Company: BLNE
Filing Date: 2025-05-01
Form Type: 424B5
Source: 0001641172-25-008111
Chunk: 11

Company: Beeline Holdings, Inc.
Filing Date: 2025-05-01
Form: 424B5
Chunk 11
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 in this prospectus supplement. |
| Risk                                  
 factors                               |     |                                                                                                                                     This 
                       investment involves a high degree of risk. See “Risk Factors” beginning on page S-8 of this prospectus supplement, 
 our Annual Report on Form 10-K for the year ended December 31, 2024, which is incorporated by reference into this prospectus supplement, 
        and the other reports incorporated by reference into the accompanying prospectus for a discussion of factors you should carefully 
                                                                                  consider before deciding to invest in our common stock. |
| Nasdaq                                
 symbol                                |     |                                                                                                                                   “BLNE” |

The number of shares common stock to be outstanding immediately after this offering is based on 8,344,693 shares of common stock outstanding as of April 29, 2025 and excludes, as of that date:

| ● | An                                                                                                                              
 estimated 4,078,517 shares of common stock underlying outstanding convertible preferred stock (subject to certain adjustments); |

| S-7 |

| ● | 4,465,105 shares of common stock issuable upon the                                                                             
 exercise of outstanding warrants, with a weighted-average exercise price of $17.40 per share (subject to certain adjustments), 
 including 2,947,995 warrants issuable at $1.12 per share;                                                                      |

| ● | 104                                                                                            
 shares of common stock issuable upon the exercise                                              
 of outstanding stock options, with a weighted average exercise price of $304.34 per share; and |

| ● | Up                                                                                                               
 to 1,200,000 shares of common stock available for issuance pursuant to the Company’s 2025 Equity Incentive Plan. |

Except as otherwise indicated, all information in this prospectus supplement assumes no exercise of the outstanding options or warrants described above.

The share amounts, and conversion and exercise prices reflected above and elsewhere in this prospectus supplement give effect to the 1-for-10 reverse stock split which was effected at 12:01 am ET on March 12, 2025. Share amounts and prices do not give effect to (i) options and warrants which we are obligated to issue to former Beeline Financial warrant holders, as a result of the Merger and (ii) potential future dilution pursuant to price protection and adjustment provisions contained in outstanding securities including the Series F, Series F-1, Series G and certain warrants.

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

Any investment in our securities involves a high degree