Top Realtors and Real Estate Agents in Windermere, FL
Rankings based on verified MLS transaction data. Last updated July 2026. No pay-to-play.

Top 0.04%
in Windermere, FL
$628.2M
All-Time Sales
$250K - $5.6M
Price Range
5%
Negotiated Off List

Top 0.05%
in Windermere, FL
$593.2M
All-Time Sales
$190K - $2.3M
Price Range
6%
Negotiated Off List

Top 0.09%
in Windermere, FL
$383.2M
All-Time Sales
$400K - $11M
Price Range
3%
Negotiated Off List

Top 0.1%
in Windermere, FL
$264.4M
All-Time Sales
$560K - $10.2M
Price Range

Top 0.14%
in Windermere, FL
$403.9M
All-Time Sales
$230K - $2.2M
Price Range
4%
Negotiated Off List

Top 0.19%
in Windermere, FL
$402.3M
All-Time Sales
$210K - $3M
Price Range
5%
Negotiated Off List

(335)
Christopher Bessette
Keller Williams Classic
19 Years of experience
78+ Sales in the last 12 months
Top 0.19%
in Windermere, FL
$413.9M
All-Time Sales
$280K - $3.8M
Price Range
5%
Negotiated Off List

Top 0.2%
in Windermere, FL
$113.3M
All-Time Sales
$250K - $2.1M
Price Range
5%
Negotiated Off List

Top 0.27%
in Windermere, FL
$253.5M
All-Time Sales
$310K - $1.9M
Price Range
3%
Negotiated Off List

(6)
Matthew Allen - FL
Matt Allen Real Estate LLC
24 Years of experience
25+ Sales in the last 12 months
Top 0.28%
in Windermere, FL
$67.6M
All-Time Sales
$390K - $5.6M
Price Range

Top 0.43%
in Windermere, FL
$249.6M
All-Time Sales
$240K - $1.4M
Price Range

Top 0.45%
in Windermere, FL
$54.9M
All-Time Sales
$450K - $2.7M
Price Range

Top 0.52%
in Windermere, FL
$231M
All-Time Sales
$220K - $2.2M
Price Range
6%
Negotiated Off List

Top 0.57%
in Windermere, FL
$260.7M
All-Time Sales
$270K - $1.7M
Price Range
5%
Negotiated Off List

Top 0.58%
in Windermere, FL
$73.7M
All-Time Sales
$320K - $1.2M
Price Range
5%
Negotiated Off List

Top 0.72%
in Windermere, FL
$255M
All-Time Sales
$220K - $1.5M
Price Range
6%
Negotiated Off List

Top 0.72%
in Windermere, FL
$75.4M
All-Time Sales
$230K - $2.3M
Price Range

Top 0.72%
in Windermere, FL
$93.6M
All-Time Sales
$260K - $1.2M
Price Range
5%
Negotiated Off List

(43)
Abdias Alexandre
Centric Realty Services, LLC
11 Years of experience
56+ Sales in the last 12 months
Top 0.75%
in Windermere, FL
$188.5M
All-Time Sales
$210K - $1.7M
Price Range
4%
Negotiated Off List

Top 0.75%
in Windermere, FL
$217.6M
All-Time Sales
$270K - $1.8M
Price Range
5%
Negotiated Off List

Top 0.79%
in Windermere, FL
$126.3M
All-Time Sales
$250K - $1.7M
Price Range
5%
Negotiated Off List

Top 0.8%
in Windermere, FL
$40.2M
All-Time Sales
$270K - $930K
Price Range
4%
Negotiated Off List

