Brenda Brooks
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One Step Ahead Realty
(561) 951-7332
Brenda Brooks - #1 in Winston Trails

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The following homes are currently for sale
in Winston Trails
this information last updated: 10/11/2026 3:09:31 PM
  
sign for Barton Creek Village

Barton Creek Village
Barton Creek is a subdivision within the lovely community of Winston Trails. The homes at Barton creek were built from the early 1990s up until the year 2000. These single-family homes are primarily 3 and 4 bedroom homes but there are a few 5 bedroom homes here as well. Here at Barton Creek you will mostly find the following models: the Cairo, the Copenhagen, the Nairobi and the Nassau.

 
3/2 in Winston Trails
Bedrooms: 3  Bathrooms (full.half): 2.0  Price: $500,000
PRICED TO SELL! W/ ASSUMABLE MORTGAGE @ 2.25% !!!! AS-IS. ITS 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! 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 OFFERS PEACE AND TRANQUILITY TO YOUR DAY; ENJOY ENTERTAINING WITH THE HAND-CRAFTED BAR IN BACK! FOR YOUR EASE OF MIND, BACKYARD IS FULLY FENCED-IN! MAK
Courtesy of: Block Realty (BeachesMLS)

  
sign for Bay Hill Village

Bay Hill Village
Bay Hill is the only gated subdivision within Winston Trails. The Winston Trails community has a guard gated entrance, so this just adds an extra layer of security. The homes within the Bay Hill community were built in the late 1990s and range in size from 3 to 6 bedrooms. Some of the models found within Bay Hill are the Paris, the Sydney, the Venice and the Willow.


  
sign for Bay Meadow

Bay Meadow
The Bay Meadow community was built in the mid 1990s and is comprised of 3,4 and 5 bedroom homes with 2 car garages. The homes in this subdivision range in size from 1600 square feet up to 2700 square feet of living space. There are a variety models available in the Bay Meadow village, inculding: the Concored, the Fairfax, the Hatteras, the Lexington, the Princeton and the Richmond.


  
sign for Bermuda Dunes

Bermuda Dunes
Bermuda Dunes is one of the villages within the Winston Trails community. The homes in Bermuda Dunes were built in the late 1990s and come in 3,4,5 and even 6 bedroom models. These homes come with either 2 or 3 car garages and come in both single-story and two-story elevations. The homes in Bermuda Isles range in size from 2400 up to 3100 square feet under air.

 
Bermuda Dunes in WINSTON TRAILS property 5574 Bermuda Dunes
Bedrooms: 3  Bathrooms (full.half): 2.1  Price: $699,000
WELCOME TO THIS BEAUTIFUL VENICE MODEL IN THE HIGHLY DESIRABLE BERMUDA SUBDIVISION OF THE GATED WINSTON TRAILS GOLF COMMUNITY! THIS 3-BEDROOM, 2.5-BATH POOL HOME OFFERS A FANTASTIC SPLIT-BEDROOM FLOOR PLAN, SPACIOUS LIVING AREAS, AND PICTURESQUE LAKE VIEWS. THE THOUGHTFULLY DESIGNED LAYOUT PROVIDES PRIVACY, COMFORT, AND AN IDEAL FLOW FOR BOTH EVERYDAY LIVING AND ENTERTAINING. ENJOY THE BEST OF FLORIDA LIVING FROM YOUR PRIVATE POOL AND OUTDOOR LIVING SPACE OVERLOOKING THE TRANQUIL LAKE. EXPERIENC
Courtesy of: Logan Realty Inc (BeachesMLS)

  
sign for Catalina on the Green

Catalina on the Green
Here at Catalina on the Green at Winston Trails, you will find single-family homes that were built in the late 1990s. These homes come in 3,4 and 5 bedroom floorplans with 2 or 3 car garages. These homes range in size from 2000 up to 3600 square feet of living space - ensuring ample elbow room for eveeryone in the household. Some of the models found within the Catalina on the Green village are: the Antigua, the Bimini, the Capri II, the Domenica, the Doral, the Inverness and the Silverado.


  
sign for Fairway Village

Fairway Village
Fairway is one of the villages found within the confines of the Winston Trails community. The homes in Fairway, range in size from 3 to 6 bedrooms and are mostly offered with 2 car garages, but there are a few homes here with 3 car garages. The homes here werwe built within a span of a decade, from the early 1990s to the early 200s. Some of the models found in Fairway are: the Aston, the Birkdale, the Casablanca, the Paris, the Surrey, the Willow and the Venice.


