Top Realtors and Real Estate Agents in Winter Garden, FL
Rankings based on verified MLS transaction data. Last updated August 2026. No pay-to-play.
Find your Winter Garden agent
Tell us where you are and our algorithm matches you with up to three top agents for your home.
- Free
- About 2 minutes
- No obligation
Top Agent
Top 0.3%
in Winter Garden, FL
$630M
All-Time Sales
$250K - $5.6M
Price Range
5%
Negotiated Off List
Top Agent$593.6M
All-Time Sales
$190K - $2.3M
Price Range
6%
Negotiated Off List
Top AgentTop 0.66%
in Winter Garden, FL
$405.4M
All-Time Sales
$230K - $2.2M
Price Range
4%
Negotiated Off List
Top Agent
(338)
Christopher Bessette
Keller Williams Classic
19 Years of experience
80+ Sales in the last 12 months
Top 0.76%
in Winter Garden, FL
$418.4M
All-Time Sales
$280K - $3.8M
Price Range
5%
Negotiated Off List
Top Agent$402.6M
All-Time Sales
$210K - $3M
Price Range
5%
Negotiated Off List
Top Agent$172.2M
All-Time Sales
$240K - $1.6M
Price Range
4%
Negotiated Off List
Top Agent$257.2M
All-Time Sales
$220K - $1.5M
Price Range
6%
Negotiated Off List
Top AgentTop 1.46%
in Winter Garden, FL
$261M
All-Time Sales
$270K - $1.7M
Price Range
5%
Negotiated Off List
Top Agent$60.3M
All-Time Sales
$240K - $850K
Price Range
44
Sold in Winter Garden, FL
Top AgentTop 1.92%
in Winter Garden, FL
$95.1M
All-Time Sales
$270K - $1.2M
Price Range
5%
Negotiated Off List
Top AgentTop 2.02%
in Winter Garden, FL
$74.6M
All-Time Sales
$320K - $1.2M
Price Range
5%
Negotiated Off List
Top AgentTop 2.27%
in Winter Garden, FL
$255.8M
All-Time Sales
$310K - $1.9M
Price Range
3%
Negotiated Off List
Top AgentTop 2.52%
in Winter Garden, FL
$218.6M
All-Time Sales
$270K - $1.8M
Price Range
5%
Negotiated Off List
Top Agent$173.2M
All-Time Sales
$270K - $1.1M
Price Range
5%
Negotiated Off List
Top Agent(70)
Jeanine Alcime
Keller Williams Elite Partners III - Clermont
19 Years of experience
39+ Sales in the last 12 months
Top 3.03%
in Winter Garden, FL
$143.3M
All-Time Sales
$260K - $2M
Price Range
4%
Negotiated Off List
Top Agent(42)
Laura Petersen
Your Home Sold Guaranteed Realty
21 Years of experience
18+ Sales in the last 12 months
$134.9M
All-Time Sales
$200K - $1.7M
Price Range
6%
Negotiated Off List
Top AgentTop 3.48%
in Winter Garden, FL
$234.3M
All-Time Sales
$220K - $2.2M
Price Range
6%
Negotiated Off List
Top Agent(84)
Christina Rampersad
Keller Williams ADVANTAGE 2 REALTY
11 Years of experience
45+ Sales in the last 12 months
Top 3.68%
in Winter Garden, FL
$198.2M
All-Time Sales
$260K - $17.7M
Price Range
5%
Negotiated Off List
Top Agent$199.3M
All-Time Sales
$280K - $1.6M
Price Range
4%
Negotiated Off List
Top Agent(19)
Kimberley Beaudry
Orlando Regional Realty, Inc.
13 Years of experience
34+ Sales in the last 12 months
Top 4.08%
in Winter Garden, FL
$137.6M
All-Time Sales
$300K - $1.6M
Price Range
7%
Negotiated Off List
Top AgentTop 4.19%
in Winter Garden, FL
$119.3M
All-Time Sales
$250K - $2.1M
Price Range
5%
Negotiated Off List
Top AgentTop 4.29%
in Winter Garden, FL
$40.6M
All-Time Sales
$240K - $1.5M
Price Range
Top Agent(74)
Barrett Spray
Keller Williams Advantage Realty
34 Years of experience
93+ Sales in the last 12 months
Top 4.84%
in Winter Garden, FL
$362M
All-Time Sales
$200K - $3.1M
Price Range
4%
Negotiated Off List
Top Agent$219.5M
All-Time Sales
$220K - $2.7M
Price Range
7%
Negotiated Off List
Top Agent$168.9M
All-Time Sales
$180K - $2.2M
Price Range
7%
Negotiated Off List
Winter garden Housing Market Trends
Homes in Winter garden take a median 42 days to sell, go for 97.89% of asking, prices are up 4.6% from a year ago. Verified MLS market data through August 2026.
Market temperature
Balanced market
4.0 months of supply. Under 3 favors sellers, over 6 favors buyers.
What homes sell for
$599,054
median sale price
How fast they sell
42 days
median time on market
Supply and competition
4.0 months
of supply on the market
The numbers speak
for Winter Garden.
Every agent above earned their place with closed sales, not advertising. Tell us about your home and our algorithm picks the Winter Garden agents whose results fit it.
Winter Garden agents analyzed for these rankings
days faster: top-ranked agents sell in 30 days, the Winter Garden market in 42
median sale price in Winter Garden
Do Top Winter Garden Agents Sell Faster?
