Winston Trails Lake Worth, FL Homes For Sale & Real Estate

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Active

Lake Worth, FL · Single Family

5574 Bermuda Dunes Circle

$699,000

3 Bed2.5 Bath2,372 Sqft

Active

Lake Worth, FL · Single Family

6207 SHADOW TREE Lane

$705,000

4 Bed3 Bath2,673 Sqft

Active

Lake Worth, FL · Single Family

6801 Las Colinas Lane

$540,000

3 Bed2 Bath1,724 Sqft

Active

Lake Worth, FL · Single Family

5054 Prairie Dunes Village Circle

$634,900

3 Bed2 Bath2,020 Sqft

Active

Lake Worth, FL · Single Family

6001 Wedgewood Village Circle

$699,000

3 Bed2 Bath2,236 Sqft

Active

Lake Worth, FL · Single Family

5291 Indianwood Village Lane

$879,999

4 Bed2.5 Bath2,346 Sqft

Active

Lake Worth, FL · Single Family

5655 LA QUINTA Court

$449,900

3 Bed2.5 Bath1,622 Sqft

Active

Lake Worth, FL · Single Family

5026 PRAIRIE DUNES VILLAGE Circle

$575,000

3 Bed2 Bath1,882 Sqft

Active

Lake Worth, FL · Single Family

6937 Turtle Bay Terrace

$507,000

3 Bed2.5 Bath1,660 Sqft

Active

Lake Worth, FL · Single Family

6783 Las Colinas Court

$640,000

3 Bed2.5 Bath2,051 Sqft

Active

Lake Worth, FL · Single Family

6933 DESERT INN Terrace

$574,999

3 Bed2.5 Bath1,887 Sqft

Frequently Asked Questions

What have homes in Winston Trails sold for?

Sixty-nine homes closed between July 2025 and October 2026, at prices from $400,000 to $817,500. The median closing was $635,000, or $295 a square foot. Three-bedroom homes closed between $440,000 and $639,000, and four-bedroom homes closed between $695,000 and $762,000. The median sale took 33 days.

Is Winston Trails gated?

Yes. Nearly every current MLS listing describes Winston Trails as a gated community, and most say the gate is staffed by a guard. Security is also listed among the services the HOA fee covers in most listings, so ask what it includes. Ask how guests are admitted.

Is golf included in the Winston Trails HOA?

Listing remarks describe Winston Trails as a non-equity golf community, and most listings show a golf course among the amenities. Whether play is included or priced as a separate membership is a question for the club and the association, so ask for current golf costs before you buy.

How much is the HOA in Winston Trails?

The median monthly fee across current listings is $274, and the highest shown is $375. Most listings say the fee includes cable TV, common areas and security, and many add internet and the recreation facilities. Ask for the current budget and any planned assessment. Golf costs, if any, would come on top of that fee.

How fast do homes sell in Winston Trails?

The median sale over the past year took 33 days and closed at 97.2% of its final list price. Several homes sold at full asking. Homes that started above the market usually needed a price cut, so pricing against recent sales in the same village matters.

Can you rent out a home in Winston Trails?

Not immediately. Many listings say owners cannot lease during the first year of ownership, and most say buyer approval is required. Only one home was offered for rent at the time of writing, at $3,500 a month. Confirm current lease rules with the association.

Are pets allowed in Winston Trails?

Nearly every listing says pets are allowed. Many note a limit on the number of pets, and many list breed restrictions. If you have more than one dog or a restricted breed, get the association's written pet policy before you sign a contract. Some sections may add their own rules.

What schools serve Winston Trails?

Most current MLS listings show Manatee Elementary, Christa McAuliffe Middle and Park Vista High, and several remarks cite the schools as a reason buyers choose the community. Confirm the assignment for a specific address with the School District of Palm Beach County. Zones can change between school years.

How many homes are for sale in Winston Trails?

There are 11 active listings for sale in Winston Trails right now, and these counts update from the MLS as homes come on the market and go under contract. Prices cluster fairly closely, with the top of the market about 2.0 times the entry level. Ask us to set up a search alert and you will see new Winston Trails listings the day they reach the market.

What is the median home price in Winston Trails?

The median list price in Winston Trails is $634,900, or roughly $306 per square foot. The median is the midpoint of what is currently listed, so about half of Winston Trails homes ask more and half ask less, within a broader range of $449,900 to $879,999. The median sits near the middle of that range, so Winston Trails inventory is spread fairly evenly rather than bunched at one end. We can pull recent comparable sales to price a specific home more precisely.

