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Kyle Madorin

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5.0stars, 92 Reviews
UPWELL REALTY LLC
192 Closed Sales
$104.8M Total Value
$280K - $1.9M Price Range
$545.8K Average Price
Prior 5 years

About Kyle

Founder of Upwell Realty, Kyle Madorin has earned wide recognition in Orlando and nationally for his exceptional concierge service in real estate. Ranked as one of the Top 100 Agents in the United States by RateMyAgent in 2021, 2022, and 2024, he offers his clients a rare level of personalized attention that diverse positions in customer relations have fine-tuned.

After growing up in Chicago’s west suburbs, Kyle studied public relations at Bradley University, where he obtained an advanced internship in guest relations with The Walt Disney Company. Kyle quickly fell in love with Orlando and relocated to Central Florida, making his mark at Walt Disney World while earning positions as a Magic Kingdom tour guide, operations assistant for the park’s vice president, and as a VIP host for celebrities and visiting dignitaries. Through Disney’s extensive training regimen and Kyle’s hands-on experiences in these unique roles, he developed the high standards of personalized service and attention to detail for which he is known.

A chance encounter with the former CEO of Lord & Taylor and chairman of the board of Ann Taylor resulted in Kyle being recruited to Greenwich, Connecticut, where he worked as the executive administrator for a private investment firm. With a daily
routine that encouraged bringing the “Disney touch” to high level executives around New York city, he further engaged his talent for delivering remarkable client experiences.

Hurricane Katrina hit New Orleans in 2005, prompting Kyle and his wife, Shalea, to relocate to Louisiana and help her parents rebuild their affected company. Once it was safely up and running, Shalea and Kyle used their acumen to assist with the expansion of the family’s wedding business into the premier venue in New Orleans and a destination for weddings throughout the region. After seven successful years of growth, and spurred by his own experiences in the field, Kyle sought a new challenge with no ceiling: real estate.

With their two young sons in tow, Shalea and Kyle moved back to Orlando, where they founded their real estate business with Kyle’s brother. The three of them began a journey with a fresh perspective on the industry, believing that at its heart, real estate is essentially a “people business.” They pledged to focus on customers’ happiness, putting their clients first, rather than on traditional sales techniques.

Kyle has been an Orlando real estate agent since 2013. In addition to being Gold Key Certified for Excellence in Professionalism by the Orlando Regional Realtor® Association, he has consistently performed in the top 1% of real estate agents in the Orlando area and has been recognized as a Top 100 Agent by Orlando Real Producers Magazine. A Certified Luxury Home Marketing Specialist (CLHMS) and Million Dollar Guild appointee, Kyle has achieved top performance levels in the luxury sector. Still, he provides the same high-touch service to all clients, regardless of price point.

Real estate professionals, according to Kyle, are not salespeople but rather service providers. Motivated by a genuine commitment to his clients’ goals and happiness, he channels his broad experience to exceed expectations throughout every transaction. Kyle’s business mindset centers on collaboration: Every client — from first-time homebuyers to luxury property investors and relocators — receives Kyle’s equal care and attention as they find real estate success together. Aided by Kyle’s advanced problem-solving skills and tech-forward approach, success is the only outcome.
Home Types: Condo, House, Townhouse, Lot/Land
Years of Experience: 13
Education: Bradley University

Transaction History

Seller Deals

Total Deals 23
Total Value $10,844,500
Average Sale Price $471,500
Price Range $127K - $875K

Buyer Deals

Total Deals 12
Total Value $5,990,999
Average Sale Price $499,250
Price Range $225K - $1.2M

Production Over Time

1 Year View by Quarter

Seller Deals

Total Deals 41
Total Value $21,545,600
Average Sale Price $525,502
Price Range $127K - $1.9M

Buyer Deals

Total Deals 22
Total Value $12,509,774
Average Sale Price $568,626
Price Range $225K - $1.4M

Production Over Time

2 Year View by Quarter

Seller Deals

Total Deals 105
Total Value $59,530,600
Average Sale Price $566,958
Price Range $127K - $1.9M

Buyer Deals

Total Deals 87
Total Value $45,270,019
Average Sale Price $520,345
Price Range $169K - $1.4M

Production Over Time

5 Year View

Kyle's Listings and Deals

Awards and Designations

  • 2021/2022 Top 100 Agents in the United States (RateMyAgent)
  • Top 100 Agent (Orlando Real Producers Magazine)
  • NAR - National Association of Realtors
  • CLHMS - Certified Luxury Home Marketing Specialist

Other Experience

Distressed Properties, First Time Home Buyers, Foreclosures, Investments, Luxury Homes, Military Families, New Construction, Senior Communities, Veteran Programs

Kyle's Reviews

5.0stars, 92 Reviews

6/2/26Patricia Galvin

Google Review

Kyle is, by far, THE BEST realtor in the business. We were lucky enough to work with him several years ago on the purchase of our home. When we decided to sell, the first call we made was to Kyle. He is a talented, attentive and responsive professional. His knowledge of everything real estate and of the Orlando area seems endless. Kyle offers true concierge service and has a way of making you feel like you are his most important client. He definitely gets the job done! With his help we got an over ask offer on our first day on the market!
Do yourself a favor and don't settle for less. Kyle Madorin and Upwell Realty are the way to go! You will not regret making that decision!

5/8/26K B

Google Review

Working with Kyle Madorin was an experience that exceeded every expectation I had going into the process. From the very first conversation, Kyle demonstrated a level of professionalism, confidence, and preparedness that immediately put me at ease. He was accessible at all times, always willing to answer questions, provide clarity, and offer guidance with patience and genuine care.

Kyle’s understanding of market trends is not just good, it is genuinely impressive. He brings a depth of knowledge that shows he is not only experienced but actively engaged in what is happening in real time. His transparency and fairness created a sense of trust that never wavered, and his ability to break things down clearly made every decision feel informed and stress free.

What truly sets Kyle apart is his digital awareness and the strength of his team’s marketing strategy. In today’s market, digital presence is everything, and Kyle’s team operates at a level that feels ahead of the curve. The way they showcased the property, especially online, was modern, strategic, and executed with precision. It is clear that this is a team that understands how to maximize results in a digital first world.

Throughout the entire journey, Kyle was accommodating, organized, and genuinely invested in the outcome. He did not just guide the process, he elevated it. Every step felt supported, every concern was addressed, and every moment reinforced that I was working with someone who truly cares about delivering the best possible result.

I would recommend Kyle and his entire team without hesitation to anyone looking for top tier service, strong communication, and a results driven approach. If you want a realtor who combines professionalism, expertise, and a modern marketing edge, Kyle is the one you want in your corner.

A true 10/10 experience from beginning to end.

4/15/26Sean McLaughlin

Google Review

Kyle Madorin is the Best Realtor in Florida! We had made the decision to pull up roots and move to Florida. Kyle was referred to us by family members who had previous experiences buying and selling homes thru out the Central Florida area. Kyle was always ready and willing show us properties, and accommodated our limited schedule. He was very informative about what to look for when purchasing a home in Florida, Age of roof. water heater, air conditioning, flood zone ratings and was able to explain the impact those items would have on the cost of homeowners insurance. We truly appreciated his input and guidance throughout the home buying process. Kyle is the best and made our decision to move across the country, a comfortable, stress free experience. Kyle even met with the inspectors once the offer was accepted which saved us having to fly back to handle the closing. We whole heartedly recommend Kyle as an honest dedicated Realtor

Agent License: Florida #3278229
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Kyle Madorin

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