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Winston Trails Homes for Sale

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  • /23

    $539,000

    • 3 Beds
    • 2.5 Baths
    • 1,622 Sq Ft

    5655 La Quinta Ct, Lake Worth, FL 33463

    This is an excellent move-in condition pool home. Some features of this home are... a brand new roof, a two-year-old AC, a completely remodeled kitchen with granite countertops, wood cabinets, Spanish tile flooring, accordion shutters, and much more. Winston Trails is a gated, non-equity membership golf course community. It is close to I95, Florida' turnpike, shopping and within minutes of

    Ariel Banegas United Realty Group Inc

    5655 La Quinta Ct, Lake Worth, FL 33463
  • /61

    $935,000

    • 5 Beds
    • 3 Baths
    • 2,669 Sq Ft

    6017 Newport Village Way, Lake Worth, FL 33463

    Luxurious 5-Bedroom Pool Home with Over $150,000 in Premium Upgrades Welcome to your private retreat in the heart of Winston Trails. This exceptional 5-bedroom, 3-bathroom residence features over $150,000 in high-end upgrades, offering a perfect blend of luxury, comfort, and modern functionality. Set on a beautifully landscaped lot, the home boasts a BRAND-NEW ROOF, updated fascia boards, new

    Derek Francois Logan Realty Inc

    6017 Newport Village Way, Lake Worth, FL 33463
  • /101

    $739,900

    • 5 Beds
    • 3 Baths
    • 2,673 Sq Ft

    6394 Sand Hills Cir, Lake Worth, FL 33463

    Welcome to this beautifully upgraded 5-bedroom, 3-bath Paris Model in the highly sought-after Winston Trails community—renowned for its top-rated schools and resort-style amenities. Designed for modern living, this home showcases a sleek, updated kitchen with premium finishes, quartz countertops, and stainless-steel appliances, along with elegantly renovated bathrooms. The open, light-filled

    Renee Kelleher Coldwell Banker Realty

    6394 Sand Hills Cir, Lake Worth, FL 33463
  • /44

    $729,900

    • 4 Beds
    • 2.5 Baths
    • 2,372 Sq Ft

    6206 Indian Forest Cir, Lake Worth, FL 33463

    What's Special: Waterfront Residence, Spacious N.E. facing Backyard, New Roof, New A/C, New exterior paint, Elegant New Kitchen, A Rated Schools. Welcome to this stunning 4 bedroom, 2.5 bath waterfront residence in the highly sought after Winston Trails community. A standout feature of this home is its spacious backyard, ideally oriented to the northeast, for tranquil mornings, shaded afternoons,

    Steven Koleno Beycome of Florida LLC

    6206 Indian Forest Cir, Lake Worth, FL 33463
  • /38

    $775,000

    • 5 Beds
    • 3 Baths
    • 2,809 Sq Ft

    6201 Floridian Cir, Lake Worth, FL 33463

    Corner Lot! Beautiful Pool and Lakefront View. Porcelain and Bamboo Floors. Upgraded kitchen from top to bottom, with Honey Maple Cabinets, Crown Molding, with Pantry and Custom Bar, coupled with a Granite Countertop, top-of-the-line Stainless Steel appliances and built in entertainment center; Accordion shutters for all 2nd floor windows and panels for the ground floor...3 sets of French doors

    Nick Oliver Hauseit Group LLC

    6201 Floridian Cir, Lake Worth, FL 33463
  • /43

    $705,000

    • 4 Beds
    • 2.5 Baths
    • 2,372 Sq Ft

    5349 Oakmont Village Cir, Lake Worth, FL 33463

    BETTER THAN NEW! Step into timeless elegance with this exquisite 4BR, 2.5BA residence--fully move-in ready and impeccably upgraded. Enjoy peace of mind with a new roof, AC, and full impact windows and doors. The chef's kitchen is a masterpiece, showcasing double wall ovens, custom white cabinetry, granite countertops, and premium stainless appliances. Luxurious designer baths feature refined

    Stephen Snow Exit Realty Premier Elite

    5349 Oakmont Village Cir, Lake Worth, FL 33463
  • /58

    $949,995

    • 4 Beds
    • 2.5 Baths
    • 2,381 Sq Ft

    6374 Old Medinah Cir, Lake Worth, FL 33463

    Welcome to a masterfully reimagined residence in the prestigious, guard-gated community of Winston Trails—a contemporary sanctuary that embodies the very best of South Florida luxury living. Perfectly positioned along the golf course, this exquisite home blends refined design, meticulous craftsmanship, and a private resort atmosphere that feels elevated, effortless, and undeniably special. From

