8-K

UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, DC 20549

FORM 8-K

CURRENT REPORT

Pursuant to Section 13 or 15(d)

of the Securities Exchange Act of 1934

Date of Report (Date of earliest event reported): April 18, 2024

ALPINE INCOME PROPERTY TRUST, INC.

(Exact name of registrant as specified in its charter)

Maryland	Commission File Number 001-39143	84-2769895
(State or other jurisdiction of incorporation or organization)		(I.R.S. Employer Identification No.)

369 N. New York Avenue, Suite 201 Winter Park, Florida	32789
(Address of principal executive offices)	(Zip Code)

Registrant’s Telephone Number, including area code

(386) 274-2202

Check the appropriate box below if the Form 8-K filing is intended to simultaneously satisfy the filing obligation of the registrant under any of the following provisions:

☐	Written communications pursuant to Rule 425 under the Securities Act (17 CFR 230.425)
☐	Soliciting material pursuant to Rule 14a-12 under the Exchange Act (17 CFR 240.14a-12)
☐	Pre-commencement communications pursuant to Rule 14d-2(b) under the Exchange Act (17 CFR 240.14d-2(b))
☐	Pre-commencement communications pursuant to Rule 13e-4(c) under the Exchange Act (17 CFR 240.13e-4(c))

Securities Registered Pursuant to Section 12(b) of the Act

Title of each class	Trading Symbol	Name of each exchange on which registered
Common Stock, $0.01 Par Value	PINE	NYSE

Indicate by check mark whether the registrant is an emerging growth company as defined in Rule 405 of the Securities Act of 1933 (§230.405 of this chapter) or Rule 12b-2 of the Securities Exchange Act of 1934 (§240.12b-2 of this chapter).

Emerging growth company  ☒

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act.  ☒

Item 2.02. Results of Operations and Financial Condition

On April 18, 2024, Alpine Income Property Trust, Inc., a Maryland corporation (the "Company"), issued an earnings press release and an investor presentation relating to the Company’s financial results for the quarter ended March 31, 2024. Copies of the press release and investor presentation are attached hereto as Exhibits 99.1 and 99.2, respectively, and are incorporated herein by reference.

The information in Item 2.02 of this Current Report, including Exhibits 99.1 and 99.2 is being furnished and shall not be deemed “filed” for purposes of Section 18 of the Securities Exchange Act of 1934, as amended (the “Exchange Act”), or otherwise subject to the liabilities of that Section. The information in this Current Report shall not be incorporated by reference into any registration statement or other document pursuant to the Securities Act of 1933, as amended (the “Securities Act”), or the Exchange Act, unless it is specifically incorporated by reference therein.

Item 7.01. Regulation FD Disclosure

On April 18, 2024, the Company issued an earnings press release and an investor presentation relating to the Company’s financial results for the quarter ended March 31, 2024. Copies of the press release and investor presentation are attached hereto as Exhibits 99.1 and 99.2, respectively, and are incorporated herein by reference.

The furnishing of these materials is not intended to constitute a representation that such furnishing is required by Regulation FD or other securities laws, or that the materials include material investor information that is not otherwise publicly available. In addition, the Company does not assume any obligation to update such information in the future.

The information in Item 7.01 of this Current Report, including Exhibits 99.1 and 99.2 is being furnished and shall not be deemed to be “filed” for purposes of Section 18 of the Exchange Act or otherwise subject to the liabilities of that Section. The information in this Current Report shall not be incorporated by reference into any registration statement or other document pursuant to the Securities Act or the Exchange Act, unless it is specifically incorporated by reference therein.

Item 9.01. Financial Statements and Exhibits

(d) Exhibits

99.1 Earnings Press Release dated April 18, 2024

99.2 Investor Presentation dated April 18, 2024

104 Cover Page Interactive Data File (embedded within the Inline XBRL document)

SIGNATURES

Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned hereunto duly authorized.

Date: April 18, 2024

Alpine Income Property Trust, Inc.

By: /s/ Lisa M. Vorakoun

Vice President, Chief Accounting Officer

and Interim Chief Financial Officer and

Treasurer (Principal Financial Officer

and Principal Accounting Officer)

EX-99.1

Press Release

Contact:Lisa M. Vorakoun

Vice President, Chief Accounting Officer and Interim Chief

Financial Officer and Treasurer

(386) 944-5641

lvorakoun@alpinereit.com

FOR IMMEDIATE RELEASE ALPINE INCOME PROPERTY TRUST REPORTS FIRST QUARTER 2024 OPERATING RESULTS

WINTER PARK, FL – April 18, 2024 – Alpine Income Property Trust, Inc. (NYSE: PINE) (the “Company”or “PINE”) today announced its operating results and earnings for the quarter ended March 31, 2024.

Select Highlights

◾ Reported Net Loss per diluted share attributable to the Company of ($0.02) for the quarter ended March 31, 2024.

◾ Reported FFO per diluted share of $0.41 for the quarter ended March 31, 2024, an increase of 13.9% from the comparable prior year period.

◾ Reported AFFO per diluted share of $0.42 for the quarter ended March 31, 2024, an increase of 16.7% from the comparable prior year period.

◾ Originated one first mortgage investment with a total funding commitment of $7.2 million, of which $3.6 million was funded during the quarter ended March 31, 2024, at an initial yield of 11.3%.

◾ Increased investment grade-rated tenant exposure to 65% as of March 31, 2024, up from 58% as of March 31, 2023.

◾ Repurchased 45,768 shares of the Company’s common stock at a weighted average gross price of $16.90 per share, for a total cost of $0.8 million.

◾ Paid a cash dividend for the first quarter of 2024 of $0.275 per share, representing an annualized yield of 7.5% based on the closing price of the Company’s common stock on April 17, 2024.

CEO Comments

“We are pleased that our earnings and portfolio will benefit from our origination of a high yielding $7.2 million first mortgage, Chick-fil-A anchored pad site development, which we closed in the first quarter of 2024,” said John P. Albright, President and Chief Executive Officer of Alpine Income Property Trust. “While we were actively pursuing traditional acquisitions, we have found sellers reluctant to transact at prices that reflect the current interest rate environment. We are anticipating that the market for traditional acquisitions will become more attractive as the markets continue to adjust to higher for longer rates.”

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Quarterly Operating Results Highlights

The table below provides a summary of the Company’s operating results for the quarter ended March 31, 2024 (in thousands, except per share data):

	Three Months Ended March 31, 2024		Three Months Ended March 31, 2023		Variance to Comparable Period in the Prior Year
Total Revenues	$	12,466	$	11,156		$ 1,310	11.7%
Net Income (Loss)	$	(283)	$	3,745		$ (4,028)	(107.6%)
Net Income (Loss) Attributable to PINE	$	(260)	$	3,339		$ (3,599)	(107.8%)
Net Income (Loss) per Diluted Share Attributable to PINE	$	(0.02)	$	0.21		$ (0.23)	(108.2%)
FFO (1)	$	6,130	$	5,627		$ 503	8.9%
FFO per Diluted Share (1)	$	0.41	$	0.36		$ 0.05	13.9%
AFFO (1)	$	6,243	$	5,635		$ 608	10.8%
AFFO per Diluted Share (1)	$	0.42	$	0.36		$ 0.06	16.7%
Dividends Declared and Paid, per Share	$	0.275	$	0.275		$ 0.000	0.0%

⁽¹⁾ See the “Non-GAAP Financial Measures” section and tables at the end of this press release for a discussion and reconciliation of Net Income (Loss) to non-GAAP financial measures, including FFO, FFO per diluted share, AFFO, and AFFO per diluted share.

