Find the perfect real estate agent in Windstar, Naples, FL

We analyze top real estate agents in Naples’ Windstar neighborhood and across the country to find you the most proven local agents, for free.

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Real estate in Naples’ Windstar neighborhood.

Compare the top 25 real estate agents in Windstar

Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for May 2025. *

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Home buyers and sellers love Agent Pronto.

Here’s what some of the 400,000+ home buyers and sellers have had to say about our service.

“So happy you connected me with Ian Clausen. He was a pleasure to work with. I would highly recommend him to anyone I know who is looking to sell their property.”
5 stars
MJ
Mary Ann J.
Naples, FL
“We had a great experience with our agent Patrick Reid. He was responsive, honest and very helpful. We knew pretty much nothing about the Cape Coral area, and he took the time to answer our numerous questions. I could not have asked for a better agent!”
5 stars
LB
Lea L. B.
Cape Coral, FL
“Jerry was very efficient, very knowledgeable. Would definitely use him in the future.”
5 stars
EH
Eleanor H.
North Fort Myers, FL
“For years I had been inundated with offers in the mail to buy my property in Charlotte County. The offers were always undervalued. While wintering in Florida, I searched for a realtor online and found Agent Pronto. Before I was finished filling out the registration, I was contacted by two local realtors. I hesitated, making a commitment until Adrienne contacted me again. She did a superior job in finding a more reasonable price for the property. She made the listing and selling process as easy as can be. She is personable, pleasant, and efficient. I couldn't have asked for a better help!”
5 stars
SJ
Sandra J.
Port Charlotte, FL
“I had a great experience with Team Bonson and would highly recommend them for any realtor needs!”
5 stars
SW
Sharon Jane W.
Cape Coral, FL
“We were directly contacted very shortly after signing up with Agent Pronto. We made an appointment to look at 4 homes the very next day. We made an offer one one of the homes and it was accepted, so we were very pleased with Shelby Solley and her quick action. She was wonderful throughout the entire process. We highly recommend her.”
5 stars
MM
Mike M.
Port Charlotte, FL
“Everything was perfect, they did a great job.”
5 stars
RP
Rosa P.
Cape Coral, FL
“Efficient and effective. A very good experience.”
5 stars
JK
Jerry K.
Cape Coral, FL
“Excellent realtor company and customer service was unparalleled. Thanks to Dan Larson for going above and beyond!”
5 stars
AT
Andie T.
Port Charlotte, FL
“Tom and Diane Winford were simply outstanding. The hardest working and most competent realtors I ever met. They went the extra mile, and then more miles beyond that. We could not have been more pleased.”
5 stars
RF
Randolph F.
Lehigh Acres, FL

Windstar real estate Market Report.

Information and statistics on the latest trends in the Windstar real estate market, updated for May 2025. *

The typical home value in Windstar is projected to be $791,250 for the month of May. April’s finalized data reported the typical value of a home in the neighborhood to be $850,000—up 13.48% over the previous 12 months. For comparison, city-level data pegged home values at $1,317,500 in Naples for the most recent reporting period. That number is expected to float around $1,372,500 in May.

Windstar had 21 new listings and 15 listings that went under contract in April, decreasing the area’s total available inventory to 13—down 18.75% from the previous month. Inventory is projected to have further decreased in May.

The median listing price for homes in Windstar fell 0.0% from March to April, bringing the current median listing price to $725,000. Based on projected data for May, listing prices may continue to fall.

The number of days that homes have been on the market prior to going under contract fell year-over-year. In April 2025, the median time for a listed property to go pending was 50 days, compared to 87 days in April 2024. However, in recent months the median number of days from listed to pending appears to be rising. That trend is predicted to have carried through to this May.

Real estate in Naples’ Windstar neighborhood.
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Seller’s Market
Seller’s Market
Buyer’s Market
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25
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Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.

* Data provided by Redfin, a national real estate brokerage.

Learn more about what Windstar has to offer.

Windstar offers residents a vibrant and inviting community with access to scenic waterways, luxurious amenities, and a friendly atmosphere that enhances the Naples lifestyle.

Windstar offers a rare blend of coastal beauty, exceptional amenities, and a premium lifestyle experience that draws residents seeking both relaxation and recreation in Naples. Overlooking the shimmering waters of Naples Bay, this waterfront community is known for its spectacular private golf course—the 18-hole Windstar on Naples Bay—and its unique offering of direct boat access to the Gulf of Mexico, perfect for avid boaters and nature lovers. The Keewaydin Island, accessible via the community’s private shuttle service, invites residents to one of the area’s most pristine beaches, creating a true paradise at your doorstep.

Families appreciate Windstar’s proximity to highly regarded schools such as Naples High School and East Naples Middle School, making academic commutes easy. The neighborhood boasts beautifully landscaped surroundings complemented by amenities like tennis courts, a modern fitness center, and an active social calendar that fosters a welcoming sense of community. Nearby, vibrant dining and cultural options abound in the famed Fifth Avenue South District, while access to neighboring areas such as Royal Harbor and Old Naples adds further convenience and excitement.

For those looking to call Windstar home or considering selling, Agent Pronto can help connect you with knowledgeable local agents who understand the nuances of this exceptional Naples enclave, ensuring a smooth and rewarding real estate experience.

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Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!

Sarah W.

Take the guesswork out of finding an agent.

With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.

We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Windstar to qualify the best agents for your specific needs.

We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.

Data analysis with a human touch.

Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Naples. But we don’t stop there.

Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.

Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!


Frequently Asked Questions

There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.


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