MSFT vs SPG: Microsoft Corporation vs Simon Property Group, Inc. Historical Returns & Investment Comparison

This MSFT vs SPG comparison analyzes the historical stock performance of Microsoft Corporation and Simon Property Group, Inc. side-by-side. Using real, adjusted market data, this tool shows how identical investments in both stocks would have performed over time—highlighting differences in returns, volatility, and consistency across market cycles.

Use the interactive calculator below to adjust the investment amount and time period, visualizing how Microsoft Corporation and Simon Property Group, Inc. have historically performed against each other.

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Performance Summary

$10,000 invested from 1986 to 2025 (40 years)

Head-to-Head Record

17
MSFT Wins
0
Ties
16
SPG Wins

Over the 33-year comparison period, Microsoft Corporation outperformed Simon Property Group, Inc. in 17 years, while Simon Property Group, Inc. outperformed Microsoft Corporation in 16 years.

MSFT - Microsoft Corporation

Average Annual Return:+31.68%
Best Year:+127.22% (1987)
Worst Year:-62.79% (2000)
Win Rate:77.5% (31/40 years)
Total Value:$63,781,897.96
Total Gain:+$63,771,897.96 (+637718.98%)

SPG - Simon Property Group, Inc.

Average Annual Return:+15.57%
Best Year:+101.55% (2021)
Worst Year:-37.00% (2020)
Win Rate:69.7% (23/33 years)
Total Value:$468,361.67
Total Gain:+$458,361.67 (+4583.62%)

Overall Winner: MSFT with an average annual return of 31.68% (vs 15.57% for SPG)

Understanding MSFT vs SPG Performance

When comparing Microsoft Corporation and Simon Property Group, Inc., investors should consider multiple factors beyond just total returns. Volatility, consistency of growth, dividend payments, and sector-specific risks all play crucial roles in determining which stock might be better suited for your investment strategy and risk tolerance.

Historical performance data shows how each stock responded to market downturns, economic expansions, and company-specific events. While past performance doesn't guarantee future results, understanding these patterns can help inform investment decisions and portfolio allocation strategies.

Cumulative Growth Comparison

A $10,000 investment in Microsoft Corporation grew to $63,781,898, compared to $468,362 for Simon Property Group, Inc. over the same period.

Year-by-Year Comparison

YearMSFT ReturnMSFT CumulativeSPG ReturnSPG CumulativeDifferenceWinner
1986 (Start)-$10,000.00-$10,000.00-Initial Investment
1987+72.32%$17,232.21---Tie
1988+127.22%$39,155.81---Tie
1989-4.91%$37,233.03---Tie
1990+62.24%$60,406.07---Tie
1991+69.58%$102,435.17---Tie
1992+123.24%$228,680.64---Tie
1993+12.34%$256,889.66---Tie
1994-5.29%$243,309.53+0.56%$10,055.56-5.84% (SPG)SPG
1995+52.57%$371,227.53+15.97%$11,661.58+36.60% (MSFT)MSFT
1996+45.79%$541,228.97+3.93%$12,119.76+41.87% (MSFT)MSFT
1997+84.12%$996,524.76+40.74%$17,056.76+43.39% (MSFT)MSFT
1998+58.35%$1,577,958.22+15.00%$19,615.52+43.34% (MSFT)MSFT
1999+111.53%$3,337,930.90-6.61%$18,318.87+118.15% (MSFT)MSFT
2000+65.60%$5,527,711.79-12.63%$16,005.32+78.23% (MSFT)MSFT
2001-62.79%$2,056,960.51+15.08%$18,419.38-77.87% (SPG)SPG
2002+52.74%$3,141,755.21+30.14%$23,971.82+22.59% (MSFT)MSFT
2003-22.88%$2,422,863.26+23.81%$29,680.11-46.69% (SPG)SPG
2004+2.80%$2,490,701.94+42.18%$42,198.92-39.38% (SPG)SPG
2005+8.81%$2,710,135.61+47.09%$62,072.39-38.28% (SPG)SPG
2006-1.01%$2,682,698.63+24.67%$77,387.73-25.69% (SPG)SPG
2007+12.86%$3,027,729.87+33.90%$103,618.61-21.03% (SPG)SPG
2008+20.84%$3,658,796.67-11.75%$91,441.03+32.60% (MSFT)MSFT
2009-43.79%$2,056,771.16-35.34%$59,127.55-8.45% (SPG)SPG
2010+53.44%$3,155,957.24+62.61%$96,146.65-9.17% (SPG)SPG
2011-7.94%$2,905,242.80+29.88%$124,879.36-37.83% (SPG)SPG
2012-4.75%$2,767,111.96+31.66%$164,421.59-36.42% (SPG)SPG
2013+2.60%$2,838,991.28+25.59%$206,493.68-22.99% (SPG)SPG
2014+39.54%$3,961,633.63-1.98%$202,401.78+41.53% (MSFT)MSFT
2015+28.42%$5,087,641.85+31.21%$265,569.76-2.79% (SPG)SPG
2016+21.88%$6,200,739.95+8.30%$287,607.14+13.58% (MSFT)MSFT
2017+16.51%$7,224,217.07-4.47%$274,756.73+20.97% (MSFT)MSFT
2018+39.74%$10,095,202.03-1.76%$269,934.70+41.50% (MSFT)MSFT
2019+20.22%$12,136,360.37+2.15%$275,734.67+18.07% (MSFT)MSFT
2020+58.26%$19,206,911.25-5.06%$261,786.22+63.32% (MSFT)MSFT
2021+39.94%$26,878,701.70-37.00%$164,913.67+76.95% (MSFT)MSFT
2022+55.79%$41,874,319.16+101.55%$332,390.86-45.76% (SPG)SPG
2023-27.69%$30,280,494.98-22.17%$258,713.47-5.52% (SPG)SPG
2024+58.35%$47,949,092.29+29.18%$334,199.94+29.17% (MSFT)MSFT
2025+14.50%$54,902,457.42+26.58%$423,013.62-12.07% (SPG)SPG
2026+16.17%$63,781,897.96+10.72%$468,361.67+5.45% (MSFT)MSFT