Investments 

During the three months ended March 31, 2024, the Company acquired one land parcel, for which the Company already owned the property leased to CVS, for a purchase price of $1.0 million, reflecting a going-in cash cap rate of 7.3% representing the value of monthly lease payments which will no longer be required.

During the three months ended March 31, 2024, the Company originated one first mortgage investment with a total funding commitment of $7.2 million, of which $3.6 million was funded during the quarter ended March 31, 2024,  at an initial yield of 11.3%.

Property Portfolio

The Company’s property portfolio consisted of the following as of March 31, 2024:

Number of Properties	138
Square Feet	3.8 million
Annualized Base Rent	$38.9 million
Weighted Average Remaining Lease Term	6.9 years
States where Properties are Located	35
Occupancy	99.0%
% of Annualized Base Rent Attributable to Investment Grade Rated Tenants (1)(2)	65%
% of Annualized Base Rent Attributable to Credit Rated Tenants (1)(3)	89%

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Any differences are a result of rounding.

⁽¹⁾ Annualized Base Rent (“ABR”) represents the annualized in-place straight-line base rent required by the tenant’s lease. ABR is a non-GAAP financial measure. We believe this non-GAAP financial measure is useful to investors because it is a widely accepted industry measure used by analysts and investors to compare the real estate portfolios and operating performance of REITs.  

⁽²⁾ The Company defines an Investment Grade Rated Tenant as a tenant or the parent of a tenant with a credit rating from S&P Global Ratings, Moody’s Investors Service, Fitch Ratings or the National Association of Insurance Commissioners of Baa3, BBB-, or NAIC-2 or higher. If applicable, in the event of a split rating between S&P Global Ratings and Moody’s Investors Services, the Company utilizes the higher of the two ratings as its reference point as to whether a tenant is defined as an Investment Grade Rated Tenant.

⁽³⁾ The Company defines a Credit Rated Tenant as a tenant or the parent of a tenant with a credit rating from S&P Global Ratings, Moody’s Investors Service, Fitch Ratings or the National Association of Insurance Commissioners.

The Company’s property portfolio included the following top tenants that represent 2.0% or greater of the Company's total annualized base rent as of March 31, 2024:

Tenant	Credit Rating (1)	% of Annualized Base Rent
Walgreens	BBB- / Ba2	12%
Lowe’s	BBB+ / Baa1	9%
Dick’s Sporting Goods	BBB / Baa3	9%
Dollar Tree/Family Dollar	BBB / Baa2	9%
Dollar General	BBB / Baa2	5%
Walmart	AA / Aa2	5%
Best Buy	BBB+ / A3	4%
At Home	CCC / Caa3	4%
Hobby Lobby	NR / NR	3%
Home Depot	A / A2	3%
LA Fitness	B/ B3	2%
Kohl’s	BB / Ba2	2%
Burlington	BB+ / Ba2	2%
Camping World	B / B2	2%
Other		29%
Total		100%

Any differences are a result of rounding.

⁽¹⁾ Credit rating is from S&P Global Ratings, Moody’s Investors Service, Fitch Ratings or the National Association of Insurance Commissioners, as applicable, as of March 31, 2024.

The Company’s property portfolio consisted of the following industries as of March 31, 2024:

Industry			% of Annualized Base Rent
Dollar Stores			14%
Pharmacy			13%
Home Improvement			13%
Sporting Goods			12%
Home Furnishings			8%
General Merchandise			6%
Consumer Electronics			6%
Grocery			5%
Entertainment			5%
Off-Price Retail			4%

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Health & Fitness			4%
Specialty Retail			3%
Automotive Parts			2%
Office Supplies			1%
Convenience Stores			1%
Farm & Rural Supply			1%
Quick Service Restaurant			1%
Casual Dining			<1%
Pet Supplies			<1%
Other (1)			< 1%
Total	23 Industries		100%

Any differences are a result of rounding.

⁽¹⁾ Includes four industries collectively representing less than 1% of the Company’s ABR as of March 31, 2024.

The Company’s property portfolio included properties in the following states as of March 31, 2024:

State			% of Annualized Base Rent
New Jersey			12%
Texas			9%
New York			9%
Michigan			8%
Ohio			7%
Georgia			6%
Florida			5%
Illinois			4%
West Virginia			4%
Oklahoma			3%
Alabama			3%
Minnesota			3%
Kansas			3%
Arizona			2%
Wisconsin			2%
Louisiana			2%
Missouri			2%
Massachusetts			2%
Maryland			2%
Nevada			2%
South Carolina			2%
Pennsylvania			2%
Arkansas			1%
Connecticut			1%
Indiana			1%
New Mexico			1%
Nebraska			<1%
Maine			<1%

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North Carolina			<1%
Washington			< 1%
South Dakota			< 1%
California			< 1%
Virginia			< 1%
Kentucky			< 1%
Mississippi			< 1%
Total	35 States		100%

Any differences are a result of rounding.

Capital Markets and Balance Sheet

During the quarter ended March 31, 2024, the Company completed the following notable capital markets activity:

◾ Repurchased 45,768 shares of the Company’s common stock for a total cost of $0.8 million, or an average price of $16.90 per share. 

The following table provides a summary of the Company’s long-term debt as of March 31, 2024:

Component of Long-Term Debt			Principal				Interest Rate			Maturity Date
2026 Term Loan (1)		$		100.0 million		SOFR + 10 bps +  [1.35% - 1.95%]			May 2026
2027 Term Loan (2)		$		100.0 million		SOFR + 10 bps +  [1.25% - 1.90%]			January 2027
Revolving Credit Facility (3)		$		73.0 million		SOFR + 10 bps +  [1.25% - 2.20%]			January 2027
Total Debt/Weighted Average Rate		$		273.0 million		3.80%

⁽¹⁾ As of March 31, 2024, the Company has utilized interest rate swaps to fix SOFR and achieve a weighted average fixed interest rate of 2.05% plus the SOFR adjustment of 0.10% and the applicable spread for the $100 million 2026 Term Loan balance.

⁽²⁾ As of March 31, 2024, the Company has utilized interest rate swaps to fix SOFR and achieve a weighted average fixed interest rate of 1.18% plus the SOFR adjustment of 0.10% and the applicable spread for the $100 million 2027 Term Loan balance.

⁽³⁾ As of March 31, 2024, the Company has utilized interest rate swaps to fix SOFR and achieve a weighted average fixed interest rate of 3.21% plus the SOFR adjustment of 0.10% and the applicable spread on $50 million of the outstanding balance on the Company’s Revolving Credit Facility.

