2025 Equity Incentive 
 Plan and grants thereunder.                                                                                                     |

The share amounts and prices do not give effect to (i) an estimated 5,868 warrants with an exercise price of $231.20 per share which we are obligated to issue to former Beeline Financial warrant holders as a result of the Merger, (ii) the issuance of up to 277,200 shares of Common Stock upon exercise of the Placement Agent Warrants having an exercise of $2.48 per share, or (iii) potential adjustment to the numbers of conversion and exercise prices and underlying shares pursuant to provisions in the respective securities described herein.

<div align='center'>RISK FACTORS</div>

Any investment in our securities involves a high degree of risk. Investors should carefully consider the risks described below and in documents incorporated by reference herein, including the Risk Factors contained in our prospectus supplement dated September 26, 2025 and Item 1A – Risk Factors of the Company’s Annual Report on Form 10-K for the fiscal year ended December 31, 2024 filed with the SEC on April 15, 2025, and all of the information contained in this prospectus supplement before deciding whether to purchase our securities. Our business, financial condition and results of operations could be materially adversely affected by these risks if any of them actually occur. This prospectus also contains forward-looking statements that involve risks and uncertainties. Our actual results could differ materially from those anticipated in these forward-looking statements as a result of certain factors, including the risks we face as described below and elsewhere in this prospectus supplement.

Our business, affairs, prospects, assets, financial condition, results of operations and cash flows could be materially and adversely affected by these risks. For more information about our SEC filings, please see “Where You Can Find More Information”.

| S-9 |

Because there is substantial doubt as to the Company’s ability to continue as a going concern, we may not be successful and