Winston Trails Homes for Sale Lake Worth, Florida
A gated golf community in Lake Worth with single-family homes around a public course, built in the late 1990s.
About Winston Trails
Winston Trails is a gated community in Lake Worth built from 1995 to 2001, with single-family homes around the Winston Trails Golf Club, a course that is open to the public so there is no mandatory membership. It has a clubhouse, pool and courts and sits off Hypoluxo Road near Jog Road.
What is for sale right now: 16 single-family homes. Homes run from about 1,336 to 2,901 square feet and were built between 1995 and 2001. 4 of the 16 listings are marked waterfront and 6 have a private pool. 16 listings report an association fee, from about $100 to $839. The typical listing has been on the market about 51 days.
At a glance: golf, gated.
Winston Trails market snapshot
Drawn from the 16 Winston Trails listings active in the MLS on September 11, 2026. The live count and listings above refresh every 10 minutes.
$597,000
Median asking price across 16 active listings.
$459,000 – $950,000
Full range currently on the market.
$311/sq ft
Median asking price per square foot.
1,336 – 2,901 sq ft
Size range of homes for sale.
3 – 5 bedrooms
What is available right now.
Built 1995 – 2001
Year built across current inventory.
These are active asking prices, not closed sales. For what homes have actually sold for in Winston Trails, ask us for a free market analysis — we pull it from the MLS.
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Frequently Asked Questions
The questions buyers ask us most about Winston Trails. Figures come from the MLS feed as of September 11, 2026 and move with the market.
How much do homes cost in Winston Trails?
Across the 16 Winston Trails listings active in the MLS as of September 11, 2026, the median asking price is $597,000, with a range of $459,000 to $950,000 and a median of $311 per square foot. These are asking prices, not closed sales. Ask us for a free market analysis if you want to know what has actually sold.
How many homes are for sale in Winston Trails right now?
16 as of September 11, 2026. The count at the top of this page comes from our BeachesMLS feed and refreshes every 10 minutes, so it reflects the market as it stands rather than a figure typed in once.
What are the HOA fees in Winston Trails?
16 of the 16 active listings report an association fee, ranging from about $100 to $839. Confirm what the fee covers on any home before you write an offer, because amenity packages differ between sections.
What size are the homes and when were they built?
Homes on the market run from about 1,336 to 2,901 square feet, with 3 to 5 bedrooms, and were built between 1995 and 2001.
Is Winston Trails a golf community?
Yes. Club membership is a separate obligation from the HOA, so ask for the current membership terms and dues on any home before you compare it with a non-club community.
How long do homes take to sell in Winston Trails?
The homes currently listed have been on the market a median of about 51 days. That is a snapshot of active listings, not closed sales; ask us for the closed-sale figures if you are pricing a home to sell.
Considering a Move to Winston Trails?
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