As of March 31, 2024, the Company held a 91.8% interest in Alpine Income Property OP, LP, the Company’s operating partnership (the “Operating Partnership” or “OP”). There were 1,223,854 OP Units held by third parties outstanding and 13,618,108 shares of the Company’s common stock outstanding, for total outstanding common stock and OP Units held by third parties of 14,841,962 as of March 31, 2024. 

As of March 31, 2024, the Company’s net debt to Pro Forma EBITDA was 7.4 times, and as defined in the Company’s credit agreement, the Company’s fixed charge coverage ratio was 3.4 times. As of March 31, 2024, the Company’s net debt to total enterprise value was 53.9%. The Company calculatestotal enterprise value as the sum of net debt and the market value of the Company's outstanding common shares and OP Units, as if the OP Units have been redeemed for common shares.  

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Dividend

On February 20, 2024, the Company announced a cash dividend for the first quarter of 2024 of $0.275 per share, payable on March 28, 2024 to stockholders of record as of the close of business on March 14, 2024. The first quarter 2024 cash dividend represents a payout ratio of 67.1% and 65.5% of the Company’s first quarter 2024 FFO per diluted share and AFFO per diluted share, respectively.

2024 Outlook

The Company is maintaining its outlook for 2024 which assumes stable or improving economic activity, strong underlying business trends related to each of our tenants and other significant assumptions.  

The Company’s outlook for 2024 is as follows:

	Outlook Range for 2024
	Low		High
Investments	$50 million	to	$80 million
Dispositions	$50 million	to	$80 million
FFO per Diluted Share	$1.51	to	$1.56
AFFO per Diluted Share	$1.53	to	$1.58
Weighted Average Diluted Shares Outstanding	14.9 million	to	14.9 million

First Quarter 2024 Earnings Conference Call & Webcast

The Company will host a conference call to present its operating results for the quarter ended March 31, 2024, on Friday, April 19, 2024, at 9:00 AM ET.

A live webcast of the call will be available on the Investor Relations page of the Company’s website at www.alpinereit.com or at the link provided in the event details below. To access the call by phone, please go to the link provided in the event details below and you will be provided with dial-in details.

Webcast:https://edge.media-server.com/mmc/p/5pd8tuhj

Dial-In:https://register.vevent.com/register/BI3cfad882e4f24cdfaa296cedba617ae8 

We encourage participants to dial into the conference call at least fifteen minutes ahead of the scheduled start time. A replay of the earnings call will be archived and available online through the Investor Relations section of the Company’s website at www.alpinereit.com.

About Alpine Income Property Trust, Inc.

Alpine Income Property Trust, Inc. (NYSE: PINE) is a publicly traded real estate investment trust that seeks to deliver attractive risk-adjusted returns and dependable cash dividends by investing in, owning and operating a portfolio of single tenant net leased commercial income properties that are predominately leased to high-quality publicly traded and credit-rated tenants.

We encourage you to review our most recent investor presentation which is available on our website at http://www.alpinereit.com.

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Safe Harbor

This press release may contain “forward-looking statements.” Forward-looking statements include statements that may be identified by words such as “could,” “may,” “might,” “will,” “likely,” “anticipates,” “intends,” “plans,” “seeks,” “believes,” “estimates,” “expects,” “continues,” “projects” and similar references to future periods, or by the inclusion of forecasts or projections. Forward-looking statements are based on the Company’s current expectations and assumptions regarding capital market conditions, the Company’s business, the economy and other future conditions. Because forward-looking statements relate to the future, by their nature, they are subject to inherent uncertainties, risks and changes in circumstances that are difficult to predict. As a result, the Company’s actual results may differ materially from those contemplated by the forward-looking statements. Important factors that could cause actual results to differ materially from those in the forward-looking statements include general business and economic conditions, continued volatility and uncertainty in the credit markets and broader financial markets, risks inherent in the real estate business, including tenant defaults, potential liability relating to environmental matters,credit risk associated with the Company investing in first mortgage investments, illiquidity of real estate investments and potential damages from natural disasters, the impact of epidemics or pandemics (such as the COVID-19 Pandemic and its variants) on the Company’s business and the business of its tenants and the impact of such epidemics or pandemics on the U.S. economy and market conditions generally, other factors affecting the Company’s business or the business of its tenants that are beyond the control of the Company or its tenants, and the factors set forth under “Risk Factors” in the Company’s Annual Report on Form 10-K for the year ended December 31, 2023 and other risks and uncertainties discussed from time to time in the Company’s filings with the U.S. Securities and Exchange Commission. Any forward-looking statement made in this press release speaks only as of the date on which it is made. The Company undertakes no obligation to publicly update or revise any forward-looking statement, whether as a result of new information, future developments or otherwise.

Non-GAAP Financial Measures

Our reported results are presented in accordance with accounting principles generally accepted in the United States of America (“GAAP”). We also disclose Funds From Operations (“FFO”) Adjusted Funds From Operations (“AFFO”), and Pro Forma Earnings Before Interest, Taxes, Depreciation and Amortization (“Pro Forma EBITDA”), all of which are non-GAAP financial measures. We believe these non-GAAP financial measures are useful to investors because they are widely accepted industry measures used by analysts and investors to compare the operating performance of REITs. 

FFO, AFFO, and Pro Forma EBITDA do not represent cash generated from operating activities and are not necessarily indicative of cash available to fund cash requirements; accordingly, they should not be considered alternatives to net income as a performance measure or cash flows from operations as reported on our statement of cash flows as a liquidity measure and should be considered in addition to, and not in lieu of, GAAP financial measures. 

We compute FFO in accordance with the definition adopted by the Board of Governors of the National Association of Real Estate Investment Trusts, or NAREIT. NAREIT defines FFO as GAAP net income or loss adjusted to exclude real estate related depreciation and amortization, as well as extraordinary items (as defined by GAAP) such as net gain or loss from sales of depreciable real estate assets, impairment write-downs associated with depreciable real estate assets and impairments associated with the implementation of current expected credit losses on commercial loans and investments at the time of origination, including the pro rata share of such adjustments of unconsolidated subsidiaries. 

To derive AFFO, we further modify the NAREIT computation of FFO to include other adjustments to GAAP net income related to non-cash revenues and expenses such as loss on extinguishment of debt, amortization of above- and below-market lease related intangibles, straight-line rental revenue, amortization of deferred financing costs, non-cash compensation, and other non-cash income or expense. Such items may cause short-term fluctuations in net

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income but have no impact on operating cash flows or long-term operating performance. We use AFFO as one measure of our performance when we formulate corporate goals. 

To derive Pro Forma EBITDA, GAAP net income or loss is adjusted to exclude extraordinary items (as defined by GAAP), net gain or loss from sales of depreciable real estate assets, impairment write-downs associated with depreciable real estate assets and impairments associated with the implementation of current expected credit losses on commercial loans and investments at the time of origination and/or payoff, and real estate related depreciation and amortization including the pro rata share of such adjustments of unconsolidated subsidiaries, non-cash revenues and expenses such as straight-line rental revenue, amortization of deferred financing costs, loss on extinguishment of debt, above- and below-market lease related intangibles, non-cash compensation, other non-cash income or expense, and other non-recurring items such as disposition management fees. Cash interest expense is also excluded from Pro Forma EBITDA, and GAAP net income or loss is adjusted for the annualized impact of acquisitions, dispositions and other similar activities.

