Kyle Madorin

Kyle Madorin

REALTOR® / Owner at Upwell Realty
Real Estate Sales: SL3278229
  •   5   (249 reviews)

Kyle's sales performance at a glance

See how Kyle has performed in the last 12 months on RateMyAgent*

18
Reviews
13
Properties for sale
24
Sold properties
$438k
Average sale price
$10.4m
Total sales value

*Includes all properties sold (last 12 months) where the agent was a part of the transaction and published on ratemyagent.com. It may not be complete and can exclude off-market, private sales and undisclosed pricing and sold dates. Contact agent for full sales history.

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  • top20badge

    Recognized for being in the Top 20% for customer satisfaction.

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    Asks all customers for reviews whether positive or negative which may result in a more representative star rating.

  • priceExpertbadge

    Consistently meets client expectations for property purchase price.

Kyle's customer service awards

See what RateMyAgent awards Kyle has won

  • 3x County Top 5Orange County - 2025, 2024, 2022
  • 3x National Top 100United States - 2024, 2022, 2021

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. Kyle met Shalea while working at Disney World, and the couple now enjoy sharing their love of theme parks with their two sons. A Life Loyal member of the Sigma Chi International Fraternity and an automobile enthusiast, he finds time to give back to his community through car clubs and by volunteering with organizations such as the Fisher House Foundation, United Abolitionists, United Way, and Give Kids the World.

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Kyle's reviews

  5  
Kyle has 249 reviewsacross 50 different locations, showing 6.
Review Kyle
Kyle's qualities as told by our client reviews: great negotiation, dedicated, detail-oriented, supportive, responsive, clear communication, local expert.
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Seller review
Amazing smooth sale and experience
8 days ago
Amazing smooth sale and experience

I interviewed Kyle as he had sold several other homes in our neighborhood. He is very low-pressure, gave us information, looked at our home, and waited until we were ready to put it on the market. His wife helped us with staging the home and provided small touches that made it look like a model home. Kyle was always prompt to reply, no matter what time of day I reached out with questions. We had hoped to put our home on the market at a higher price, but Kyle patiently provided detailed fact-based comps that helped us decide on a reasonable price. His outstanding marketing of our home, including a video, website, and amazing photos, helped our home stand out, and it was sold at the second showing and above the asking price. When the home appraisal came in low, he worked with the buyer's agent, and when the appraiser reconsidered (which is extremely rare), it appraised at the above asking price. A testament to his knowledge and ability to work with everyone in the selling process. We actually questioned why the buyer's agent was earning more commission than he was, and he once again provided many facts supporting that the buyer's agent had done a great job and provided us with an outstanding offer. Our selling process was so smooth, with his team providing weekly updates and reminders to keep the process on track. I give Kyle and his team the highest recommendation!

Buyer review
Exceptional beyond measure
about 1 month ago
Exceptional beyond measure

There are simply not enough stars to convey how incredible Kyle is at what he does. From beginning to end, he exceeded every expectation and made the entire process stress-free. His professionalism, knowledge, communication, and dedication are truly unmatched. Kyle genuinely cares about his clients. He goes above and beyond to make sure everything is handled perfectly. This is the 4th time that we have entrusted Kyle to handle our home buying and selling needs. We would never even consider going with anyone else! Kyle somehow makes you feel as though you are his one and only client. If you are looking for a realtor who is trustworthy, hardworking, responsive, and exceptional beyond measure, Kyle is the one. I cannot recommend him highly enough!

Seller review
EXCEPTIONAL SERVICE DELIVERY
about 2 months ago
EXCEPTIONAL SERVICE DELIVERY

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.

Buyer review
Best Realtor in Florida
3 months ago
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

Buyer review
Townhouse in Orlando
3 months ago
Townhouse in Orlando

We had an exceptional experience working with our real estate agent KYLE MADORIN during the purchase of our property in Orlando. From the very beginning, they demonstrated professionalism, deep market knowledge, and a genuine commitment to helping us find the right home. They were incredibly responsive, always available to answer our questions, and guided us through every step of the process with patience and clarity. Their attention to detail and strong negotiation skills ensured that we not only found the perfect property but also secured it under favorable terms. What truly stood out was their dedication—they went above and beyond to make the entire experience smooth and stress-free. We felt confident and supported throughout the journey. We highly recommend their services to anyone looking to buy property in Orlando. Their expertise and outstanding service truly make a difference.

Show all 249 reviews
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Kyle's properties

Kyle has 13 properties for sale and sold 24 properties in the last 12 months, showing 4, sorted by most recent activity

SoldJun 29, 2026
$700,000
2541 Teton Stone Run
Alafaya FL 32828
4
3
3
Single-Family
Listing courtesy of UPWELL REALTY LLC
For Sale
$259,400
105/683 Post Oak Circle
Altamonte Springs FL 32701
2
2
1
Condo
Listing courtesy of UPWELL REALTY LLC
SoldJun 3, 2026
$540,000
5203 Hammock Pointe Court
Osceola County FL 34771
3
3
3
Single-Family
Listing courtesy of UPWELL REALTY LLC and WEMERT GROUP REALTY LLC
SoldMay 22, 2026
$465,000
1035 Chase Drive
Winter Garden FL 34787
3
2
2
Single-Family
Listing courtesy of UPWELL REALTY LLC
Show all 37 properties

Kyle's sold properties

Kyle has sold 24 properties in the past 12 months, showing 4.

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Property imageAddressBedroomsBathroomsCarparksProperty TypeClosing PriceDate Sold
2541 Teton Stone Run, Alafaya, FL, 32828
2541 Teton Stone Run
Alafaya FL 32828
4
3
3
Single-Family$700,000Jun 29, 2026
5203 Hammock Pointe Court, Osceola County, FL, 34771
5203 Hammock Pointe Court
Osceola County FL 34771
3
3
3
Single-Family$540,000Jun 3, 2026
1035 Chase Drive, Winter Garden, FL, 34787
1035 Chase Drive
Winter Garden FL 34787
3
2
2
Single-Family$465,000May 22, 2026
193 Torino Ln, Poinciana, FL, 34759
193 Torino Ln
Poinciana FL 34759
3
2
2
Single-Family$415,000May 8, 2026

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