Top Realtors and Real Estate Agents in Windermere, FL
Rankings based on verified MLS transaction data. Last updated May 2026. No pay-to-play.
Top Agent
(90)
David Dorman
Century 21 Carioti
27 Years of experience
57+ Sales in the last 12 months
Top 0.03%
in Windermere, FL
$626.3M
All-Time Sales
$250K - $5.6M
Price Range
5%
Negotiated Off List
Top Agent(134)
Matt Davies
Coldwell Banker
21 Years of experience
17+ Sales in the last 12 months
Top 0.04%
in Windermere, FL
$592.1M
All-Time Sales
$190K - $2.3M
Price Range
6%
Negotiated Off List
Top Agent(1)
Matt McKee
Compass
29 Years of experience
71+ Sales in the last 12 months
Top 0.07%
in Windermere, FL
$377.6M
All-Time Sales
$400K - $11M
Price Range
3%
Negotiated Off List
Top Agent(48)
Chris Christensen
One Luxury International
19 Years of experience
79+ Sales in the last 12 months
Top 0.08%
in Windermere, FL
$226.8M
All-Time Sales
$500K - $7.2M
Price Range
Top Agent(44)
Steven Horner, PA
RE/MAX Prime Properties
16 Years of experience
83+ Sales in the last 12 months
Top 0.12%
in Windermere, FL
$401.4M
All-Time Sales
$230K - $2.2M
Price Range
4%
Negotiated Off List
Top Agent(330)
Christopher Bessette
Keller Williams Classic
19 Years of experience
73+ Sales in the last 12 months
Top 0.14%
in Windermere, FL
$411.6M
All-Time Sales
$280K - $3.8M
Price Range
5%
Negotiated Off List
Top Agent(44)
Mark Ramey
eXp Luxury Realty, LLC
24 Years of experience
70+ Sales in the last 12 months
Top 0.17%
in Windermere, FL
$401.5M
All-Time Sales
$210K - $3M
Price Range
5%
Negotiated Off List
Top Agent(74)
Omar Andreasen
Andreasen & Teles Group
20 Years of experience
39+ Sales in the last 12 months
Top 0.18%
in Windermere, FL
$112.3M
All-Time Sales
$250K - $2.1M
Price Range
5%
Negotiated Off List
Top Agent(105)
Kyle Madorin
Upwell Realty
13 Years of experience
47+ Sales in the last 12 months
Top 0.24%
in Windermere, FL
$250.6M
All-Time Sales
$310K - $1.9M
Price Range
3%
Negotiated Off List
Top Agent(6)
Matthew Allen - FL
Matt Allen Real Estate LLC
24 Years of experience
23+ Sales in the last 12 months
Top 0.25%
in Windermere, FL
$66.2M
All-Time Sales
$390K - $5.6M
Price Range
Top Agent(18)
Martin Kaiser
Greater Orlando Realty USA
38 Years of experience
13+ Sales in the last 12 months
Top 0.4%
in Windermere, FL
$248.5M
All-Time Sales
$240K - $1.4M
Price Range
Top Agent(33)
Robert Christiano
Coldwell Banker Realty
20 Years of experience
60+ Sales in the last 12 months
Top 0.48%
in Windermere, FL
$224.4M
All-Time Sales
$220K - $1.8M
Price Range
6%
Negotiated Off List
Top Agent(12)
Hilary Hall
Preferred Real Estate Brokers
6 Years of experience
20+ Sales in the last 12 months
Top 0.51%
in Windermere, FL
$50.9M
All-Time Sales
$430K - $2.7M
Price Range
Top Agent(66)
Autumn Makin
Lakefield Realty Group
24 Years of experience
43+ Sales in the last 12 months
Top 0.54%
in Windermere, FL
$253.7M
All-Time Sales
$270K - $1.7M
Price Range
5%
Negotiated Off List
Top Agent(5)
Michael Collier
EXP Realty, LLC
19 Years of experience
22+ Sales in the last 12 months
Top 0.55%
in Windermere, FL
$72.4M
All-Time Sales
$320K - $1.2M
Price Range
5%
Negotiated Off List
Top Agent(60)
Daniel Betancourt
eXp Realty, LLC
22 Years of experience
67+ Sales in the last 12 months
Top 0.69%
in Windermere, FL
$250.6M
All-Time Sales
$210K - $1.5M
Price Range
6%
Negotiated Off List
Top Agent(48)
Silvia Beham
RE/MAX Prime Properties
20 Years of experience
3+ Sales in the last 12 months
Top 0.69%
in Windermere, FL
$74.7M
All-Time Sales
$230K - $2.3M
Price Range
Top Agent(32)
Lisa Foster
Preferred Real Estate Brokers
19 Years of experience
38+ Sales in the last 12 months
Top 0.69%
in Windermere, FL
$91.7M
All-Time Sales
$260K - $1.2M
Price Range
5%
Negotiated Off List
Top Agent(43)
Abdias Alexandre
Centric Realty Services, LLC
11 Years of experience
20+ Sales in the last 12 months
Top 0.72%
in Windermere, FL
$174.6M
All-Time Sales
$200K - $1.7M
Price Range
4%
Negotiated Off List
Top Agent(18)
Deanna Meredith
Luxe Property LLC
23 Years of experience
58+ Sales in the last 12 months
Top 0.72%
in Windermere, FL
$215.7M
All-Time Sales
$270K - $1.8M
Price Range
5%
Negotiated Off List
Top Agent(37)
Roselin Rosario
Elite Realty, LLC
11 Years of experience
46+ Sales in the last 12 months
Top 0.75%
in Windermere, FL
$125.6M