FFO is used by management, investors and analysts to facilitate meaningful comparisons of operating performance between periods and among our peers primarily because it excludes the effect of real estate depreciation and amortization and net gains or losses on sales, which are based on historical costs and implicitly assume that the value of real estate diminishes predictably over time, rather than fluctuating based on existing market conditions. We believe that AFFO is an additional useful supplemental measure for investors to consider because it will help them to better assess our operating performance without the distortions created by other non-cash revenues or expenses. We also believe that Pro Forma EBITDA is an additional useful supplemental measure for investors to consider as it allows for a better assessment of our operating performance without the distortions created by other non-cash revenues, expenses or certain effects of the Company’s capital structure on our operating performance. FFO, AFFO, and Pro Forma EBITDA may not be comparable to similarly titled measures employed by other companies.

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Alpine Income Property Trust, Inc.

Consolidated Balance Sheets

(In thousands, except share and per share data) 

	As of
	(Unaudited) March 31, 2024		December 31, 2023
ASSETS
Real Estate:
Land, at Cost	$	150,327	$	149,314
Building and Improvements, at Cost		329,118		328,993
Total Real Estate, at Cost		479,445		478,307
Less, Accumulated Depreciation		(38,931)		(34,714)
Real Estate—Net		440,514		443,593
Assets Held for Sale		4,410		4,410
Commercial Loans and Investments		38,046		35,080
Cash and Cash Equivalents		5,145		4,019
Restricted Cash		2,833		9,712
Intangible Lease Assets—Net		47,019		49,292
Straight-Line Rent Adjustment		1,473		1,409
Other Assets		19,581		17,045
Total Assets	$	559,021	$	564,560
LIABILITIES AND EQUITY
Liabilities:
Accounts Payable, Accrued Expenses, and Other Liabilities	$	6,108	$	5,736
Prepaid Rent and Deferred Revenue		3,112		2,627
Intangible Lease Liabilities—Net		4,689		4,907
Long-Term Debt		272,256		275,677
Total Liabilities		286,165		288,947
Commitments and Contingencies
Equity:
Preferred Stock, $0.01 par value per share, 100 million shares authorized, no shares issued and outstanding as of March 31, 2024 and December 31, 2023		—		—
Common Stock, $0.01 par value per share, 500 million shares authorized, 13,618,108 shares issued and outstanding as of March 31, 2024 and 13,659,207 shares issued and outstanding as of December 31, 2023		136		137
Additional Paid-in Capital		242,944		243,690
Dividends in Excess of Net Income		(6,364)		(2,359)
Accumulated Other Comprehensive Income		11,436		9,275
Stockholders' Equity		248,152		250,743
Noncontrolling Interest		24,704		24,870
Total Equity		272,856		275,613
Total Liabilities and Equity	$	559,021	$	564,560

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Alpine Income Property Trust, Inc.

Consolidated Statements of Operations

(Unaudited)

(In thousands, except share, per share and dividend data) 

	Three Months Ended
	March 31, 2024			March 31, 2023
Revenues:
Lease Income	$	11,464		$	11,156
Interest Income from Commercial Loans and Investments		903			—
Other Revenue		99			—
Total Revenues		12,466			11,156
Operating Expenses:
Real Estate Expenses		1,928			1,434
General and Administrative Expenses		1,542			1,515
Provision for Impairment		31			—
Depreciation and Amortization		6,382			6,335
Total Operating Expenses		9,883			9,284
Gain on Disposition of Assets		—			4,453
Gain on Extinguishment of Debt		—			23
Net Income from Operations		2,583			6,348
Investment and Other Income		69			10
Interest Expense		(2,935)			(2,613)
Net Income (Loss)		(283)			3,745
Less: Net (Income) Loss Attributable to Noncontrolling Interest		23			(406)
Net Income (Loss) Attributable to Alpine Income Property Trust, Inc.	$	(260)		$	3,339
Per Common Share Data:
Net Income (Loss) Attributable to Alpine Income Property Trust, Inc.
Basic	$	(0.02)		$	0.24
Diluted	$	(0.02)		$	0.21
Weighted Average Number of Common Shares:
Basic	13,621,208		14,000,553
Diluted (1)	14,845,062			15,704,047
Dividends Declared and Paid	$	0.275		$	0.275

⁽¹⁾ Includes the weighted average of 1,223,854 and 1,703,494 shares during the three months ended March 31, 2024 and 2023, respectively, underlying OP Units including (i) 1,223,854 shares underlying OP Units issued to CTO Realty Growth, Inc. and (ii) 479,640 shares underlying OP Units issued to an unrelated third party, which OP Units were redeemed by PINE for an equivalent number of shares of common stock of PINE during the three months ended December 31, 2023.

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Alpine Income Property Trust, Inc.

Non-GAAP Financial Measures

Funds From Operations and Adjusted Funds From Operations

(Unaudited)

(In thousands, except per share data) 

	Three Months Ended
	March 31, 2024		March 31, 2023
Net Income (Loss)	$	(283)		$	3,745
Depreciation and Amortization		6,382			6,335
Provision for Impairment		31			—
Gain on Disposition of Assets		—			(4,453)
Funds from Operations	$	6,130		$	5,627
Adjustments:
Gain on Extinguishment of Debt		—			(23)
Amortization of Intangibles Assets and Liabilities to Lease Income		(110)			(87)
Straight-Line Rent Adjustment		(65)			(165)
Non-Cash Compensation		79			80
Amortization of Deferred Financing Costs to Interest Expense		180			174
Other Non-Cash Expense		29			29
Adjusted Funds from Operations	$	6,243		$	5,635
FFO per Diluted Share	$	0.41		$	0.36
AFFO per Diluted Share	$	0.42		$	0.36

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Alpine Income Property Trust, Inc.

Non-GAAP Financial Measures

Reconciliation of Net Debt to Pro Forma EBITDA

(Unaudited)

(In thousands) 

	Three Months Ended
	March 31, 2024
Net Loss	$	(283)
Adjustments:
Depreciation and Amortization		6,382
Provision for Impairment		31
Straight-Line Rent Adjustment		(65)
Non-Cash Compensation		79
Amortization of Deferred Financing Costs to Interest Expense		180
Amortization of Intangible Assets and Liabilities to Lease Income		(110)
Other Non-Cash Expense		29
Other Non-Recurring Items		(21)
Interest Expense, Net of Deferred Financing Costs Amortization		2,755
EBITDA	$	8,977
Annualized EBITDA	$	35,908
Pro Forma Annualized Impact of Current Quarter Investment Activity (1)		133
Pro Forma EBITDA	$	36,041
Total Long-Term Debt		272,256
Financing Costs, Net of Accumulated Amortization		744
Cash and Cash Equivalents		(5,145)
Restricted Cash		(2,833)
Net Debt	$	265,022
Net Debt to Pro Forma EBITDA		7.4x

⁽¹⁾ Reflects the pro forma annualized impact on Annualized EBITDA of the Company’s investment activity during the three months ended March 31, 2024.