  
sign for The Greens

The Greens
Here at the Greens at Winston Trails the single family homes were built in the mid 1990s to the early 2000s. The homes in this subdivison range in size from 1300 up to 2100 square feet under air - with either 2,3 or 4 bedrooms, making them ideal for the first time home buyer or for empty nesters. The homes here come with either 1 or 2 car garages. The Greens even has its own satellite pool, but of course you are welcome to use the pool and all of the other facilities available within the community as well. Some of the models available at The Greens are: the London, the Montreal, the Rio, the Santa Cruz and the Washington.

 
three bed two and one half bath The Greens in Winston Trails home 5655 LA QUINTA
Bedrooms: 3  Bathrooms (full.half): 2.1  Price: $449,900
Courtesy of: CENTURY 21 Tenace Realty (BeachesMLS)
 
The Greens home 6937 Turtle Bay
Bedrooms: 3  Bathrooms (full.half): 2.1  Price: $507,000
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 DRIVEWAY, AND LOW-MAINTENANCE ARTIFICIAL TURF PERFECT FOR RELAXING OR ENTERTAINING. LOVINGLY MAINTAINED BY T
Courtesy of: Susana Gower Realty (BeachesMLS)
 
the greens in Winston Trails property 6933 DESERT INN
Bedrooms: 3  Bathrooms (full.half): 2.1  Price: $574,999
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\
Courtesy of: Partnership Realty Inc. (BeachesMLS)

  
sign for Indianwood Village

Indianwood Village
The homes within the Indianwood village at Winston Trails were built in the early 2000s. The residences here at Indianwood are all single family homes with 3,4 or 5 bedroom configurations. The homes here range in size from 1900 up to 3000 square feet under air. Some of the moels found here within Indianwood are: the Casablanca, the Paris, the Sydney, the Venice and the Willow.

 
4/2.1
Bedrooms: 4  Bathrooms (full.half): 2.1  Price: $879,999
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 DESIGN HOME. BUILT FOR COMFORTABLE OWNERSHIP WITH THOUGHTFUL PROPORTIONS THROUGHOUT, THIS HOME REPRESENTS
Courtesy of: Realty ONE Group Innovation (BeachesMLS)

  
sign for LaGorce Village

LaGorce Village
LaGorce Village offers its residents home selections ranging from 3 bedrooms upwards to 6 bedrooms. These homes were built in the mid to late 1990s and range in size from 2300 square feet up to 4100 square feet. These homes are great for larger households who need a bit more square footage. The homes here come in both single-story and two-story elevation and with either 2 or 3 car configurations.


  
sign for Lake Nona Village

Lake Nona Village
Lake Nona is one of the subdivisions within the Winston Trails development. All of the homes within Lake Nona were built in 1999 and come in 3,4 and 5 bedroom floorplans. All of these single family homes come with an attached 2 car garage and they range in size from 1800 square feet up to 3200 square feet under air. Some of the models found in Lake Nona Village are the Amarillo, the Antilles, the Cairo, the Casablanca, the Coppenhagaen, the Paris, the Sydney, the Tuscon, the Venice and the West Brooke.

 
3/2 home 6734 Lake Nona
Bedrooms: 3  Bathrooms (full.half): 2.0  Price: $689,900
WELCOME TO 6734 LAKE NONA PLACE, A BEAUTIFULLY UPDATED 3 BEDROOM, 2 BATH HOME IN THE HIGHLY DESIRABLE WINSTON TRAILS COMMUNITY. OFFERING APPROXIMATELY 1,830 SQUARE FEET OF LIVING SPACE ON A 7,405 SQUARE FOOT LOT, THIS HOME HAS BEEN EXTENSIVELY IMPROVED INSIDE AND OUT! MAJOR UPGRADES INCLUDE A WHOLE-HOUSE GENERATOR, IMPACT WINDOWS AND DOORS, FULLY PAID SOLAR PANELS WITH NO OUTSTANDING LOAN, AN ELECTRIC CAR CHARGER, A NEW SAMSUNG REFRIGERATOR AND DISHWASHER, AND MULTIPLE EXTERIOR IMPROVEMENTS. T
Courtesy of: Compass Florida LLC (BeachesMLS)

  
sign for Lake Shore Village

Lake Shore Village
The Lake Shore subdivsion at Winston Trails offers homebuyers 3, 4 and 5 bedroom single-family homes in a variety of configurations. These home were built in the late 1990s and range in size from 1900 up to 3650 square feet of living space. These homes some with either 2 or 3 car garages and are offered in both 1 and 2 story layouts.


  
sign for Las Colinas Village

Las Colinas Village
Here at Las Colinas you have a choice of 3, 4 and 5 bedroom single-family homes that range in size from 1600 up to 2800 square feet under air. The homes here at the Las Colinas subdivision were built between the years of 1996 and 1998. Some of the models featured here at are: the Antilles, the Athens, the Cairo, the Casablanca, the Copenhagen, the Nairobi, the Paris, the Sapporo and the Venice.