All-Time Sales
$250K - $1.7M
Price Range
5%
Negotiated Off List
Top Agent(54)
Anna Russu
Russu Realty & Associates
13 Years of experience
9+ Sales in the last 12 months
Top 0.75%
in Windermere, FL
$40.2M
All-Time Sales
$270K - $930K
Price Range
4%
Negotiated Off List
Top Agent(36)
Shaunda Hall
Genstone Realty
28 Years of experience
22+ Sales in the last 12 months
Top 0.76%
in Windermere, FL
$112.6M
All-Time Sales
$150K - $2.3M
Price Range
Top Agent(40)
Robert Bryan
Charles Rutenberg Realty
16 Years of experience
2+ Sales in the last 12 months
Top 0.76%
in Windermere, FL
$52.5M
All-Time Sales
$320K - $1.2M
Price Range
Windermere Housing Market Trends
Median Sale Price
$945,000
-22.38% year-over-yearMedian Days on Market
25
-8 days year-over-yearSale-to-List Price
94.78%
-0.69% year-over-yearHomes Sold Above List Price
11.1%
-5.6% year-over-yearOff the Market in 2 Weeks
60.0%
+40.0% year-over-yearListings With Price Drops
34.6%
+5.6% year-over-yearMonths of Supply
2.9
Realtors in Windermere
9,679
Verified MLS market data through May 2026.
When Is the Best Time to Sell a House in Windermere?
Based on the last 24 months of verified MLS market data, homes in Windermere sell fastest and closest to asking when they go under contract in August. To hit that window, plan to list around July.
Median days on market by month (shorter is faster)
August
Best month to sell
26 days
Typical time on market
96%
Of asking price
Seasonal averages from the last 24 months of Windermere, FL sales. Individual results vary with price, condition, and how the broader market moves. A local agent can pinpoint the right timing for your home.
How We Rank Windermere Real Estate Agents
Our rankings are built from verified MLS transaction data, not advertising spend. For every agent we analyze more than fifteen performance signals, including sales volume in your city and zip code, recent and all-time transactions, days on market, negotiation results (how far above or below list price an agent's clients actually close), price-point fit, and verified reviews. The agents shown first are those whose verified results put them at the top of the Windermere market today.
Agents cannot pay for placement in these rankings. The underlying data refreshes as new closed transactions are reported, so rankings shift with real market performance. Learn how we rank agents.
Rankings reviewed by Kevin Stuteville, Licensed Florida Real Estate Broker (License BK3068131), Founder of EffectiveAgents.
Data last updated: May 2026
Windermere Real Estate Agent FAQs
How were these Windermere real estate agents ranked?
Rankings are built from verified MLS transaction data. We analyze more than fifteen performance signals for every agent, including sales volume in your city and zip code, recent and all-time transactions, days on market, negotiation results, price-point fit, and verified reviews. Agents cannot pay for placement.
How many real estate agents are in Windermere?
Our data covers 9,679 real estate agents serving the Windermere area. The count represents agents with transaction activity recorded in our Windermere market data, not simply everyone holding a license.
What does the median sale price in Windermere mean for sellers?
Windermere's median sale price is $945,000 as of May 2026. Half of recent sales closed above that figure and half below. It is a useful baseline for understanding the market, but an experienced local agent will price your home against comparable recent sales in your neighborhood, not the citywide median.
Does it cost anything to use EffectiveAgents?
No. EffectiveAgents is free for home buyers and sellers, with no obligation to work with any agent we match you with.
Do agents pay to be ranked or featured?
No. Agents cannot pay for placement anywhere in these rankings. Positions are earned from verified transaction performance only.
What commission do Windermere realtors charge?
Commissions are negotiable and vary by agent, service level, and transaction. There is no set rate, and recent industry changes have made commission structures more flexible than ever. Discuss the structure directly with your agent before signing a listing or buyer agreement.
Top Realtors by Zip Code in Windermere, FL
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