$602,592Average Value$286Average Price per Sq Ft16Homes For Sale
Entrance to the Winston Trails Country Club.
Walkability and recreation in a gated community
Winston Trails is a luxurious gated community in South Florida that’s aptly named. The neighborhood has a 2-mile-long walking trail that winds through palm-tree-lined streets and lush Florida landscaping. “It’s great for people who like to ride their bikes or walk their dogs,” says Lois Rutigliano, global advisor at One Sotheby’s with experience in the area. “You can go for a long walk without having to get on a main street.” Residents enjoy views of glistening lakes and the 18-hole golf course from their Spanish-styled homes. Numerous commercial centers nearby and access to highly rated public schools have attracted families in recent years. “It’s a very family-oriented place,” Rutigliano says. Commuters are well-connected to the surrounding areas, with Downtown West Palm Beach just 18 miles away.
Houses line the Winston Trails Golf Course.
Winston Trails Golf Club anchors recreation
Residents who join the Winston Trails Golf Club have access to the classic country club amenities, including an Olympic-sized swimming pool and six tennis courts. The 18-hole golf course spans 7000 yards of lush, manicured fairways and champion Bermuda grass-putting greens. Beyond the gates, Buttonwood Park is nearby and features fully lighted sports fields and basketball courts. Indoor recreation is anchored by West Boynton Parks and Recreation Center, while beach days can always be found at the lapping shores of Lantana Municipal Beach, under 9 miles away.
Rows of houses in Winston Trails showcase a blend of modern and classic architecture.
Spanish-style homes on palm tree-lined streets
Winston Trail’s housing consists of 1891 single-family homes scattered throughout 18 subdivisions. Spanish-revival architecture is the predominant style, and most residences feature pastel-colored stucco exteriors with red-tiled roofs. Palm trees shade the well-manicured front lawns, while backyard swimming pools provide a great place to cool off. Prices range from $500,000 to $850,000, depending on the number of bedrooms and lot sizes. The Winston Trails Golf Club does not have a mandatory membership for residents, though individual subdivisions do have HOAs. The area is prone to hurricanes, but the neighborhood’s inland location provides protection against stronger storms.
Park Vista Community High School
Highly rated Palm Beach County Public Schools
The highly rated Palm Beach County School District serves the neighborhood. Manatee Elementary and Christa McAuliffe Middle School both received an A-minus rating. Students can enroll in Christa McAuliffe’s Information Communication Technology Academy, which emphasizes college preparatory curriculum linked to a direct career in IT. The A-rated Park Vista Community High School offers students multiple in-house academies ranging from medical sciences to information technology. The digital media program encourages participants to become proficient in industry-standard technologies and techniques to create original work. Trinity Christian Academy is an A-rated private school option for parents to consider.
Local eateries and live music
Winston’s on The Green is a popular local eatery conveniently located in the middle of the neighborhood. As the name suggests, the restaurant has picturesque golf course views and features live music every Friday and Saturday night. The community is close to a host of shopping and dining areas nearby. “It's pretty commercialized out there,” Rutigliano says. “There’s quite a few chains but also lots of smaller mom-and-pop kind of places.” One of these establishments includes Chris’ Taverna, a family-owned and operated Greek restaurant that serves classic Mediterranean-style dishes. Eggs-Cetera Café is next door and features tasty breakfast creations. Winn-Dixie and Publix Super Market provide the neighborhood with fresh produce and weekly groceries. More extensive retail can be found at Boynton Beach Mall, 7 miles away. HCA Florida JFK Hospital is one of many medical facilities in the area.
Community events with city-wide celebrations nearby
The neighborhood hosts numerous community events throughout the year, ranging from major golf tournaments to back-to-school supply drives. Live music acts are common at Winston’s on the Green, and tickets are sometimes required for popular performers. Residents are also close to celebrations put on by the City of Lake Worth. Downtown Lake Worth is transformed during the Annual Street Painting Festival, where over 600 artists turn the streets into a temporary collection of original art and masterpiece reproductions. The creative exhibition is popular for local artists and art school field trips, and the colorful collections last only until the next rain.
Easy access to the 95 from Winston Trails.
Catch a ride on The PalmTran
Winston Trails is highly walkable, but those traveling farther will find they are well connected to South Florida. Residents are 18 miles from downtown West Palm Beach and 14 miles from Palm Beach International Airport. The Palm Tran is a public transit bus system that services many stops along Lantana Road, which runs parallel to the community.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
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Winston Trails Demographics and Home Trends
On average, homes in Winston Trails, West Palm Beach sell after 48 days on the market compared to the national average of 55 days. The median sale price for homes in Winston Trails, West Palm Beach over the last 12 months is $615,000, up 3% from the median home sale price over the previous 12 months.