Top 0.81%
in Windermere, FL
$114.3M
All-Time Sales
$150K - $2.3M
Price Range

Top 0.81%
in Windermere, FL
$52.5M
All-Time Sales
$320K - $1.2M
Price Range

Top 0.81%
in Windermere, FL
$24.6M
All-Time Sales
$320K - $2M
Price Range
3%
Negotiated Off List
Windermere Housing Market Trends
Median Sale Price
$1,199,399
+6.14% year-over-yearMedian Days on Market
25
-17 days year-over-yearSale-to-List Price
94.59%
-0.95% year-over-yearOff the Market in 2 Weeks
29.3%
+1.5% year-over-yearListings With Price Drops
31.8%
-6.5% year-over-yearMonths of Supply
3.0
Realtors in Windermere
9,679
Verified MLS market data through July 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 December. To hit that window, plan to list around November.
Median days on market by month (shorter is faster)
December
Best month to sell
36 days
Typical time on market
96.9%
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.
What These Numbers Mean for Windermere Buyers and Sellers
Windermere's housing market, detailed in the Housing Market Trends module above, currently favors buyers more than it did a year ago, though it remains reasonably balanced. Median sale price sits at $1,199,399, a +6.1% move year over year, while homes take a median of 25 days to go under contract, reflecting a -17 days shift in market time. With 3.0 months of supply and 29 active listings against just 10 homes sold monthly, the market has loosened enough to give buyers room to negotiate. The clearest signal is that only 0% of homes sold above list price, and 31.8% of listings recorded a price reduction. Both point to sellers meeting the market rather than the market chasing sellers.
At the same time, 29.3% of homes left the market within two weeks, so correctly priced properties still move quickly. The average sale-to-list ratio of 94.59% tells buyers that offers modestly below asking are often accepted, while sellers should read the 31.8% price-drop share as a warning against aspirational pricing. For a buyer, the leverage lies in patience and in targeting listings that have sat past the 25-day median. For a seller, the strategy is disciplined pricing from day one, since the properties that stall are the ones that later cut.
Navigating a market where median values move quickly and pricing precision matters requires local expertise. Windermere has 9,679 licensed agents, and the difference between them shows up in pricing accuracy and negotiation outcomes, which is where verified performance data becomes useful.
What Windermere Home Prices Mean for You
Understanding the true cost of homeownership in Windermere goes beyond the listing price. These calculators break down what today's market conditions mean for your budget, your timeline, and your negotiating position.
| Median home price | $1,199,399 |
| Down payment (20%) | $239,880 |
| Loan amount | $959,519 |
| Monthly payment (PITI) | $7,596 |
Based on 28% debt-to-income ratio, 6.67% mortgage rate (as of August 13, 2026), 30-year fixed loan, 1.15% property tax rate, $275/mo insurance. Actual requirements vary by lender.
Based on $1,199,399 median home price with 20% down at 6.67% (as of August 13, 2026) for 30 years. Property tax estimated at 1.15% of home value.
Year-over-year data reflects the most recent rolling period from Windermere MLS records. Prior year values calculated from current figures and published YoY changes.
What to Look for in a Windermere Realtor
Choosing an agent on name recognition or a familiar yard sign often overlooks the metrics that actually predict results: closed transaction volume, negotiation track record, and consistent client reviews. In a market where 31.8% of listings cut their price, working with an agent who prices accurately from the start protects both timelines and equity. EffectiveAgents analyzed 60 transactions to rank the top performers among Windermere's 9,679 licensed agents. David Dorman at Century 21 Carioti leads that group with 2,044 career transactions and $626.3M in all-time sales volume. That depth of experience matters when negotiating in the 34786 zip code, where the current 94.59% sale-to-list ratio means skilled representation directly affects final price. Across the broader Windermere market, an agent who understands where the 0% of above-list sales are happening can position a listing or an offer precisely. One reliable signal to watch is review consistency: Dorman carries 90 reviews, and a steady pattern of feedback over many closings is a stronger indicator of reliability than a handful of recent five-star ratings.
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: July 2026
Windermere Real Estate Agent FAQs
Who is the best real estate agent in Windermere, FL?
The top-ranked agent in Windermere, FL is David Dorman at Century 21 Carioti, with 2,044 career transactions and $626.3M in all-time sales volume. EffectiveAgents identifies leading agents by analyzing verified performance data, including closed transactions, sales volume, and review patterns, across the 9,679 licensed agents serving the area. Rather than relying on advertising, the methodology measures actual outcomes. The right agent depends on your specific property, price point, and timeline, so we recommend comparing several ranked agents before deciding.
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 $1,199,399 as of July 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.
How long does it take to sell a house in Windermere?
Homes in Windermere currently take a median of 25 days to go under contract, a -17 days change from last year. That figure reflects a market where 29.3% of homes sell within two weeks while others sit longer. Your actual timeline depends on pricing accuracy, condition, and location within the 34786 area. With 3.0 months of supply and 31.8% of listings cutting price, homes priced to current comparable sales move fastest, while aspirational pricing typically extends the process and often leads to reductions.
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.
Should I use a local Windermere agent or a national brand?
The individual agent matters more than the brand on the sign. Offices within the same national franchise vary widely in performance, and the agent you hire, not the logo, prices your home, negotiates your contract, and manages your closing. A strong local agent brings firsthand knowledge of Windermere neighborhoods, pricing patterns, and buyer activity. Compare agents on verified local results such as recent sales, days on market, and negotiation outcomes rather than name recognition.
What questions should I ask a Windermere realtor before hiring them?
Ask how many homes they have closed in Windermere in the past year, what their average sale-to-list ratio is, and how much of their business is in your neighborhood and price range. Ask how they will market your home or find you listings, and how often they will communicate. Strong agents answer with specifics. Verified transaction data is the fastest way to confirm what you hear.
Top Realtors by Zip Code in Windermere, FL
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