
The Winston Trails community in Lake Worth, Florida is a meticulously maintained guard gated, golf course community for family members of all ages. Here you can enjoy the country club atmosphere and amenities without the country club expenses. After a rousing round of golf, you and your friends can sit and enjoy a relaxing cocktail in beautiful surroundings at the full service restaurant. Not a golfer? Why not enjoy, the tennis courts, swimming pools, exercise room or saunas. The Winston Trails community consists of over 1900 single family homes and villas, many with golf course views. Its central and convenient location puts you within arm's reach of the best of Palm Beach County with quick and easy access to both I-95 and the Turnpike. Winston Trails is conveniently located on the East side of Jog Road between Lantana and Hypoluxo. Click on a listing to view the property details, photos and agent comments. If you would like to change or expand your search criteria, go back to the main Lake Worth FL Real Estate page, or try using our Advanced Search.
If you would like more information about the real estate in Lake Worth, or would like to talk to a Realtor(R) specializing in Winston Trails, Lake Worth, FL contact us!
Nestled in the prestigious community of Winston Trails, this meticulously upgraded 3-bedroom, 2.5-bathroom home with a versatile loft—easily convertible to a 4th bedroom—...
Nestled in the prestigious community of Winston Trails, this meticulously upgraded 3-bedroom, 2.5-bathroom home with a versatile loft—easily convertible to a 4th bedroom—...
Exceptional Value, Priced Below Market! A recent appraisal has been completed, making this one of the best opportunities in Winston Trails. This beautifully updated, move...
Exceptional Value, Priced Below Market! A recent appraisal has been completed, making this one of the best opportunities in Winston Trails. This beautifully updated, move...
Meticulously maintained 3BR/2BA home in a desirable gated community featuring a NEW ROOF (2025), IMPACT WINDOWS, A/C (2023), NEW GARAGE DOOR OPENER (2023), NEW POOL HEATE...
Meticulously maintained 3BR/2BA home in a desirable gated community featuring a NEW ROOF (2025), IMPACT WINDOWS, A/C (2023), NEW GARAGE DOOR OPENER (2023), NEW POOL HEATE...
Welcome to your own slice of paradise with this beautifully cared for Paris model that offers an expansive view of the lake and golf course, and a thoughtful blend of com...
Welcome to your own slice of paradise with this beautifully cared for Paris model that offers an expansive view of the lake and golf course, and a thoughtful blend of com...
Welcome home to this beautifully updated 4-bedroom, 2.5-bath pool home located in the highly desirable gated Bay Hill Village subdivision of Winston Trails. Situated on a...
Welcome home to this beautifully updated 4-bedroom, 2.5-bath pool home located in the highly desirable gated Bay Hill Village subdivision of Winston Trails. Situated on a...
Exceptional opportunity to own this 3-bedroom, 2-bath residence situated on a desirable corner lot in the highly sought-after Winston Trails Golf Community, featuring top...
Exceptional opportunity to own this 3-bedroom, 2-bath residence situated on a desirable corner lot in the highly sought-after Winston Trails Golf Community, featuring top...
Welcome to this beautifully maintained Nairobi model located in the highly desirable gated community of Winston Trails, within the Prairie Dunes Village subdivision. Th...
Welcome to this beautifully maintained Nairobi model located in the highly desirable gated community of Winston Trails, within the Prairie Dunes Village subdivision. Th...
Everything has already been done. All that's missing is you. Beautifully updated 4BR/2.5BA home in Oakmont Village at Winston Trails featuring a new roof, new A/C, full i...
Everything has already been done. All that's missing is you. Beautifully updated 4BR/2.5BA home in Oakmont Village at Winston Trails featuring a new roof, new A/C, full i...
Owner currently in process of replacing fence! Welcome to this charming single-story residence in the Winston Trails community of Lake Worth, Florida. NEW ROOF 2025 & FUL...
Owner currently in process of replacing fence! Welcome to this charming single-story residence in the Winston Trails community of Lake Worth, Florida. NEW ROOF 2025 & FUL...
Welcome to this beautifully maintained 3-bedroom, 2-bathroom home located in the highly sought-after gated community of Winston Trails. Thoughtfully updated and move-in r...
Welcome to this beautifully maintained 3-bedroom, 2-bathroom home located in the highly sought-after gated community of Winston Trails. Thoughtfully updated and move-in r...