    Mark Rucco Compass Florida LLC

    6374 Old Medinah Cir, Lake Worth, FL 33463
  • /59

    $800,000

    • 5 Beds
    • 3 Baths
    • 2,673 Sq Ft

    6429 Shadow Creek Village Cir, Lake Worth, FL 33463

    Welcome to this beautifully updated, meticulously maintained residence located in the highly sought-after gated golf community of Winston Trails. Situated on an oversized corner lot, this spacious 5-bedroom, 3-bath home with a 2.5-car garage truly checks every box. A BRAND NEW ROOF, full hurricane protection & custom landscape lighting offer peace of mind and standout curb appeal. Inside, you'll

    Laura Menard RE/MAX Direct

    6429 Shadow Creek Village Cir, Lake Worth, FL 33463
  • /50

    $999,000

    • 4 Beds
    • 2.5 Baths
    • 2,372 Sq Ft

    6405 Shadow Creek Village Cir, Lake Worth, FL 33463

    Situated on a prime corner lot behind the manned gates of Winston Trails, this turn-key 4BD/2.5BA home is offered fully furnished. The gourmet kitchen features granite countertops and stainless steel appliances. The entire home is hardwired with surround sound, inside and out. All bathrooms are fully updated with modern finishes. The primary suite offers a walk-in shower with sleek glass doors,

    Gino Ryan Coldwell Banker Realty

    6405 Shadow Creek Village Cir, Lake Worth, FL 33463
  • /79

    $479,000

    • 3 Beds
    • 2.5 Baths
    • 1,622 Sq Ft

    6804 Green Island Terrace, Lake Worth, FL 33463

    Lakefront Living in Winston Trails! This beautifully updated 3-bed, 2.5-bath single-family home offers 1,622 sq ft & open-concept living with soaring ceilings & stunning lake views. The 1st floor features elegant marble flooring throughout, a light & bright living space, & a spacious master suite with walk in closet, updated bathroom for ultimate convenience. The updated kitchen boasts granite

    Juan De La Cruz The Keyes Company

    6804 Green Island Terrace, Lake Worth, FL 33463
  • /37

    $525,000

    • 4 Beds
    • 2.5 Baths
    • 1,887 Sq Ft

    6892 Perdido Bay Terrace, Lake Worth, FL 33463

    :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 features open floor plan to kitchen and den , separate living room and dining areas as well, All bedrooms upstairs. Tiled living, brand new a/c and stainless steel appliances, Low HOA includes cable, fiber optic internet, lawn care,

    Karen Allen Keller Williams Realty - Welli

    6892 Perdido Bay Terrace, Lake Worth, FL 33463
  • /64

    $524,900

    • 3 Beds
    • 2 Baths
    • 1,376 Sq Ft

    6128 Strawberry Lakes Cir, Lake Worth, FL 33463

    Your private entertainment paradise in Strawberry Lakes! This 3-bed, 2-bath, 2 car garage pool home. The backyard is the star, 1 of only 7 in the community with a sparkling pool, tiki hut, & plenty of space to host unforgettable gatherings. Enjoy a covered, screened patio, lush landscaping, & one of the largest lots in the neighborhood. Inside, you’ll find vaulted ceilings with crown molding,

    Seana Abdelmajid La Rosa Realty Beaches LLC

    6128 Strawberry Lakes Cir, Lake Worth, FL 33463
  • /2

    $776,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,390 Sq Ft

    5260 Indianwood Village Ln, Lake Worth, FL 33463

    Myriam Morales Costa Mar International Realty

    5260 Indianwood Village Ln, Lake Worth, FL 33463
  • /68

    $799,000

    • 4 Beds
    • 3 Baths
    • 2,673 Sq Ft

    6758 Lake Nona Place, Lake Worth, FL 33463

    Prepare to be amazed by this stunning, fully remodeled two-story residence, offering four spacious bedrooms, three beautifully updated baths, and an additional den/office that can easily serve as a fifth bedroom. Designed for both luxury and lifestyle, this home features an incredible resort-style pool with a relaxing jacuzzi, perfect for unforgettable gatherings and everyday enjoyment.Step