Page 12

EX-99.2

Exhibit 99.2

Alpine Valley Music Theatre East Troy, WI April 2024 Investor Presentation

2 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com Company Profile Ticker Symbol (NYSE) PINE Stock Price (as of 3/31/2024) $15.28 Equity Market Capitalization $227M Total Enterprise Value (TEV) $492M TEV Per Square Foot $128 Implied Cap Rate 8.3% Net Debt to TEV1 54% Annualized Dividend Yield 7.2% Common Shares & OP Units Outstanding3 14.8M Book Value Per Share $18.22 Number of Net Lease Properties 138 Number of States with a Property 35 Total Portfolio Square Feet 3.8M Current Occupancy 99.0% % of ABR from Investment Grade-Rated Tenants2 65% 5-mile Weighted Average Household Income $100,000 5-mile Weighted Average Total Population > 110,000 Average Rent PSF < $11.00 Average Lease Duration 6.9 Years As of March 31, 2024, unless otherwise noted. 1. Net debt to Total Enterprise Value is the Company’s outstanding debt, minus the Company’s cash, cash equivalents and restricted cash, as a percentage of the Company’s enterprise value. 2. A credit rated, or investment grade rated tenant (rating of BBB-, Baa3 or NAIC-2 or higher) is a tenant or the parent of a tenant with a credit rating from S&P Global Ratings, Moody’s Investors Service, Fitch Ratings or the National Association of Insurance Commissioners (NAIC). 3. As of March 31, 2024; includes 1,223,854 OP Units held by third parties in Alpine Income Property OP, LP, the Company’s operating partnership (the “Operating Partnership” or “OP”). Value + Income High-Quality, 100% Retail Net Lease Portfolio

3 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com Small Cap Discount (25.0%) (20.0%) (15.0%) (10.0%) (5.0%) 0.0% 5.0% 10.0% 15.0% 20.0% Dec 2022 Jan 2023 Feb 2023 Mar 2023 Apr 2023 May 2023 Jun 2023 Jul 2023 Aug 2023 Sep 2023 Oct 2023 Nov 2023 Dec 2023 Jan 2024 Feb 2024 2023 & YTD 2024 Total Return Beginning of Regional Banking Crisis

4 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com Strong Growth and Low Multiple 1. 2024E AFFO per share growth and 2024E AFFO multiples are based on the KeyBank Weekly Leaderboard report dated 3/28/2024. 2024E AFFO per share for PINE reflects the midpoint of guidance provided on April 18, 2024. 6.9% 5.6% 4.4% 3.8% 3.3% 3.2% 2.9% 15.3x 14.6x 9.8x 13.9x 12.8x 13.0x 14.2x EPRT NTST PINE ADC NNN O FCPT 2024E AFFO Growth 2024E AFFO Growth 2024E AFFO Multiple 2024E AFFO Multiple Peer Average 14.0x 2023 AFFO Actuals to 2024 AFFO Estimates Growth & 2024E AFFO Multiples 2024E AFFO Multiples

5 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com Margin of Safety: Portfolio TEV Basis at Sharp Discount to Peer Average and Large Discount to Replacement Cost High-Quality Portfolio with Valuation Upside PINE’s total enterprise value (TEV) is $128 per square foot, allowing shareholders to invest below replacement cost. Better Margin of Safety with Stickier Tenants With an average cash rent per square foot of $10.03, occupancy costs for PINE’s portfolio tenants are meaningfully below market rents given the inflationary pressure on building and land costs, suggesting tenants may be more likely to exercise their renewal options at expiration. 1. Total Enterprise Value for each peer net lease company is from the Stifel Triple-Net REITs Comp Sheets 3/31/2024 report. 2. Portfolio size is based on total square feet and is from available information published on each company’s website, as of March 2, 2024. Portfolio information for PINE is as of March 31, 2024. TEV1 Per Square Foot2 $449 $340 $323 $266 $190 $183 $128 FCPT NNN EPRT O ADC NTST PINE Peer Average $292

6 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com Large Earnings Multiple Discount with Strong IG Profile 15.4x 14.8x 14.0x 13.9x 13.1x 12.9x 9.8x NTST FCPT ADC EPRT O NNN PINE 2024E FFO Multiple 1 PINE trades at a 5.0x multiple discount to the investment grade-focused peer group average, implying significant valuation upside Investment Grade-Focused Peer Average 14.8x 71% 59% 69% 17% 65% 1. 2024E FFO multiples are based on the closing stock price on March 31, 2024, using 2024E FFO per share estimates for the peer net lease companies from the Stifel Triple-Net REITs Comp Sheets 4/2/2024 report. 2024E FFO per share for PINE reflects the midpoint of guidance provided on April 18, 2024. 2. Due to the merger between O and SRC, we cannot reasonably estimate the percentage of annual base rents that come from Investment Grade Rated Tenants. 3. Percentage of rents associated with investment grade-rated tenants based on published information available through each company’s website as of March 2, 2024. IG RATED Disclosed % of Rents from Investment Grade-Rated Tenants2 Not Disclosed Not Available2

7 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com High Yield from In-Place Dividend 1. All dividend yields and payout ratios are based on the closing stock price on March 31, 2024, using current annualized dividends and 2024E FFO per share estimates for the peer net lease companies from the Stifel Triple-Net REITs Comp Sheets 4/2/2024 report. 2024E FFO per share for PINE reflects the midpoint of guidance provided on April 18, 2024. 84% 75% 75% 73% 69% 68% 60% 5.6% 7.2% 5.7% 5.2% 4.5% 5.3% 4.3% FCPT PINE O ADC NTST NNN EPRT 2024E FFO Payout Ratio Dividend Yield Peer Average 5.1% PINE’s dividend is strongly supported by a conservative payout ratio and a portfolio built with an intense focus on real estate fundamentals, high-quality tenancy and long-term stability.

8 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com Attractive Loan Investments Description (Total Loan Amount) Anchor Tenant Outstanding Balance1 Coupon Rate Maturity Date First Mortgage ($24.0) - Micromont Portfolio (41 Properties) Diversified $23.4 8.75% 11/26 First Mortgage ($7.8) – Site Development Loan Greenwood, IN Wawa $7.1 8.50% 7/25 First Mortgage ($7.2) – Site Development Loan Lawrenceville, GA Chick-fil-A $3.6 11.25% 1/26 First Mortgage ($6.8) – Site Development Loan Antioch, TN Wawa $4.6 11.0% 10/25 Total/Average $38.7 9.21% PINE’s commercial loan investments provide attractive risk adjusted returns, supported by strong tenant credits and well capitalized sponsors. 1. Outstanding balance of loans are as of 3/31/2024 (all $ in millions).