What price range do homes in Winston Trails cover?

Homes for sale in Winston Trails currently range from about $449,900 at the entry level to $879,999 at the top of the market. That spread reflects lot size, square footage, and finish level across the single-family homes here, with the median list price around $634,900. The spread is tight, which usually points to a consistent housing stock rather than a mix of sizes and eras. Tell us your budget and must-haves and we will send the Winston Trails listings that actually fit.

How long do homes take to sell in Winston Trails?

Homes in Winston Trails are averaging 25 days on market, measured from the day a listing goes live to the day it goes under contract. At that pace Winston Trails is moving quickly, and well-priced homes here can go under contract before a buyer has finished touring the alternatives. Days on market in Winston Trails also shift with the season and with how a home is priced, so a sharply priced listing can still sell well ahead of the average.

Is Winston Trails a gated community?

Yes. Winston Trails is a gated community with controlled access at the entrance.

Are there lakefront homes in Winston Trails?

Yes. Many Winston Trails homes back onto community lakes, and lake-view lots are common in current listings. The water here is inland lake frontage rather than Intracoastal or ocean access, so do not expect navigable water or boat dockage.

About Winston Trails

Winston Trails, Lake Worth, FL, is a waterfront community in Palm Beach County with 11 homes for sale right now. Winston Trails is a gated, waterfront community in Lake Worth, Palm Beach County, Florida. Active listings are priced from $649,900 to $689,000. Homes were built between 1995 and 2001. Pure Equity lists homes in Winston Trails and represents buyers. Commission is negotiable, and what we are paid is agreed with you in writing before you commit to anything.

Winston Trails is a gated golf community of single-family homes west of Lake Worth, built between 1994 and 2002. It is organized into named villages, such as Shadow Creek, Lake Shore, Prairie Dunes, Indianwood, Wedgewood, Oakmont, Sand Hills and The Greens, and recorded in many parcels, which show up in listings as Winston Trails Par 1 through Par 20. Homes run from three to five bedrooms and from about 1,336 to 3,039 square feet, with a median near 2,051. A little over half are one story. About a third of listings report lake frontage, and some homes look onto the golf course. Listing remarks describe it as a non-equity golf community.

For sellers, demand has been strong and consistent. Sixty-nine homes closed between July 2025 and October 2026, at prices from $400,000 to $817,500. The median closing was $635,000, and the median price per square foot was $295, within a range of $225 to $392. Three-bedroom homes of about 1,340 to 2,330 square feet closed between $440,000 and $639,000. Four-bedroom homes of about 2,330 to 2,670 square feet closed between $695,000 and $762,000, and a five-bedroom on Shadow Tree Lane closed at $800,000. Pools, lake or golf views and updated kitchens separate the top of each range from the bottom.

Well-priced homes move fast. The median sale took 33 days and closed at 97.2% of its final list price. Several sold at full price, including a three-bedroom on Sand Hills Circle at $580,000 and a three-bedroom on Prairie Dunes Village Circle at $639,000. Homes that missed tended to start high and cut, such as a three-bedroom on Oakmont Village Circle that listed at $520,000 and closed at $465,000. The lesson for sellers is to price against the last few sales in the same village and plan, and to fix obvious items before listing.

At the time of writing 12 homes were for sale and none were under contract. Asking prices ran from $449,900 to $879,999, with a median of $604,950, a little below the median closing. Active listings averaged 34 days on the market, so most are new. With nearly five sales a month over the past year, the market here absorbs inventory quickly. A seller still competes with homes of the same size in other villages, so presentation and the view out the back carry weight. Homes with a pool and a lake or golf view should lead with those features in photos and remarks, since they are what separates the top sales in each village.

The homes are concrete block and stucco, most with tile or barrel tile roofs, in traditional, Mediterranean and ranch styles. Just over half of listings show a private pool. Most homes have a two-car garage, and about one in eight has three bays. Water and sewer are public. Remarks mention vaulted ceilings, lofts that can serve as a fourth bedroom, impact windows and covered patios. Lots run from about 0.08 to 0.45 acre, with the largest on the lakes and cul-de-sacs. Buyers should check roof age and the age of the air conditioning, since the newest homes here are more than 20 years old.

The HOA fee is moderate for a gated golf community. Across 81 listings, the median monthly fee is $274, and the highest shown is $375. Most listings say it includes cable TV, common areas and security, and many add internet and the recreation facilities. Most listings report tennis courts, a pool, a golf course, sidewalks, a clubhouse, a playground, a fitness center and pickleball, and many add walking trails and a restaurant. Some show putting greens. Ask whether golf is included or priced separately, since listing remarks describe it as a non-equity club.