 
Lake Worth property at the Las Colinas Village of Winston Trails community
Bedrooms: 3  Bathrooms (full.half): 2.0  Price: $540,000
BEAUTIFUL CORNER-LOT HOME PRICED TO SELL IN THE DESIRABLE GATED COMMUNITY OF WINSTON TRAILS. THIS SPACIOUS 3 BEDROOM, 2 BATH FEATURES A FORMAL DINING ROOM, SPACIOUS LIVING ROOM, AND A LARGE FAMILY ROOM THAT OPENS TO THE EAT IN KITCHEN. GRANITE THROUGHOUT THE KITCHEN, A BREAKFAST BAR AS WELL AND 3 BEAUTIFUL BEDROOMS. UPDATED VINYL FLOORING THROUGHOUT THE HOME NO CARPET! ENJOY FLORIDA LIVING YEAR ROUND FROM THE SCREENED AND ENCLOSED PATIO OVERLOOKING A PRIVATE FENCED BACKYARD WITH MATURE TREES. T
Courtesy of: Exit Realty Premier Elite (BeachesMLS)
 
LAS COLINAS VILLAGE at Winston Trails three bed two and one half bath home 6783 Las Colinas
Bedrooms: 3  Bathrooms (full.half): 2.1  Price: $640,000
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 CENTER, TENNIS AND PICKLEBALL COURTS, BASKETBALL COURTS, SCENIC WALKING AND BIKING PATHS, AND AN ON-SITE
Courtesy of: Luxury Real Estate Group LLC (BeachesMLS)

  
sign for Muirfield Village

Muirfield Village
Muirfield Village at Winston Trails was built in the mid to late 1990s. These single-family homes come in 3, 4 and 5 bedroom styles in a variety of floorplan options. The homes within Muirfield range in size from 1700 up to 3000 square feet of living space. Both single-story and two-story options are available within this neighborhood.


  
sign for Newport Village

Newport Village
The homes within Newport at Winston Trails come in either 3 or 4 bedroom floorplans. These single-family homes were built in the mid 1990s and offer anywhere from slightly under 2000 square feet up to 2600 square feet under air. All homes here at Newport Village come with 2 car garages. Some of the models available here at Newport are: the Acapulco, the Aspen and the Riviera.


  
sign for Oakmont Village

Oakmont Village
Oakmont at Winston Trails was built in the late 1990s and early 2000s. This subdivsision is comprised of 3, 4 and 5 bedroom single-family homes that come primarily with 2 car garages, but there are a homes few with 3 car garages. The residences within Oakmont Village range in size from 1600 square feet, up to 3200 square feet of living space.


  
sign for Prairie Dunes Village

Prairie Dunes Village
The village of Prairie Dunes at Winton Trails was built in the early 2000s and is comprised solely of 3 and 4 bedroom single-family homes. These homes offer homeowners anywhere from 1800 up to 2500 square feet of living space and all are offered with 2 car garages. Some of the floorplans available within the Prairie Dunes subdivision are: the Cairo, the Copenhagen, the Daytona, the Islamorada, the Nairobi and the Nassau.

 
prairie dunes village 3/2 home 5026 PRAIRIE DUNES VILLAGE
Bedrooms: 3  Bathrooms (full.half): 2.0  Price: $575,000
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 FAMILY ROOM, MAKING IT IDEAL FOR EVERYDAY LIVING AND ENTERTAINING. THE INVITING ENTRY OPENS TO THE DIN
Courtesy of: United Realty Group, Inc (BeachesMLS)
 
3/2 Winston Trails residence 5054 Prairie Dunes Village
Bedrooms: 3  Bathrooms (full.half): 2.0  Price: $634,900
LAKE FRONT BEAUTY! RARELY FOUND COURTYARD STYLE SINGLE FAMILY HOME OFFERING 3-BEDROOM, 2-BATH, 2CGAR IN WINSTON TRAILS, A FRIENDLY GATED COMMUNITY WITH A PUBLIC GOLF COURSE! ENJOY TRANQUIL LAKE VIEWS FROM ALL MAIN ROOMS! THE CUSTOM KITCHEN WAS FULLY RENOVATED IN 2024, SHOWCASING AN OVERSIZED ISLAND WITH BRAZILIAN QUARTZITE COUNTERTOPS, NEW STAINLESS STEEL APPLIANCES AND A MODERN WINE COOLER. THE VAULTED CEILINGS \U0026 RECESSED LIGHTING CREATE A SPATIAL FEEL. THIS NASSAU FLOOR PLAN HIGHLIGHTS TH
Courtesy of: RE/MAX Direct (BeachesMLS)

  
sign for Sandhills Village

Sandhills Village
The Sandhills subdivision is located within the Winston Trails development. Sandhills was built in the early 2000s and comes in 3,4,5 and 6 bedroom configurations. The homes sizes vary from 1650 square fet up to a little over 3000 square feet. Most of the residences here come with 2 car garages, but a few offfer a 3 car garage.


