Top Realtors and Real Estate Agents in Windermere, FL

    Rankings based on verified MLS transaction data. Last updated July 2026. No pay-to-play.

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    David Dorman profile picture
    BadgeTop Agent

    (91)

    David Dorman

    Century 21 Carioti

    27 Years of experience

    58+ Sales in the last 12 months

    Top 0.04%

    in Windermere, FL

    $628.2M

    All-Time Sales

    $250K - $5.6M

    Price Range

    5%

    Negotiated Off List

    Matt Davies profile picture
    BadgeTop Agent

    (134)

    Matt Davies

    Coldwell Banker

    21 Years of experience

    19+ Sales in the last 12 months

    Top 0.05%

    in Windermere, FL

    $593.2M

    All-Time Sales

    $190K - $2.3M

    Price Range

    6%

    Negotiated Off List

    Matt McKee profile picture
    BadgeTop Agent

    (1)

    Matt McKee

    Compass

    29 Years of experience

    77+ Sales in the last 12 months

    Top 0.09%

    in Windermere, FL

    $383.2M

    All-Time Sales

    $400K - $11M

    Price Range

    3%

    Negotiated Off List

    Chris Christensen profile picture
    BadgeTop Agent

    (48)

    Chris Christensen

    One Luxury International

    19 Years of experience

    85+ Sales in the last 12 months

    Top 0.1%

    in Windermere, FL

    $264.4M

    All-Time Sales

    $560K - $10.2M

    Price Range

    Steven Horner, PA profile picture
    BadgeTop Agent

    (44)

    Steven Horner, PA

    RE/MAX Prime Properties

    16 Years of experience

    80+ Sales in the last 12 months

    Top 0.14%

    in Windermere, FL

    $403.9M

    All-Time Sales

    $230K - $2.2M

    Price Range

    4%

    Negotiated Off List

    Mark Ramey profile picture
    BadgeTop Agent

    (44)

    Mark Ramey

    eXp Luxury Realty, LLC

    24 Years of experience

    69+ Sales in the last 12 months

    Top 0.19%

    in Windermere, FL

    $402.3M

    All-Time Sales

    $210K - $3M

    Price Range

    5%

    Negotiated Off List

    Christopher Bessette profile picture
    BadgeTop Agent

    (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

    Omar Andreasen profile picture
    BadgeTop Agent

    (74)

    Omar Andreasen

    Andreasen & Teles Group

    20 Years of experience

    43+ Sales in the last 12 months

    Top 0.2%

    in Windermere, FL

    $113.3M

    All-Time Sales

    $250K - $2.1M

    Price Range

    5%

    Negotiated Off List

    Kyle Madorin profile picture
    BadgeTop Agent

    (105)

    Kyle Madorin

    Upwell Realty

    13 Years of experience

    48+ Sales in the last 12 months

    Top 0.27%

    in Windermere, FL

    $253.5M

    All-Time Sales

    $310K - $1.9M

    Price Range

    3%

    Negotiated Off List

    Matthew Allen - FL profile picture
    BadgeTop Agent

    (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

    Martin Kaiser profile picture
    BadgeTop Agent

    (18)

    Martin Kaiser

    Greater Orlando Realty USA

    38 Years of experience

    14+ Sales in the last 12 months

    Top 0.43%

    in Windermere, FL

    $249.6M

    All-Time Sales

    $240K - $1.4M

    Price Range

    Hilary Hall profile picture
    BadgeTop Agent

    (12)

    Hilary Hall

    Preferred Real Estate Brokers

    6 Years of experience

    22+ Sales in the last 12 months

    Top 0.45%

    in Windermere, FL

    $54.9M

    All-Time Sales

    $450K - $2.7M

    Price Range

    Robert Christiano profile picture
    BadgeTop Agent

    (33)

    Robert Christiano

    Coldwell Banker Realty

    20 Years of experience

    72+ Sales in the last 12 months

    Top 0.52%

    in Windermere, FL

    $231M

    All-Time Sales

    $220K - $2.2M

    Price Range

    6%

    Negotiated Off List

    Autumn Makin profile picture
    BadgeTop Agent

    (67)

    Autumn Makin

    Lakefield Realty Group

    24 Years of experience

    51+ Sales in the last 12 months

    Top 0.57%

    in Windermere, FL

    $260.7M

    All-Time Sales

    $270K - $1.7M

    Price Range

    5%

    Negotiated Off List

    Michael Collier profile picture
    BadgeTop Agent

    (5)