9 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com Improved Portfolio Size, Diversity and Quality 2019 (IPO) Number of Net Lease Properties 20 138 Number of States with a Property 12 35 Total Portfolio Square Feet 0.9M 3.8M Annualized Base Rent (ABR) $13.3M $38.9M Top Tenant as a % of ABR 21% Wells Fargo (S&P: A+) 12% Walgreens (S&P: BBB-) Top Sector as a % of ABR 21% Financial Services 14% Dollar Stores Top State as a % of ABR 26% Florida 12% New Jersey % of ABR from IG Rated Tenants 36% 65% % of ABR from Credit Rated Tenants 89% 89% 2024

10 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com Investment Grade-Focused Portfolio Credit Rating BBB- / Ba2 12% BBB+ / Baa1 9% BBB / Baa3 9% BBB / Baa2 9% BBB / Baa2 5% AA / Aa2 5% BBB+ / A3 4% CCC / Caa3 4% NR / NR 3% A / A2 3% 37% 100% ABR % Other 3% 4% 10% 9% 13% 8% 11% 42% Lease Rollover Schedule % of ABR Expiring 6.9 Years of Weighted Average Lease Term Remaining 1. Credit Ratings are from S&P Global Ratings and Moody’s Investors Service. 0%

11 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com High-Quality Top Tenant Base – Only REIT with Lowe’s in Top Five Credits Disclosed % of Rents from Investment Grade-Rated Tenants3 RATED IG 71% 69% 59% 17% 1. Due to the merger between O and SRC, we do not have a disclosed top 10 tenants list of the combined company. The top 10 tenants reflected are based on published information available on O’s website as of March 3, 2024. 2. Due to the merger between O and SRC, we cannot reasonably estimate the percentage of annual base rents that come from Investment Grade Rated Tenants. 3. Top ten tenants and percentage of rents associated with investment grade-rated tenants based on published information available through each company’s website as of March 3, 2024. Not Disclosed 65% 1 Not Available2

12 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com Excellent Tenant Credit and Operational Transparency Investment Grade 65% Not Rated 11% Non-Investment Grade 24% Dollar Stores 14% Pharmacy 13% Home Improvement 13% Sporting Goods 12% Home Furnishings 8% General Merchandise 6% Consumer Electronics 6% Grocery 5% Entertainment 5% Off-Price Retail 4% Other 14% 100% ABR % ▪ 93% of ABR comes from tenants or the parent of a tenant that are credit rated or publicly traded, suggesting relatively better tenant financial and operational transparency Sector

13 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com Major Market, Demographic-Driven Net Lease Portfolio ▪ Geographically diversified portfolio focused on major markets and areas benefitting from demographic shifts and attractive supply/demand dynamics ▪ 50% of ABR comes from metropolitan statistical areas1 with population in excess of one million people % of Annualized Base Rent By State 3% - 7% > 7% 2% - 3% < 2% 1. MSA, or metropolitan statistical area, is the formal definition of a region that consists of a city and surrounding communities that are linked by social and economic factors, as established by the U.S. Office of Management and Budget. The names of the MSA have been shortened for ease of reference. 2. Based on 2023 Average Household Income (5-mile) and 2023 Total Population (5-mile) data from Esri. Total Portfolio Weighted Average 5-Mile Average Household Income $100,200 2 Total Portfolio Weighted Average 5-Mile Total Population 114,250 2 ▪ 42% of portfolio ABR comes from the top 10 MSAs1 , with more than 50% of ABR from the top 10 MSAs1 comes from major markets of Houston, Atlanta, Tampa, Chicago, Philadelphia and New York ▪ Properties in the top 10 MSAs have a weighted average 5-mile average household income of $114,8502 ▪ Properties in the top 10 MSAs have a weighted average 5-mile total population of 141,9002

14 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com Consistent Dividend Growth Stable, Well-Covered Dividend ▪ Current midpoint of 2024 guidance1 implies a 72% 2024E FFO per share dividend payout ratio ▪ 37.5% increase in the quarterly cash dividend since the beginning of 2020 Annualized Per Share Cash Dividend $1.10 Annualized Per Share Cash Dividend Yield 7.2% 1. 2024E FFO per share for PINE is the midpoint of guidance, as provided on April 18, 2024. $0.060 $0.200 $0.200 $0.200 $0.220 $0.240 $0.250 $0.255 $0.270 $0.270 $0.270 $0.275 $0.275 $0.275 $0.275 $0.275 $0.275 $0.275 Q4 2019 Q1 2020 Q2 2020 Q3 2020 Q4 2020 Q1 2021 Q2 2021 Q3 2021 Q4 2021 Q1 2022 Q2 2022 Q3 2022 Q4 2022 Q1 2023 Q2 2023 Q3 2023 Q4 2023 Q1 2024 IPO Q4 2019 Dividend Per Share Paid 2020 2021 2022 2023 2024

15 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com Research Coverage Near Unanimous Buy or Outperform rated by Independent Analysts Baird Wes Golladay Outperform $19.00 B. Riley John Massocca Buy $19.50 BTIG Mike Gorman Buy $23.00 Colliers Barry Oxford Buy $18.00 Janney Rob Stevenson Buy $19.00 Jones Matthew Erdner Buy $19.00 Raymond James RJ Milligan Outperform $18.00 Stifel Simon Yarmak Buy $19.00 Truist Anthony Hau Hold $16.00 Average $18.94 Institution Covering Analyst Rating Price Target As of March 31, 2024.

16 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com Financial Strength PINE has a demonstrated access to capital, is focused on maintaining reasonable leverage, and has completely fixed its attractive cost of debt through 2026. Equity Market Capitalization1 $227M Net Debt Outstanding2 $265M Total Enterprise Value (TEV) $492M Well-Capitalized Balance Sheet Q1 2024 54% Q1 2024 7.4x Q4 2023 51% Q4 2023 7.7x Q4 2022 47% Q4 2022 7.1x No Near-Term Capital Markets Exposure Stable Leverage Profile $73 $100 $100 2024 2025 2026 2027 2028 2029 2030 Revolving Credit Facility Unsecured Term Loans Staggered Debt Maturity Schedule Net Debt to TEV3 Net Debt to Pro Forma EBITDA4 Debt Outstanding 1 5 ▪ PINE has no debt maturities until May 2026 ▪ Minimal floating interest rate exposure ▪ More than $185 million of potential liquidity via cash, restricted cash and undrawn revolving credit facility commitments $ in millions; any differences a result of rounding. 1. As of March 31, 2024. 2. Net Debt Outstanding is the Company’s outstanding debt, minus the Company’s cash, cash equivalents and restricted cash. 3. Net Debt to TEV (Total Enterprise Value) is the Company’s outstanding debt, minus the Company’s cash, cash equivalents and restricted cash, as a percentage of the Company’s enterprise value. 4. See the “Non-GAAP Financial Information” section and tables at the end of this presentation for a discussion and reconciliation of Net Income to non-GAAP financial measures. 5. Reflects $73.0 million outstanding under the Company’s $250 million senior unsecured revolving credit facility; the Company’s senior unsecured revolving credit facility matures in January 2027 and includes a one-year extension option, subject to satisfaction of certain conditions; the maturity date reflected assumes the Company exercises the one-year extension option.

