Tom Pileggi

Licensed since 1989, Tom Pileggi is a trusted name in residential, commercial, and investment real estate across Toronto, the GTA, and Cottage Country. As a seasoned broker and investment specialist, Tom has built a reputation for delivering exceptional results, strategic market insights, and expert-level negotiation skills that set him apart in the industry.

Tom offers a distinctive buyer program: the VIP Buyer Program. With exclusive promotions and guarantees, this program ensures buyers gain access to off-market deals, power of sale properties, and premium real estate opportunities before they hit the MLS. When you work with the Pileggi Real Estate Team, not only will you receive their award-winning 5-star service, but you’ll also be contributing to a greater cause—a portion of the team’s income is donated to SickKids Hospital, helping children in need.

Experience & Expertise

Tom has successfully guided Thousands of homebuyers, sellers, and investors through complex real estate transactions, ensuring they achieve the best possible outcomes. His expertise spans across:

• Luxury Homes & High-Value Residential Real Estate
• Commercial & Industrial Sales & Leasing ($5M–$25M transactions)
• Power of Sale & Foreclosure Deals
• Off-Market & Exclusive Property Sales
• Corporate & Executive Relocations
• Cottage Country & Waterfront Properties

His ability to analyze market trends, identify profitable investment opportunities, and craft winning negotiation strategies has earned him the trust of a diverse clientele—from first-time buyers and high-net-worth investors to corporate relocation clients and seniors transitioning to new housing.

A Leader in Real Estate Innovation & Mentorship

As the Founder and Team Leader of the Pileggi Real Estate Team, Tom leads a high-performing, family-run real estate team that has consistently delivered results for their clients. Under his leadership, the team has developed specialized marketing strategies that give clients a competitive edge in the fast-changing real estate market.

His unique "Your Home Sold Guaranteed or We Buy It"*, combined with innovative off-market sales strategies, ensures clients receive maximum value when buying or selling their homes.

In addition to his work with clients, Tom is a dedicated mentor and trainer within the real estate community. He is a New Agent Boot Camp Coach (NABC) and Mentor with eXp Realty Brokerage, guiding new agents in building successful careers. Tom has also served on the Ethics Committee, Ethics of Appeal Committee and Mediation Committee of the Toronto Real Estate Board, demonstrating his commitment to upholding the highest professional standards in the industry.

Continuous Learning & Industry Recognition

Tom, along with the Pileggi Real Estate Team, is mentored and trained weekly by top Canadian and North American real estate professionals to stay ahead of market trends and outperform competitors. The team is also part of elite mastermind groups with the top 5% of agents in the world, ensuring they are always learning from and collaborating with industry leaders.

In 2023, the Pileggi Real Estate Team was awarded the 2022 Breakthrough Award, a prestigious recognition for achieving a Quantum Leap in Real Estate Sales. This award is given to real estate professionals who demonstrate extraordinary growth, innovation, and excellence in sales performance within a short period. It highlights the team's dedication to strategic marketing, cutting-edge negotiation skills, and delivering exceptional results for their clients.

Tom was also honored with the prestigious ICON Agent Award from eXp Realty Brokerage, recognizing his outstanding sales performance, leadership, and contributions to the real estate industry.

Market Knowledge & Investment Focus

Tom stays ahead of the curve by closely monitoring market trends, mortgage rate changes, and new legislation affecting real estate. His vast experience in investment properties, rental markets, and commercial real estate has made him a go-to resource for investors looking to build wealth through real estate.

His expertise in foreclosures, distressed properties, and bank-owned sales gives his clients access to exclusive opportunities before they hit the market—making him a key resource for investors looking for undervalued properties.

Client-Centered Approach & Strong Negotiation Skills

Tom believes that real estate is more than just transactions—it’s about building relationships and trust. His dedication to client success, integrity, and transparency ensures that every buyer and seller receives expert guidance throughout the process.

Negotiation Mastery – Tom’s decades of experience give him a unique advantage when negotiating the best price and terms for his clients.

Results-Driven Strategy – Whether buying, selling, or investing, Tom provides data-driven insights and strategic advice to help clients make informed decisions.

Personalized Client Service – He understands that every client’s needs are unique and customizes strategies to fit their real estate goals.

Designations & Certifications

Tom Pileggi holds several prestigious real estate designations, reinforcing his expertise in negotiation, international transactions, and specialized client support:

• MCNE – Master Certified Negotiation Expert
• CNE – Certified Negotiation Expert
• CIPS – Certified International Property Specialist
• SRES – Senior Real Estate Specialist

Lifestyle 55 Affiliate

These certifications enable Tom to provide specialized services to a broad range of clients, including investors, international buyers, and seniors looking to transition into their next home.

Professional & Business Background

Tom’s business acumen extends beyond real estate. He graduated from Humber College in 1973 with a Business & Administration diploma. After graduation, he entered the food industry, working as a manager for a major food chain. In 1979, he pursued his entrepreneurial spirit, opening multiple food stores across the Eaton Centre, Sheraton Hotel, Stouffville, Etobicoke, and Woodbridge.

Tom’s leadership and business expertise translated seamlessly into real estate, where he built a thriving career based on trust, market knowledge, and strategic decision-making. In 1989, he earned his Real Estate License from OREA College and transitioned full-time into the industry, where he has been a leading force ever since, the Top 5% of Realtors in the Toronto Real Estate Board.

Community Involvement & Leadership

Beyond real estate, Tom has always been deeply involved in community sports, business organizations, and municipal initiatives. His past leadership roles include:

• President of the Woodbridge Knights Baseball Club
• Founder & Inaugural President of the City of Vaughan Baseball Association (formed through a merger of Woodbridge and Maple baseball organizations)
• Vice President of the Optimist Club of Woodbridge
• Active involvement in local chambers of commerce and community organizations
• Eucharistic Minister
• Inducted into the Hall of Fame for the City of Vaughan Baseball and Softball Association (Vaughan Vikings) in 2024

Tom’s passion for giving back extends to his real estate practice. He believes in strengthening communities through real estate, supporting families, and mentoring the next generation of real estate professionals.

Connect with Tom Pileggi Today!

Whether you’re buying, selling, or investing in real estate, Tom Pileggi’s expertise, experience, and commitment to excellence make him the right professional to guide you every step of the way.

Call or Text Tom Directly at 416-917-6566

Email: [email protected]

"Your Home Sold Guaranteed or We Buy It!"*