The 25 top-ranked agents on EffectiveAgents in Winter Garden sell in a median of 30 days, compared with the Winter Garden market median of 42 days on market.
About 12 days faster (29% quicker than the Winter Garden market)
Median days to sale reported by the top-ranked Winter Garden agents on EffectiveAgents, compared with the Winter Garden market median days on market. Agent figures reflect each agent's reported sales history.
When Is the Best Time to Sell a House in Winter Garden?
Based on the last 24 months of verified MLS market data, homes in Winter Garden sell fastest and closest to asking when they go under contract in April. To hit that window, plan to list around March.
Median days on market by month (shorter is faster)
April
Best month to sell
29 days
Typical time on market
97.6%
Of asking price
Seasonal averages from the last 24 months of Winter Garden, 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 Winter Garden Buyers and Sellers
The Housing Market Trends module above shows Winter Garden carrying a median sale price of $599,054, with values moving +4.6% year over year and homes trading at roughly $245.78 per square foot. Beneath that headline, the competitive indicators tell a more layered story. With 8.6% of homes closing above list price and 32.6% going off the market within two weeks, the fastest and most desirable listings still draw urgent demand. At the same time, 37.9% of active listings have taken a price reduction and months of supply sits at 4.0, both signals that the broader market has loosened from its peak intensity.
For buyers, this split creates room to negotiate on anything that has lingered. A median of 42 days on market, reflecting a -1 day change in market time, means patient buyers can identify homes past their initial momentum and open with measured offers, while still preparing to compete on new inventory. The sale-to-list ratio of 97.89% confirms most sellers are conceding modest ground from asking.
For sellers, the data argues for disciplined pricing. With 233 active listings and 239 new listings entering monthly against 59 closings, overpricing invites the price cuts that a third of listings are already absorbing. Accurate initial pricing captures the two-week demand window that rewards well-positioned homes. Across 1,983 licensed agents in the area, the difference between a pricing strategy that lands and one that stalls is where experienced representation earns its value.
What Winter Garden Home Prices Mean for You
Understanding the true cost of homeownership in Winter Garden 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 | $599,054 |
| Down payment (20%) | $119,811 |
| Loan amount | $479,243 |
| Monthly payment (PITI) | $4,047 |
Based on 28% debt-to-income ratio, 7.03% mortgage rate (as of September 24, 2026), 30-year fixed loan, 1.15% property tax rate, $275/mo insurance. Actual requirements vary by lender.
Based on $599,054 median home price with 20% down at 7.03% (as of September 24, 2026) for 30 years. Property tax estimated at 1.15% of home value.
Year-over-year data reflects the most recent rolling period from Winter Garden MLS records. Prior year values calculated from current figures and published YoY changes.
What to Look for in a Winter Garden Realtor
Choosing an agent on name recognition alone overlooks what actually moves a transaction: measured results, negotiation discipline, and consistency across cycles. EffectiveAgents analyzed 617 local transactions to rank 236 agents from the wider pool of licensed professionals. At the top, David Dorman of Century 21 Carioti has recorded 2,044 career transactions and $626.3M in all-time sales volume, a track record that reflects deep familiarity with how homes across zip codes 34787, 34778, and 34777 price and close. That depth matters when 8.6% of homes sell above list while 37.9% take reductions, because negotiating the gap between those outcomes requires reading each listing on its own merits. An agent who prices to the two-week demand window, and who knows when to hold firm at a 97.89% sale-to-list environment, protects real dollars. Review patterns are worth studying alongside volume: Dorman's 90 reviews offer a body of client feedback to weigh for consistency, not just a single impression.
How We Rank Winter Garden 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 Winter Garden 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.
1,983
agents analyzed
15+
performance signals
$0
paid for placement
Rankings reviewed by Kevin Stuteville, Licensed Florida Real Estate Broker (License BK3068131), Founder of EffectiveAgents.
Data last updated: August 2026
Winter Garden Real Estate Agent FAQs
Who is the best real estate agent in Winter Garden, FL?
The top-ranked agent in Winter Garden, FL is David Dorman of Century 21 Carioti, with 2,044 career transactions, 90 client reviews, and $626.3M in all-time sales volume. EffectiveAgents identifies leading agents by analyzing 617 local transactions and measuring outcomes across 236 ranked professionals rather than relying on advertising or name recognition. The right agent for you depends on your price point, timeline, and neighborhood, so compare verified transaction records and review history before deciding.
How were these Winter Garden 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 Winter Garden?
Our data covers 1,983 real estate agents serving the Winter Garden area. The count represents agents with transaction activity recorded in our Winter Garden market data, not simply everyone holding a license.
What does the median sale price in Winter Garden mean for sellers?
Winter Garden's median sale price is $599,054 as of August 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 Winter Garden?
Homes in Winter Garden currently take a median of 42 days to sell, reflecting a -1 day change in market time year over year. Actual timelines vary with pricing accuracy, condition, and location, since 32.6% of homes go under contract within two weeks while others linger and join the 37.9% of listings that reduce price. Well-priced, move-in-ready homes near strong demand close fastest, while ambitiously priced listings sit longer and often require a reduction to attract offers.
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 Winter Garden 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 Winter Garden 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 Winter Garden 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 Winter Garden realtor before hiring them?
Ask how many homes they have closed in Winter Garden 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 Winter Garden, FL
Nearby Cities
Learn more about top real estate agents in other cities near Winter Garden, FL
Free Real Estate Calculators
Planning a move in Winter Garden? Run the numbers first.
In Winter Garden