17 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com 2024 Guidance Range Investments $50 million - $80 million Dispositions $50 million - $80 million FFO Per Diluted Share $1.51 - $1.56 AFFO Per Diluted Share $1.53 - $1.58 Weighted Average Diluted Shares Outstanding 14.9 million - 14.9 million The Company’s outlook and guidance for 2024 assumes stable or improving economic activity, strong underlying business trends related to each of our tenants and other significant assumptions. 2024 guidance was provided in the Company’s First Quarter 2024 Operating Results press release filed on April 18, 2024. Low High 2024 Guidance

18 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com Corporate Responsibility Alpine Income Property Trust, through its external manager, is committed to sustainability, strong corporate governance, and meaningful corporate social responsibility programs. Committed Focus Committed to maintaining an environmentally conscious culture, the utilization of environmentally friendly & renewable products, and the promotion of sustainable business practices Tenant Alignment Alignment with environmentally aware tenants who have strong sustainability programs and initiatives embedded into their corporate culture and business practices Social Responsibility Environmental Responsibility Corporate Governance ▪ Independent Chairman of the Board and 5 of 6 Directors classified as independent ▪ Annual election of all Directors ▪ Annual Board of Director evaluations ▪ Stock ownership requirements for all Directors ▪ Prohibition against hedging and pledging Alpine Income Property Trust stock ▪ Robust policies and procedures for approval of related party transactions ▪ Opted out of business combination and control share acquisition statutes in the Maryland General Corporation Law ▪ All team members adhere to a comprehensive Code of Business Conduct and Ethics policy Inclusive and Supportive Company Culture Dedicated to an inclusive and supportive office environment filled with diverse backgrounds and perspectives, with a demonstrated commitment to financial, mental and physical wellness Notable Community Outreach Numerous and diverse community outreach programs, supporting environmental, artistic, civil and social organizations in the community

19 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com External Management Alignment As of March 31, 2024. Aligned Ownership CTO currently owns an approximate 16% interest in PINE, meaningfully aligning its interests with PINE shareholders Independent Board of Directors PINE has its own independent Board of Directors and realizes economies of scale from the 34-member CTO team without the corresponding G&A expense Internalization Anticipated in the Future Internalization of management for PINE is anticipated in the future when the Company approaches or exceeds critical mass Opportunities for Collaboration PINE reviews transaction opportunities resulting from CTO’s acquisition efforts that it otherwise would not see in the market through normal single tenant acquisition efforts and relationships Benefits and Alignment of External Management Notable Management Agreement Terms ▪ Five-year initial term (initial expiration November 2024), with one-year extension options thereafter ▪ Quarterly management fee of 0.375%, calculated on equity, net of share buybacks and issuance costs ▪ Terminable with payment of a one-time fee of 3x the annualized average management fee for the preceding 24-months Alpine Income Property Trust is externally managed by CTO Realty Growth (NYSE: CTO) under an agreement that, combined with CTO’s ownership in PINE, provides economies of scale, significant shareholder alignment and a flexible/collapsible structure.

20 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com Disclaimer This press presentation may contain “forward-looking statements.” Forward-looking statements include statements that may be identified by words such as “could,” “may,” “might,” “will,” “likely,” “anticipates,” “intends,” “plans,” “seeks,” “believes,” “estimates,” “expects,” “continues,” “projects” and similar references to future periods, or by the inclusion of forecasts or projections. Forward-looking statements are based on the Company’s current expectations and assumptions regarding capital market conditions, the Company’s business, the economy and other future conditions. Because forward-looking statements relate to the future, by their nature, they are subject to inherent uncertainties, risks and changes in circumstances that are difficult to predict. As a result, the Company’s actual results may differ materially from those contemplated by the forward-looking statements. Important factors that could cause actual results to differ materially from those in the forward-looking statements include general business and economic conditions, continued volatility and uncertainty in the credit markets and broader financial markets, risks inherent in the real estate business, including tenant defaults, potential liability relating to environmental matters, credit risk associated with the Company investing in first mortgage investments, illiquidity of real estate investments and potential damages from natural disasters, the impact of epidemics or pandemics (such as the COVID-19 Pandemic and its variants) on the Company’s business and the business of its tenants and the impact of such epidemics or pandemics on the U.S. economy and market conditions generally, other factors affecting the Company’s business or the business of its tenants that are beyond the control of the Company or its tenants, and the factors set forth under “Risk Factors” in the Company’s Annual Report on Form 10-K for the year ended December 31, 2023 and other risks and uncertainties discussed from time to time in the Company’s filings with the U.S. Securities and Exchange Commission. Any forward-looking statement made in this presentation speaks only as of the date on which it is made. The Company undertakes no obligation to publicly update or revise any forward-looking statement, whether as a result of new information, future developments or otherwise. References in this presentation: 1. All information is as of March 31, 2024, unless otherwise noted and any differences in calculations are assumed to be a function of rounding. 2. Annualized straight-line Base Rent (“ABR” or “Rent”) and the statistics based on ABR are calculated based on our current portfolio as of March 31, 2024. 3. Dividends are set by the Board of Directors and declared on a quarterly basis and there can be no assurances as to the likelihood or amount of dividends in the future. 4. The Company defines an Investment Grade (“IG”) Rated Tenant as a tenant or the parent of a tenant with a credit rating from S&P Global Ratings, Moody’s Investors Service, Fitch Ratings or the National Association of Insurance Commissioners of Baa3, BBB-, or NAIC-2 or higher. If applicable, in the event of a split rating between S&P Global Ratings and Moody’s Investors Services, the Company utilizes the higher of the two ratings as its reference point as to whether a tenant is defined as an Investment Grade Rated Tenant. 5. The Company defines a Credit Rated Tenant as a tenant or the parent of a tenant with a credit rating from S&P Global Ratings, Moody’s Investors Service, Fitch Ratings or the National Association of Insurance Commissioners.