Set within the highly sought-after, non-membership golf community of Winston Trails, boasting 11.3'' ceilings, this beautifully updated 4-bedroom, 2.5-bath residence offe...
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MODEL PERFECT MOVE IN READY 3 BEDROOM 2 BATH 2 CAR GARAGE SPLIT FLOORPLAN IN THE BEAUTIFUL WINSTON TRAILS COMMUNITY ON THE WINSTON TRAILS GOLF COURSE. GREAT VIEWS OF THE ...
Welcome to your dream home in the highly sought-after Winston Trails! Located in the desirable Sand Hills Village subdivision, this beautifully updated 3-bedroom, 2-bath...
Fall in love with this magnificent 5 bedroom, 3 bath inground spa pool home, where elegance and sophistication meet thoughtful design and high end improvements. Every de...
Welcome to this beautifully renovated 4-bedroom, 2.5-bath lakefront home in the highly sought-after community of Winston Trails. Perfectly situated on a serene waterfront...
Back on market! Your chance to own in Winston Trails! This 3bed 2bath + den (can be used as office, playroom or man-cave!) is ready for you to make it your own! Seller of...
:Welcome to Winston Trails golf community with NO equity MEMBERSHIP . Gated community in a rated A school district. This 4 bedroom 2.5 bath home with a 2 car garage featu...
Stunning builder's model home located in the beautiful community of Winston Trails! This spacious 2-story lakefront pool home features 3 bedrooms plus a Den/ loft, 2.5 ba...
THE ULTIMATE PRIVATE OASIS & PRE-VALUED LOT From the moment you arrive, the striking cobblestone driveway sets a grand tone for this exceptional residence. Situated at 6...
Welcome to the highly sought-after gated community of Winston Trails in the desirable Barton Creek Village subdivision! This bright and beautifully maintained Nairobi mod...
Located in the gated community of Winston Trails, this spacious 3-bedroom, 2-bath CBS home features a desirable split-bedroom floorplan with soaring vaulted ceilings, abu...
Welcome to 6244 Grand Cypress Circle, nestled in one of Palm Beach County's most established gated, non-equity golf communities — Winston Trails! This beautifully mainta...
Welcome to 6244 Grand Cypress Circle, nestled in one of Palm Beach County's most established gated, non-equity golf communities — Winston Trails! This beautifully mainta...
Located in the gated community of Winston Trails, this spacious 3-bedroom, 2-bath CBS home features a desirable split-bedroom floorplan with soaring vaulted ceilings, abu...
THE ULTIMATE PRIVATE OASIS & PRE-VALUED LOT From the moment you arrive, the striking cobblestone driveway sets a grand tone for this exceptional residence. Situated at...
Welcome to this beautifully renovated 4-bedroom, 2.5-bath lakefront home in the highly sought-after community of Winston Trails. Perfectly situated on a serene waterfront...
Back on market! Your chance to own in Winston Trails! This 3bed 2bath + den (can be used as office, playroom or man-cave!) is ready for you to make it your own! Seller of...
Welcome to the highly sought-after gated community of Winston Trails in the desirable Barton Creek Village subdivision! This bright and beautifully maintained Nairobi mod...
MODEL PERFECT MOVE IN READY 3 BEDROOM 2 BATH 2 CAR GARAGE SPLIT FLOORPLAN IN THE BEAUTIFUL WINSTON TRAILS COMMUNITY ON THE WINSTON TRAILS GOLF COURSE. GREAT VIEWS OF THE ...
Welcome to your dream home in the highly sought-after Winston Trails! Located in the desirable Sand Hills Village subdivision, this beautifully updated 3-bedroom, 2-bath...
Fall in love with this magnificent 5 bedroom, 3 bath inground spa pool home, where elegance and sophistication meet thoughtful design and high end improvements. Every de...
Stunning builder's model home located in the beautiful community of Winston Trails! This spacious 2-story lakefront pool home features 3 bedrooms plus a Den/ loft, 2.5 ba...
Set within the highly sought-after, non-membership golf community of Winston Trails, boasting 11.3'' ceilings, this beautifully updated 4-bedroom, 2.5-bath residence offe...
:Welcome to Winston Trails golf community with NO equity MEMBERSHIP . Gated community in a rated A school district. This 4 bedroom 2.5 bath home with a 2 car garage featu...
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