Annual returns include dividends and stock splits. Cumulative values show growth of $10,000 invested from the first year. Positive difference means MSFT outperformed SPG that year.

Company Profiles

1

Microsoft Corporation

MSFT

Microsoft Corporation is a global technology powerhouse that develops, licenses, and supports a wide range of software products, services, and devices. As of 2026, the company has successfully transitioned into an 'AI-first' organization, leveraging its strategic partnership with OpenAI to integrate generative AI across its entire tech stack. Microsoft is the dominant provider in enterprise computing through its Windows operating system and Office productivity suite, and it is a leading player in the global cloud market with Azure. Its business model centers on digital transformation, cloud infrastructure, and the emerging economy of autonomous AI agents.

Key Innovations

  • Azure AI Services & Copilot Ecosystem
  • Windows 11 and Next-Gen 'Copilot+' AI PC architecture
  • Microsoft 365 Copilot (Generative AI for productivity)
  • HoloLens and Mixed Reality (Industrial Metaverse)
  • Custom Silicon: Azure Maia AI Accelerator and Azure Cobalt CPU
  • Topological Quantum Computing (Majorana 1 chip)
  • Agentic AI: Autonomous digital coworkers built on Copilot Studio

Business Segments

  • Intelligent Cloud
    The company's primary growth engine, consisting of public, private, and hybrid server products and cloud services. Key offerings include Azure—a comprehensive cloud platform for computing, networking, and AI—as well as SQL Server, Windows Server, GitHub, and Nuance Healthcare. In 2026, this segment is heavily focused on scaling AI 'superfactories' and providing the infrastructure for large-scale generative AI workloads.
  • Productivity and Business Processes
    Focuses on productivity, communication, and information services. It includes Microsoft 365 (formerly Office), which has evolved into a Copilot-integrated subscription service for both commercial and consumer users. This segment also encompasses LinkedIn (talent and marketing solutions), Dynamics 365 (cloud-based ERP and CRM), and the Microsoft Power Platform for low-code development and hyperautomation.
  • More Personal Computing
    Encompasses products and services geared toward end-users and developers across devices. This includes Windows OEM and commercial licensing, Surface devices, Search and news advertising (Bing and Copilot), and Gaming. Following the acquisition of Activision Blizzard, the Gaming division includes Xbox hardware, content, and services like Game Pass, making Microsoft one of the largest video game publishers globally.
2

Simon Property Group, Inc.

SPG

Simon Property Group is a real estate investment trust (REIT) and a global leader in the ownership of premier shopping, dining, entertainment and mixed-use destinations.

Key Innovations

  • Reinventing retail spaces as destinations

Business Segments

  • Malls
    Regional malls.
  • Premium Outlets
    Outlet shopping centers.
  • The Mills
    Value-oriented retail centers.

How This Comparison Works

Our stock comparison tool uses adjusted closing prices to calculate year-by-year returns for both stocks. This ensures an apples-to-apples comparison that accounts for:

  • Dividends: All dividend payments are reinvested
  • Stock splits: Historical prices are adjusted for all splits
  • Head-to-head record: Shows which stock outperformed each year
  • Statistical analysis: Average returns, best/worst years, and win rates

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Important Disclaimer

This comparison tool is for educational and informational purposes only and does not constitute financial, investment, or trading advice. Past performance is not indicative of future results. Historical returns include dividends and stock splits but do not account for taxes, fees, inflation, or individual circumstances. Stock market investments carry risk, including the potential loss of principal. Always consult with a qualified financial advisor before making investment decisions. The data presented is based on historical market data and may contain inaccuracies or delays.