* PRICE IMPROVEMENT * 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 6207 Shadow Tree Ln, this property boasts one of the most private and desirable footprints in the neighborhood. Nestled securely at the end of a quiet, private cul-de-sac, the home sits on a massive, sweeping
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-in-ready home offers a brand-new roof, a four-year-old A/C, a stunning remodeled kitchen featuring granite countertops and custom wood cabinetry, Spanish tile flooring, accordion shutters, soaring vaulted ceilings, and a private
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 & FULL IMPACT WINDOWS & DOORS. This three-bedroom, two-bathroom home boasts 1,336 square feet of living space. This residence features a bright, open floor plan with beautiful tile flooring, vaulted ceilings, and modern recessed
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 detail of this residence has been curated to blend style, comfort, and functionality, creating a truly exceptional living experience. The hear of the home is the renovated kitchen, featuring updated cabinets with granite
Welcome to Lakefront living in Winston Trails! This beautifully maintained 3-bedroom, 2-bath, 2-car garage, one-story home offers 1,882 square feet of comfortable living space. The eat-in kitchen features wood cabinetry, quartz countertops, a tumbled marble backsplash, and stainless-steel appliances. Centrally positioned within the open floor plan, the kitchen flows seamlessly into the spacious
Welcome to easy Florida living in this beautifully maintained 3-bedroom, 2.5-bath residence nestled within the sought-after gated community of Winston Trails. This single-story LOW HOA home offers a thoughtfully designed layout highlighted by soaring ceilings that provide plenty of space for relaxing and entertaining. This home offers amenities, including a resort-style swimming pool, fitness
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 pool home offers over 1,900 sq. ft. of living space on a 0.18-acre lot. Step inside and experience the thoughtfully designed Copenhagen floor plan, enhanced with stylish modern updates throughout. The spacious formal living and
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 HEATER CONTROLLER (2024), and NEW WATER HEATER (2025). This move-in-ready home offers soaring vaulted ceilings, an open-concept floor plan, abundant natural light, updated bathrooms, and a beautifully updated kitchen with modern
Welcome to this beautifully updated home in the highly desirable gated community of Winston Trails! This move-in-ready gem features elegant ceramic tile flooring throughout, a stunning kitchen with quartz countertops, and beautifully remodeled custom bathrooms with quartz finishes. Step outside to enjoy the spacious covered patio with an aluminum roof, new patio flooring, stamped concrete
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 GOLF COURSE FROM YOUR BACKYARD. GATED COMMUNITY CLOSE TO EVERYTHING. BRAND NEW ROOF IN 2026 PAINTED IN 2026 NEW A/C SYSTEM AND AIR HANDLER NEW TANKLESS WATER HEATER ACCORDION HURRICANE SHUTTERS. NEW FLOORING INSTALLED IN 2025
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—perfectly blends luxury, safety, and modern convenience. Every detail has been thoughtfully elevated, from the smooth ceilings, crown molding, recessed lighting and elegant chandeliers to the seamless 24" porcelain tile flooring
This waterfront residence in Winston Trails Par 18 offers 2,346 square feet of single-story living with four bedrooms and 2.5 bathrooms, providing ample space and flexibility. The three-car garage accommodates multiple vehicles and storage needs. Situated on a waterfront, premium corner lot, the property delivers both the convenience of lake access and the low-maintenance appeal of one-story
Owner currently in process of replacing fence! Welcome to this charming single-story residence in the Winston Trails community of Lake Worth, Florida. This three-bedroom, two-bathroom home boasts 1,336 square feet of living space. This residence features a bright, open floor plan with beautiful tile flooring, vaulted ceilings, and modern recessed lighting throughout. Both the interior and
Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2839.90. That covers your base rent, $2695.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2689.90. That covers your base rent, $2545.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $4219.90. That covers your base rent, $3915.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
High speed internet and cable included in rent! Great opportunity to rent this beautiful single-family home in the highly sought-after gated community of Winston Trails. This spacious home features a desirable floor plan with the primary bedroom, en-suite bathroom, and half bath conveniently located on the first floor, while two additional bedrooms and a full bathroom are upstairs. Enjoy laminate
Spacious 3-Bedroom 3 Full baths 2-story Home PLUS DEN PLUS CONVERTED GARAGE Flexible Living Space, Private Backyard , Large Screened back porch & Community Amenities This spacious home offers a versatile floor plan designed for comfortable everyday living and entertaining. The upgraded kitchen provides a fresh, modern feel with plenty of space and storage, while the generously sized bedrooms
Get ready to fall in love with your new rental home in the highly sought-after community of Winston Trails! This 3 bed (+ den) 2 bath home is nestled in the heart of Palm Beach county. Enjoy ease of access to shopping, parks and the AMAZING schools nearby! Pet lovers, this home welcomes your dogs and cats too! With doggy doors and a turf side yard that is pet friendly! The screened in back patio
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