The best way to find top real estate agents in Windstar, Naples, FL

We analyze thousands of real estate agents in Naples’ Windstar neighborhood and nationwide to find you proven local professionals, for free.

Real estate in Naples’ Windstar neighborhood.

Compare top Windstar real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for April 2026. *


* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.

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Windstar real estate Market Report.

Information and statistics on the latest trends in the Windstar real estate market, updated for April 2026. *

Over the past year, Windstar home values have climbed, with the typical home value up about 16.28%. At the same time, Naples as a whole has seen its typical value fall roughly 14.55%, highlighting how differently this neighborhood has moved. New listings in Windstar are down sharply year over year by about 39.13%, tightening choices for buyers.

In March 2026, the typical home value in Windstar stood near $1,125,000, while the median list price was around $1,224,000. Homes spent a median of 90 days on the market, and with 11 active listings and 17 pending sales, conditions leaned toward a seller’s market, supported by an average sale-to-list ratio of about 0.92.

Recent monthly shifts hint at a cooling from very rapid growth, as typical values dipped about 15.09% month over month while list prices edged up roughly 2.09%. Inventory fell about 21.43% from the prior month and is projected to slip to around 9 homes in April, even as the projected typical home value eases to about $1,025,000 and the projected median list price nudges up to roughly $1,236,500. With median days on market jumping more than 26% in a month and more than doubling year over year, buyers and sellers in Windstar can both benefit from Agent Pronto’s help in finding an agent who understands these shifting dynamics.

Real estate in Naples’ Windstar neighborhood.
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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 delivers a resort-style, amenity-rich living experience for residents, with lush landscaping, inviting common areas, water views, and a strong sense of community.

Windstar in Naples stands out from nearby golf and waterfront communities by combining direct access to Naples Bay with a close, low-key club atmosphere and quick reach to Old Naples and downtown Naples. Residents enjoy a private marina with Gulf access, an 18 hole Tom Fazio golf course, and scenic views across the bay toward Keewaydin Island, which gives the neighborhood a distinctive coastal identity.

Daily life here feels both resort oriented and practical. The community’s bayside setting places you minutes from the restaurants and galleries along Fifth Avenue South and the beaches near Naples Pier. Inside the gates, residents connect through golf, tennis, fitness and social events at Windstar on Naples Bay, while the adjacent Royal Harbor and Port Royal areas broaden options for dining, boating, and cultural outings.

For buyers, Windstar’s mix of condos, coach homes, and single family residences means opportunities at different price points, but inventory can be tight and views, club membership options, and marina access all affect value. For owners, timing a sale around seasonal demand and preparing a home to highlight water, golf, or sunset exposure is crucial in this competitive corner of Collier County. Agent Pronto can connect both buyers and sellers with a local Windstar specialist who understands the community’s nuances and the right timing for a successful move.

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See why so many people rely on Agent Pronto to make their real estate journey a success.

“I can’t imagine there’s a better agent on Earth than Barrett. We first met him while casually exploring a move from San Diego to Florida, just walked in the office he works at—no pre-approval, probably not looking like serious buyers. Still, he treated us like top-priority clients from day one and always took us at our word. For 2 years, before we were even approved, Barrett stayed committed and worked hard for us the entire time. Within 2 weeks of approval, we bought a home that lined up with the intentions we had been projecting all along—proving we were serious all along. His only “weakness” is that his patience and work ethic are so strong they could be taken advantage of. No doubt in my mind: Barrett is the best. He deserves a medal.”

JP · Rockledge, FL

Photo of Barrett Hester
Century 21 Ocean
“Mr. Kevin Daly was a 'master chef' negotiator and the secret sauce to a smooth closing. He listened to all of our needs, tailored the search, and found the perfect home -- a true recipe for success. Mr. Daly had a genuine personable approach that made us feel comfortable. Dealing with him was a breath of fresh air. I would highly recommend Mr. Daly to my family, friends, and others.”

Troy · Estero, FL

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Century 21 Sunbelt Realty
“Jari was excellent at showing us homes in our range and interest. He did a wonderful job at closing the deal. We felt valued and appreciated.”

Martin N Goldsmith · Fort Myers, FL

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eXp Realty The Team
“Adelynn has been everything you would want in a Realtor to be! She was always available to talk and answer questions, and if she wasn't sure of something, she found out asap. Adeylnn treated us with absolute kindness and respect, and would highly recommend her to friends and family without hesitation. We have invited her to our first BBQ in our new home!”

Tito Nikolic · Naples, FL

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eXp Realty Gulf Pointe
“Thank you century 21 and Katie Wetherell with working with us to purchase our first home in Florida. Katie did an outstanding job for us in everyway possible and went above any expectatios!! Katie is a very bubbly spirit person and does an amazing job and will recomend to many friends and family!!! Thank you Katie for a great job making a dream come truefor our family! Thanks also for your continuing frienship with me and my family hopefully for many years to come. Terry and Carrie Van Dyke and entire family”

Terry Van Dyke · Cape Coral, FL

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Century 21 Sunbelt Realty
“John Rice was exceptional to work with. His professionalism, clear communication, and responsiveness made the entire process smooth and stress-free. He was always available to answer questions and made sure every detail was handled with care. I would confidently recommend him to anyone looking for a trusted realtor.”

Mary Sonzo · Cape Coral, FL

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Century 21 Selling Paradise
“James was the absolute best agent to work with! I would recommend him to everyone as his knowledge and professionalism is unmatched. James treated us with kindness and dignity and went above and beyond to make sure we were happy. The communication with James was beyond impressive and he always made sure we were his number 1 priority. Thank you James for all you did to make buying our new home so much fun!”

Jane and Stan Crnobori · Estero, FL

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Century 21 Sunbelt Realty
“Michelle was great to work with. She helped us through each process of purchasing our new home. She made herself available for all questions and concerns.”

Peggy and Don · Erie, PA

Photo of Michelle Olds
LPT Realty
“Sherry Bourque got my house up and sold so quick. We had a high volume of people coming through. The closing process was smooth.I would so recommend Sherry and her team anytime.”

Tessia · Haverhill, MA

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Diamond Key Real Estate
“Agent Pronto introduced me to a very professional agent, Christina Diaz. Thank you, Christina - you made this transaction very quick & easy.”

David B. · Lehigh Acres, FL

Photo of Christina  Diaz
eXp Realty LLC
“Larry is by far the most AMAZING Realtor. He was always very responsive to my calls, texts, request, etc. We built up such a great relationship through this crazy process, that even after we closed on our new home, he reached out to check on us. He is always looking to get the best deal for his clients. He is like family now to us and will always have his own seat next to the firepit in our backyard. I would DEFINETLY recommend Larry to anyone and everyone looking to buy or sell. AMAZING.. Can't say enough Great things about Larry.”

Kathleen and Joe · Wheaton, IL

Photo of Larry Lazar
Charles Rutenberg Realty Charles Rutenberg
“Krysta Sylvester helped us look for that perfect house for over 7 months. I could not be happier with the dedication and knowledge Krysta shared with us, as we were from another state. She does not disappoint, I will not go with any other agent in the future. Thank you Krysta.”

V. Ramsey · Naples, FL

Photo of Krysta Sylvester
Compass Florida LLC - The Fuerst Team

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 covering the housing market in and around Windstar. 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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