  
sign for Shadow Creek Village

Shadow Creek Village
Shadow Creek is one of the villages with the gated Winston Trails community. Here at shadow Creek, homeowners have a choice of 3, 4, 5 and 6 bedroom floorplans. The residences offer anywhere from 2300 square feet up to just over 4000 square feet of living space under air. There aer both 2 and 3 car options and theese homes come in both one and two story elevations as well.

 
Shadow Creek Village of Winston Trails property 6207 SHADOW TREE
Bedrooms: 4  Bathrooms (full.half): 3.0  Price: $705,000
THE ULTIMATE PRIVATE OASIS \U0026 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 0.33-ACRE LOT WITH ABSOLUTELY NO REAR NEIGHBORS, OFFERING AN UNPARALLELED LEVEL OF PEACE, QUIET, AND BACKYARD SECLUSI
Courtesy of: United Realty Group Inc. (BeachesMLS)

  
sign for Turnbury Village

Turnbury Village
Turnbury Village was built in the late 1990s and is one of the subdivions located within winston Trails. If you need a 3, 4 or 5 bedrrom home with anywhere from 1600 to 2700 square feet of living space, you are sure to find a home style here to meet your needs. All of these single family homes within Turnbury offer 2 car garages and come in both 1 and 2 story elevations.


  
sign for Village on the Green / Golfview Village

Village on the Green / Golfview Village
Village on the Green and Golfview are both villages within the gated community of Winston Trails. The residences in these two subdivisions come in models ranging from a modest 2 bedrooms up to 5 bedrooms. The living space in these homes range in size from 1400 up to 2600 square feet. Village on the Green and Golfview village were built in the mid to late 1990s and offer both 1 and 2 car garage model choices, depending on your needs.


  
sign for Wedgewood Village

Wedgewood Village
The Wedgewood subdivision was built in the late 1990s and is one of the villages within the Winston Trails community. The Wedgewood neighborhood offers both 3 and 4 bedroom single-family homes that all come with a 2 car garage. These homes range in size from 1950 square feet up to a little over 2500 square feet of living space. Some of the models found within Wedgewood village are: the Aspen, the Monaco, and the Riviera.

 
LAKE WORTH property
Bedrooms: 3  Bathrooms (full.half): 2.0  Price: $699,000
WELCOME TO 6001 WEDGEWOOD VILLAGE CIRCLE, LOCATED IN THE HIGHLY DESIRABLE, NON-EQUITY GOLF COMMUNITY OF WINSTON TRAILS! THIS SPACIOUS 3-BEDROOM, 2-BATH GOLF COURSE-VIEW POOL HOME SITS ON NEARLY A QUARTER-ACRE LOT AND HAS BEEN METICULOUSLY MAINTAINED. THE DESIRABLE SPLIT-BEDROOM FLOOR PLAN, MULTIPLE LIVING SPACES, AND SEPARATE DINING AREAS PROVIDE PLENTY OF ROOM FOR BOTH EVERYDAY LIVING AND ENTERTAINING. ENJOY BEAUTIFUL GOLF COURSE VIEWS FROM YOUR PRIVATE BACKYARD OASIS FEATURING A TRAVERTINE PO
Courtesy of: Logan Realty Inc (BeachesMLS)

Other Neighborhoods Of Interest
Near Winston Trails
 
Isola Bella community sign
4 homes available
Priced from $699,000
              to $799,900
 
Isola Bella Estates community sign
2 homes available
Priced from $965,000
              to $1,050,000
 
Journeys End community sign
6 homes available
Priced from $750,000
              to $869,900
 
Lake Charleston community sign
22 homes available
Priced from $420,000
              to $899,000
 
Lakeview Estates community sign
1 home available
Priced at $650,000
 
Northtree community sign
2 homes available
Priced from $440,000
              to $479,900
 
Savannah Estates community sign
2 homes available
Priced from $689,000
              to $799,900
 
Smith Farm community sign
9 homes available
Priced from $480,000
              to $875,000


 The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker's logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of REALTORS® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. 
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