Approval and leasing rules are firm. Most listings say buyer approval is required, and many say owners cannot lease during their first year. Many listings also bar RVs, boats and commercial vehicles from driveways, so plan storage elsewhere if you have them. Only one home was offered for rent at the time of writing, at $3,500 a month. Nearly every listing says pets are allowed, but many note a limit on the number of pets and breed restrictions. Buyers with a work truck or a boat should read the parking rules closely, since vehicle restrictions are among the most common rules in the listings. With a first-year leasing ban, an approval step and only one rental listed, Winston Trails appears to be mostly owner-occupied.

For families, most MLS listings show Manatee Elementary, Christa McAuliffe Middle and Park Vista High. Several listing remarks point to the school assignments as a reason buyers choose Winston Trails. Buyers should also compare the villages directly, since lot size, home size and street layout change from one village to the next. Several remarks also mention lofts and first-floor bedrooms, which suit larger families and visiting guests. Attendance zones change, so confirm the assignment for a specific address with the School District of Palm Beach County before you buy.

If you are comparing Winston Trails with other gated communities west of Lake Worth, its draw is the combination of a guarded gate, a golf course, a deep amenity list and a median fee of $274 a month. The homes are 1990s and early 2000s construction, so updates vary from house to house. Buyers who want new construction look farther west and pay more. Buyers who want an established, family-friendly gated community with real amenities and strong resale demand usually put Winston Trails near the top of the list.

Homes & Architecture

Homes for sale in Winston Trails

Homes for sale in Winston Trails offer 3 to 4 bedrooms and 2 to 3 baths. Floor plans span roughly 1,622 to 2,673 square feet. The mix here includes single family homes. Current prices run from $449,900 to $879,999. The homes on the market were built between 1997 and 2001.

Schools

Schools near Winston Trails

Homes for sale in Winston Trails are typically zoned for the Lake Worth public schools below, based on current MLS listings. Confirm the exact attendance zone for any specific address with the Palm Beach County school district before you buy.

Elementary School

Manatee (Palm Beach)

Middle School

Christa McAuliffe

High School

Park Vista

Map

Where Winston Trails is in Lake Worth

Centred on the homes listed and recently sold in Winston Trails.

HOA

Winston Trails HOA fees

Median HOA fee

$297/mo

Typical range

$276 to $326

Lowest to highest

$270 to $374

Listings with a fee

11 of 11

Recent Sales

Recently sold homes in Winston Trails

These are the last 24 recorded closings in Winston Trails, with the price each home actually sold for rather than what it was listed at. They closed at a median of $300 per square foot. The most recent closed on October 6, 2026. Closed sales are what an appraiser and a buyer's agent will look at, so they are the starting point for pricing a home here.

• 

  Sold

  $465,000

  Sold · October 6, 2026

  5317 Oakmont Village Circle

  3 bed · 2 bath · 1,843 sqft · $252/sqft

  $55,000 under the asking price

• 

  Sold

  $580,000

  Sold · October 2, 2026

  6405 Sand Hills Circle

  3 bed · 2 bath · 1,992 sqft · $291/sqft

• 

  Sold

  $610,000

  Sold · October 2, 2026

  6005 Newport Village Way

  3 bed · 2.5 bath · 2,330 sqft · $262/sqft

  $19,000 under the asking price

• 

  Sold

  $762,000

  Sold · September 30, 2026

  6373 Shadow Creek Village Circle

  4 bed · 2.5 bath · 2,372 sqft · $321/sqft

  $3,000 under the asking price

• 

  Sold

  $579,000

  Sold · September 29, 2026

  6883 Desert Inn Terrace

  3 bed · 2 bath · 1,478 sqft · $392/sqft

• 

  Sold

  $722,900

  Sold · September 24, 2026

  6133 Indian Forest Circle

  4 bed · 2.5 bath · 2,372 sqft · $305/sqft

  $2,000 under the asking price

See every recorded sale in Winston Trails or find out what your Winston Trails home is worth.

Market & Value

Winston Trails market and home values

The Winston Trails real estate market reads best through the community's own recent activity, not a county-wide average. The median list price in Winston Trails is around $634,900, or roughly $306 per square foot. That sits about 32% above the Palm Beach County median, which shows where Winston Trails lands in the local market. Recent asking prices have run from $449,900 to $879,999, so the home you choose within Winston Trails matters as much as the community average. Homes here have recently taken about 25 days to go under contract, a useful gauge of how quickly the Winston Trails market is moving. For pricing an offer or a listing, comparable sales within Winston Trails carry more weight than any headline number, since homes of the same type and size set the real range. Pure Equity can pull the active and recently sold homes in Winston Trails so you work from real numbers, not an estimate.