    Laura Jimenez The Keyes Company

    6758 Lake Nona Place, Lake Worth, FL 33463
  • /44

    $625,000

    • 3 Beds
    • 2 Baths
    • 1,873 Sq Ft

    6332 Barton Creek Cir, Lake Worth, FL 33463

    Step into this fully renovated, move-in-ready home located within the highly sought-after, gated community of Winston Trails, known for its A-rated schools and an exceptional lifestyle. Thoughtfully redesigned from top to bottom, this residence features smooth ceilings, stylish wood-look tile flooring with completely renovated kitchen & baths creating a clean, contemporary feel in every room. The

    Jonathan Alexander EXP Realty LLC

    6332 Barton Creek Cir, Lake Worth, FL 33463
  • /32

    $817,000

    • 5 Beds
    • 3 Baths
    • 2,673 Sq Ft

    6283 Shadow Tree Ln, Lake Worth, FL 33463

    WOW! One of the most stunning homes in Winston Trails Golf Community (membership optional), just minutes from the beach. This upgraded Paris model features 5 bedrooms, 3 bathrooms, and a rare 3-car garage. Enjoy Italian porcelain flooring, a gourmet kitchen with stainless steel appliances, and refinished bathrooms. The oversized master suite offers breathtaking views of the canal, golf course,

    Jean Patrick Ledain Dalton Wade Inc

    6283 Shadow Tree Ln, Lake Worth, FL 33463
  • /56

    $469,000

    • 3 Beds
    • 2 Baths
    • 1,155 Sq Ft

    6024 Strawberry Lakes Cir, Lake Worth, FL 33463

    Welcome to 6024 Strawberry Lakes Circle Beautifully maintained home offering comfort, privacy, lifestyle, and location all in one.3 bedroom, 2bath with, a 1-car garage ideally positioned backing to a canal, providing added privacy and a serene outdoor setting. The home was thoughtfully renovated in 2019, including a new tile roof 2021, updated kitchen, and modernized bathrooms, making it

    Helen Bassie Bassie Signature Properties, LLC

    6024 Strawberry Lakes Cir, Lake Worth, FL 33463
  • /45

    $625,000

    • 3 Beds
    • 2.5 Baths
    • 1,970 Sq Ft

    6220 Barton Creek Cir, Lake Worth, FL 33463

    Experience the best of both worlds on this premium lot with stunning water views in the front and picturesque golf course vistas in the back! This 3-bedroom (+ Loft), 2.5-bathroom pool home, nestled in the desirable Winston Trails community, offers the perfect blend of home and comfort. Step inside to discover the warmth and charm of handmade Mexican Saltillo tiles that grace the entire home. The

    Kayla Ogilbee Avant Properties LLC

    6220 Barton Creek Cir, Lake Worth, FL 33463
  • /81

    $775,000

    • 4 Beds
    • 3 Baths
    • 2,892 Sq Ft

    6376 Shadow Tree Ln, Lake Worth, FL 33463

    This impeccably Willow model offers 4 bedrooms plus a loft and 3 full baths, ideally positioned on a premium lakefront lot showcasing breathtaking long-lake views and unforgettable sunsets. Designed for both comfort and entertaining, the private outdoor retreat features a covered patio, pool, and fully fenced backyard, creating a true resort-style setting.Inside, soaring vaulted ceilings,

    Jessica Englert Lang Realty - Boynton Beach

    6376 Shadow Tree Ln, Lake Worth, FL 33463
  • /60

    $489,900

    • 3 Beds
    • 2.5 Baths
    • 1,622 Sq Ft

    6765 Green Island Cir, Lake Worth, FL 33463

    Welcome to your own slice of paradise - this stunning beautifully cared and HARDLY LIVED IN, as this was a 2nd home for the sellers, offers a thoughtful blend of comfort, style and function. With 3 spacious bedrooms and 2 1/2 baths, every detail has been meticulously upgraded to create a true sanctuary. Inside you'll find soaring vaulted ceilings, elegant luxury laminate flooring on the 1st floor

    Bonnie Nisenbaum EXP Realty LLC

    6765 Green Island Cir, Lake Worth, FL 33463
  • /31

    $637,500

    • 4 Beds
    • 2.5 Baths
    • 2,329 Sq Ft

    6380 Bridgeport Ln, Lake Worth, FL 33463

    RARE 4-bedroom, 2.5-bath home on the golf course in Winston Trails! Featuring a newly renovated kitchen (2024) with quartz countertops and new cabinets, updated bathroom, new flooring in main living areas, and high ceilings. Peace of mind with a newer roof (2020), accordion shutters, solar backup generator, new water heater, and garage door opener (2024). Split floor plan with spacious primary

