PROFESSIONAL PROFILE
Kyle Madorin
www.upwellrealty.com
Kyle Madorin is the founder of Upwell Realty, a boutique real estate brokerage based in Orlando, Florida. Since 2013, Kyle has built his business around a simple but powerful idea: real estate should feel less like a transaction and more like a well-executed plan. With over a decade of experience across markets throughout Central Florida, he brings a broad perspective, sharp market insight, and a calm, confident approach to every client he serves.
Kyle understands that buying or selling a home is one of the most meaningful financial and personal decisions you’ll make. That’s why he focuses on clarity, communication, and results. Whether he’s helping a seller position their home to maximize value or guiding a buyer through a competitive market, Kyle is known for combining data-driven strategy with a highly personalized experience. His clients don’t just get a Realtor, they get an advisor, negotiator, and advocate who is fully invested in their outcome.
As the owner of Upwell Realty, Kyle has created a brand that reflects his philosophy: elevate the experience, deliver exceptional results, and build relationships that last well beyond the closing table. The brokerage is intentionally boutique, allowing for a higher level of service, thoughtful marketing, and a more hands-on approach with every client. Through initiatives like his podcast, Real Estate on the UP, and his monthly market updates, Kyle stays actively engaged in educating and empowering buyers, sellers, and homeowners throughout Central Florida.
Kyle’s background includes time as a VIP Tour Guide at Walt Disney World, where he developed a deep appreciation for high-level service and attention to detail, qualities that continue to define his real estate business today. His wife, Shalea, is a professional home stager, giving his listings a distinct edge in presentation and marketability.
Lifelong relationships have always been at the core of Kyle’s business. A significant portion of his clients come from referrals and repeat business, a reflection of the trust he builds and the results he delivers. His goal is simple: make the process seamless, strategic, and ultimately successful, no matter the market conditions.
With Kyle, you’re not just making a move—you’re making it with purpose.
SPECIALTIES AND INTERESTS
Buying and selling residential real estate
Strategic pricing and market positioning
Luxury and lifestyle properties
Relocation and out-of-state clients
Investment properties
Marketing-driven listing strategies
Client education and market insights
APPROACH & PHILOSOPHY
Client-first, relationship-driven service
Data-backed decision making
Clear communication and proactive guidance
High-level marketing and presentation
Long-term wealth building through real estate
AWARDS AND ACCOLADES
#2 Residential Real Estate - Individual, Orlando Magazine · 2025
Top 100 Agent - United States, Renowned · 2021, 2022, 2024
Top 100 Agent - Orlando Metro Area, Orlando Real Producers · 2024
Orange County Agent of the Year, Renowned · 2022
Orlando Agent of the Year, Renowned · 2022
Top 100 Agent - Orlando, FL, Orlando Top Producers · 2022
Million Dollar GUILD Designation, Institute for Luxury Home Marketing · 2020-2026
If you’re looking for a real estate experience that’s thoughtful, strategic, and just a little more elevated than the norm, Kyle and Upwell Realty are built for exactly that.
PROFESSIONAL EXCELLENCE
Five Star Professional conducts market-specific research throughout the U.S. to identify service professionals who demonstrate professional excellence and provide quality services to their clients. The Five Star Real Estate Agent program is the largest and most widely published award program for real estate agents in North America, covering more than 40 major markets. Five Star award winners do not pay a fee to be included in the research or on the final list of award winners.
The Five Star Professional research team contacted thousands of recent homebuyers, consumers and industry leaders to identify Orlando-area real estate agents who stand out in their industry and community.
To learn more about the research methodology, click here.
