Winston Trails
Gated golf community in Lake Worth, without the country-club buy-in.
Winston Trails is a gated, non-equity golf community in western Lake Worth, roughly 1,891 single-family homes built between 1993 and 2002 across about twenty sub-developments, the numbered Par villages that line the course. Homes run from just over 1,300 square feet to around 3,600. It is guarded around the clock, and because the 18-hole Joe Lee championship course is non-equity, you get golf-course living without a mandatory club-membership buy-in, which is uncommon in this part of Palm Beach County. Beaches, shopping, and downtown dining sit about ten minutes east.
What I'm proud of selling here
This is my community. I bought here in 2019, my family lives here, and I've closed nineteen homes inside these gates, more than anywhere else I work. When I walk a buyer through Winston Trails I'm not reading a listing sheet, I'm telling you which village I'd put my own money in, and I have.
What to look out for
No two homes in here live the same. Same gates, same course, but every village has its own feel, its own lots, and its own price story. Walk it with someone who knows which is which, and nothing surprises you later.
The real decision
You're really choosing what Lake Worth living costs you: here you get the guard gate, the golf, the pools and courts, and a community full of families, ten minutes from the beach, without a country-club buy-in. The decision is which village fits your life and budget, and that's a conversation I can have street by street.
What you should know before you come
Nature, food, schools, and what there is to do, the things people ask about before they move, buy, or even just visit Winston Trails.
Inside the gates
Winston Trails is built to keep you busy without leaving the community.
Joe Lee 18-hole championship golf
Non-equity and open to the public, with a pro shop and practice facilities. No forced membership to live here.
Resort amenities
Olympic-sized pool, fitness center, six tennis courts, two pickleball courts, and basketball.
A two-mile walking and jogging trail
Plus playgrounds and pocket parks throughout the villages.
Clubhouse and on-site restaurant
The hub for the community's social calendar and events.
Nature and the outdoors
Some of the county's best green space is a short drive away.
John Prince Park
726 acres on Lake Osborne: a 4.5-mile bike path, the Custard Apple Nature Trail, a campground, and the Lake Woof dog park.
Snook Islands Natural Area
Boardwalks and kayak launches on the Intracoastal, where you can spot manatees and wading birds.
Bryant Park
A waterfront park on the Intracoastal with playgrounds, picnic areas, and a boat ramp.
Food and dining
Downtown Lake Worth Beach, ten minutes east, punches way above its size for eating.
Benny's on the Beach
A local landmark since 1986, dinner over the ocean on the Lake Worth pier itself.
The Pelican
An unassuming diner a mile from the beach that locals love for Indian-fusion breakfasts: lamb keema omelets, dal with eggs, aloo gobi.
Rustico
A twenty-year-old corner Italian spot downtown, the chef cooks his hometown Capri: burrata, handmade pasta, squid-ink linguine.
Mario's on Lake Avenue
Upscale Italian with live entertainment, the anchor of the Lake Avenue strip.
Mathews Brewing Company
Lake Worth Beach's own craft brewery, with a beer garden and live music.
Antojitos Mexicanos La Placita
No-frills, authentic Mexican street food, the kind of spot you keep going back to.
Things to do
Lake Worth Beach and Casino complex
Shops and restaurants at the sand, with family beach bonfires from November through February.
Palm Beach Zoo
More than 500 animals and interactive exhibits, a short drive north in West Palm Beach.
Fun Depot
A family amusement center with go-karts, laser tag, and an arcade.
Lake Worth Playhouse and the arts district
A historic theater plus galleries downtown; the February Street Painting Festival fills the pavement with chalk art.
Schools families ask about
The public schools most often zoned for Winston Trails addresses. Confirm current zoning and ratings for a specific home before you rely on them.
Manatee Elementary
Christa McAuliffe Middle
Park Vista Community High
Getting around
Ten minutes to the beach
East on Lake Worth Road puts you at the Intracoastal and the ocean.
Quick highway access
The western Lake Worth corridor connects fast to I-95 and Florida's Turnpike for commutes north and south.
Everyday errands close by
Grocery, shopping, and dining cluster along the Lake Worth Road and Jog Road corridors.
Who tends to buy in Winston Trails
- Families and primary-residence buyers
What Derek has sold in Winston Trails
SoldBay Meadow Village
6017 Newport Village Way
$884,999
SoldHatteras
6348 Hatteras Club Drive
$855,000
SoldBay Hill
5951 Bay Hill Circle
$829,750
6291 Grand Cypress Circle
Par 4
3 bd · 2 ba · 1,800 sqft · Built 1998
$369,500Closed
5378 Oakmont Village Circle
Par 15
3 bd · 2 ba · 1,830 sqft · Built 2000
$605,000Closed
6255 Grand Cypress Circle
Par 4
3 bd · 2 ba · 1,849 sqft · Built 1997
$644,000Closed
New to Winston Trails? Let Derek walk you through it.
Moving in, buying, selling, or just trying to figure the place out, Derek has lived and worked here long enough to save you the guesswork. Three ways he can be your guide:
Looking to buy here?
Tell Derek what you're after and he'll line up what actually fits in Winston Trails.
Start here02Thinking about selling?
Start with the real number, then a plan to get it. No pressure to list.
Start here03Want Derek's opinion on Winston Trails?
Not ready to move on anything? Just want a straight local read? Ask him.
Start hereOr call him directly at 561-707-5379.
Nearby
Other areas Derek knows
- See the area →
Lake Worth
Coastal city with a downtown strip and the Intracoastal at its eastern edge.
- See the area →
West Palm Beach
The county seat. Downtown, the island, and the corridor that connects them.
- See the area →
Boynton Beach
Coastal city between Delray and Lake Worth. Gated communities, the Intracoastal, and easy beach access.