Kyle Madorin

Kyle Madorin

REALTOR® / Owner / Team Leader at Upwell Realty
Real Estate Sales: SL3278229
  •   5   (256 reviews)

Kyle's sales performance at a glance

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

17
Reviews
10
Properties for sale
27
Sold properties
$559k
Average sale price
$14.6m
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 256 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
Ten Years of Trust, Expertise, and Outstanding Results
18 days ago
Ten Years of Trust, Expertise, and Outstanding Results

We recently worked with Kyle to sell our home in Windermere, FL, and once again he delivered an outstanding experience. We have worked with Kyle on multiple real estate transactions over the past ten years, including purchasing this home and now successfully selling it. Throughout that time, it has been impressive to watch his business grow while maintaining the same exceptional level of service, professionalism, and dedication to his clients. From the very beginning, Kyle made the selling process seamless. He expertly coordinated every detail, including staging, communication with buyer's agents, inspections, negotiations, and all of the final steps leading up to closing day. His experience and market knowledge were evident throughout the entire process, and he was always available to answer questions and provide trusted guidance. One area where Kyle truly stood out was during negotiations. He consistently had our best interests in mind and supported his recommendations with detailed market data and evidence when responding to buyer requests. His strategic approach helped us navigate the process with confidence while protecting the value of our home. The results speak for themselves. Our home received multiple offers shortly after being listed and sold within approximately two months. Kyle's expertise, marketing strategy, and attention to detail helped make the entire process smooth and successful. If you're looking for a real estate agent who combines deep market expertise, exceptional customer service, and proven results, we highly recommend Kyle. We wouldn't hesitate to work with him again and are grateful for everything he did to make this sale such a success.

Buyer review
The Standard for What a Great Realtor Should Be
about 1 month ago
The Standard for What a Great Realtor Should Be

We could not recommend Kyle Madorin and Upwell Realty more highly. Kyle helped us buy our home in Mount Dora, and the experience was exceptional from start to finish. What impressed us first was how knowledgeable and sharp Kyle is. His understanding of the Central Florida market is outstanding, and he consistently gave us thoughtful, data-informed advice that helped us make decisions with confidence. We never felt like we were simply being shown houses. We felt like we had a true advisor in our corner. Kyle’s network is another huge advantage. He connected us with excellent professionals throughout the process, including an outstanding loan originator who made a major difference in our experience. We were also incredibly impressed by how modern and organized Kyle and Upwell Realty are. Their technology and workflow kept milestones, tasks, deadlines, and next steps clear, which made our complicated State-to-State move feel controlled and manageable. Most importantly, Kyle was always available when we needed him. He was responsive, patient, proactive, and consistently thinking multiple steps ahead. Kyle combines deep market knowledge, great judgment, exceptional connections, modern technology, organization, and outstanding service. It is easy to understand why he has such a strong reputation. Five stars without hesitation. If we ever buy or sell another home in Central Florida (or when we get our family and friends moved here with us), Kyle will be our first call.

Buyer review
Kyle is the ultimate real estate professional - unmatched in his efficiency and attention to detail.
about 1 month ago
Kyle is the ultimate real estate professional - unmatched in his efficiency and attention to detail.

Working with Kyle was an absolute game-changer, and we cannot recommend him highly enough! From our very first meeting, he demonstrated an incredible balance of professional efficiency and genuine compassion. Kyle’s attention to detail is unmatched. He is exceptionally efficient and remarkably quick to respond to every email, call, or text. What truly sets Kyle apart, however, is his heart. Real estate transactions can be incredibly stressful, but Kyle’s patience and attentiveness made us feel completely supported every step of the way. He took the time to truly listen to our needs, and he treated our journey as if it were his own. If you want a real estate agent who is brilliant at the logistics but equally invested in you as a person, Kyle is the agent you need. Thank you, Kyle, for your outstanding service and dedication!

Buyer review
Kyle is Excellent and the MVP!
about 2 months ago
Kyle is Excellent and the MVP!

My husband and I were referred to Kyle by our good friends. Since the day we moved to Orlando about 3 years ago my colleagues all highly recommended Kyle when we were ready to buy our first home. We were so excited to finally be ready this summer to start searching for our home. From the initial contact to closing day, Kyle went above and beyond our expectations. This was our very first experience buying a home, we learned so much from Kyle. Our first meeting he really took the time to answer all our questions and explain all the steps in the process. We both walk out of the meeting feeling so excited to begin the search with Kyle. He made this process smooth for us. We toured many properties, he was so knowledgeable about the areas and answered all our questions. He was prompted and very professional. Each step of the way felt like a win with Kyle on our team. We could not have asked for a better experience. Kyle is very experienced, knows the market, and he will take the time to help find the perfect home for you and your family. He is a great listener and was able to craft a home search based on our what we expressed that was important to us in our first home. We highly recommend Kyle at Upwell Realty. We really value his expertise and trusted him throughout the process. We found our perfectly splendid first home with Kyle, thank you so much!

Buyer review
An agent with your best interests in mind!
4 months ago
An agent with your best interests in mind!

Kyle is very knowledgeable about the market, the local areas we were looking in, and the process. He did research on the neighborhood and each property we viewed, and was quick to answer all our questions. We appreciate that Kyle always had our best interests in mind when making an offer and making reasonable negotiations with the seller. Even after closing, when we had follow up questions, Kyle was very quick to communicate with the sellers agent and help get our questions answered.

Show all 256 reviews
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Kyle's properties

Kyle has 10 properties for sale and sold 27 properties in the last 12 months, showing 4, sorted by most recent activity

For Sale
$679,000
922 Marsh Reed Dr
Winter Garden FL 34787
5
3
3
Single-Family
Listing courtesy of UPWELL REALTY LLC
SoldOct 20, 2026
$1,275,000
5746 Oxford Moor Boulevard
Lake Butler FL 34786
4
3
3
Single-Family
Listing courtesy of UPWELL REALTY LLC and REAL BROKER, LLC
SoldOct 7, 2026
$475,000
925 Grovesmere Loop
Ocoee FL 34761
3
2
2
Single-Family
Listing courtesy of REDFIN CORPORATION and UPWELL REALTY LLC
Under Contract
$875,000
973 Tassleflower Trail
St. Cloud FL 34771
4
3
2
Single-Family
Listing courtesy of UPWELL REALTY LLC
Show all 37 properties

Kyle's sold properties

Kyle has sold 27 properties in the past 12 months, showing 4.

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Property imageAddressBedroomsBathroomsCarparksProperty TypeClosing PriceDate Sold
5746 Oxford Moor Boulevard, Lake Butler, FL, 34786
5746 Oxford Moor Boulevard
Lake Butler FL 34786
4
3
3
Single-Family$1,275,000Oct 20, 2026
925 Grovesmere Loop, Ocoee, FL, 34761
925 Grovesmere Loop
Ocoee FL 34761
3
2
2
Single-Family$475,000Oct 7, 2026
1492 Via Sangro Place, Winter Park, FL, 32792
1492 Via Sangro Place
Winter Park FL 32792
4
3
3
Single-Family$905,000Sep 30, 2026
5202 Royce Drive, Orange County, FL, 32757
5202 Royce Drive
Orange County FL 32757
5
3
3
Single-Family$499,900Sep 29, 2026

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