    Joseph Slay LPT Realty, LLC

    6380 Bridgeport Ln, Lake Worth, FL 33463
  • /45

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    5689 Green Island Blvd, Lake Worth, FL 33463

    Proudly presented by the original owners, this meticulously renovated single-family home is move-in ready, offered fully furnished with high-end decor. A stunning Florida room enhances the open layout, showcasing picturesque garden and lake views. Recent upgrades include a brand-new roof, impact windows and doors (including the garage door), and a 2019 A/C system. Nestled in the sought-after

    Jacques Drouin Realty Destination Palm Beach

    5689 Green Island Blvd, Lake Worth, FL 33463

Why Live in Winston Trails

Winston Trails in West Palm Beach, FL, is a luxurious gated community known for its scenic 2-mile walking trail, palm-tree-lined streets, and lush Florida landscaping. The neighborhood features Spanish-styled homes with pastel-colored stucco exteriors and red-tiled roofs, many offering views of glistening lakes and an 18-hole golf course. The community is family-oriented, with access to highly rated schools such as Manatee Elementary, Christa McAuliffe Middle School, Park Vista Community High School, and Trinity Christian Academy. Residents enjoy amenities like an Olympic-sized swimming pool, six tennis courts, and the Winston Trails Golf Club, which spans 7000 yards of manicured fairways. Nearby attractions include Buttonwood Park with lighted sports fields and Lantana Municipal Beach, just under 9 miles away. The area is safer than the national average, providing a low crime risk environment. Homes in Winston Trails are part of 18 subdivisions, each with its own HOA, and feature backyard swimming pools and well-manicured lawns. The neighborhood is well-connected, located 18 miles from Downtown West Palm Beach and 14 miles from Palm Beach International Airport, with public transit options available via the Palm Tran bus system. Local dining options include Winston’s on The Green, Chris’ Taverna, and Eggs-Cetera Café, while grocery needs are met by nearby Winn-Dixie and Publix Super Market. The Boynton Beach Mall, 7 miles away, offers more extensive retail options. Community events and celebrations, such as the Annual Street Painting Festival in Downtown Lake Worth, add to the vibrant local culture.

Frequently Asked Questions

Is Winston Trails a good place to live?
Winston Trails is a good place to live. Winston Trails is considered very car-dependent and somewhat bikeable. Winston Trails is a suburban neighborhood with a crime score of 2, making it safer than the average neighborhood in the U.S. Winston Trails has 6 parks for recreational activities. It is fairly sparse in population with 5.9 people per acre and a median age of 41. The average household income is $121,280 which is above the national average. College graduates make up 41.3% of residents. A majority of residents in Winston Trails are home owners, with 11% of residents renting and 89% of residents owning their home. A local real estate agent serving Winston Trails can help you decide if this neighborhood is the right one for you. Learn more on our Winston Trails neighborhood guide.
Is Winston Trails, FL a safe neighborhood?
Winston Trails, FL is safer than the average neighborhood in the United States. It received a crime score of 2 out of 10.
How much do you need to make to afford a house in Winston Trails?
The median home price in Winston Trails is $649,000. If you put a 20% down payment of $129,800 and had a 30-year fixed mortgage with an interest rate of 6.09%, your estimated principal and interest payment would be $3,140 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $135K a year to afford the median home price in Winston Trails. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Winston Trails is $121K.
What are the best public schools in Winston Trails?
The best public schools that serve Winston Trails are:
What are the best private schools in Winston Trails?
The best private schools that serve Winston Trails are:
What are the most popular zip codes in Winston Trails, West Palm Beach, FL?
The most popular zip codes in Winston Trails, West Palm Beach, FL include 33463, 33467, 33462, 33436 and 33472.
What are the most popular neighborhoods near Winston Trails, West Palm Beach, FL?
The most popular neighborhoods near Winston Trails, West Palm Beach, FL are Willoughby, West Boynton, Journey's End, Lake Charleston and Lantana.
Are home prices dropping in Winston Trails?
Yes, home prices in Winston Trails are down 3% in the last 12 months.

Home Trends in Winston Trails, FL

Housing Trends

Median Sale Price
$590,000
Median Single Family Sale Price
$610,000
Average Price Per Sq Ft
$291
Number of Homes for Sale
22
Last 12 months Home Sales
77
Months of Supply
3.40
Median List Price
$649,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-3%
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