Find Prime Middle Market Businesses for Sale in Toronto

Middle Market Businesses for Sale in Toronto – Unlock high-potential Ontario ventures today. Explore DealStream’s curated listings of mid-sized businesses for sale in Toronto and the Greater Ontario region, featuring profitable companies across tech, manufacturing, retail and professional services. Whether you’re an experienced investor or first-time buyer, our exclusive roster delivers detailed financials, expert broker support and streamlined deal processes. Browse now to find your ideal Toronto business acquisition and capitalize on one of Canada’s most dynamic markets.

All Matching Deals

Toronto, ON

Our client engages in sales of new and used die casting and foundry related machinery. They manufacture and sell their own new machines and buy and sell used machines. Our client offers two interrelated companies as part of this sale. Together, these companies offer new industrial machinery and...

$5,000,000
Cash Flow: $527,088
Details
Canada-based iGaming Studio
Toronto, ON

A well-established, Canada-based iGaming studio offering dual-certified portfolios: - Class II: 70+ NIGC-certified bingo-style titles (largest global catalog) - Class III: 80+ GLI-19-certified RNG slot and table games Built on a Java/Apache backend with an HTML5 frontend, API-first (JSON/REST)...

$6,000,000
Details
Toronto, ON

Business Overview This is a rare opportunity to acquire a profitable and rapidly scalable franchising business in the fast-casual dining sector, offering a mix of traditional storefronts and innovative ghost kitchens across Ontario. The company is a well-loved brand for its healthy, customizable,...

$5,060,881
($7,000,000 CAD)
Cash Flow: $744,672 ($1,030,000 CAD)
Details
Motel for Sale in Niagara Falls, Ontario
Toronto, ON

Location: Niagara Falls, Ontario Asking Price: $8,050,000 Don't miss this incredible opportunity to own a motel in the heart of Niagara Falls! Located just minutes from one of the world's most famous natural attractions , this property is a prime choice for tourists visiting year-round. Whether...

$5,820,013
($8,050,000 CAD)
Details
Toronto, ON

Multi service business with large well established customer base. 2023 revenue of $17 million and $4.1 million EBITDA. Services include excavation, site remediation, street sweeping, waste disposal, sand and gravel slinger service, site drain and waterline maintenance, construction support services

$11,567,728
($16,000,000 CAD)
Details
Big Data SaaS - FoodTech/Restaurant Profitable/M&A
Toronto, ON

Strategic Acquisition Only 85% Profit Margins (can improve/scale) Growth Stage - Ready to scale Major Partnerships Name Brand (recognizable) Turn-Key - Highly Automated Profitable $200k/EBITDA Ready for Growth Competitors SOLD $35MM - $800MM Domain Name alone is valued over $2MM Pricing...

$10,000,000
Cash Flow: $200,000
Details

Tips for Buying A Middle-Market Business In Toronto, ON

Understand the Local Market Dynamics

When buying a middle-market business in Toronto, it’s essential to deeply understand the local economic environment, industry trends, and competitive landscape. Toronto is a diverse, vibrant city with a robust economy, but every industry and neighborhood has unique market factors. Conduct extensive market research to identify growth opportunities and potential risks. Analyze the client base, employee market, and local regulations that could impact your acquisition. Being well-versed in Toronto’s business climate will help you make informed decisions and position your purchase for success.

One of the most critical steps in buying a business is comprehensive due diligence. Insist on a thorough examination of the business’s financial statements, tax returns, legal agreements, and any outstanding liabilities. This should involve working with professional advisors such as accountants, business brokers, and lawyers who are experienced in the Toronto marketplace. Proper due diligence will uncover any hidden issues that could impact valuation or future profitability, and ensure you fully understand what you are buying before you commit.

Plan for a Smooth Transition and Integration

Success after purchasing a middle-market business depends greatly on your ability to manage the transition and integrate yourself as the new owner. Work closely with the seller to develop a transition plan that addresses key relationships with employees, customers, and suppliers. Toronto’s multicultural workforce means sensitivity to workplace culture and strong communication are critical. Retaining key staff and maintaining business momentum through the transition will help stabilize operations and preserve value during the ownership change.