Middle-Market Businesses for Sale in Hillsborough County, FL

Discover middle-market businesses for sale in Hillsborough County, FL, and tap into the booming Tampa Bay economy. Our curated listings feature established Tampa, Brandon and Wesley Chapel enterprises across manufacturing, healthcare, logistics, tech and more—each vetted for profitability and growth potential. Browse detailed profiles, connect with experienced brokers and secure the ideal Sunshine State acquisition today.

All Matching Deals

Hillsborough County, FL

This unique opportunity offers a turnkey package of four fully operational pain management clinics located in strategic, high-demand areas of Hillsboro County. Each clinic is staffed by an experienced onsite physician, ensuring expert, personalized care for patients suffering from chronic and acute...

$5,900,000
Cash Flow: $1,798,036
Details
SBA Pre-Qualified Online Spanish Tutoring Platform
Tampa, FL

Broker presents an SBA Pre-Qualified, Enterprise-Level Online Education business built around Live Spanish Tutoring and one-on-one tutoring sessions delivered via a recurring revenue model. The company is growing nicely and only uses live tutors for their lessons, something that sets them far apart...

$6,000,000
Cash Flow: $1,351,085
Details
Hair Wellness & Personal Care eCommerce Brand
Tampa, FL

Broker presents a thriving DTC eCommerce brand with a firmly established position in the Hair Wellness and Personal Care industry. This innovative company has quickly become renowned for its premium topical hair care solutions designed to address hair thinning and loss. The unique formulation of its...

$11,900,000
Cash Flow: $2,499,401
Details
Paintings On Demand Production Company
Tampa, FL

Broker presents an acclaimed Paintings-On-Demand (POD) production company that has reimagined how Handmade Paintings are bought and sold. This hyperscaler offers handmade, made-to-order paintings that are crafted in real time (post-order) by professional artists and framed by top-tier partners—resulting...

$19,000,000
Cash Flow: $3,670,900
Details
Tech-Enabled Immigration Services Co | 360+ Client
Tampa, FL

Broker presents an AI-powered Global Immigration Support Platform, purpose-built to guide elite international talent through employment-based and extraordinary-ability visa pathways with clarity, structure, and speed. Founded in 2021, this business quickly evolved into a highly trusted resource for...

$12,000,000
Cash Flow: $3,220,702
Details
Digital Marketing Agency | Lead Generation
Tampa, FL

Broker presents a high-performing Marketing Agency with a fast-growing presence in the multi-billion-dollar U.S. Insurance Market. With over a decade of experience driving results for leading insurance providers, this agency has earned an outstanding reputation for delivering qualified leads and high-intent...

$7,500,000
Cash Flow: $1,655,835
Details
22-Year Pain Relief & Joint Health Supplements
Tampa, FL

Broker presents a powerhouse 22-year-old Natural Pain Relief and Nutritional Supplement Brand that has become a trusted leader for millions of consumers seeking lasting joint, arthritis, and inflammation relief. Built on proprietary, clinically supported enzyme formulations, this company has sold over...

$13,000,000
Cash Flow: $3,239,956
Details
SBA Pre-Qual eCom Brand / Printer Ink & Toner
Tampa, FL

Broker presents an SBA Pre-Qualified, well-established eCommerce Brand specializing in Premium Printer Consumables. For more than 18 years, this company has served retail customers across the United States with OEM and compatible ink and toner cartridges, imaging drums, and printer supplies. Their reputation...

$5,500,000
Cash Flow: $1,174,321
Details
SBA PreQual | Marketing & Lead Generation Agency
Tampa, FL

Broker presents an SBA Pre-Qualified Marketing & Lead Generation Agency for the Legal Vertical that has been in operation for over 17 Years. The agency has established a dominant position through its nationwide directory platform and subscription-based services. Founded in 2008, this business combines...

$5,500,000
Cash Flow: $1,011,542
Details
Manufacturer & Distributor | Patent Portfolio
Tampa, FL

Broker presents a long-established consumer products company that has spent 18 years building a powerful portfolio of patented innovations, licensed technologies, and retail relationships across multiple high-demand categories. Operating as both a manufacturer and omni-channel distributor, the business...