    Michael Collier

    EXP Realty, LLC

    19 Years of experience

    25+ Sales in the last 12 months

    Top 0.58%

    in Windermere, FL

    $73.7M

    All-Time Sales

    $320K - $1.2M

    Price Range

    5%

    Negotiated Off List

    Daniel Betancourt profile picture
    BadgeTop Agent

    (60)

    Daniel Betancourt

    eXp Realty, LLC

    22 Years of experience

    75+ Sales in the last 12 months

    Top 0.72%

    in Windermere, FL

    $255M

    All-Time Sales

    $220K - $1.5M

    Price Range

    6%

    Negotiated Off List

    Silvia Beham profile picture
    BadgeTop Agent

    (48)

    Silvia Beham

    RE/MAX Prime Properties

    20 Years of experience

    3+ Sales in the last 12 months

    Top 0.72%

    in Windermere, FL

    $75.4M

    All-Time Sales

    $230K - $2.3M

    Price Range

    Lisa Foster profile picture
    BadgeTop Agent

    (32)

    Lisa Foster

    Preferred Real Estate Brokers

    19 Years of experience

    41+ Sales in the last 12 months

    Top 0.72%

    in Windermere, FL

    $93.6M

    All-Time Sales

    $260K - $1.2M

    Price Range

    5%

    Negotiated Off List

    Abdias Alexandre profile picture
    BadgeTop Agent

    (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

    Deanna Meredith profile picture
    BadgeTop Agent

    (18)

    Deanna Meredith

    Luxe Property LLC

    23 Years of experience

    56+ Sales in the last 12 months

    Top 0.75%

    in Windermere, FL

    $217.6M

    All-Time Sales

    $270K - $1.8M

    Price Range

    5%

    Negotiated Off List

    Roselin Rosario profile picture
    BadgeTop Agent

    (37)

    Roselin Rosario

    Elite Realty, LLC

    11 Years of experience

    47+ Sales in the last 12 months

    Top 0.79%

    in Windermere, FL

    $126.3M

    All-Time Sales

    $250K - $1.7M

    Price Range

    5%

    Negotiated Off List

    Anna Russu profile picture
    BadgeTop Agent

    (56)

    Anna Russu

    Russu Realty & Associates

    13 Years of experience

    9+ Sales in the last 12 months

    Top 0.8%

    in Windermere, FL

    $40.2M

    All-Time Sales

    $270K - $930K

    Price Range

    4%

    Negotiated Off List

    Shaunda Hall profile picture
    BadgeTop Agent

    (36)

    Shaunda Hall

    Genstone Realty

    28 Years of experience

    23+ Sales in the last 12 months

    Top 0.81%

    in Windermere, FL

    $114.3M

    All-Time Sales

    $150K - $2.3M

    Price Range

    Robert Bryan profile picture
    BadgeTop Agent

    (40)

    Robert Bryan

    Charles Rutenberg Realty

    16 Years of experience

    2+ Sales in the last 12 months

    Top 0.81%

    in Windermere, FL

    $52.5M

    All-Time Sales

    $320K - $1.2M

    Price Range

    Ranjit Wasu profile picture
    BadgeTop Agent

    (16)

    Ranjit Wasu

    Premium Properties

    9 Years of experience

    1+ Sales in the last 12 months

    Top 0.81%

    in Windermere, FL

    $24.6M

    All-Time Sales

    $320K - $2M

    Price Range

    3%

    Negotiated Off List

    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)

    82Jan117Feb139Mar57Apr40May34Jun41Jul62Aug97Sep95Oct78Nov36Dec

    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.

    Income Required to Buy in Windermere
    $325,500
    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.

    Windermere Market Temperature
    Buyer's Market Balanced Seller's Market
    Balanced
    Days on Market 25 days
    Sale-to-List Price 94.59%
    Price Trend (YoY) +6.1%
    Estimated Monthly Payment
    Total Monthly Payment
    $7,596
    Principal & Interest
    $6,172
    Property Taxes
    $1,149
    Insurance
    $275
    PMI
    $0

    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.

    Windermere Market: Then vs Now
    Median Sale Price
    One Year Ago $1,130,016
    Today $1,199,399
    +6.1%
    Days on Market
    One Year Ago 42 days
    Today 25 days
    -17 days days
    Sale-to-List Price
    One Year Ago 95.5%
    Today 94.59%
    -0.95%
    What this shift means: Compared with a year ago, prices moved +6.1%, market time shifted by -17 days, and the sale-to-list ratio changed -0.95%. Taken together, these measures indicate a market that has shifted toward buyers, giving them more time and negotiating room. Sellers, in turn, should plan for longer timelines and price against current comparable sales rather than last year's peak values.

    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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