How It Compares

Winston Trails compared to nearby Lake Worth communities

Winston Trails sits 2 of 7 on median price among these Lake Worth communities. Price per square foot is the fairer comparison between communities, because it adjusts for the fact that one neighborhood builds bigger homes than another. Days on market shows how quickly each one is actually selling.

Medians come from active listings in each community and move as inventory turns over. They describe the homes currently for sale, not what any one home is worth.

Who It Suits

Is Winston Trails right for you?

It helps to know who Winston Trails tends to suit before you tour. Winston Trails works well for families and professionals who want the security and quieter streets of a gated community, often near the schools, shopping, and commuting routes of Lake Worth. A lake view is a common ask here, since many Winston Trails lots back onto water without the flood exposure of a coastal address. On price, Winston Trails lands in the middle of the market, a common fit for move-up buyers and full-time residents. Whether Winston Trails is right for you depends on how you plan to use the home, full time or seasonally, and Pure Equity can walk you through the tradeoffs before you commit.

Amenities & Lifestyle

Living in Winston Trails

Winston Trails is an active, family-oriented community. Residents use tennis and pickleball courts, a pool, a fitness center, a playground and walking trails, and the golf course runs through the neighborhood, according to listings. Many listings also mention a restaurant at the clubhouse, and some show putting greens. A lot of homes back onto lakes or the course, and owners spend evenings on covered patios or by their own pools. The villages each have their own feel, from smaller three-bedroom homes on short streets to large two-story homes on cul-de-sacs. The gate is staffed by a guard in most listings, and streets are lined with sidewalks and street lights. Several remarks describe homes on quiet cul-de-sacs, which many families look for.

Location

Winston Trails location

Winston Trails has a Lake Worth mailing address and the 33463 zip code, in Palm Beach County. Homes sit in named villages along streets such as Sand Hills Circle, Shadow Tree Lane, Barton Creek Circle, Prairie Dunes Village Circle, Indian Forest Circle, Indianwood Village Lane, Las Colinas Court, Bay Hill Circle and Wedgewood Village Circle. Listings show many homes on lakes, canals or the golf course, with lots of about 0.08 to 0.45 acre. Most current MLS listings show Manatee Elementary, Christa McAuliffe Middle and Park Vista High. Confirm the school assignment for a specific address with the School District of Palm Beach County before you buy.

Buying in Winston Trails

Buying a home in Winston Trails

The buying process in Winston Trails is the one used across Palm Beach County. Getting a mortgage pre-approval first tells you your real budget and lets you move quickly when the right home comes up. Ask for the association's governing documents, budget, and reserve study before you write an offer. Association fees, any club or membership costs, and rules on rentals, pets, and leasing vary by community and materially affect the true cost of ownership. Property taxes factor into the monthly payment: the median annual property tax in Palm Beach County is about $3,600. Florida's homestead exemption lowers the taxable value of a primary residence, and the Save Our Homes cap limits how fast that assessed value can rise from year to year. Budget for homeowners insurance as well. Rates in Florida reflect wind and flood exposure, so gather quotes early and check whether a specific address sits in a FEMA flood zone. Once you are under contract, plan for a home inspection and, if you are financing, a lender appraisal, both of which fall inside the inspection period. Working with an agent who knows Lake Worth means you see new listings in Winston Trails the day they reach the market.

Selling in Winston Trails

Selling a home in Winston Trails

Selling a home in Winston Trails starts with pricing it correctly for current conditions. List prices in Winston Trails currently center around $634,900, which is a starting reference for where a comparable home might be positioned. Homes that are decluttered, professionally photographed, and priced to recent comparable sales tend to draw the most interest in the first two weeks, when a listing is newest and gets the most views. Buyers in an association community also want to see the HOA or condo docs, the reserve study, and any pending or special assessments up front, so having those ready before you list avoids delays once you are under contract. Florida sellers usually pay the documentary stamp tax on the deed, currently $0.70 per $100 of the sale price in most counties, along with prorated property taxes and, by local custom in many areas, the owner's title insurance policy. We provide a no-obligation home valuation for Winston Trails owners in Lake Worth, so you can see what your property could sell for before you commit to listing.

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