Top Realtors and Real Estate Agents in Windsor, VA
Rankings based on verified MLS transaction data. Last updated May 2026. No pay-to-play.
Top Agent
(11)
Jeff Lurie
1st Class Real Estate Barn Door Homes
15 Years of experience
59+ Sales in the last 12 months
Top 0.84%
in Windsor, VA
$66.6M
All-Time Sales
$230K - $750K
Price Range
Top AgentTop 2.52%
in Windsor, VA
$970M
All-Time Sales
$230K - $2.9M
Price Range
6%
Negotiated Off List
Top AgentTop 4.2%
in Windsor, VA
$36.6M
All-Time Sales
$190K - $790K
Price Range
Top Agent(10)
Dawn Crocker
Crocker Realty Group brokered by EXP Realty
23 Years of experience
29+ Sales in the last 12 months
Top 4.2%
in Windsor, VA
$67.6M
All-Time Sales
$230K - $1.1M
Price Range
Top AgentTop 4.2%
in Windsor, VA
$135.9M
All-Time Sales
$400K - $1.6M
Price Range
Top AgentTop 4.2%
in Windsor, VA
$96.1M
All-Time Sales
$370K - $1M
Price Range
Top AgentTop 5.43%
in Windsor, VA
$38.6M
All-Time Sales
$300K - $830K
Price Range
Top Agent(131)
Robert Rogers
Real Broker LLC | Distinctly Real Estate
22 Years of experience
36+ Sales in the last 12 months
$102.7M
All-Time Sales
$250K - $2.5M
Price Range
3%
Negotiated Off List
Top Agent$142.1M
All-Time Sales
$250K - $26M
Price Range
5%
Negotiated Off List
Top Agent$10.1M
All-Time Sales
$220K - $690K
Price Range
36
Total Number Of Homes Sold
Top Agent(35)
Cassandra Simpson
1st Class Real Estate Reserve
15 Years of experience
10+ Sales in the last 12 months
$110M
All-Time Sales
$250K - $950K
Price Range
5%
Negotiated Off List
Top Agent$78.3M
All-Time Sales
$210K - $1.2M
Price Range
5%
Negotiated Off List
Top Agent$53.3M
All-Time Sales
$220K - $620K
Price Range
4%
Negotiated Off List
Top Agent$51.3M
All-Time Sales
$220K - $750K
Price Range
3%
Negotiated Off List
Top AgentReviews not yet available
Dan Clark
Douglas Realty
6 Years of experience
20+ Sales in the last 12 months
$33.2M
All-Time Sales
$290K - $880K
Price Range
93
Total Number Of Homes Sold
Top Agent$12.9M
All-Time Sales
$210K - $570K
Price Range
50
Total Number Of Homes Sold
Top Agent(9)
Jason Dunaway
Howard Hanna Real Estate Services
6 Years of experience
37+ Sales in the last 12 months
$15.8M
All-Time Sales
$270K - $950K
Price Range
47
Total Number Of Homes Sold
Windsor Housing Market Trends
Median Sale Price
$384,900
-13.51% year-over-yearMedian Days on Market
38
-50 days year-over-yearSale-to-List Price
99.43%
+1.61% year-over-yearOff the Market in 2 Weeks
25.0%
-41.7% year-over-yearListings With Price Drops
19.2%
Months of Supply
8.7
Realtors in Windsor
79
Verified MLS market data through May 2026.
Do Top Windsor Agents Sell Faster?
The 16 top-ranked agents on EffectiveAgents in Windsor sell in a median of 21 days, compared with the Windsor market median of 38 days on market.
About 17 days faster (45% quicker than the Windsor market)
Median days to sale reported by the top-ranked Windsor agents on EffectiveAgents, compared with the Windsor market median days on market. Agent figures reflect each agent's reported sales history.
When Is the Best Time to Sell a House in Windsor?
Based on the last 24 months of verified MLS market data, homes in Windsor sell fastest and closest to asking when they go under contract in July. To hit that window, plan to list around June.
Median days on market by month (shorter is faster)
July
Best month to sell
29 days
Typical time on market
100.8%
Of asking price
Seasonal averages from the last 24 months of Windsor, VA 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 Windsor 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 Windsor 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
Windsor Real Estate Agent FAQs
How were these Windsor 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 Windsor?
Our data covers 79 real estate agents serving the Windsor area. The count represents agents with transaction activity recorded in our Windsor market data, not simply everyone holding a license.
What does the median sale price in Windsor mean for sellers?
Windsor's median sale price is $384,900 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 Windsor 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 Windsor 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 Windsor 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 Windsor realtor before hiring them?
Ask how many homes they have closed in Windsor 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.
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