ABOUT US

Orlando real estate team lead by Tiphany Weeks

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Why Us 

Like the precious stone, our passion and work ethic are highly valued by the people we serve.

If you’re looking for top Orlando realtors who lead with strategy and care, you’ve found them. Whether buying or selling, no goal is too big or too small. From first-time homebuyers to multi-million-dollar luxury lakefront estates, vacation homes, investment properties, and commercial real estate, we’ve helped families and investors across Windermere, Orlando, Winter Springs, St. Pete, and beyond find the place that feels like home.

Tiphany holding a pile of diamonds

Our mission is simple: Bring your real estate goals to life, and enjoy the process while we do it.

We are strategic, meticulous, and unwaveringly client-focused, attentive to budgets, timelines, and market conditions. Every experience is customized because your real estate journey in Orlando and Central Florida deserves intention, not guesswork.

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Meet the Broker

I'm Tiphany Weeks, founder and broker of Diamond Real Estate Group, and a former full-time baseball wife who packed up and relocated more times than I can count. From Arizona spring training to the quiet corners of Florida, finding "home" was always the priority. Finding the right real estate agent wasn't always easy, and that realization inspired me to build something different.

Today, I'm proud to serve as a Royal Cypress Preserve & Dr. Phillips real estate specialist, helping buyers, sellers, and investors navigate one of Orlando's premier luxury markets while serving clients throughout Central Florida.

With a background in marketing and professional sales, combined with a passion for people and real estate, I built a boutique brokerage that breaks the mold. It's flexible, locally rooted, and fiercely client-first. Free from franchise limits and built on opportunity, Diamond Real Estate Group was created to elevate the buying and selling experience with a team of resilient agents I'd trust with any deal, even my own.

Real estate is always evolving, and like any good game, we study the field, know the playbook, and stay one step ahead.

Tiphany Weeks, Orlando business woman, realtor
Tiphany Weeks, Orlando real estate agent
Tiphany Weeks, founder of DREG Orlando real estate brokerage

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The Diamond Difference

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Step One

Follow the game plan. If you fail to plan, you plan to fail. We build a personalized roadmap tailored to your goals, one that everyone understands and can execute with confidence.

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Step Two

Marketing. We don’t wait for buyers to find us; we go to them. Each MLS listing includes detailed market research and targeted campaigns designed to reach the demographics most likely to convert. While others rely solely on passive marketing, we go deeper.

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Step Three

Making it simple. Buying a home is one of the biggest decisions you’ll ever make, but it doesn’t need to be overwhelming. Through clear expectations, proactive communication, and guided expertise, we make the process seamless, successful, and stress-free.

Tiphany Weeks throwing a baseball on a new house front porch
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