$10,000,000
Cash Flow: $2,003,795
Details
Amazon FBA eCom Brand / Travel Products
Tampa, FL

Broker presents a globally recognized Amazon FBA brand specializing in Travel-focused and lifestyle products. Launched in 2018, this business quickly scaled to become a leader in its category, achieving a #1 ranking in the food warmer category across all major Amazon marketplaces. This company specializes...

$6,000,000
Cash Flow: $1,322,601
Details
Educational Platform | Programming Vertical
Tampa, FL

Broker presents an exceptional Educational Platform (Ed-Tech) that specializes in delivering top-tier programming instruction, focused in the field of Python Programming—a high-level, general-purpose computer language known for its readability and simplicity, making it a popular choice for beginners...

$5,575,000
Cash Flow: $1,140,453
Details
Hillsborough County, FL

Location, Location, Location. Look at this Profitable Auto Repair Shop with R/E located in a great area, major hwy close by.Established for over 24 years , it has 12 Lifts and endless opportunity for profits.

$9,000,000
Cash Flow: $332,000
Details
Retail Security Tech Stack – Patented
Tampa, FL

Broker presents an exceptional investment opportunity for companies already serving the retail industry. Offering a patent-protected product set designed to combat the growing issue of shoplifting, this company delivers a solution that enhances security while maintaining a welcoming retail environment...

$10,000,000
Details
SaaS Marketing Automation Platform | $3.7M ARR
Tampa, FL

Broker presents a SaaS Business specializing in hyper-targeted lead generation and automated customer engagement solutions. With a proprietary blend of technology, data, and creative strategy, the company helps small to mid-sized businesses—particularly in insurance, home services, and finance—attract...

$6,000,000
Cash Flow: $804,144
Details
Hollywood Science Fiction Museum  / $7M in Assets
Tampa, FL

Broker presents a great opportunity for an ambitious investor to take advantage of an assets sale that contains scores of movie props and other memorabilia worth an estimated $7+ million. These items come from a recently defunct museum in California devoted to classic science fiction and horror movies....

$7,500,000
Details
Tampa, FL

Situated in the dynamic and fast-growing Central Florida region, this distinguished furniture retailer has solidified its reputation as a leading destination for high-quality, stylish home furnishings. With a customer base that spans beyond the state of Florida, the business offers an extensive selection...

$10,000,000
Cash Flow: $977,235
Details
Plant City, FL

Full Service Produce Company

$8,750,000
Details
Super Profitable Pet Business in Tampa
Tampa, FL

This franchised Pet Store is one of the top five in the county and has room to grow with new ownership. The current owner runs it from a different city. A local new owner should be able to increase the profitability fairly significantly.

$5,300,000
Cash Flow: $1,535,919
Details
Waterfront Restaurant with Docks and Real Estate
Tampa, FL

***Real Estate included and appraised $7m)*** A Boaters Paradise and a Pirates Dream – All in One Place! Saltwater access with incredible water views surrounding you... Ah, and let’s not forget the food and libations. If you can picture this in your head – you’re already here! So, let’s get...

$11,100,000
Cash Flow: $739,648
Details

Tips for Buying A Middle-Market Business

Define Clear Acquisition Criteria

Before you start evaluating businesses for purchase, it's essential to establish clear acquisition criteria. Consider factors such as industry preference, revenue and profitability ranges, location, company culture, and growth potential. Not only will this focus your search, but it will also help you quickly filter out opportunities that don’t align with your strategic objectives. Creating a checklist based on your criteria will streamline due diligence and ensure you remain disciplined throughout the process.

Conduct Comprehensive Due Diligence

Thorough due diligence is crucial when buying a middle-market business, as these businesses tend to have more complex operations than smaller companies. Go beyond the financial statements and examine customer concentration, employee dependencies, contractual obligations, and market positioning. Engage experienced accountants and legal advisors to identify hidden risks or liabilities. Investigating operational processes, IT systems, and compliance history will help you avoid unwelcome surprises post-acquisition.

Plan for Post-Acquisition Integration

A successful acquisition goes beyond closing the deal—planning for integration is vital. Develop a detailed transition plan that addresses key areas such as employee retention, customer communication, and process alignment. In the middle market, the seller’s involvement often extends beyond the sale to ensure a smooth handover, so leverage their knowledge and relationships. Clear communication with stakeholders and setting integration milestones will boost your chances of long-term success and value creation.