21 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com Non-GAAP Financial Information Our reported results are presented in accordance with accounting principles generally accepted in the United States of America (“GAAP”). We also disclose Funds From Operations (“FFO”) Adjusted Funds From Operations (“AFFO”), and Pro Forma Earnings Before Interest, Taxes, Depreciation and Amortization (“Pro Forma EBITDA”), all of which are non-GAAP financial measures. We believe these non-GAAP financial measures are useful to investors because they are widely accepted industry measures used by analysts and investors to compare the operating performance of REITs. FFO, AFFO, and Pro Forma EBITDA do not represent cash generated from operating activities and are not necessarily indicative of cash available to fund cash requirements; accordingly, they should not be considered alternatives to net income as a performance measure or cash flows from operations as reported on our statement of cash flows as a liquidity measure and should be considered in addition to, and not in lieu of, GAAP financial measures. We compute FFO in accordance with the definition adopted by the Board of Governors of the National Association of Real Estate Investment Trusts, or NAREIT. NAREIT defines FFO as GAAP net income or loss adjusted to exclude real estate related depreciation and amortization, as well as extraordinary items (as defined by GAAP) such as net gain or loss from sales of depreciable real estate assets, impairment write-downs associated with depreciable real estate assets and impairments associated with the implementation of current expected credit losses on commercial loans and investments at the time of origination, including the pro rata share of such adjustments of unconsolidated subsidiaries. To derive AFFO, we further modify the NAREIT computation of FFO to include other adjustments to GAAP net income related to non-cash revenues and expenses such as loss on extinguishment of debt, amortization of above- and below-market lease related intangibles, straight-line rental revenue, amortization of deferred financing costs, non-cash compensation, and other non-cash income or expense. Such items may cause short-term fluctuations in net income but have no impact on operating cash flows or long-term operating performance. We use AFFO as one measure of our performance when we formulate corporate goals. To derive Pro Forma EBITDA, GAAP net income or loss is adjusted to exclude extraordinary items (as defined by GAAP), net gain or loss from sales of depreciable real estate assets, impairment write-downs associated with depreciable real estate assets and impairments associated with the implementation of current expected credit losses on commercial loans and investments at the time of origination and/or payoff, and real estate related depreciation and amortization including the pro rata share of such adjustments of unconsolidated subsidiaries, non-cash revenues and expenses such as straight-line rental revenue, amortization of deferred financing costs, loss on extinguishment of debt, above- and below-market lease related intangibles, non-cash compensation, other non-cash income or expense, and other non-recurring items such as disposition management fees. Cash interest expense is also excluded from Pro Forma EBITDA, and GAAP net income or loss is adjusted for the annualized impact of acquisitions, dispositions and other similar activities. FFO is used by management, investors and analysts to facilitate meaningful comparisons of operating performance between periods and among our peers primarily because it excludes the effect of real estate depreciation and amortization and net gains or losses on sales, which are based on historical costs and implicitly assume that the value of real estate diminishes predictably over time, rather than fluctuating based on existing market conditions. We believe that AFFO is an additional useful supplemental measure for investors to consider because it will help them to better assess our operating performance without the distortions created by other non-cash revenues or expenses. We also believe that Pro Forma EBITDA is an additional useful supplemental measure for investors to consider as it allows for a better assessment of our operating performance without the distortions created by other non-cash revenues, expenses or certain effects of the Company’s capital structure on our operating performance. FFO, AFFO, and Pro Forma EBITDA may not be comparable to similarly titled measures employed by other companies.

22 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com Statement of Operations Alpine Income Property Trust, Inc. Consolidated Statements of Operations (Unaudited) (In thousands, except share, per share and dividend data) 1. Includes the weighted average of 1,223,854 and 1,703,494 shares during the three months ended March 31, 2024 and 2023, respectively, underlying OP Units including (i) 1,223,854 shares underlying OP Units issued to CTO Realty Growth, Inc. and (ii) 479,640 shares underlying OP Units issued to an unrelated third party, which OP Units were redeemed by PINE for an equivalent number of shares of common stock of PINE during the three months ended December 31, 2023. Three Months Ended March 31, 2024 March 31, 2023 Revenues: Lease Income $ 11,464 $ 11,156 Interest Income from Commercial Loan Investments 903 — Other Revenue 99 — Total Revenues 12,466 11,156 Operating Expenses: Real Estate Expenses 1,928 1,434 General and Administrative Expenses 1,542 1,515 Provision for Impairment 31 — Depreciation and Amortization 6,382 6,335 Total Operating Expenses 9,883 9,284 Gain of Disposition of Assets — 4,453 Gain on Extinguishment of Debt — 23 Net Income from Operations 2,583 6,348 Investment and Other Income 69 10 Interest Expense (2,935) (2,613) Net Income (Loss) (283) 3,745 Less: Net (Income) Loss Attributable to Noncontrolling Interest 23 (406) Net Income (Loss) Attributable to Alpine Income Property Trust, Inc. $ (260) $ 3,339 Per Common Share Data: Net Income (Loss) Basic $ (0.02) $ 0.24 Diluted $ (0.02) $ 0.21 Weighted Average Number of Common Shares: Basic 13,621,208 14,000,553 Diluted1 14,845,062 15,704,047 Dividends Declared and Paid $ 0.275 $ 0.275

23 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com Non-GAAP Financial Measures Reconciliation Alpine Income Property Trust, Inc. Non-GAAP Financial Measures Funds From Operations and Adjusted Funds From Operations (Unaudited) (In thousands, except per share data) Three Months Ended March 31, 2024 March 31, 2023 Net Income (Loss) $ (283) $ 3,745 Depreciation and Amortization 6,382 6,335 Provision for Impairment 31 — Gain on Disposition of Assets — (4,453) Funds from Operations $ 6,130 $ 5,627 Adjustments: Gain on Extinguishment of Debt — (23) Amortization of Intangible Assets and Liabilities to Lease Income (110) (87) Straight-Line Rent Adjustment (65) (165) Non-Cash Compensation 79 80 Amortization of Deferred Financing Costs to Interest Expense 180 174 Other Non-Cash Expense 29 29 Adjusted Funds from Operations $ 6,243 $ 5,635 FFO per Diluted Share $ 0.41 $ 0.36 AFFO per Diluted Share $ 0.42 $ 0.36

24 © 2024 Alpine Income Property Trust, Inc. | alpinereit.com Net Debt-to-EBITDA Pro Forma Reconciliation Alpine Income Property Trust, Inc. Non-GAAP Financial Measures Reconciliation of Net Debt to Pro Forma EBITDA (Unaudited) (In thousands) Three Months Ended March 31, 2024 Net Loss $ (283) Adjustments: Depreciation and Amortization 6,382 Provision for Impairment 31 Straight-Line Rent Adjustment (65) Non-Cash Compensation 79 Amortization of Deferred Financing Costs to Interest Expense 180 Amortization of Intangible Assets and Liabilities to Lease Income (110) Other Non-Cash Expense 29 Other Non-Recurring Items (21) Interest Expense, net of Deferred Financing Costs Amortization 2,755 EBITDA $ 8,977 Annualized EBITDA $ 35,908 Pro Forma Annualized Impact of Current Quarter Investment Activity1 133 Pro Forma EBITDA $ 36,041 Total Long-Term Debt $ 272,256 Financing Costs, Net of Accumulated Amortization 744 Cash and Cash Equivalents (5,145) Restricted Cash (2,833) Net Debt $ 265,022 Net Debt to Pro Forma EBITDA 7.4x 1. Reflects the pro forma annualized impact on Annualized EBITDA of the Company’s investment activity during the three months ended March 31, 2024.

Investor Inquiries: Lisa M. Vorakoun, Chief Accounting Officer and Interim Chief Financial Officer and Treasurer, (386) 944-5641, lvorakoun@alpinereit.com

XML

Document and Entity Information	Apr. 18, 2024
Cover [Abstract]
Document Type	8-K
Document Period End Date	Apr. 18, 2024
Entity File Number	001-39143
Entity Registrant Name	ALPINE INCOME PROPERTY TRUST, INC.
Entity Incorporation, State or Country Code	MD
Entity Tax Identification Number	84-2769895
Entity Address, Address Line One	369 N. New York Avenue
Entity Address, Adress Line Two	Suite 201
Entity Address, City or Town	Winter Park
Entity Address, State or Province	FL
Entity Address, Postal Zip Code	32789
City Area Code	386
Local Phone Number	274-2202
Written Communications	false
Soliciting Material	false
Pre-commencement Tender Offer	false
Pre-commencement Issuer Tender Offer	false
Title of 12(b) Security	Common Stock, $0.01 Par Value
Trading Symbol	PINE
Security Exchange Name	NYSE
Entity Emerging Growth Company	true
Entity Ex Transition Period	true
Entity Central Index Key	0001786117
Amendment Flag	false