“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.”
eXp Realty The Team
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Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for March 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 March 2026. *
The typical home value in Windstar is projected to be $1,256,250 for the month of February. January’s finalized data reported the typical value of a home in the neighborhood to be $1,225,000—up 13.95% over the previous 12 months. For comparison, city-level data pegged home values at $1,175,000 in Naples for the most recent reporting period. That number is expected to float around $1,162,500 in February.
Windstar had 12 new listings and 14 listings that went under contract in January, decreasing the area’s total available inventory to 18—down 0.0% from the previous month. Inventory is projected to have further decreased in February.
The median listing price for homes in Windstar fell 7.57% from December to January, bringing the current median listing price to $634,950. Based on projected data for February, listing prices may continue to fall.
The number of days that homes have been on the market prior to going under contract rose year-over-year. In January 2026, the median time for a listed property to go pending was 60.5 days, compared to 50 days in January 2025. However, in recent months the median number of days from listed to pending appears to be falling. That trend is predicted to have carried through to this February.
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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.
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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“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!”
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”
Century 21 Sunbelt Realty
“So grateful for everything you did for us. So glad we chose you,we are very fortunate. Century 21 is lucky to have you. Thanks again: Awilda and Humberto Giuliani, Tobyhanna Pa.”
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.”
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!”
Century 21 Sunbelt Realty
“I would recommend Barrett because he is trustworthy , professional and patient. We were very comfortable working with him. He exhibited a genuine concern for our needs and was very responsive to our concerns and questions.”
Century 21 Ocean
“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.”
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.”
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.”
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.”
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.”
Compass Florida LLC - The Fuerst Team
Frequently Asked Questions
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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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Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
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We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your Windstar Realtor® or real estate agent today.
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