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Kyle Madorin

5.0stars, 90 Reviews
UPWELL REALTY LLC
197 Closed Sales
$104.8M Total Value
$265K - $1.9M Price Range
$531.8K 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, Townhouse, House, Lot/Land
Years of Experience: 13
Education: Bradley University

Transaction History

Seller Deals

Total Deals
20
Total Value
$9,389,500
Average Sale Price
$469,475
Price Range
$127K - $875K

Buyer Deals

Total Deals
10
Total Value
$4,876,000
Average Sale Price
$487,600
Price Range
$225K - $1.2M

Production Over Time

1 Year View by Quarter

Seller Deals

Total Deals
38
Total Value
$20,090,600
Average Sale Price
$528,700
Price Range
$127K - $1.9M

Buyer Deals

Total Deals
20
Total Value
$11,394,775
Average Sale Price
$569,739
Price Range
$225K - $1.4M

Production Over Time

2 Year View by Quarter

Seller Deals

Total Deals
105
Total Value
$58,809,600
Average Sale Price
$560,091
Price Range
$127K - $1.9M

Buyer Deals

Total Deals
92
Total Value
$45,952,390
Average Sale Price
$499,483
Price Range
$113K - $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, 90 Reviews

12/12/25Bryan

Google Review

Not your ordinary realtor . Kyle in my eyes is not just a realtor, he is a co captain guiding you to your final destination. I met Kyle 3 years ago when my wife and I first moved to Florida. Since then, he has always been pleasant, knowledge and patient. Kyle is a person who is just naturally nice and has a plethora of real estate knowledge. He made this process extremely easy and would only go through this process again with Kyle by our sides.

12/10/25Jaffet Martinez

Google Review

Working with Kyle was amazing. His team worked diligently to find my wife and I, a buyer for our home. We are super pleased and will be working with his team in the future.

12/4/25Brandon Erwin

Google Review

Kyle worked hard every step of the way to provide above and beyond service that was welcomed and more than could have ever been expected.

Agent License: Florida #3278229
Agent Photo

Kyle Madorin