Winding Wood's Top REALTORS® And Real Estate Agents
Winding Wood is a neighborhood in Clearwater, FL. Here are the Top Real Estate Agents that service Winding Wood.
Median Home Value
$230K
5-Year Change
+78%
Top Agent
(163)
Vanessa Leonard
Keller Williams Realty - Vanessa Leonard & Associates
42 Years of experience
114+ Sales in the last 12 months
13 verified sales in Winding Wood
Top 0.19%
in Clearwater, FL
$441.9M
All-Time Sales
$270K - $1.8M
Price Range
5%
Negotiated Off List
Top Agent(111)
Andy Burwell
Burwell Real Estate
35 Years of experience
44+ Sales in the last 12 months
8 verified sales in Winding Wood
Top 0.08%
in Clearwater, FL
$552.2M
All-Time Sales
$260K - $6.5M
Price Range
13%
Negotiated Off List
Top Agent(228)
Lance Willard
Charles Rutenberg Realty
20 Years of experience
150+ Sales in the last 12 months
8 verified sales in Winding Wood
Top 0.15%
in Clearwater, FL
$321.9M
All-Time Sales
$230K - $1.8M
Price Range
7%
Negotiated Off List
Top Agent(973)
Andrew Duncan
LPT Realty
21 Years of experience
342+ Sales in the last 12 months
5 verified sales in Winding Wood
Top 0.11%
in Clearwater, FL
$2.91B
All-Time Sales
$220K - $6.8M
Price Range
5%
Negotiated Off List
Top Agent(2)
Karen Casey-Cave
Coastal Properties Group/Forbes Global Properties
46 Years of experience
17+ Sales in the last 12 months
5 verified sales in Winding Wood
Top 1.24%
in Clearwater, FL
$105M
All-Time Sales
$200K - $3.8M
Price Range
8%
Negotiated Off List
Top Agent(430)
Christian Bennett
RE/MAX CHAMPIONS
31 Years of experience
675+ Sales in the last 12 months
2 verified sales in Winding Wood
Top 1.43%
in Clearwater, FL
$1.18B
All-Time Sales
$230K - $3M
Price Range
6%
Negotiated Off List
Top Agent(62)
Jillian Jamison
Real Broker LLC
15 Years of experience
80+ Sales in the last 12 months
2 verified sales in Winding Wood
Top 1.96%
in Clearwater, FL
$193.7M
All-Time Sales
$290K - $1.1M
Price Range
5%
Negotiated Off List
Top Agent(17)
Maryann Spearman
KELLER WILLIAMS Gulfside
16 Years of experience
33+ Sales in the last 12 months
1 verified sale in Winding Wood
Top 0.45%
in Clearwater, FL
$152M
All-Time Sales
$190K - $3.2M
Price Range
6%
Negotiated Off List
Top Agent(61)
Tami Jones - FL
Realty Executives Suncoast
25 Years of experience
68+ Sales in the last 12 months
1 verified sale in Winding Wood
Top 2.07%
in Clearwater, FL
$72.5M
All-Time Sales
$170K - $930K
Price Range
4%
Negotiated Off List
Top Agent(26)
Jennifer Zulian
Coldwell Banker
31 Years of experience
14+ Sales in the last 12 months
1 verified sale in Winding Wood
Top 3.58%
in Clearwater, FL
$85.5M
All-Time Sales
$210K - $1.6M
Price Range
7%
Negotiated Off List
Top Realtors by Neighborhood in Clearwater, FL
Why you need a Top Real Estate Agent in Winding Wood, Clearwater,FL
Clearwater has 2,651 active real estate agents for you to choose from. How do you know if you’re selecting the best one in your area? Simple: EffectiveAgents has analyzed the performance history and past transactions of every agent that has sold homes in Winding Wood. Since 2009 we have analyzed how real estate agents perform in Winding Wood and our expertise can help you find the best Realtor to sell your home.
How We Rank Winding Wood Real Estate Agents
Our rankings are built from verified transaction data, not advertising spend. For every agent we analyze more than fifteen performance signals, including recent and all-time sales, days on market, negotiation results, price-point fit, and verified reviews.
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
Frequently Asked Questions
You have questions.
Luckily, we have answers.
How many realtors are there in Clearwater?
There are 2,651 real estate agents in Clearwater
Who are the top real estate agents in and around Winding Wood?
Top selling real estate agents in and around Winding Wood include Vanessa Leonard, Andy Burwell, Lance Willard, Andrew Duncan and Karen Casey-Cave.
What is the best time of year to sell a home in the Clearwater area?
Based on the last 24 months of verified MLS market data, homes in the Clearwater area sell fastest and closest to asking price when they go under contract in April. To hit that window, plan to list around March.
What is the median home value in Winding Wood?
The median home value in Winding Wood is $230,050, a gain of 78% over the past five years.
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